CNA Financial Corporation Supplemental Financial Information March 31, 2025 This report is for informational purposes only and includes consolidated financial statements and financial exhibits that are unaudited. This report should be read in conjunction with documents filed with the U.S. Securities and Exchange Commission, including the most recent Annual Report on Form 10-K and Quarterly Reports on Form 10-Q.

Table of Contents Consolidated Results Statements of Operations 1 Components of Income (Loss), Per Share Data and Return on Equity 2 Selected Balance Sheet Data and Statements of Cash Flows Data 3 Results of Operations Property & Casualty 4 Specialty 5 Commercial 6 International 7 Life & Group 8 Corporate & Other 9 Investment Information Investment Summary - Consolidated 10 Investment Summary - Property & Casualty and Corporate & Other 11 Investment Summary - Life & Group 12 Investments - Fixed Maturity Securities by Credit Rating 13 Components of Net Investment Income 14 Net Investment Gains (Losses) 15 Other Claim & Claim Adjustment Expense Reserve Rollforward 16 Life & Group Policyholder Reserves 17 Definitions and Presentation 18 Page

Statements of Operations Three months ended March 31 (In millions) 2025 2024 Change Revenues: Net earned premiums $ 2,626 $ 2,441 8 % Net investment income 604 609 (1) Net investment losses (9) (22) Non-insurance warranty revenue 397 407 Other revenues 9 9 Total revenues 3,627 3,444 5 Claims, Benefits and Expenses: Insurance claims and policyholders’ benefits (re-measurement loss of $8 and $15) 2,027 1,807 Amortization of deferred acquisition costs 471 444 Non-insurance warranty expense 385 394 Other operating expenses 363 337 Interest expense 32 35 Total claims, benefits and expenses 3,278 3,017 (9) Income (loss) before income tax 349 427 Income tax (expense) benefit (75) (89) Net income (loss) $ 274 $ 338 (19) % 1

Components of Income (Loss), Per Share Data and Return on Equity Three months ended March 31 (In millions, except per share data) 2025 2024 Components of Income (Loss) Core income (loss) $ 281 $ 355 Net investment gains (losses) (7) (17) Net income (loss) $ 274 $ 338 Diluted Earnings (Loss) Per Common Share Core income (loss) $ 1.03 $ 1.30 Net investment gains (losses) (0.03) (0.06) Diluted earnings (loss) per share $ 1.00 $ 1.24 Weighted Average Outstanding Common Stock and Common Stock Equivalents Basic 271.3 271.6 Diluted 272.6 272.7 Return on Equity Net income (loss) (1) 10.5 % 13.8 % Core income (loss) (2) 9.2 11.5 (1) Annualized net income (loss) divided by the average stockholders' equity including accumulated other comprehensive income (loss) (AOCI) for the period. Average equity including AOCI is calculated using a simple average of the beginning and ending balances for the period. (2) Annualized core income (loss) divided by the average stockholders' equity excluding AOCI for the period. Average equity excluding AOCI is calculated using a simple average of the beginning and ending balances for the period. 2

Selected Balance Sheet Data and Statements of Cash Flows Data (In millions, except per share data) March 31, 2025 December 31, 2024 Total investments $ 47,969 $ 47,482 Reinsurance receivables, net of allowance for uncollectible receivables 6,266 6,051 Total assets 67,326 66,492 Insurance reserves 46,389 45,480 Claim and claim adjustment expenses 25,581 24,976 Unearned premiums 7,504 7,346 Future policy benefits 13,304 13,158 Debt 2,974 2,973 Total liabilities 57,047 55,979 Accumulated other comprehensive income (loss) (1) (1,785) (1,991) Total stockholders' equity 10,279 10,513 Book value per common share $ 37.98 $ 38.82 Book value per common share excluding AOCI $ 44.58 $ 46.16 Outstanding shares of common stock (in millions of shares) 270.6 270.8 Statutory capital and surplus - Combined Continental Casualty Companies (2) $ 10,952 $ 11,165 Three Months Ended March 31 2025 2024 Net cash flows provided (used) by operating activities $ 638 $ 504 Net cash flows provided (used) by investing activities 88 (249) Net cash flows provided (used) by financing activities (722) (189) Net cash flows provided (used) by operating, investing and financing activities $ 4 $ 66 (1) As of March 31, 2025 and December 31, 2024, AOCI included after-tax cumulative impacts of changes in discount rates used to measure long duration contracts of $239 million and $353 million. (2) Statutory capital and surplus as of March 31, 2025 is preliminary. 3

Property & Casualty - Results of Operations Three months ended March 31 (In millions) 2025 2024 Change Gross written premiums $ 3,898 $ 3,742 4 % Gross written premiums ex. 3rd party captives 3,142 2,936 7 Net written premiums 2,606 2,390 9 Net earned premiums 2,520 2,331 8 Insurance claims and policyholders' benefits 1,718 1,503 Amortization of deferred acquisition costs 471 444 Insurance related administrative expenses 291 258 Underwriting gain (loss) 40 126 (68) Net investment income 362 357 1 Non-insurance warranty revenue 397 407 Other revenues 9 9 Non-insurance warranty expense 385 394 Other expenses 24 28 Interest expense — 1 Core income (loss) before income tax 399 476 Income tax (expense) benefit on core income (loss) (88) (104) Core income (loss) $ 311 $ 372 (16) % Other Performance Metrics Underwriting gain (loss) $ 40 $ 126 (68) % Effect of catastrophe losses 97 88 (Favorable) unfavorable net prior year loss reserve development 61 (7) (Favorable) unfavorable other development-related items (1) 2 2 Effect of (favorable) unfavorable development-related items 63 (5) Underlying underwriting gain (loss) $ 200 $ 209 (4) % Loss & LAE ratio 67.8 % 64.1 % (3.7) pts Expense ratio 30.2 30.1 (0.1) Dividend ratio 0.4 0.4 — Combined ratio 98.4 % 94.6 % (3.8) pts Less: Effect of catastrophe impacts 3.8 3.8 — Less: Effect of (favorable) unfavorable development-related items 2.5 (0.2) (2.7) Underlying combined ratio 92.1 % 91.0 % (1.1) pts Rate 4 % 4 % — pts Renewal premium change 6 % 6 % — pts Retention 86 % 85 % 1 pts New business $ 565 $ 529 7 % (1) Other development-related items represents net prior year premium development, the effects of interest accretion on net prior year loss development and the change in allowance for uncollectible reinsurance. 4

Specialty - Results of Operations Three months ended March 31 (In millions) 2025 2024 Change Gross written premiums $ 1,672 $ 1,682 (1) % Gross written premiums ex. 3rd party captives 930 880 6 Net written premiums 842 792 6 Net earned premiums 830 814 2 Insurance claims and policyholders' benefits 511 479 Amortization of deferred acquisition costs 189 178 Insurance related administrative expenses 88 81 Underwriting gain (loss) 42 76 (45) Net investment income 151 150 1 Non-insurance warranty revenue 397 407 Other revenues 1 1 Non-insurance warranty expense 385 394 Other expenses 15 14 Interest expense — 1 Core income (loss) before income tax 191 225 Income tax (expense) benefit on core income (loss) (41) (48) Core income (loss) $ 150 $ 177 (15) % Other Performance Metrics Underwriting gain (loss) $ 42 $ 76 (45) % Effect of catastrophe losses — — (Favorable) unfavorable net prior year loss reserve development 10 (5) (Favorable) unfavorable other development-related items (1) — — Effect of (favorable) unfavorable development-related items 10 (5) Underlying underwriting gain (loss) $ 52 $ 71 (27) % Loss & LAE ratio 61.4 % 58.6 % (2.8) pts Expense ratio 33.4 31.8 (1.6) Dividend ratio 0.3 0.3 — Combined ratio 95.1 % 90.7 % (4.4) pts Less: Effect of catastrophe impacts — — — Less: Effect of (favorable) unfavorable development-related items 1.3 (0.6) (1.9) Underlying combined ratio 93.8 % 91.3 % (2.5) pts Rate 3 % 2 % 1 pts Renewal premium change 4 % 3 % 1 pts Retention 89 % 88 % 1 pts New business $ 112 $ 94 19 % (1) Other development-related items represents net prior year premium development, the effects of interest accretion on net prior year loss development and the change in allowance for uncollectible reinsurance. 5

Commercial - Results of Operations Three months ended March 31 (In millions) 2025 2024 Change Gross written premiums $ 1,853 $ 1,686 10 % Gross written premiums ex. 3rd party captives 1,839 1,682 9 Net written premiums 1,498 1,338 12 Net earned premiums 1,380 1,202 15 Insurance claims and policyholders' benefits 1,015 835 Amortization of deferred acquisition costs 219 200 Insurance related administrative expenses 163 138 Underwriting gain (loss) (17) 29 (159) Net investment income 177 176 1 Other revenues 8 8 Other expenses 10 12 Core income (loss) before income tax 158 201 Income tax (expense) benefit on core income (loss) (34) (43) Core income (loss) $ 124 $ 158 (22) % Other Performance Metrics Underwriting gain (loss) $ (17) $ 29 (159) % Effect of catastrophe losses 86 82 (Favorable) unfavorable net prior year loss reserve development 51 (2) (Favorable) unfavorable other development-related items (1) 2 2 Effect of (favorable) unfavorable development-related items 53 — Underlying underwriting gain (loss) $ 122 $ 111 10 % Loss & LAE ratio 73.0 % 68.8 % (4.2) pts Expense ratio 27.6 28.2 0.6 Dividend ratio 0.5 0.6 0.1 Combined ratio 101.1 % 97.6 % (3.5) pts Less: Effect of catastrophe impacts 6.3 6.8 0.5 Less: Effect of (favorable) unfavorable development-related items 3.8 — (3.8) Underlying combined ratio 91.0 % 90.8 % (0.2) pts Rate 6 % 6 % — pts Renewal premium change 7 % 8 % (1) pts Retention 84 % 85 % (1) pts New business $ 370 $ 367 1 % (1) Other development-related items represents net prior year premium development, the effects of interest accretion on net prior year loss development and the change in allowance for uncollectible reinsurance. 6

International - Results of Operations Three months ended March 31 (In millions) 2025 2024 Change Gross written premiums $ 373 $ 374 — % Net written premiums 266 260 2 Net earned premiums 310 315 (2) Insurance claims and policyholders' benefits 192 189 Amortization of deferred acquisition costs 63 66 Insurance related administrative expenses 40 39 Underwriting gain (loss) 15 21 (29) Net investment income 34 31 10 Other revenues — — Other expenses (1) 2 Core income (loss) before income tax 50 50 Income tax (expense) benefit on core income (loss) (13) (13) Core income (loss) $ 37 $ 37 — % Other Performance Metrics Underwriting gain (loss) $ 15 $ 21 (29) % Effect of catastrophe losses 11 6 (Favorable) unfavorable net prior year loss reserve development — — (Favorable) unfavorable other development-related items (1) — — Effect of (favorable) unfavorable development-related items — — Underlying underwriting gain (loss) $ 26 $ 27 (4) % Loss & LAE ratio 62.1 % 60.1 % (2.0) pts Expense ratio 33.3 33.2 (0.1) Dividend ratio — — — Combined ratio 95.4 % 93.3 % (2.1) pts Less: Effect of catastrophe impacts 3.6 2.0 (1.6) Less: Effect of (favorable) unfavorable development-related items — — — Underlying combined ratio 91.8 % 91.3 % (0.5) pts Rate (2) % 1 % (3) pts Renewal premium change 1 % 3 % (2) pts Retention 85 % 82 % 3 pts New business $ 83 $ 68 22 % (1) Other development-related items represents net prior year premium development, the effects of interest accretion on net prior year loss development and the change in allowance for uncollectible reinsurance. 7

Life & Group - Results of Operations Three months ended March 31 (In millions) 2025 2024 Net earned premiums $ 106 $ 110 Net investment income 226 231 Other revenues — — Total operating revenues 332 341 Insurance claims and policyholders' benefits 300 312 Insurance related administrative expenses 30 29 Other expenses — — Total claims, benefits and expenses 330 341 Core income (loss) before income tax 2 — Income tax (expense) benefit on core income (loss) 4 5 Core income (loss) $ 6 $ 5 8

Corporate & Other - Results of Operations Three months ended March 31 (In millions) 2025 2024 Net earned premiums $ — $ — Net investment income 16 21 Other revenues — — Total operating revenues 16 21 Insurance claims and policyholders' benefits 9 (8) Insurance related administrative expenses — — Interest expense 32 34 Other expenses 18 22 Total claims, benefits and expenses 59 48 Core income (loss) before income tax (43) (27) Income tax (expense) benefit on core income (loss) 7 5 Core income (loss) $ (36) $ (22) 9

Investment Summary - Consolidated March 31, 2025 December 31, 2024 (In millions) Carrying Value Net Unrealized Gains (Losses) Carrying Value Net Unrealized Gains (Losses) Fixed maturity securities: Corporate and other bonds $ 25,728 $ (647) $ 24,944 $ (882) States, municipalities and political subdivisions: Tax-exempt 3,035 (130) 3,167 (48) Taxable 3,609 (472) 3,637 (544) Total states, municipalities and political subdivisions 6,644 (602) 6,804 (592) Asset-backed: RMBS 3,438 (406) 3,244 (481) CMBS 1,665 (105) 1,681 (131) Other ABS 3,610 (192) 3,541 (215) Total asset-backed 8,713 (703) 8,466 (827) U.S. Treasury and obligations of government-sponsored enterprises 218 (1) 220 — Foreign government 670 (18) 677 (24) Redeemable preferred stock — — — — Total fixed maturity securities 41,973 (1,971) 41,111 (2,325) Equities: Common stock 182 — 180 — Non-redeemable preferred stock 513 — 479 — Total equities 695 — 659 — Limited partnership investments: Hedge funds 360 — 359 — Private equity funds 2,212 — 2,161 — Total limited partnership investments 2,572 — 2,520 — Other invested assets 96 — 85 — Mortgage loans 1,049 — 1,019 — Short-term investments 1,584 — 2,088 — Total investments $ 47,969 $ (1,971) $ 47,482 $ (2,325) Net receivable/(payable) on investment activity $ (92) $ 16 Effective duration (in years) 6.3 6.2 Weighted average rating (1) A A RMBS - Residential mortgage-backed securities CMBS - Commercial mortgage-backed securities Other ABS - Other asset-backed securities (1) Obligations of the U.S. Government, U.S. Government agencies and U.S. Government-sponsored enterprises were classified as AAA for purposes of calculating the weighted average rating. 10

Investment Summary - Property & Casualty and Corporate & Other March 31, 2025 December 31, 2024 (In millions) Carrying Value Net Unrealized Gains (Losses) Carrying Value Net Unrealized Gains (Losses) Fixed maturity securities: Corporate and other bonds $ 14,900 $ (435) $ 14,755 $ (538) States, municipalities and political subdivisions: Tax-exempt 959 (211) 983 (189) Taxable 2,225 (399) 2,157 (446) Total states, municipalities and political subdivisions 3,184 (610) 3,140 (635) Asset-backed: RMBS 3,436 (406) 3,242 (481) CMBS 1,643 (103) 1,659 (128) Other ABS 3,049 (92) 2,979 (105) Total asset-backed 8,128 (601) 7,880 (714) U.S. Treasury and obligations of government-sponsored enterprises 209 (1) 211 — Foreign government 624 (8) 631 (14) Redeemable preferred stock — — — — Total fixed maturity securities 27,045 (1,655) 26,617 (1,901) Equities: Common stock 182 — 180 — Non-redeemable preferred stock 143 — 115 — Total equities 325 — 295 — Limited partnership investments: Hedge funds 319 — 275 — Private equity funds 1,963 — 1,653 — Total limited partnership investments 2,282 — 1,928 — Other invested assets 96 — 85 — Mortgage loans 875 — 844 — Short-term investments 1,529 — 2,040 — Total investments $ 32,152 $ (1,655) $ 31,809 $ (1,901) Net receivable/(payable) on investment activity $ (90) $ 7 Effective duration (in years) 4.4 4.3 Weighted average rating (1) A A (1) Obligations of the U.S. Government, U.S. Government agencies and U.S. Government-sponsored enterprises were classified as AAA for purposes of calculating the weighted average rating. 11

Investment Summary - Life & Group March 31, 2025 December 31, 2024 (In millions) Carrying Value Net Unrealized Gains (Losses) Carrying Value Net Unrealized Gains (Losses) Fixed maturity securities: Corporate and other bonds $ 10,828 $ (212) $ 10,189 $ (344) States, municipalities and political subdivisions: Tax-exempt 2,076 81 2,184 141 Taxable 1,384 (73) 1,480 (98) Total states, municipalities and political subdivisions 3,460 8 3,664 43 Asset-backed: RMBS 2 — 2 — CMBS 22 (2) 22 (3) Other ABS 561 (100) 562 (110) Total asset-backed 585 (102) 586 (113) U.S. Treasury and obligations of government-sponsored enterprises 9 — 9 — Foreign government 46 (10) 46 (10) Redeemable preferred stock — — — — Total fixed maturity securities 14,928 (316) 14,494 (424) Equities: Common stock — — — — Non-redeemable preferred stock 370 — 364 — Total equities 370 — 364 — Limited partnership investments: Hedge funds 41 — 84 — Private equity funds 249 — 508 — Total limited partnership investments 290 — 592 — Other invested assets — — — — Mortgage loans 174 — 175 — Short-term investments 55 — 48 — Total investments $ 15,817 $ (316) $ 15,673 $ (424) Net receivable/(payable) on investment activity $ (2) $ 9 Effective duration (in years) 9.8 9.8 Weighted average rating (1) A- A- (1) Obligations of the U.S. Government, U.S. Government agencies and U.S. Government-sponsored enterprises were classified as AAA for purposes of calculating the weighted average rating. 12

Investments - Fixed Maturity Securities by Credit Rating March 31, 2025 U.S. Government, Government agencies and Government-sponsored enterprises AAA AA A BBB Non-investment grade Total (In millions) Fair Value Net Unrealized Gains (Losses) Fair Value Net Unrealized Gains (Losses) Fair Value Net Unrealized Gains (Losses) Fair Value Net Unrealized Gains (Losses) Fair Value Net Unrealized Gains (Losses) Fair Value Net Unrealized Gains (Losses) Fair Value Net Unrealized Gains (Losses) Corporate and other bonds $ — $ — $ 25 $ — $ 716 $ (24) $ 8,022 $ (150) $ 15,378 $ (432) $ 1,587 $ (41) $ 25,728 $ (647) States, municipalities and political subdivisions — — 1,079 (73) 4,279 (408) 1,078 (70) 191 (44) 17 (7) 6,644 (602) Asset-backed: RMBS 2,825 (308) 597 (101) 8 — — — — — 8 3 3,438 (406) CMBS — — 730 (9) 616 (48) 155 (14) 124 (16) 40 (18) 1,665 (105) Other ABS — — 465 (14) 261 (61) 1,418 (48) 1,283 (52) 183 (17) 3,610 (192) Total asset-backed 2,825 (308) 1,792 (124) 885 (109) 1,573 (62) 1,407 (68) 231 (32) 8,713 (703) U.S. Treasury and obligations of government-sponsored enterprises 218 (1) — — — — — — — — — — 218 (1) Foreign government — — 184 (1) 347 (4) 38 (6) 101 (7) — — 670 (18) Redeemable preferred stock — — — — — — — — — — — — — — Total fixed maturity securities $ 3,043 $ (309) $ 3,080 $ (198) $ 6,227 $ (545) $ 10,711 $ (288) $ 17,077 $ (551) $ 1,835 $ (80) $ 41,973 $ (1,971) Percentage of total fixed maturity securities 7 % 7 % 15 % 26 % 41 % 4 % 100 % 13

Components of Net Investment Income Three months ended March 31 Consolidated (In millions) 2025 2024 Taxable fixed income securities $ 496 $ 472 Tax-exempt fixed income securities 34 38 Total fixed income securities 530 510 Common stock (2) 14 Limited partnerships - hedge funds 8 12 Limited partnerships - private equity funds 48 42 Total limited partnership and common stock investments 54 68 Other, net of investment expense 20 31 Net investment income $ 604 $ 609 Effective income yield for fixed income securities portfolio 4.8 % 4.7 % Limited partnership and common stock return 2.0 2.9 Property & Casualty and Corporate & OtherThree months ended March 31 (In millions) 2025 2024 Taxable fixed income securities $ 304 $ 291 Tax-exempt fixed income securities 9 10 Total fixed income securities 313 301 Common stock (2) 14 Limited partnerships - hedge funds 6 7 Limited partnerships - private equity funds 37 23 Total limited partnership and common stock investments 41 44 Other, net of investment expense 24 33 Net investment income $ 378 $ 378 Effective income yield for fixed income securities portfolio 4.3 % 4.3 % Three months ended March 31 Life & Group (In millions) 2025 2024 Taxable fixed income securities $ 192 $ 181 Tax-exempt fixed income securities 25 28 Total fixed income securities 217 209 Common stock — — Limited partnerships - hedge funds 2 5 Limited partnerships - private equity funds 11 19 Total limited partnership and common stock investments 13 24 Other, net of investment expense (4) (2) Net investment income $ 226 $ 231 Effective income yield for fixed income securities portfolio 5.7 % 5.6 % 14

Net Investment Gains (Losses) Three months ended March 31 Consolidated (In millions) 2025 2024 Fixed maturity securities: Corporate and other bonds $ (9) $ (17) States, municipalities and political subdivisions (1) — Asset-backed 1 (15) Total fixed maturity securities (9) (32) Non-redeemable preferred stock — 11 Derivatives, short-term and other — (1) Net investment gains (losses) (9) (22) Income tax benefit (expense) on net investment gains (losses) 2 5 Net investment gains (losses), after tax $ (7) $ (17) 15

Claim & Claim Adjustment Expense Reserve Rollforward Three months ended March 31, 2025 (In millions) Specialty Commercial International P&C Operations Life & Group Corporate & Other Total Operations Claim & claim adjustment expense reserves, beginning of period Gross $ 7,426 $ 11,336 $ 2,920 $ 21,682 $ 622 $ 2,672 $ 24,976 Ceded 1,447 1,397 504 3,348 81 2,284 5,713 Net 5,979 9,939 2,416 18,334 541 388 19,263 Net incurred claim & claim adjustment expenses 509 1,008 192 1,709 5 26 1,740 Net claim & claim adjustment expense payments (411) (706) (149) (1,266) (11) (15) (1,292) Foreign currency translation adjustment and other — (1) 53 52 — 1 53 Claim & claim adjustment expense reserves, end of period Net 6,077 10,240 2,512 18,829 535 400 19,764 Ceded 1,495 1,468 534 3,497 81 2,239 5,817 Gross $ 7,572 $ 11,708 $ 3,046 $ 22,326 $ 616 $ 2,639 $ 25,581 16

Life & Group Policyholder Reserves March 31, 2025 (In millions) Claim and claim adjustment expenses Future policy benefits Total Beginning of Period $ 541 $ 13,158 $ 13,699 Incurred claims and policyholders' benefits (1) 5 294 299 Benefit and expense payments (11) (293) (304) Change in discount rate assumptions and other (AOCI) — 145 145 End of Period $ 535 $ 13,304 $ 13,839 December 31, 2024 (In millions) Claim and claim adjustment expenses Future policy benefits Total Beginning of Period $ 582 $ 13,959 $ 14,541 Incurred claims and policyholders' benefits (1) 24 1,286 1,310 Benefit and expense payments (45) (1,187) (1,232) Change in discount rate assumptions and other (AOCI) (20) (900) (920) End of Period $ 541 $ 13,158 $ 13,699 (1) Incurred claims and policyholders' benefits above does not agree to Net incurred claims and benefits as reflected in Note J to the Condensed Consolidated Financial Statements included under Part I, Item 1 of the Quarterly Report on Form 10-Q due to the timing of benefit and expense cash flows in determining Future Policy Benefit reserves, along with the allowable expenses in the reserve. 17

Definitions and Presentation • Collectively, CNA Financial Corporation (CNAF) and its subsidiaries are referred to as CNA or the Company. • P&C Operations includes Specialty, Commercial and International. • Life & Group segment includes the individual and group run-off long-term care businesses as well as structured settlement obligations not funded by annuities related to certain property and casualty claimants. • Corporate & Other segment primarily includes certain corporate expenses, including interest on corporate debt, and the results of certain property and casualty business in run-off, including CNA Re, asbestos and environmental pollution (A&EP), a legacy portfolio of excess workers' compensation (EWC) policies and certain legacy mass tort reserves. • Management uses the core income (loss) financial measure to monitor the Company’s operations for the Specialty, Commercial and International segments. Core income (loss) is calculated by excluding from net income (loss) the after-tax effects of net investment gains or losses and gains or losses resulting from pension settlement transactions. Net investment gains or losses are excluded from the calculation of core income (loss) because they are generally driven by economic factors that are not necessarily reflective of our primary operations. The calculation of core income (loss) excludes gains or losses resulting from pension settlement transactions as they result from decisions regarding our defined benefit pension plans which are unrelated to our primary operations. Management monitors core income (loss) for each business segment to assess segment performance. Presentation of consolidated core income (loss) is deemed to be a non-GAAP financial measure and management believes some investors may find this measure useful to evaluate the Company's primary operations. Please refer to Note P to the Consolidated Financial Statements within the December 31, 2024 Form 10-K for further discussion regarding how the Company manages its business. • In evaluating the results of the Specialty, Commercial and International segments, management uses the loss ratio, the underlying loss ratio, the expense ratio, the dividend ratio, the combined ratio and the underlying combined ratio. These ratios are calculated using financial results prepared in accordance with accounting principles generally accepted in the United States of America. The loss ratio is the percentage of net incurred claim and claim adjustment expenses to net earned premiums. The underlying loss ratio excludes the impact of catastrophe losses and development-related items from the loss ratio. Development-related items represents net prior year loss reserve and premium development, and includes the effects of interest accretion and change in allowance for uncollectible reinsurance. The expense ratio is the percentage of insurance underwriting and acquisition expenses, including the amortization of deferred acquisition costs, to net earned premiums. The dividend ratio is the ratio of policyholders' dividends incurred to net earned premiums. The combined ratio is the sum of the loss ratio, the expense ratio and the dividend ratio. The underlying combined ratio is the sum of the underlying loss ratio, the expense ratio and the dividend ratio. The underlying loss ratio and the underlying combined ratio are deemed to be non-GAAP financial measures, and management believes some investors may find these ratios useful to evaluate our underwriting performance since they remove the impact of catastrophe losses, which are unpredictable as to timing and amount, and development-related items as they are not indicative of our current year underwriting performance. In addition, management also utilizes renewal premium change, rate, retention and new business in evaluating operating trends. Renewal premium change represents the estimated change in average premium on policies that renew, including rate and exposure changes. Rate represents the average change in price on policies that renew excluding exposure change. Exposure represents the measure of risk used in the pricing of the insurance product. The change in exposure represents the change in premium dollars on policies that renew as a result of the change in risk of the policy. Retention represents the percentage of premium dollars renewed, excluding rate and exposure changes, in comparison to the expiring premium dollars from policies available to renew. New business represents premiums from policies written with new customers and additional policies written with existing customers. 18

• Management uses underwriting gain (loss) and underlying underwriting gain (loss), calculated using GAAP financial results, to monitor our insurance operations. Underwriting gain (loss) is deemed to be a non-GAAP financial measure and is calculated pretax as net earned premiums less total insurance expenses, which includes insurance claims and policyholders' benefits, amortization of deferred acquisition costs and other insurance related expenses. Net income (loss) is the most directly comparable GAAP measure. Management believes some investors may find this measure useful to evaluate the profitability, before tax, derived from our underwriting activities, which are managed separately from our investing activities. Underlying underwriting gain (loss) is also deemed to be a non-GAAP financial measure, and represents pretax underwriting gain (loss) excluding catastrophe losses and development-related items. Management believes some investors may find this measure useful to evaluate the profitability, before tax, derived from our underwriting activities, excluding the impact of catastrophe losses, which are unpredictable as to timing and amount, and development-related items as they are not indicative of our current year underwriting performance. • This financial supplement may also reference or contain financial measures utilized to monitor the Company's investment portfolio that are not in accordance with GAAP. The Company's investment portfolio is monitored by management through analysis of various factors including unrealized gains and losses on securities, portfolio duration and exposure to market and credit risk. • For reconciliations of non-GAAP measures to the most comparable GAAP measures and other information, please refer herein and/or to CNA's filings with the Securities and Exchange Commission, available at www.cna.com. • Gross written premiums ex. 3rd party captives represents gross written premiums excluding business which is ceded to third party captives, including business related to large warranty programs. • Statutory capital and surplus represents the excess of an insurance company's admitted assets over its liabilities, including loss reserves, as determined in accordance with statutory accounting practices. • Net investment income from fixed income securities, as presented, includes both fixed maturity securities and non-redeemable preferred stock. • Certain immaterial differences are due to rounding. • N/M = Not Meaningful 19

CNA Financial Corporation First Quarter 2025 Results May 5, 2025

Forward Looking Statements The statements made in the course of this presentation and/or contained in the presentation materials may include statements that relate to anticipated future events (forward-looking statements) rather than actual present conditions or historical events. These statements are made pursuant to the safe harbor provisions of the Private Securities Litigation Reform Act of 1995 and generally include words such as “believes,” “expects,” “intends,” “anticipates,” “estimates” and similar expressions. Forward-looking statements, by their nature, are subject to a variety of inherent risks and uncertainties that could cause actual results to differ materially from the results projected. Many of these risks and uncertainties cannot be controlled by CNA. For a detailed description of these risks and uncertainties, please refer to CNA’s filings with the Securities and Exchange Commission available at www.cna.com. Any forward-looking statements and other financial information contained in this presentation speak only as of the date hereof. Further, CNA does not have any obligation to update or revise any forward-looking statement made in the course of this presentation and/or contained in the presentation materials even if CNA’s expectations or any related events, conditions or circumstances change. Reconciliation of GAAP Measures to Non-GAAP Measures This earnings presentation contains financial measures that are not in accordance with accounting principles generally accepted in the United States of America (GAAP). Management utilizes these financial measures to monitor the Company's insurance operations and investment portfolio. The Company believes the presentation of these measures provides investors with a better understanding of the significant factors that comprise the Company's operating performance. Reconciliations of these measures to the most comparable GAAP measures can be found in the Appendix to this presentation. For additional information, please refer to CNA's filings with the Securities and Exchange Commission, available at www.cna.com Available Information and Risk Factors CNA files annual, quarterly and current reports and other information with the SEC. The SEC filings are available on the CNA website (www.cna.com) and at the SEC's website (www.sec.gov). These filings describe some of the more material risks we face and how these risks could lead to events or circumstances that may have a material adverse effect on our business, financial condition, results of operations or cash flows. You should review these filings as they contain important information about CNA and its business. "CNA" is a registered trademark of CNA Financial Corporation. Certain CNA Financial Corporation subsidiaries use the "CNA" trademark in connection with insurance underwriting and claims activities. Copyright © 2025 CNA. All rights reserved. 2 Notices and Disclaimers

• Net income of $274 million versus $338 million in the prior year quarter; core income of $281 million versus $355 million in the prior year quarter. • P&C core income of $311 million versus $372 million, reflects lower underwriting results partially offset by higher net investment income. • Life & Group results largely consistent with the prior year quarter. • Corporate & Other core loss of $36 million versus $22 million in the prior year quarter. The current year quarter includes a $17 million after-tax charge related to unfavorable prior period development associated with legacy mass tort claims. • Net investment income of $604 million pretax, reflects a $14 million decrease from limited partnerships and common stock to $54 million, partially offset by a $9 million increase from fixed income securities and other investments to $550 million. • P&C combined ratio of 98.4%, compared with 94.6% in the prior year quarter, including 3.8 points of catastrophe loss impact in both quarters. The current year quarter also includes an unfavorable impact of 2.5 points from net prior period development driven by commercial auto in accident year 2024, compared to a favorable impact of 0.2 points in the prior year quarter. • Catastrophe losses of $97 million pretax, includes $53 million for the California wildfires, versus $88 million in the prior year quarter. • P&C underlying combined ratio was 92.1%, compared with 91.0% in the prior year quarter. P&C underlying loss ratio was 61.5% and the expense ratio was 30.2%. • P&C segments, excluding third party captives, generated gross written premium growth of 7% and net written premium growth of 9%. Excluding currency fluctuations, gross written premiums grew 8% and net written premiums grew 10%. P&C renewal premium change of +6%, with written rate of +4% and exposure change of +2%. • Book value per share of $37.98; book value per share excluding AOCI of $44.58, a 2% increase from year-end 2024 adjusting for $2.46 of dividends per share paid. • Board of Directors declares regular quarterly cash dividend of $0.46 per share 3 First Quarter Overview

Financial Performance 4 (In millions, except ratios and per share data) First Quarter 2025 2024 Change Revenues $3,627 $3,444 5 % Core income 281 355 (21) % Net income 274 338 (19) % Diluted earnings per common share: Core income $1.03 $1.30 (21) % Net income 1.00 1.24 (19) % Core ROE 9.2 % 11.5 % (2.3) pts Solid core income despite actions to strengthen commercial auto underlying loss ratio and prior accident year reserves, and elevated industry catastrophe losses

Continued strong premium growth and underlying combined ratio 5 (In millions, except ratios) First Quarter 2025 2024 GWP ex. 3rd party captives $3,142 $2,936 GWP change (% year over year) 7 % Net written premium $2,606 $2,390 NWP change (% year over year) 9 % Net earned premium $2,520 $2,331 NEP change (% year over year) 8 % Underwriting gain $40 $126 Loss ratio 67.8 % 64.1 % Less: Effect of catastrophes impacts 3.8 % 3.8 % Less: Effect of unfavorable (favorable) development-related items 2.5 % (0.2) % Underlying loss ratio 61.5 % 60.5 % Expense ratio 30.2 % 30.1 % Combined ratio 98.4 % 94.6 % Underlying combined ratio 92.1 % 91.0 % Property & Casualty Operations

Improved rate and renewal premium change, and stable retention 6 Property & Casualty Rate & Retention 2024 2025 Q1 Q2 Q3 Q4 Q1 4% 4% 3% 3% 4% 6% 5% 5% 4% 6% 85% 85% 85% 86% 86% Retention Renewal Premium Change Rate GWP ex. 3rd party captives ($M) $2,936 $3,203 $2,825 $3,230 $3,142 New Business ($M) $529 $595 $547 $591 $565 Specialty Rate 2% —% —% 1% 3% Retention 88% 90% 89% 89% 89% Commercial Rate 6% 7% 6% 6% 6% Retention 85% 84% 84% 84% 84% International Rate 1% —% (2)% (3)% (2)% Retention 82% 80% 82% 85% 85% Property & Casualty Production Metrics

Highest quarterly growth in 11 quarters 7 (In millions, except ratios) First Quarter 2025 2024 GWP ex. 3rd party captives $930 $880 GWP change (% year over year) 6 % Net written premium $842 $792 NWP change (% year over year) 6 % Net earned premium $830 $814 NEP change (% year over year) 2 % Underwriting gain $42 $76 Loss ratio 61.4 % 58.6 % Less: Effect of catastrophes impacts — % — % Less: Effect of unfavorable (favorable) development-related items 1.3 % (0.6) % Underlying loss ratio 60.1 % 59.2 % Expense ratio 33.4 % 31.8 % Combined ratio 95.1 % 90.7 % Underlying combined ratio 93.8 % 91.3 % Specialty

Maintaining strong retention with improvement in rate 8 Specialty Rate & Retention 2024 2025 Q1 Q2 Q3 Q4 Q1 —% —% 3% 1% 2% 3% 4% 88% 90% 89% 89% 89% Retention Renewal Premium Change Rate GWP ex. 3rd party captives ($M) $880 $984 $982 $1,049 $930 New Business ($M) $94 $118 $129 $121 $112 FI & Mgmt Liability Rate (3)% (6)% (5)% (4)% (1)% Retention 90% 92% 91% 89% 89% Affinity Professional E&O Rate 2% 3% 2% 3% 2% Retention 92% 92% 91% 93% 93% Medical Malpractice Rate 7% 9% 7% 9% 7% Retention 80% 85% 83% 84% 85% Surety Net Written Premiums $184 $175 $176 $157 $204 Warranty & Alt. Risks Revenues $461 $459 $452 $443 $445 Specialty Production Metrics 2% 3%1%

9 (In millions, except ratios) First Quarter 2025 2024 GWP ex. 3rd party captives $1,839 $1,682 GWP change (% year over year) 9 % Net written premium $1,498 $1,338 NWP change (% year over year) 12 % Net earned premium $1,380 $1,202 NEP change (% year over year) 15 % Underwriting (loss) gain ($17) $29 Loss ratio 73.0 % 68.8 % Less: Effect of catastrophes impacts 6.3 % 6.8 % Less: Effect of unfavorable development-related items 3.8 % — % Underlying loss ratio 62.9 % 62.0 % Expense ratio 27.6 % 28.2 % Combined ratio 101.1 % 97.6 % Underlying combined ratio 91.0 % 90.8 % Double-digit NWP growth and excellent underlying results Commercial

10 Commercial Rate & Retention 2024 2025 Q1 Q2 Q3 Q4 Q1 6% 7% 6% 6% 6% 8% 7% 8% 7% 7% 85% 84% 84% 84% 84% Retention Renewal Premium Change Rate GWP ex. 3rd party captives ($M) $1,682 $1,802 $1,538 $1,794 $1,839 New Business ($M) $367 $405 $345 $395 $370 Middle Market Rate 5% 5% 4% 4% 4% Retention 83% 84% 85% 84% 84% Construction Rate 8% 9% 9% 9% 9% Retention 86% 87% 84% 86% 82% National Accounts Rate 8% 7% 6% 6% 5% Retention 87% 83% 85% 84% 88% Small Business Rate 3% 4% 4% 5% 5% Retention 81% 79% 80% 81% 82% Marine / Other Net Written Premium $104 $116 $95 $94 $111 Stable rate, retention and renewal premium change Commercial Production Metrics

1 Excluding currency fluctuations, GWP grew 4% and NWP grew 7% for the first quarter of 2025. NWP growth ex. currency fluctuations up 7% with consistently profitable results 11 (In millions, except ratios) First Quarter 2025 2024 Gross written premium $373 $374 GWP change (% year over year)1 — % Net written premium $266 $260 NWP change (% year over year)1 2 % Net earned premium $310 $315 NEP change (% year over year) (2) % Underwriting gain $15 $21 Loss ratio 62.1 % 60.1 % Less: Effect of catastrophes impacts 3.6 % 2.0 % Less: Effect of (favorable) unfavorable development-related items — % — % Underlying loss ratio 58.5 % 58.1 % Expense ratio 33.3 % 33.2 % Combined ratio 95.4 % 93.3 % Combined ratio excl. catastrophes and development 91.8 % 91.3 % International

Current quarter reflects favorable persistency partially offset by lower investment income from LPs 12 (In millions) First Quarter 2025 2024 Net earned premiums $106 $110 Total claims, benefits and expenses 330 341 Net investment income 226 231 Core income before income tax 2 — Income tax benefit 4 5 Core income $6 $5 Life & Group

609 618 626 644 604 Q1 2024 Q2 2024 Q3 2024 Q4 2024 Q1 2025 Total CNAF Limited Partnership & Common Stock Highlights Fixed Income Securities 510 520 525 529 530 4.7% 4.8% 4.8% 4.8% 4.8% Fixed Income Effective Yield (Pretax) Q1 2024 Q2 2024 Q3 2024 Q4 2024 Q1 2025 68 78 80 94 54 2.9% 3.1% 3.1% 3.5% 2.0% Limited Partnership & Common Stock Return (Pretax) Q1 2024 Q2 2024 Q3 2024 Q4 2024 Q1 2025 $M $M $M 13 • Net investment income from fixed income is up 4% year-over-year • Fixed income benefited from strong operating cash flows and the continued impact of favorable reinvestment rates • Solid limited partnership and common stock returns in the quarter; trailing twelve month return of 12% Pretax Net Investment Income Strong contributions from fixed income and limited partnerships

6% 4% 3% 2% 2% 1% 14 Life & Group 9.8 yrs P&C and Corporate 4.4 yrs Total 6.3 yrs 1 AAA includes obligations of the U.S. Government, U.S. Government agencies and U.S. Government-sponsored enterprises. AA 15% A 26% BBB 41% Corporate & Other 53% Municipals 14% Other ABS 8% RMBS 7% AAA 1 14% Non-IG 4% LPs & Common Stock Short Term & Other CMBS Mortgage Loans Other Fixed Income Preferred Stock Investment Portfolio High quality, diversified and liquid investment portfolio Effective Portfolio Duration • 89% of total invested assets are in fixed income securities • High-quality portfolio with an average credit rating of “A” • Duration well matched with insurance liabilities • Net unrealized loss improved from year-end driven by lower risk-free rates Fixed Maturities by Rating Portfolio Composition Highlights

Conservative capital and debt profile support business objectives Capital • Financial strength ratings from all four rating agencies were affirmed in the past year • Moody’s and AM Best maintain positive outlooks; S&P and Fitch maintain stable outlooks • Statutory surplus remains very strong • Adjusting for dividends, book value per share ex. AOCI increased 2% Leverage • Debt maturity schedule is termed out to effectively manage refinancing • Next debt maturity of $500M in the first quarter of 2026 Liquidity • Ample liquidity at both holding and operating company levels to meet obligations (In millions, except per share data) Mar 31, 2025 Dec 31, 2024 Debt $2,974 $2,973 Stockholders' equity 10,279 10,513 Total capital $13,253 $13,486 AOCI (1,785) (1,991) Capital ex. AOCI $ 15,038 $ 15,477 BVPS ex. AOCI $44.58 $46.16 Dividends per share (YTD) $2.46 $3.76 Debt-to-capital 22.4 % 22.0 % Debt-to-capital ex. AOCI 19.8 % 19.2 % Statutory surplus 10,952 $11,165 Holding company liquidity 1 $816 $1,207 15 1 Includes $250 million available under credit facility Financial Strength

Results for the Three Months Ended March 31 2025 2024 Net income $274 $338 Less: Net investment losses (7) (17) Core income $281 $355 Core income (loss) is calculated by excluding from net income (loss) the after-tax effects of net investment gains or losses and gains or losses resulting from pension settlement transactions. Net investment gains or losses are excluded from the calculation of core income (loss) because they are generally driven by economic factors that are not necessarily reflective of our primary operations. The calculation of core income (loss) excludes gains or losses resulting from pension settlement transactions as they result from decisions regarding our defined benefit pension plans which are unrelated to our primary operations. Management monitors core income (loss) for each business segment to assess segment performance. Presentation of consolidated core income (loss) is deemed to be a non-GAAP financial measure and management believes some investors may find this measure useful to evaluate our primary operations. Reconciliation of Net Income (Loss) per Diluted Share to Core Income (Loss) per Diluted Share Results for the Three Months Ended March 31 2025 2024 Net income per diluted share $1.00 $1.24 Less: Net investment losses (0.03) (0.06) Core income per diluted share $1.03 $1.30 Core income (loss) per diluted share provides management and investors with a valuable measure of the Company's operating performance for the same reasons applicable to its underlying measure, core income (loss). Core income (loss) per diluted share is core income (loss) on a per diluted share basis. 17 Reconciliation of Net Income (Loss) to Core Income (Loss) Reconciliation of GAAP Measures to Non-GAAP Measures

18 Results for the Three Months Ended March 31, 2025 (In millions) Specialty Commercial International Property & Casualty Net income $ 149 $ 124 $ 38 $ 311 Net investment losses (gains), after tax 1 — (1) — Core income $ 150 $ 124 $ 37 $ 311 Less: Net investment income 151 177 34 362 Non-insurance warranty revenue (expense) 12 — — 12 Other revenue (expense), including interest expense (14) (2) 1 (15) Income tax expense on core income (41) (34) (13) (88) Underwriting gain (loss) 42 (17) 15 40 Effect of catastrophe losses — 86 11 97 Effect of unfavorable development-related items 10 53 — 63 Underlying underwriting gain $ 52 $ 122 $ 26 $ 200 Reconciliation of Net Income to Underwriting Gain (Loss) and Underlying Underwriting Gain (Loss) Underwriting gain (loss) is deemed to be a non-GAAP financial measure and is calculated pretax as net earned premiums less total insurance expenses, which includes insurance claims and policyholders' benefits, amortization of deferred acquisition costs and insurance related administrative expenses. Net income (loss) is the most directly comparable GAAP measure. Management believes some investors may find this measure useful to evaluate the profitability, before tax, derived from our underwriting activities which are managed separately from our investing activities. Underlying underwriting gain (loss) is also deemed to be a non-GAAP financial measure, and represents pretax underwriting results excluding catastrophe losses and development-related items. Management believes some investors may find this measure useful to evaluate the profitability, before tax, derived from our underwriting activities, excluding the impact of catastrophe losses, which are unpredictable as to timing and amount, and development-related items as they are not indicative of our current year underwriting performance. Reconciliation of GAAP Measures to Non-GAAP Measures

19 Results for the Three Months Ended March 31, 2024 (In millions) Specialty Commercial International Property & Casualty Net income $ 167 $ 144 $ 37 $ 348 Net investment losses, after tax 10 14 — 24 Core income $ 177 $ 158 $ 37 $ 372 Less: Net investment income 150 176 31 357 Non-insurance warranty revenue (expense) 13 — — 13 Other revenue (expense), including interest expense (14) (4) (2) (20) Income tax expense on core income (48) (43) (13) (104) Underwriting gain 76 29 21 126 Effect of catastrophe losses — 82 6 88 Effect of favorable development-related items (5) — — (5) Underlying underwriting gain $ 71 $ 111 $ 27 $ 209 The underlying loss ratio excludes the impact of catastrophe losses and development-related items from the loss ratio. The underlying combined ratio is the sum of the underlying loss ratio, the expense ratio and the dividend ratio. The underlying loss ratio and the underlying combined ratio are deemed to be non-GAAP financial measures, and management believes some investors may find these ratios useful to evaluate our underwriting performance since they remove the impact of catastrophe losses, which are unpredictable as to timing and amount, and development-related items as they are not indicative of our current year underwriting performance. The components to reconcile the combined ratio and loss ratio to the underlying combined ratio and underlying loss ratio for Property & Casualty, Specialty, Commercial and International segments are set forth on pages 6, 8, 10 and 12, respectively. Components to reconcile the combined ratio and loss ratio to the underlying combined ratio and underlying loss ratio Reconciliation of GAAP Measures to Non-GAAP Measures

March 31, 2025 December 31, 2024 Book value per share $37.98 $38.82 Less: Per share impact of AOCI (6.60) (7.34) Book value per share excluding AOCI $44.58 $46.16 Book value per share excluding AOCI allows management and investors to analyze the amount of the Company's net worth primarily attributable to the Company's business operations. The Company believes this measurement is useful as it reduces the effect of items that can fluctuate significantly from period to period, primarily based on changes in interest rates. Calculation of Return on Equity and Core Return on Equity Results for the Three Months Ended March 31 ($ millions) 2025 2024 Annualized net income $1,096 $1,351 Average stockholders' equity including AOCI (a) 10,396 9,778 Return on equity 10.5 % 13.8 % Annualized core income $1,125 $1,420 Average stockholders' equity excluding AOCI (a) 12,284 12,400 Core return on equity 9.2 % 11.5 % Core return on equity provides management and investors with a measure of how effectively the Company is investing the portion of the Company's net worth that is primarily attributable to its business operations. a Average stockholders' equity is calculated using a simple average of the beginning and ending balances for the period. 20 Reconciliation of Book Value per Share to Book Value per Share Excluding AOCI Reconciliation of GAAP Measures to Non-GAAP Measures