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Claim and Claim Adjustment Expense Reserves - Net Prior Year Loss Reserve Development in Property and Casualty Operations (Details) - USD ($) $ in Millions | 3 Months Ended | 6 Months Ended
--- | --- | ---
Jun. 30, 2023 | Jun. 30, 2022 | Jun. 30, 2023 | Jun. 30, 2022
Net Prior Year Development [Abstract] |  |  |  |
Total pretax (favorable) unfavorable development | $ 18 | $ 27 | $ 31 | $ 15
Medical professional liability |  |  |  |
Net Prior Year Development [Abstract] |  |  |  |
Total pretax (favorable) unfavorable development |  | 1 | 9 | 9
Other professional liability and management liability |  |  |  |
Net Prior Year Development [Abstract] |  |  |  |
Total pretax (favorable) unfavorable development | (1) | 13 | (1) | 13
Surety |  |  |  |
Net Prior Year Development [Abstract] |  |  |  |
Total pretax (favorable) unfavorable development | (7) | (19) | (7) | (28)
Commercial auto |  |  |  |
Net Prior Year Development [Abstract] |  |  |  |
Total pretax (favorable) unfavorable development | 11 | 21 | 11 | 21
General liability |  |  |  |
Net Prior Year Development [Abstract] |  |  |  |
Total pretax (favorable) unfavorable development | 70 | 41 | 70 | 41
Workers’ compensation |  |  |  |
Net Prior Year Development [Abstract] |  |  |  |
Total pretax (favorable) unfavorable development | (96) | (82) | (98) | (84)
Property and other |  |  |  |
Net Prior Year Development [Abstract] |  |  |  |
Total pretax (favorable) unfavorable development | 6 | (12) | 12 | (21)
Other insurance operations |  |  |  |
Net Prior Year Development [Abstract] |  |  |  |
Total pretax (favorable) unfavorable development | 35 | 64 | 35 | 64
Other insurance operations | CNA Financial |  |  |  |
Net Prior Year Development [Abstract] |  |  |  |
Total pretax (favorable) unfavorable development | 35 | 64 | 35 | 64
Commercial Property and Casualty Operations | CNA Financial |  |  |  |
Net Prior Year Development [Abstract] |  |  |  |
Total pretax (favorable) unfavorable development | $ (17) | $ (37) | $ (4) | $ (49)

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- Definition Amount, after effects of reinsurance, of increase (decrease) in the liability for unpaid claims and claims adjustment expense. + References Reference 1: http://fasb.org/us-gaap/role/ref/legacyRef -Topic 944 -SubTopic 40 -Name Accounting Standards Codification -Section 50 -Paragraph 3 -Publisher FASB -URI https://asc.fasb.org//1943274/2147480081/944-40-50-3 + Details
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