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Claim and Claim Adjustment Expense Reserves - Additional Information (Details) - USD ($)
$ in Millions
3 Months Ended 6 Months Ended
Jun. 30, 2023
Jun. 30, 2022
Jun. 30, 2023
Jun. 30, 2022
Insurance [Abstract]        
Loss from catastrophes, net of reinsurance $ 68 $ 37 $ 120 $ 57
Causes of Increase (Decrease) in Liability for Unpaid Claims and Claims Adjustment Expense [Line Items]        
Pretax (favorable) unfavorable development 18 27 31 15
Commercial Property and Casualty Operations | CNA Financial        
Causes of Increase (Decrease) in Liability for Unpaid Claims and Claims Adjustment Expense [Line Items]        
Pretax (favorable) unfavorable development (17) (37) (4) (49)
Other Insurance Operations        
Causes of Increase (Decrease) in Liability for Unpaid Claims and Claims Adjustment Expense [Line Items]        
Pretax (favorable) unfavorable development 35 64 35 64
Other Insurance Operations | CNA Financial        
Causes of Increase (Decrease) in Liability for Unpaid Claims and Claims Adjustment Expense [Line Items]        
Pretax (favorable) unfavorable development $ 35 $ 64 $ 35 $ 64