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Organization and Summary of Significant Accounting Policies - Prop and Equip, Contracts, Impairment, Investments (Details)
12 Months Ended
Dec. 31, 2021
USD ($)
segment
reporting
Dec. 31, 2020
USD ($)
Dec. 31, 2019
USD ($)
Contracts in Transit      
Accounts receivable $ 734,000,000.0 $ 806,900,000  
Impairment Testing      
Number of reportable segments | segment 4    
Goodwill $ 2,124,100,000 1,928,400,000 $ 1,911,000,000
Investments      
Net book value of investments 1,688,100,000 1,500,300,000  
Contracts in transit      
Contracts in Transit      
Accounts receivable 198,700,000 254,000,000.0  
PTL      
Investments      
Net book value of investments $ 1,643,100,000 1,419,200,000  
PTL      
Investments      
Ownership interest in Penske Truck Leasing Co (as a percent) 28.90%    
Leasehold improvements and equipment under capital lease      
Property and Equipment      
Useful life of property and equipment 40 years    
Minimum | Property and equipment other than leasehold improvements      
Property and Equipment      
Useful life of property and equipment 3 years    
Maximum | Property and equipment other than leasehold improvements      
Property and Equipment      
Useful life of property and equipment 15 years    
Retail automotive dealership      
Impairment Testing      
Number of reportable segments | segment 1    
Number of operating segments | reporting 6    
Goodwill $ 1,622,200,000 1,534,800,000 1,524,800,000
Retail commercial truck dealership      
Impairment Testing      
Number of operating segments and reporting units for the purpose of goodwill impairment testing | segment 1    
Goodwill $ 422,300,000 309,400,000 $ 309,000,000.0
Non-Automotive Investments      
Impairment Testing      
Goodwill $ 0 $ 0