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Employee Compensation Plans - Additional Information (Narrative) (Details)
12 Months Ended
Feb. 23, 2017
shares
Jan. 26, 2017
shares
Jan. 06, 2017
shares
Dec. 31, 2016
USD ($)
employee_compensation_plan
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Dec. 31, 2015
USD ($)
Dec. 31, 2014
USD ($)
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Number of Employee Compensation Plans Granted | employee_compensation_plan       2    
Maximum annual contribution under Defined Contribution Plan       $ 18,000 $ 18,000 $ 17,500
Employer contribution to Defined Contribution Plan       1,300,000 1,600,000 1,200,000
Deferred bonus amounts       $ 7,700,000 8,300,000 8,600,000
Vesting period of deferred bonus       5 years    
Company-owned life insurance policy designed to offset a percentage of the EDCP liability       60.00%    
Deferred compensation plans cost       $ 11,800,000 8,600,000 11,400,000
Restricted Stock            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Granted, Number of shares | shares       408,207    
Restricted Stock | Class A Stock            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Aggregate intrinsic value of ESP awards outstanding       $ 22,800,000    
The aggregate intrinsic value of ESP awards that are expected to vest       22,000,000    
Compensation expense relating to the share-based awards       5,200,000 4,600,000 5,600,000
Unrecognized compensation cost related to unvested share-based compensation       $ 8,300,000    
Cost is expected to be recognized over a weighted average period       2 years 19 days    
Number of shares of Class A Stock available | shares       537,841    
Employee Stock Option            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Compensation expense relating to the share-based awards       $ 19,900 69,900 133,600
Employee Stock Option | Subsequent Event [Member]            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Vesting period under share based payment 4 years 6 months          
Number of Options, Granted | shares 3,439          
Stock Appreciation Rights [Member]            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Compensation expense relating to the share-based awards       $ 1,000,000 $ 1,800,000 $ 380,100
Cost is expected to be recognized over a weighted average period       2 years 3 months    
Aggregate intrinsic value of OARs outstanding and expected to vest       $ 2,100,000    
Liability related to the OARs       2,700,000    
Total unrecognized compensation cost       $ 3,200,000    
Stock Appreciation Rights [Member] | Subsequent Event [Member]            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Vesting period under share based payment     5 years      
Number Of Stock Appreciation Rights Granted | shares     443,630      
Employee Share Plan | Minimum [Member]            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Vesting period under share based payment       3 years    
Employee Share Plan | Maximum [Member]            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Vesting period under share based payment       5 years    
Oppenheimer Holdings Inc. Stock Appreciation Right Plan | Stock Appreciation Rights [Member]            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Vesting period under share based payment       5 years    
Equity Incentive Plan            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Share-based Compensation Arrangement by Share-based Payment Award, Expiration Period       6 months    
Equity Incentive Plan | Class A Stock            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Term granted for options       5 years    
Equity Incentive Plan | Second Anniversary            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Vesting percentage under share based payment       25.00%    
Equity Incentive Plan | Third Anniversary            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Vesting percentage under share based payment       25.00%    
Equity Incentive Plan | Fourth Anniversary            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Vesting percentage under share based payment       25.00%    
Equity Incentive Plan | Six Months Before Expiration            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Vesting percentage under share based payment       25.00%    
Stock Incentive Plan 2014 | Subsequent Event [Member] | Class A Stock            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Vesting period under share based payment 3 years 3 years        
Granted, Number of shares | shares 64,100 343,500        
Stock Incentive Plan 2014 | Subsequent Event [Member] | Class A Stock | Non Employee Director            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Granted, Number of shares | shares 24,500          
Next three years vesting percentage of shares 25.00%          
Executive Deferred Compensation Plan and Deferred Incentive Plan            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Company's deferred compensation liability       $ 49,700,000    
CIBC Deferred Compensation Plan            
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]            
Company's deferred compensation liability       $ 15,000,000