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Employee Compensation Plans - Additional Information (Details)
12 Months Ended
Feb. 24, 2016
shares
Jan. 28, 2016
shares
Jan. 06, 2016
shares
Dec. 31, 2015
USD ($)
employee_compensation_plan
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Dec. 31, 2014
USD ($)
shares
Dec. 31, 2013
USD ($)
Dec. 31, 2012
Dec. 31, 2011
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Number of employee compensation plans granted | employee_compensation_plan       2        
Term granted for options (in years) [1]       5 years 5 years 5 years 5 years 5 years
Options granted (in shares) | shares       4,177 2,976      
Maximum annual contribution under Defined Contribution Plan       $ 18,000 $ 17,500 $ 17,500    
Employer contribution to Defined Contribution Plan       1,600,000 1,200,000 1,300,000    
Deferred bonus amounts       $ 8,300,000 8,600,000 8,500,000    
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       $ 8,600,000 11,400,000 17,800,000    
Stock Appreciation Rights                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Compensation expense relating to the share-based awards       $ 1,800,000 380,100 4,100,000    
Cost is expected to be recognized over a weighted average period       2 years 3 months 24 days        
Aggregate intrinsic value of OARs outstanding and expected to vest       $ 499,900        
Liability related to the OARs       1,600,000        
Total unrecognized compensation cost       2,100,000        
Stock Appreciation Rights | Subsequent Events                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Vesting period under share based payment     5 years          
Number of OARs | shares     491,160          
Employee Stock Option                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Compensation expense relating to the share-based awards       $ 69,900 133,600 158,200    
Cost is expected to be recognized over a weighted average period       2 years 6 months        
Aggregate intrinsic value of options outstanding       $ 171        
Aggregate intrinsic value of vested options       43        
Aggregate intrinsic value of options that are expected to vest       163        
Unrecognized compensation cost related to unvested share-based compensation       44,500        
Employee Stock Option | Subsequent Events                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Vesting period under share based payment 4 years 6 months              
Options granted (in shares) | shares 3,907              
Class A Stock | Restricted Stock                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Aggregate intrinsic value of ESP awards outstanding       21,900,000        
The aggregate intrinsic value of ESP awards that are expected to vest       21,100,000        
Compensation expense relating to the share-based awards       4,600,000 $ 5,600,000 $ 5,000,000    
Unrecognized compensation cost related to unvested share-based compensation       $ 9,500,000        
Cost is expected to be recognized over a weighted average period       1 year 8 months 12 days        
Number of shares of Class A Stock available | shares       882,401        
Equity Incentive Plan                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Expiration period       6 months        
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%        
Equity Incentive Plan | Class A Stock | Vesting Period Five Years                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Term granted for options (in years)       5 years        
Employee Share Plan | Minimum                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Vesting period under share based payment       3 years        
Employee Share Plan | Maximum                
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                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Vesting period under share based payment       5 years        
Stock Incentive Plan 2014 | Class A Stock | Subsequent Events                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Number of shares awarded | shares 355,833              
Stock Incentive Plan 2014 | Class A Stock | Non Employee Director | Subsequent Events                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Number of shares awarded | shares   28,000            
Stock Incentive Plan 2014 | Class A Stock | July 27, 2016 | Non Employee Director | Subsequent Events                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Vesting percentage under share based payment   25.00%            
Stock Incentive Plan 2014 | Class A Stock | July 27, 2017 | Non Employee Director | Subsequent Events                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Vesting percentage under share based payment   25.00%            
Stock Incentive Plan 2014 | Class A Stock | July 27, 2018 | Non Employee Director | Subsequent Events                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Vesting percentage under share based payment   25.00%            
Stock Incentive Plan 2014 | Class A Stock | July 27, 2019 | Non Employee Director | Subsequent Events                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Vesting percentage under share based payment   25.00%            
Stock Incentive Plan 2014 | Class A Stock | Vesting Period Five Years | Subsequent Events                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Vesting period under share based payment 5 years              
Number of shares awarded | shares 257,500              
Stock Incentive Plan 2014 | Class A Stock | Vesting Period Three Years | Subsequent Events                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Vesting period under share based payment 3 years              
Number of shares awarded | shares 98,333              
Executive Deferred Compensation Plan and Deferred Incentive Plan                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Company's deferred compensation liability       $ 49,000,000        
CIBC Deferred Compensation Plan                
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]                
Company's deferred compensation liability       $ 14,300,000        
[1] The expected term was determined based on actual awards.