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Condensed Consolidating Financial Information - Condensed Consolidating Balance Sheet (Detail) (USD $)
In Thousands, unless otherwise specified
Mar. 31, 2014
Dec. 31, 2013
Mar. 31, 2013
Dec. 31, 2012
ASSETS        
Cash and cash equivalents $ 123,042 $ 98,294 $ 98,778 $ 135,366
Cash and securities segregated for regulatory and other purposes 36,281 36,323    
Deposits with clearing organizations 31,435 23,679    
Receivable from brokers, dealers and clearing organizations 330,363 364,873    
Receivable from customers, net of allowance for credit losses 954,650 868,869    
Income tax receivable 10,785 6,562    
Securities purchased under agreements to resell 250,548 184,825    
Securities owned, including amounts pledged of $483,347, at fair value 936,016 856,088    
Subordinated loan receivable          
Notes receivable, net 38,832 40,751    
Office facilities, net 32,395 32,939    
Deferred tax assets, net          
Intangible assets 31,700 31,700    
Goodwill 137,889 137,889    
Loans held for sale 9,438 75,989    
Mortgage servicing rights 29,226 28,879 27,187 26,983
Other assets 130,514 165,060    
Investment in subsidiaries          
Intercompany receivables          
Total assets 3,083,114 2,952,720    
Liabilities        
Drafts payable 41,306 48,198    
Bank call loans 197,000 118,200    
Payable to brokers, dealers and clearing organizations 375,504 223,315    
Payable to customers 629,564 626,564    
Securities sold under agreements to repurchase 705,727 757,491    
Securities sold, but not yet purchased, at fair value 143,453 76,314    
Accrued compensation 106,512 180,119    
Accounts payable and other liabilities 145,920 192,552    
Income tax payable          
Senior secured notes 195,000 195,000    
Subordinated indebtedness          
Deferred tax liabilities, net 12,546 7,096    
Intercompany payables          
Total liabilities 2,552,532 2,424,849    
Stockholders' equity        
Stockholders' equity attributable to Oppenheimer Holdings Inc. 525,033 522,518 504,417  
Non-controlling interest 5,549 5,353    
Total stockholders' equity 530,582 527,871 508,908  
Total liabilities and stockholders' equity 3,083,114 2,952,720    
Eliminations [Member]
        
ASSETS        
Cash and cash equivalents            
Cash and securities segregated for regulatory and other purposes          
Deposits with clearing organizations          
Receivable from brokers, dealers and clearing organizations          
Receivable from customers, net of allowance for credit losses          
Income tax receivable (37,307) (39,704)    
Securities purchased under agreements to resell          
Securities owned, including amounts pledged of $483,347, at fair value          
Subordinated loan receivable (112,558) (112,558)    
Notes receivable, net          
Office facilities, net          
Deferred tax assets, net (24,931) (30,483)    
Intangible assets          
Goodwill          
Loans held for sale          
Mortgage servicing rights          
Other assets          
Investment in subsidiaries (1,262,061) (1,274,360)    
Intercompany receivables (64,501) (64,501)    
Total assets (1,501,358) (1,521,606)    
Liabilities        
Drafts payable          
Bank call loans          
Payable to brokers, dealers and clearing organizations          
Payable to customers          
Securities sold under agreements to repurchase          
Securities sold, but not yet purchased, at fair value          
Accrued compensation          
Accounts payable and other liabilities    (88)    
Income tax payable (37,307) (39,704)    
Senior secured notes          
Subordinated indebtedness (112,558) (112,558)    
Deferred tax liabilities, net (24,931) (30,483)    
Intercompany payables (64,501) (64,501)    
Total liabilities (239,297) (247,334)    
Stockholders' equity        
Stockholders' equity attributable to Oppenheimer Holdings Inc. (1,262,061) (1,274,272)    
Non-controlling interest          
Total stockholders' equity (1,262,061) (1,274,272)    
Total liabilities and stockholders' equity (1,501,358) (1,521,606)    
Guarantor Subsidiaries [Member]
        
ASSETS        
Cash and cash equivalents 58,197 30,901 31,394 40,658
Cash and securities segregated for regulatory and other purposes          
Deposits with clearing organizations          
Receivable from brokers, dealers and clearing organizations          
Receivable from customers, net of allowance for credit losses          
Income tax receivable 27,505 27,589    
Securities purchased under agreements to resell          
Securities owned, including amounts pledged of $483,347, at fair value 1,856 2,225    
Subordinated loan receivable 112,558 112,558    
Notes receivable, net          
Office facilities, net 20,923 21,250    
Deferred tax assets, net 309 309    
Intangible assets          
Goodwill          
Loans held for sale          
Mortgage servicing rights          
Other assets 27,023 27,113    
Investment in subsidiaries 892,633 910,230    
Intercompany receivables (72,068) (68,920)    
Total assets 1,068,936 1,063,255    
Liabilities        
Drafts payable          
Bank call loans          
Payable to brokers, dealers and clearing organizations          
Payable to customers          
Securities sold under agreements to repurchase          
Securities sold, but not yet purchased, at fair value          
Accrued compensation          
Accounts payable and other liabilities 58,799 59,289    
Income tax payable 22,189 22,189    
Senior secured notes          
Subordinated indebtedness          
Deferred tax liabilities, net          
Intercompany payables 64,501 64,501    
Total liabilities 145,489 145,979    
Stockholders' equity        
Stockholders' equity attributable to Oppenheimer Holdings Inc. 923,447 917,276    
Non-controlling interest          
Total stockholders' equity 923,447 917,276    
Total liabilities and stockholders' equity 1,068,936 1,063,255    
Non-Guarantor Subsidiaries [Member]
        
ASSETS        
Cash and cash equivalents 64,247 66,945 67,344 94,673
Cash and securities segregated for regulatory and other purposes 36,281 36,323    
Deposits with clearing organizations 31,435 23,679    
Receivable from brokers, dealers and clearing organizations 330,363 364,873    
Receivable from customers, net of allowance for credit losses 954,650 868,869    
Income tax receivable (700) (817)    
Securities purchased under agreements to resell 250,548 184,825    
Securities owned, including amounts pledged of $483,347, at fair value 934,160 853,863    
Subordinated loan receivable          
Notes receivable, net 38,832 40,751    
Office facilities, net 11,472 11,689    
Deferred tax assets, net 23,826 29,496    
Intangible assets 31,700 31,700    
Goodwill 137,889 137,889    
Loans held for sale 9,438 75,989    
Mortgage servicing rights 29,226 28,879    
Other assets 100,789 135,150    
Investment in subsidiaries (183,614) (182,625)    
Intercompany receivables (15,650) (20,107)    
Total assets 2,784,892 2,687,371    
Liabilities        
Drafts payable 41,306 48,198    
Bank call loans 197,000 118,200    
Payable to brokers, dealers and clearing organizations 375,504 223,315    
Payable to customers 629,564 626,564    
Securities sold under agreements to repurchase 705,727 757,491    
Securities sold, but not yet purchased, at fair value 143,453 76,314    
Accrued compensation 106,512 180,119    
Accounts payable and other liabilities 78,950 129,609    
Income tax payable 12,678 15,075    
Senior secured notes          
Subordinated indebtedness 112,558 112,558    
Deferred tax liabilities, net 37,477 37,579    
Intercompany payables          
Total liabilities 2,440,729 2,325,022    
Stockholders' equity        
Stockholders' equity attributable to Oppenheimer Holdings Inc. 338,614 356,996    
Non-controlling interest 5,549 5,353    
Total stockholders' equity 344,163 362,349    
Total liabilities and stockholders' equity 2,784,892 2,687,371    
Parent [Member]
        
ASSETS        
Cash and cash equivalents 598 448 40 35
Cash and securities segregated for regulatory and other purposes          
Deposits with clearing organizations          
Receivable from brokers, dealers and clearing organizations          
Receivable from customers, net of allowance for credit losses          
Income tax receivable 21,287 19,494    
Securities purchased under agreements to resell          
Securities owned, including amounts pledged of $483,347, at fair value          
Subordinated loan receivable          
Notes receivable, net          
Office facilities, net          
Deferred tax assets, net 796 678    
Intangible assets          
Goodwill          
Loans held for sale          
Mortgage servicing rights          
Other assets 2,702 2,797    
Investment in subsidiaries 553,042 546,755    
Intercompany receivables 152,219 153,528    
Total assets 730,644 723,700    
Liabilities        
Drafts payable          
Bank call loans          
Payable to brokers, dealers and clearing organizations          
Payable to customers          
Securities sold under agreements to repurchase          
Securities sold, but not yet purchased, at fair value          
Accrued compensation          
Accounts payable and other liabilities 8,171 3,742    
Income tax payable 2,440 2,440    
Senior secured notes 195,000 195,000    
Subordinated indebtedness          
Deferred tax liabilities, net          
Intercompany payables          
Total liabilities 205,611 201,182    
Stockholders' equity        
Stockholders' equity attributable to Oppenheimer Holdings Inc. 525,033 522,518    
Non-controlling interest          
Total stockholders' equity 525,033 522,518    
Total liabilities and stockholders' equity $ 730,644 $ 723,700