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Earnings Per Share - Summary of Earnings Per Share (Details) - USD ($)
$ / shares in Units, $ in Thousands
 3 Months Ended 6 Months Ended
Jun. 30, 2018
Jun. 30, 2017
Jun. 30, 2018
Jun. 30, 2017
Earnings Per Share [Abstract]        
Basic weighted average number of shares outstanding 13,248,812 13,260,855 13,244,245 13,329,670
Net dilutive effect of share-based awards, treasury method [1] 801,761 0 761,311 0
Diluted weighted average number of shares outstanding 14,050,573 13,260,855 14,005,556 13,329,670
Net income (loss) from continuing operations $ 8,839 $ (1,363) $ 15,548 $ (6,701)
Net income from discontinued operations 0 53 0 640
Net income (loss) 8,839 (1,310) 15,548 (6,061)
Net income attributable to non-controlling interest, net of tax (16) 9 (12) 105
Net income (loss) attributable to Oppenheimer Holdings Inc. $ 8,855 $ (1,319) $ 15,560 $ (6,166)
Continuing operations (in dollars per share) $ 0.67 $ (0.10) $ 1.17 $ (0.50)
Discontinued operations (in dollars per share) 0.00 0.00 0.00 0.04
Net income (loss) per share 0.67 (0.10) 1.17 (0.46)
Continuing operations (in dollars per share) 0.63 (0.10) 1.11 (0.50)
Discontinued operations (in dollars per share) 0.00 0.00 0.00 0.04
Net loss per share (in dollars per share) $ 0.63 $ (0.10) $ 1.11 $ (0.46)
[1] For both the three and six months ended June 30, 2018, the diluted net income (loss) per share computation does not include the anti-dilutive effect of 4,050 shares of Class A Stock granted under share-based compensation arrangements (1,336,424 shares for both the three and six months ended June 30, 2017).(2)Represents net income from discontinued operations less net income attributable to non-controlling interest, net of tax divided by weighted average number of shares outstanding.