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Collateralized Transactions - Schedule of Gross Amounts and Offsetting Amounts of Reverse Repurchase Agreements, Repurchase Agreements, Securities Borrowed and Securities Lending Transactions (Details) (USD $) In Thousands, unless otherwise specified | Mar. 31, 2015 | Dec. 31, 2014
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Securities Financing Transaction [Line Items] |  |
Securities Sold under Agreements to Repurchase, Gross | $ 619,615 us-gaap_SecuritiesSoldUnderAgreementsToRepurchaseGross | $ 750,100 us-gaap_SecuritiesSoldUnderAgreementsToRepurchaseGross
Securities Purchased under Agreements to Resell, Gross | 222,226 us-gaap_SecuritiesPurchasedUnderAgreementsToResellGross | 314,266 us-gaap_SecuritiesPurchasedUnderAgreementsToResellGross
Securities Purchased under Agreements to Resell, Liability | 222,226 us-gaap_SecuritiesPurchasedUnderAgreementsToResellLiability | 62,660 us-gaap_SecuritiesPurchasedUnderAgreementsToResellLiability
Net Amounts of Assets Presented on the Balance Sheet | 0 us-gaap_SecuritiesPurchasedUnderAgreementsToResell | 251,606 us-gaap_SecuritiesPurchasedUnderAgreementsToResell
Securities Purchased under Agreements to Resell, Collateral, Obligation to Return Securities | 0 us-gaap_SecuritiesPurchasedUnderAgreementsToResellCollateralObligationToReturnSecurities | (250,000)us-gaap_SecuritiesPurchasedUnderAgreementsToResellCollateralObligationToReturnSecurities
Securities Purchased under Agreements to Resell, Collateral, Obligation to Return Cash | 0 us-gaap_SecuritiesPurchasedUnderAgreementsToResellCollateralObligationToReturnCash | 0 us-gaap_SecuritiesPurchasedUnderAgreementsToResellCollateralObligationToReturnCash
Securities Purchased under Agreements to Resell, Offset Against Collateral, Net of Not Subject to Master Netting Arrangement, Policy Election | 0 us-gaap_SecuritiesPurchasedUnderAgreementsToResellOffsetAgainstCollateralNetOfNotSubjectToMasterNettingArrangementPolicyElection | 1,606 us-gaap_SecuritiesPurchasedUnderAgreementsToResellOffsetAgainstCollateralNetOfNotSubjectToMasterNettingArrangementPolicyElection
Net Amounts of Liabilities Presented on the Balance Sheet | 397,389 us-gaap_SecuritiesSoldUnderAgreementsToRepurchase | 687,440 us-gaap_SecuritiesSoldUnderAgreementsToRepurchase
Securities Sold under Agreements to Repurchase, Collateral, Right to Reclaim Securities | (395,376)us-gaap_SecuritiesSoldUnderAgreementsToRepurchaseCollateralRightToReclaimSecurities | (686,119)us-gaap_SecuritiesSoldUnderAgreementsToRepurchaseCollateralRightToReclaimSecurities
Securities Sold under Agreements to Repurchase, Collateral, Right to Reclaim Cash | 0 us-gaap_SecuritiesSoldUnderAgreementsToRepurchaseCollateralRightToReclaimCash | 0 us-gaap_SecuritiesSoldUnderAgreementsToRepurchaseCollateralRightToReclaimCash
Securities Sold under Agreements to Repurchase, Offset Against Collateral, Net of Not Subject to Master Netting Arrangement, Policy Election | 2,013 us-gaap_SecuritiesSoldUnderAgreementsToRepurchaseOffsetAgainstCollateralNetOfNotSubjectToMasterNettingArrangementPolicyElection | 1,321 us-gaap_SecuritiesSoldUnderAgreementsToRepurchaseOffsetAgainstCollateralNetOfNotSubjectToMasterNettingArrangementPolicyElection
Securities Loaned, Gross | 165,005 us-gaap_SecuritiesLoanedGross | 137,892 us-gaap_SecuritiesLoanedGross
Securities Loaned, Asset | 0 us-gaap_SecuritiesLoanedAsset | 0 us-gaap_SecuritiesLoanedAsset
Gross Amounts of Recognized Assets | 488,789 us-gaap_DerivativeAssetSecuritiesPurchasedUnderAgreementsToResellSecuritiesBorrowedGross | 556,438 us-gaap_DerivativeAssetSecuritiesPurchasedUnderAgreementsToResellSecuritiesBorrowedGross
Gross Amounts Offset in the Balance Sheet | (222,226)us-gaap_DerivativeAssetSecuritiesPurchasedUnderAgreementsToResellSecuritiesBorrowedLiability | (62,660)us-gaap_DerivativeAssetSecuritiesPurchasedUnderAgreementsToResellSecuritiesBorrowedLiability
Net Amounts of Assets Presented on the Balance Sheet | 266,563 us-gaap_DerivativeAssetSecuritiesPurchasedUnderAgreementsToResellSecuritiesBorrowed | 493,778 us-gaap_DerivativeAssetSecuritiesPurchasedUnderAgreementsToResellSecuritiesBorrowed
Financial Instruments | (256,386)us-gaap_DerivativeAssetSecuritiesPurchasedUnderAgreementsToResellSecuritiesBorrowedCollateralObligationToReturnSecurities | (484,376)us-gaap_DerivativeAssetSecuritiesPurchasedUnderAgreementsToResellSecuritiesBorrowedCollateralObligationToReturnSecurities
Derivative Asset, Securities Purchased under Agreements to Resell, Securities Borrowed, Collateral, Obligation to Return Cash | 0 us-gaap_DerivativeAssetSecuritiesPurchasedUnderAgreementsToResellSecuritiesBorrowedCollateralObligationToReturnCash | 0 us-gaap_DerivativeAssetSecuritiesPurchasedUnderAgreementsToResellSecuritiesBorrowedCollateralObligationToReturnCash
Net Amount | 10,177 us-gaap_DerivativeAssetSecuritiesPurchasedUnderAgreementsToResellSecuritiesBorrowedOffsetAgainstCollateralNetOfNotSubjectToMasterNettingArrangementPolicyElection | 9,402 us-gaap_DerivativeAssetSecuritiesPurchasedUnderAgreementsToResellSecuritiesBorrowedOffsetAgainstCollateralNetOfNotSubjectToMasterNettingArrangementPolicyElection
Securities Borrowed, Gross | 266,563 us-gaap_SecuritiesBorrowedGross | 242,172 us-gaap_SecuritiesBorrowedGross
Securities Borrowed, Liability | 0 us-gaap_SecuritiesBorrowedLiability | 0 us-gaap_SecuritiesBorrowedLiability
Securities borrowed | 266,563 us-gaap_DepositsPaidForSecuritiesBorrowedAtCarryingValue | 242,172 us-gaap_DepositsPaidForSecuritiesBorrowedAtCarryingValue
Securities Borrowed, Collateral, Obligation to Return Cash | 0 us-gaap_SecuritiesBorrowedCollateralObligationToReturnCash | 0 us-gaap_SecuritiesBorrowedCollateralObligationToReturnCash
Securities Borrowed, Offset Against Collateral, Net of Not Subject to Master Netting Arrangement, Policy Election | 10,177 us-gaap_SecuritiesBorrowedOffsetAgainstCollateralNetOfNotSubjectToMasterNettingArrangementPolicyElection | 7,796 us-gaap_SecuritiesBorrowedOffsetAgainstCollateralNetOfNotSubjectToMasterNettingArrangementPolicyElection
Gross Amounts of Recognized Liabilities | 784,620 us-gaap_DerivativeLiabilitySecuritiesSoldUnderAgreementsToResellSecuritiesLoanedGross | 887,992 us-gaap_DerivativeLiabilitySecuritiesSoldUnderAgreementsToResellSecuritiesLoanedGross
Securities loaned | 165,005 us-gaap_DepositsReceivedForSecuritiesLoanedAtCarryingValue | 137,892 us-gaap_DepositsReceivedForSecuritiesLoanedAtCarryingValue
Securities Loaned, Collateral, Right to Reclaim Securities | (158,125)us-gaap_SecuritiesLoanedCollateralRightToReclaimSecurities | (132,258)us-gaap_SecuritiesLoanedCollateralRightToReclaimSecurities
Securities Loaned, Collateral, Right to Reclaim Cash | 0 us-gaap_SecuritiesLoanedCollateralRightToReclaimCash | 0 us-gaap_SecuritiesLoanedCollateralRightToReclaimCash
Securities Loaned, Offset Against Collateral, Net of Not Subject to Master Netting Arrangement, Policy Election | 6,880 us-gaap_SecuritiesLoanedOffsetAgainstCollateralNetOfNotSubjectToMasterNettingArrangementPolicyElection | 5,634 us-gaap_SecuritiesLoanedOffsetAgainstCollateralNetOfNotSubjectToMasterNettingArrangementPolicyElection
Gross Amounts Offset in the Balance Sheet | (222,226)us-gaap_DerivativeLiabilitySecuritiesSoldUnderAgreementsToResellSecuritiesLoanedAsset | (62,660)us-gaap_DerivativeLiabilitySecuritiesSoldUnderAgreementsToResellSecuritiesLoanedAsset
Net Amounts of Liabilities Presented on the Balance Sheet | 562,394 us-gaap_DerivativeLiabilitySecuritiesSoldUnderAgreementsToResellSecuritiesLoaned | 825,332 us-gaap_DerivativeLiabilitySecuritiesSoldUnderAgreementsToResellSecuritiesLoaned
Financial Instruments | (553,501)us-gaap_DerivativeLiabilitySecuritiesSoldUnderAgreementsToResellSecuritiesLoanedCollateralRightToReclaimSecurities | (818,377)us-gaap_DerivativeLiabilitySecuritiesSoldUnderAgreementsToResellSecuritiesLoanedCollateralRightToReclaimSecurities
Derivative Liability, Securities Sold under Agreements to Repurchase, Securities Loaned, Collateral, Right to Reclaim Cash | 0 us-gaap_DerivativeLiabilitySecuritiesSoldUnderAgreementsToResellSecuritiesLoanedCollateralRightToReclaimCash | 0 us-gaap_DerivativeLiabilitySecuritiesSoldUnderAgreementsToResellSecuritiesLoanedCollateralRightToReclaimCash
Net Amount | 8,893 us-gaap_DerivativeLiabilitySecuritiesSoldUnderAgreementsToResellSecuritiesLoanedOffsetAgainstCollateralNetOfNotSubjectToMasterNettingArrangementPolicyElection | 6,955 us-gaap_DerivativeLiabilitySecuritiesSoldUnderAgreementsToResellSecuritiesLoanedOffsetAgainstCollateralNetOfNotSubjectToMasterNettingArrangementPolicyElection
Securities Borrowed [Member] |  |
Securities Financing Transaction [Line Items] |  |
Securities Borrowed, Collateral, Obligation to Return Securities | (256,386)us-gaap_SecuritiesBorrowedCollateralObligationToReturnSecurities / us-gaap_SecuritiesFinancingTransactionAxis = opy_SecuritiesBorrowedMember | (234,376)us-gaap_SecuritiesBorrowedCollateralObligationToReturnSecurities / us-gaap_SecuritiesFinancingTransactionAxis = opy_SecuritiesBorrowedMember
Repurchase Agreements [Member] |  |
Securities Financing Transaction [Line Items] |  |
Securities Sold under Agreements to Repurchase, Asset | $ 222,226 us-gaap_SecuritiesSoldUnderAgreementsToRepurchaseAsset / us-gaap_InvestmentTypeAxis = us-gaap_RepurchaseAgreementsMember | $ 62,660 us-gaap_SecuritiesSoldUnderAgreementsToRepurchaseAsset / us-gaap_InvestmentTypeAxis = us-gaap_RepurchaseAgreementsMember

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