An air separation module includes a cylindrical canister and a separator. The cylindrical canister has a longitudinal axis, an inlet, an oxygen-depleted air outlet, and a drain portion with an oxygen-enriched air outlet. The separator is arranged within the cylindrical canister to separate a compressed air flow into an oxygen-depleted air flow fraction and an oxygen-enriched air flow fraction, the oxygen-depleted air flow fraction provided to the oxygen-depleted air outlet and the oxygen-enriched air flow fraction to the drain portion of the canister. The drain portion extends tangentially from the cylindrical canister to issue the oxygen-enriched air flow fraction with entrained condensate from the oxygen-enriched air outlet with a tangential flow component. Nitrogen generation systems and methods of removing condensate from air separation modules are also described.