Holders Derry City have been drawn at home to north-west rivals Finn Harps in the quarter-finals of the EA Sports Cup.
Perhaps tie of the round sees Bohemians welcome Cork City to Dalymount Park.
Dundalk will face fellow Premier Division side UCD, while Bray Wanderers will take on Waterford at the Carlisle Grounds.
All ties will be played on Monday, May 27, with kick-off at 7.45pm.
Bohemians v Cork City
Bray Wanderers v Waterford
Derry City v Finn Harps
Dundalk v U.C.D.