Win Draw Loss Postponed Dundee United entered the competition in the second round and were drawn against Scottish Championship side Dumbarton.

[4] They won the tie 3-2 and progressed to face fellow Scottish Premiership team Partick Thistle in the third round.

Dundee United entered the Scottish Cup in the fourth round and came from behind to defeat Kilmarnock 5–2 to progress to the next stage.

They were drawn to face Rangers at Ibrox as the usual venue, Hampden Park, was being redeveloped for the 2014 Commonwealth Games.

Demand for tickets was high with over 28,000 being sold,[8] but the large support was ultimately left disappointed as United lost 2–0.