Scottish Cup holders Aberdeen face a top-flight clash at home as a total of 17 teams are still vying for a spot in this year’s final.
The Dons snuck past Championship outfit Raith Rovers with a first-half header from academy graduate Jack Milne.
Interim boss Peter Leven’s men will host Motherwell, who squeezed through a tough fixture against Ross County, in the next round.
Celtic has been drawn at home to Dundee, while Rangers will have to wait until Tuesday to find out whether Stranraer or Queen’s Park will be travelling to Ibrox.
Dundee United will welcome League Two leaders, The Spartans, to Tannadice. Top-flight newcomers Falkirk travel to League One promotion hopefuls Stenhousemuir.
Dunfermline, who caused the biggest upset of the round with a late winner against Hibs, has drawn a home tie against Kelty Hearts.
Scottish Gas Men’s Scottish Cup Fifth Round
Aberdeen v Motherwell
Airdrie v St Mirren
Celtic v Dundee
Dundee United v The Spartans
Dunfermline Athletic v Kelty Hearts
Elgin City v Partick Thistle
Rangers v Stranraer or Queen’s Park
Stenhousemuir v Falkirk
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