30th May 1999	Scottish Cup 1999	Preliminary Round Section 3	Glenrothes v Ayr	Riverside Park, Glenrothes	scocup895
	13th June 1999	Scottish Cup 1999	Preliminary Round Section 3	Glenrothes v Heriot's	Riverside Park, Glenrothes	scocup902
	20th June 1999	Scottish Cup 1999	Preliminary Round Section 3	Glenrothes v Hillhead High School Former Pupils	Riverside Park, Glenrothes	scocup908
	27th June 1999	Scottish Cup 1999	Preliminary Round Section 3	Glenrothes v Carlton	Riverside Park, Glenrothes	scocup914c
	4th July 1999	Scottish Cup 1999	Preliminary Round Section 3	St Michael's v Glenrothes	Kingholm Park, Dumfries	scocup920b
	20th April 2013	Scottish Cup 2013	Group E	Uddingston v Glenrothes	Bothwell Castle, Uddingston	scocup1451
	27th April 2013	Scottish Cup 2013	Group E	Aberdeenshire v Glenrothes	Mannofield Park, Aberdeen	scocup1455
	4th May 2013	Scottish Cup 2013	Group E	Glenrothes v Stenhousemuir	Riverside Park, Glenrothes	scocup1476
	29th June 2013	Scottish Cup 2013	Group E	Glenrothes v Aberdeenshire	Riverside Park, Glenrothes	scocup1486
	6th July 2013	Scottish Cup 2013	Group E	Glenrothes v Uddingston	Riverside Park, Glenrothes	scocup1500
	13th July 2013	Scottish Cup 2013	Group E	Stenhousemuir v Glenrothes	The Tryst, Stenhousemuir	scocup1524
	11th May 2014	Scottish Cup 2014	First Round	Glenrothes v Stirling County	Riverside Park, Glenrothes	scocup1538
	10th May 2015	Scottish Cup 2015	Preliminary Round	Glenrothes v Meigle	Riverside Park, Glenrothes	scocup1571a
	15th May 2016	Scottish Cup 2016	First Round	Dumfries v Glenrothes	Nunholm, Dumfries	scocup1607
	5th June 2016	Scottish Cup 2016	Second Round	Glenrothes v Grange	Riverside Park, Glenrothes	scocup1625
	14th May 2017	Scottish Cup 2017	First Round	Glenrothes v Poloc	Riverside Park, Glenrothes	scocup1642
	13th May 2018	Scottish Cup 2018	First Round	Greenock v Glenrothes	Glenpark, Greenock	scocup1676
	3rd June 2018	Scottish Cup 2018	Second Round	Glenrothes v Carlton	Riverside Park, Glenrothes	scocup1687

15 fixtures and matches, excluding 3 abandoned or cancelled matches