24th May 1992	Whyte and Mackay Scottish Cup 1992	Preliminary Round Section 3	West Lothian v Dumfries	Boghall, Linlithgow	scocup478
	7th June 1992	Whyte and Mackay Scottish Cup 1992	Preliminary Round Section 3	Strathmore County v Dumfries	Lochside Park, Forfar	scocup492
	5th July 1992	Whyte and Mackay Scottish Cup 1992	Preliminary Round Section 3	Dumfries v Poloc	Nunholm, Dumfries	scocup499
	16th May 1993	Whyte and Mackay Scottish Cup 1993	Preliminary Round Section 7	Forfarshire v Dumfries	Forthill, Dundee	scocup525
	20th June 1993	Whyte and Mackay Scottish Cup 1993	Preliminary Round Section 7	Poloc v Dumfries	Shawholm, Glasgow	scocup546
	18th July 1993	Whyte and Mackay Scottish Cup 1993	Preliminary Round Section 7	Dumfries v Greenock	Nunholm, Dumfries	scocup554
	15th May 1994	Whyte and Mackay Scottish Cup 1994	Preliminary Round Section 6	Ayrshire v Dumfries	Henry Thow Oval, Prestwick	scocup574
	29th May 1994	Whyte and Mackay Scottish Cup 1994	Preliminary Round Section 6	Kelso v Dumfries	Sheddon Park, Kelso	scocup600
	19th June 1994	Whyte and Mackay Scottish Cup 1994	Preliminary Round Section 6	Dumfries v Freuchie	Nunholm, Dumfries	scocup611
	14th May 1995	Whyte and Mackay Scottish Cup 1995	Preliminary Round Section 1	Poloc v Dumfries	Shawholm, Glasgow	scocup635
	28th May 1995	Whyte and Mackay Scottish Cup 1995	Preliminary Round Section 1	Dumfries v Ferguslie	Nunholm, Dumfries	scocup643
	11th June 1995	Whyte and Mackay Scottish Cup 1995	Preliminary Round Section 1	Dumfries v Freuchie	Nunholm, Dumfries	scocup654
	25th June 1995	Whyte and Mackay Scottish Cup 1995	Preliminary Round Section 1	Forfarshire v Dumfries	Forthill, Dundee	scocup669
	9th July 1995	Whyte and Mackay Scottish Cup 1995	Preliminary Round Section 1	Glasgow High Kelvinside v Dumfries	Old Anniesland, Glasgow	scocup680
	5th May 1996	Whyte and Mackay Scottish Cup 1996	Preliminary Round Section 1	Dumfries v West Lothian	Nunholm, Dumfries	scocup693
	19th May 1996	Whyte and Mackay Scottish Cup 1996	Preliminary Round Section 1	Carlton v Dumfries	Grange Loan, Edinburgh	scocup704
	2nd June 1996	Whyte and Mackay Scottish Cup 1996	Preliminary Round Section 1	Dumfries v Poloc	Nunholm, Dumfries	scocup718
	16th June 1996	Whyte and Mackay Scottish Cup 1996	Preliminary Round Section 1	Dundee High School Former Pupils v Dumfries	Forthill, Dundee	scocup730
	30th June 1996	Whyte and Mackay Scottish Cup 1996	Preliminary Round Section 1	Dumfries v Kelburne	Nunholm, Dumfries	scocup742
	17th May 1998	Whyte and Mackay Scottish Cup 1998	Preliminary Round Section 3	Dumfries v Carlton	Nunholm, Dumfries	scocup828
	31st May 1998	Whyte and Mackay Scottish Cup 1998	Preliminary Round Section 3	Clydesdale v Dumfries	Titwood, Glasgow	scocup838
	14th June 1998	Whyte and Mackay Scottish Cup 1998	Preliminary Round Section 3	Dumfries v Grange	Nunholm, Dumfries	scocup851
	21st June 1998	Whyte and Mackay Scottish Cup 1998	Preliminary Round Section 3	Ayr v Dumfries	Cambusdoon New Ground, Alloway	scocup862
	28th June 1998	Whyte and Mackay Scottish Cup 1998	Preliminary Round Section 3	Dumfries v Penicuik	Nunholm, Dumfries	scocup876
	28th May 2006	Scottish Cup 2006	Preliminary Round	Dumfries v Stewart's Melville Royal High	Nunholm, Dumfries	scocup1192
	8th June 2008	Lloyds TSB Scotland Cup 2008	First Round	Heriot's v Dumfries	Goldenacre, Edinburgh	scocup1266
	21st June 2009	Lloyds TSB Scotland Cup 2009	First Round	Prestwick v Dumfries	Henry Thow Oval, Prestwick	scocup1294
	9th May 2010	Scottish Cup 2010	First Round	Dumfries v Poloc	Cambusdoon New Ground, Alloway	scocup1320
	6th June 2010	Scottish Cup 2010	Second Round	Royal High Corstorphine v Dumfries	East Barnton Avenue, Edinburgh	scocup1333a
	27th June 2010	Scottish Cup 2010	Quarter Final	Stoneywood-Dyce v Dumfries	People's Park, Aberdeen	scocup1340
	29th May 2011	Scottish Cup 2011	First Round	Dumfries v Renfrew	Nunholm, Dumfries	scocup1350
	21st April 2012	Scottish Cup 2012	Group A	Dumfries v Weirs	Nunholm, Dumfries	scocup1390
	28th April 2012	Scottish Cup 2012	Group A	Dumfries v Watsonians	Nunholm, Dumfries	scocup1397
	5th May 2012	Scottish Cup 2012	Group A	Penicuik v Dumfries	Kirkhill, Penicuik	scocup1415
	30th June 2012	Scottish Cup 2012	Group A	Weirs v Dumfries	Albert Park, Glasgow	scocup1424b
	7th July 2012	Scottish Cup 2012	Group A	Dumfries v Penicuik	Nunholm, Dumfries	scocup1424g
	14th July 2012	Scottish Cup 2012	Group A	Watsonians v Dumfries	Myreside, Edinburgh	scocup1430c
	20th April 2013	Scottish Cup 2013	Group F	Dumfries v Ferguslie	Nunholm, Dumfries	scocup1445
	27th April 2013	Scottish Cup 2013	Group F	Dumfries v Falkland	Nunholm, Dumfries	scocup1459
	4th May 2013	Scottish Cup 2013	Group F	Heriot's v Dumfries	Goldenacre, Edinburgh	scocup1477
	29th June 2013	Scottish Cup 2013	Group F	Ferguslie v Dumfries	Meikleriggs, Paisley	scocup1483
	6th July 2013	Scottish Cup 2013	Group F	Falkland v Dumfries	Scroggie Park, Falkland	scocup1498
	13th July 2013	Scottish Cup 2013	Group F	Dumfries v Heriot's	Nunholm, Dumfries	scocup1516
	11th May 2014	Scottish Cup 2014	First Round	Dumfries v Poloc	Nunholm, Dumfries	scocup1536
	18th May 2014	Scottish Cup 2014	First Round	Poloc v Dumfries	Shawholm, Glasgow	scocup1549
	24th May 2015	Scottish Cup 2015	First Round	Dumfries v Meigle	Nunholm, Dumfries	scocup1579
	7th June 2015	Scottish Cup 2015	Second Round	Dumfries v Arbroath United	Nunholm, Dumfries	scocup1590
	15th May 2016	Scottish Cup 2016	First Round	Dumfries v Glenrothes	Nunholm, Dumfries	scocup1607

44 fixtures and matches, excluding 4 abandoned or cancelled matches