| 28 Aug 21 |
r00  | Preston Athletic F.C.Preston Athle | 2 - 0 | Threave Rovers F.C.Threave Rover |
| 28 Aug 21 |
r00 | Newton Stewart F.C.Newton Stewar | 1 - 3 | Coldstream F.C.Coldstream F. |
| 28 Aug 21 |
r00 | Linlithgow Rose F.C.Linlithgow Ro | 1 - 2 | Banks O Dee F.C.Banks O Dee F |
| 28 Aug 21 |
r00 | Jeanfield Swifts F.C.Jeanfield Swi | 4 - 1 | Whitehill Welfare F.C.Whitehill Wel |
| 28 Aug 21 |
r00 | Dundonald Bluebell F.C.Dundonald Blu | 1 - 3 | Penicuik Athletic F.C.Penicuik Athl |
| 28 Aug 21 |
r00 | Blackburn United F.C.Blackburn Uni | 2 - 1 | Easthouses Lily Miners WeEasthouses Li |
| 17 Sep 21 |
r00 | East StirlingshireEast Stirling | 3 - 0 | Fort WilliamFort William |
| 17 Sep 21 |
r00 | Cumbernauld ColtsCumbernauld C | 1 - 1 | Buckie ThistleBuckie Thistl |
| 18 Sep 21 |
r00 | Penicuik Athletic F.C.Penicuik Athl | 1 - 3 | Tranent Juniors F.C.Tranent Junio |
| 18 Sep 21 |
r00 | Wigtown & Bladnoch F.C.Wigtown & Bla | 0 - 8 | St Cuthbert Wanderers F.CSt Cuthbert W |
| 18 Sep 21 |
r00 | Wick AcademyWick Academy | 2 - 2 | Bo'ness UnitedBo'ness Unite |
| 18 Sep 21 |
r00 | Tynecastle F.C.Tynecastle F. | 0 - 6 | Brora RangersBrora Rangers |
| 18 Sep 21 |
r00 | The SpartansThe Spartans | 0 - 1 | Gala Fairydean RoversGala Fairydea |
| 18 Sep 21 |
r00 | Newtongrange Star F.C.Newtongrange | 1 - 1 | Dalbeattie StarDalbeattie St |
| 18 Sep 21 |
r00 | Nairn CountyNairn County | 4 - 0 | Strathspey ThistleStrathspey Th |
| 18 Sep 21 |
r00 | Banks O Dee F.C.Banks O Dee F | 1 - 0 | Turriff UnitedTurriff Unite |
| 18 Sep 21 |
r00 | Blackburn United F.C.Blackburn Uni | 1 - 2 | RothesRothes |
| 18 Sep 21 |
r00 | Brechin CityBrechin City | 5 - 0 | Vale of LeithenVale of Leith |
| 18 Sep 21 |
r00 | BroomhillBroomhill | 6 - 0 | Glasgow University F.C.Glasgow Unive |
| 18 Sep 21 |
r00 | Caledonian BravesCaledonian Br | 0 - 1 | University of StirlingUniversity of |
| 18 Sep 21 |
r00 | ClachnacuddinClachnacuddin | 1 - 2 | Dunipace F.C.Dunipace F.C. |
| 18 Sep 21 |
r00 | Coldstream F.C.Coldstream F. | 1 - 10 | East KilbrideEast Kilbride |
| 18 Sep 21 |
r00 | DeveronvaleDeveronvale | 2 - 2 | Haddington Athletic F.C.Haddington At |
| 18 Sep 21 |
r00 | Forres MechanicsForres Mechan | 0 - 2 | Bonnyrigg Rose AthleticBonnyrigg Ros |
| 18 Sep 21 |
r00 | HuntlyHuntly | 3 - 0 | Hill of Beath Hawthorn F.Hill of Beath |
| 18 Sep 21 |
r00 | Inverurie Loco WorksInverurie Loc | 0 - 3 | Jeanfield Swifts F.C.Jeanfield Swi |
| 18 Sep 21 |
r00 | LossiemouthLossiemouth | 0 - 3 | Preston Athletic F.C.Preston Athle |
| 19 Sep 21 |
r00 | Lothian Thistle HutchisonLothian Thist | 2 - 2 | Edinburgh UniversityEdinburgh Uni |
| 20 Sep 21 |
r00 | Berwick RangersBerwick Range | 2 - 1 | Gretna 2008Gretna 2008 |
| 25 Sep 21 |
r00 | Haddington Athletic F.C.Haddington At | 1 - 1 | DeveronvaleDeveronvale |
| 25 Sep 21 |
r00 | Edinburgh UniversityEdinburgh Uni | 0 - 3 | Lothian Thistle HutchisonLothian Thist |
| 25 Sep 21 |
r00 | Dalbeattie StarDalbeattie St | 3 - 2 | Newtongrange Star F.C.Newtongrange |
| 25 Sep 21 |
r00 | Buckie ThistleBuckie Thistl | 4 - 1 | Cumbernauld ColtsCumbernauld C |
| 28 Sep 21 |
r00 | Bo'ness UnitedBo'ness Unite | 4 - 1 | Wick AcademyWick Academy |
| 23 Oct 21 |
r00 | St Cuthbert Wanderers F.CSt Cuthbert W | 1 - 3 | Gala Fairydean RoversGala Fairydea |
| 23 Oct 21 |
r00 | StenhousemuirStenhousemuir | 4 - 1 | HuntlyHuntly |
| 23 Oct 21 |
r00 | East StirlingshireEast Stirling | 0 - 3 | Bonnyrigg Rose AthleticBonnyrigg Ros |
| 23 Oct 21 |
r00 | East KilbrideEast Kilbride | 4 - 0 | University of StirlingUniversity of |
| 23 Oct 21 |
r00 | CowdenbeathCowdenbeath | 2 - 4 | Civil Service StrollersCivil Service |
| 23 Oct 21 |
r00 | Brora RangersBrora Rangers | 0 - 0 | Albion RoversAlbion Rovers |
| 23 Oct 21 |
r00 | BroomhillBroomhill | 0 - 2 | Tranent Juniors F.C.Tranent Junio |
| 23 Oct 21 |
r00 | Banks O Dee F.C.Banks O Dee F | 5 - 0 | Nairn CountyNairn County |
| 23 Oct 21 |
r00 | Annan AthleticAnnan Athleti | 3 - 1 | Jeanfield Swifts F.C.Jeanfield Swi |
| 23 Oct 21 |
r00 | Berwick RangersBerwick Range | 1 - 2 | Stirling AlbionStirling Albi |
| 27 Nov 21 |
r00 | StenhousemuirStenhousemuir | 0 - 2 | AirdrieoniansAirdrieonians |
| 27 Nov 21 |
r00 | Cove RangersCove Rangers | 2 - 2 | Queen of SouthQueen of Sout |
| 27 Nov 21 |
r00 | Banks O Dee F.C.Banks O Dee F | 2 - 1 | East FifeEast Fife |
| 27 Nov 21 |
r00 | Gala Fairydean RoversGala Fairydea | 0 - 1 | Annan AthleticAnnan Athleti |
| 27 Nov 21 |
r00 | AlloaAlloa | 5 - 0 | Bonnyrigg Rose AthleticBonnyrigg Ros |
| 27 Nov 21 |
r00 | Stirling AlbionStirling Albi | 4 - 0 | Tranent Juniors F.C.Tranent Junio |
| 27 Nov 21 |
r00 | Civil Service StrollersCivil Service | 0 - 3 | Peterhead FCPeterhead FC |
| 27 Nov 21 |
r00 | Lothian Thistle HutchisonLothian Thist | 1 - 2 | Edinburgh CityEdinburgh Cit |
| 27 Nov 21 |
r00 | AyrAyr | 2 - 1 | Albion RoversAlbion Rovers |
| 27 Nov 21 |
r00 | Dalbeattie StarDalbeattie St | 1 - 2 | East KilbrideEast Kilbride |
| 07 Dec 21 |
r00 | Queen of SouthQueen of Sout | 0 - 3 | Cove RangersCove Rangers |
| 14 Mar 22 |
r00  | Dundee UnitedDundee United | 0 - 3 | CelticCeltic |
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