| 31 Jul 21 | r01   | Annan AthleticAnnan Athleti | 0 - 2 | ForfarForfar |
| |
| 07 Aug 21 | r02 | StranraerStranraer | 0 - 3 | Annan AthleticAnnan Athleti |
| |
| 14 Aug 21 | r03 | Annan AthleticAnnan Athleti | 3 - 1 | Stirling AlbionStirling Albi |
| |
| 21 Aug 21 | r04 | Albion RoversAlbion Rovers | 0 - 1 | Annan AthleticAnnan Athleti |
| |
| 28 Aug 21 | r05 | CowdenbeathCowdenbeath | 1 - 3 | Annan AthleticAnnan Athleti |
| |
| 11 Sep 21 | r06 | Annan AthleticAnnan Athleti | 1 - 2 | StenhousemuirStenhousemuir |
| |
| 18 Sep 21 | r07 | Elgin CityElgin City | 0 - 2 | Annan AthleticAnnan Athleti |
| |
| 25 Sep 21 | r08 | Annan AthleticAnnan Athleti | 1 - 3 | Edinburgh CityEdinburgh Cit |
| |
| 02 Oct 21 | r09 | Kelty HeartsKelty Hearts | 2 - 1 | Annan AthleticAnnan Athleti |
| |
| 16 Oct 21 | r10 | ForfarForfar | 2 - 0 | Annan AthleticAnnan Athleti |
| |
| 30 Oct 21 | r11 | Annan AthleticAnnan Athleti | 1 - 0 | CowdenbeathCowdenbeath |
| |
| 06 Nov 21 | r12 | Annan AthleticAnnan Athleti | 2 - 2 | StranraerStranraer |
| |
| 13 Nov 21 | r13 | StenhousemuirStenhousemuir | 2 - 0 | Annan AthleticAnnan Athleti |
| |
| 20 Nov 21 | r14 | Annan AthleticAnnan Athleti | 1 - 1 | Albion RoversAlbion Rovers |
| |
| 03 Dec 21 | r15 | Edinburgh CityEdinburgh Cit | 0 - 1 | Annan AthleticAnnan Athleti |
| |
| 11 Dec 21 | r16 | Annan AthleticAnnan Athleti | 4 - 1 | Elgin CityElgin City |
| |
| 18 Dec 21 | r17 | Stirling AlbionStirling Albi | 2 - 3 | Annan AthleticAnnan Athleti |
| |
| 26 Dec 21 | r18 | Annan AthleticAnnan Athleti | 5 - 1 | Kelty HeartsKelty Hearts |
| |
| 02 Jan 22 | r19 | StranraerStranraer | 1 - 1 | Annan AthleticAnnan Athleti |
| |
| 08 Jan 22 | r20 | CowdenbeathCowdenbeath | 1 - 3 | Annan AthleticAnnan Athleti |
| |
| 15 Jan 22 | r21 | Annan AthleticAnnan Athleti | 2 - 2 | ForfarForfar |
| |
| 29 Jan 22 | r23 | Annan AthleticAnnan Athleti | 0 - 0 | Stirling AlbionStirling Albi |
| |
| 05 Feb 22 | r24 | Annan AthleticAnnan Athleti | 0 - 2 | StenhousemuirStenhousemuir |
| |
| 15 Feb 22 | r22 | Elgin CityElgin City | 0 - 2 | Annan AthleticAnnan Athleti |
| |
| 19 Feb 22 | r26 | Annan AthleticAnnan Athleti | 2 - 1 | Edinburgh CityEdinburgh Cit |
| |
| 26 Feb 22 | r27 | Kelty HeartsKelty Hearts | 3 - 1 | Annan AthleticAnnan Athleti |
| |
| 02 Mar 22 | r25 | Albion RoversAlbion Rovers | 1 - 4 | Annan AthleticAnnan Athleti |
| |
| 05 Mar 22 | r28 | Annan AthleticAnnan Athleti | 4 - 1 | StranraerStranraer |
| |
| 12 Mar 22 | r29 | Annan AthleticAnnan Athleti | 2 - 1 | Elgin CityElgin City |
| |
| 19 Mar 22 | r30 | Stirling AlbionStirling Albi | 0 - 3 | Annan AthleticAnnan Athleti |
| |
| 26 Mar 22 | r31 | Annan AthleticAnnan Athleti | 2 - 4 | Albion RoversAlbion Rovers |
| |
| 02 Apr 22 | r32 | StenhousemuirStenhousemuir | 0 - 1 | Annan AthleticAnnan Athleti |
| |
| 09 Apr 22 | r33 | Annan AthleticAnnan Athleti | 2 - 3 | CowdenbeathCowdenbeath |
| |
| 16 Apr 22 | r34 | ForfarForfar | 5 - 1 | Annan AthleticAnnan Athleti |
| |
| 22 Apr 22 | r35 | Edinburgh CityEdinburgh Cit | 2 - 1 | Annan AthleticAnnan Athleti |
| |
| 30 Apr 22 | r36 | Annan AthleticAnnan Athleti | 1 - 2 | Kelty HeartsKelty Hearts |
Team 2021-2022 Schedules
Annan Athletic
Clyde
Dumbarton
Edinburgh City
Elgin City
Forfar Athletic
Kelty Hearts
Stirling Albion
Stranraer
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