| 1 | Tue 15 Aug | 22-1 v Forest Green RoversForest Green Rovers 1-2 Swindon Town | Sky Bet League Two |
| 2 | Sat 19 Aug | 25-5 v WrexhamWrexham 5-5 Swindon Town | Sky Bet League Two |
| 3 | Sat 26 Aug | 26-0 v Crawley TownSwindon Town 6-0 Crawley Town | Sky Bet League Two |
| 4 | Sat 2 Sep | 2 0-0 v Doncaster RoversDoncaster Rovers 0-0 Swindon Town | Sky Bet League Two |
| 5 | Sat 9 Sep | 25-3 v Sutton UnitedSwindon Town 5-3 Sutton United | Sky Bet League Two |
| 6 | Sat 16 Sep | 2 2-0 v WalsallSwindon Town 2-0 Walsall | Sky Bet League Two |
| 7 | Sat 23 Sep | 22-2 v MorecambeMorecambe 2-2 Swindon Town | Sky Bet League Two |
| 8 | Sat 30 Sep | 2 2-1 v Grimsby TownSwindon Town 2-1 Grimsby Town | Sky Bet League Two |
| 9 | Tue 3 Oct | 21-3 v Notts CountyNotts County 3-1 Swindon Town | Sky Bet League Two |
| 10 | Sat 7 Oct | 2 0-1 v Bradford CityBradford City 1-0 Swindon Town | Sky Bet League Two |
| 11 | Sat 14 Oct | 22-0 v Newport CountySwindon Town 2-0 Newport County | Sky Bet League Two |
| 12 | Sat 21 Oct | 22-2 v Salford CitySalford City 2-2 Swindon Town | Sky Bet League Two |
| 13 | Tue 24 Oct | 20-1 v GillinghamSwindon Town 0-1 Gillingham | Sky Bet League Two |
| 14 | Sat 28 Oct | 22-3 v Milton Keynes DonsMilton Keynes Dons 3-2 Swindon Town | Sky Bet League Two |
| 15 | Sat 4 Nov | 24-7 v Aldershot TownSwindon Town 4-7 Aldershot Town | Emirates FA Cup First Round |
| 16 | Tue 7 Nov | 21-3 v Colchester UnitedColchester United 3-1 Swindon Town | Sky Bet League Two |
| 17 | Sat 11 Nov | 22-4 v Stockport CountySwindon Town 2-4 Stockport County | Sky Bet League Two |
| 18 | Sat 18 Nov | 21-1 v Harrogate TownHarrogate Town 1-1 Swindon Town | Sky Bet League Two |
| 19 | Sat 25 Nov | 22-1 v Mansfield TownSwindon Town 2-1 Mansfield Town | Sky Bet League Two |
| 20 | Tue 28 Nov | 24-3 v Accrington StanleyAccrington Stanley 3-4 Swindon Town | Sky Bet League Two |
| 21 | Sat 9 Dec | 20-4 v AFC WimbledonAFC Wimbledon 4-0 Swindon Town | Sky Bet League Two |
| 22 | Sat 16 Dec | 20-3 v BarrowSwindon Town 0-3 Barrow | Sky Bet League Two |
| 23 | Sat 23 Dec | 2 1-2 v Tranmere RoversTranmere Rovers 2-1 Swindon Town | Sky Bet League Two |
| 24 | Tue 26 Dec | 20-1 v WrexhamSwindon Town 0-1 Wrexham | Sky Bet League Two |
| 25 | Fri 29 Dec | 2 2-1 v Forest Green RoversSwindon Town 2-1 Forest Green Rovers | Sky Bet League Two |
| 26 | Mon 1 Jan | 21-3 v Crawley TownCrawley Town 3-1 Swindon Town | Sky Bet League Two |
| 27 | Sat 6 Jan | 22-2 v Colchester UnitedSwindon Town 2-2 Colchester United | Sky Bet League Two |
| 28 | Sat 20 Jan | 24 1-1 v Forest Green RoversGillingham 1-1 Forest Green Rovers | Sky Bet League Two |
| 29 | Sat 27 Jan | 241-2 v Milton Keynes DonsMilton Keynes Dons 2-1 Gillingham | Sky Bet League Two |
| 30 | Sat 3 Feb | 241-1 v WalsallGillingham 1-1 Walsall | Sky Bet League Two |
| 31 | Fri 9 Feb | 243-1 v Notts CountyNotts County 1-3 Gillingham | Sky Bet League Two |
| 32 | Tue 13 Feb | 242-2 v Swindon TownGillingham 2-2 Swindon Town | Sky Bet League Two |
| 33 | Sat 17 Feb | 24 0-1 v Newport CountyNewport County 1-0 Gillingham | Sky Bet League Two |
| 34 | Tue 20 Feb | 240-0 v Stockport CountyGillingham 0-0 Stockport County | Sky Bet League Two |
| 35 | Sat 24 Feb | 241-0 v WrexhamGillingham 1-0 Wrexham | Sky Bet League Two |
| 36 | Sat 2 Mar | 242-0 v Salford CitySalford City 0-2 Gillingham | Sky Bet League Two |
| 37 | Tue 5 Mar | 24 0-2 v BarrowBarrow 2-0 Gillingham | Sky Bet League Two |
| 38 | Sat 9 Mar | 241-1 v Tranmere RoversGillingham 1-1 Tranmere Rovers | Sky Bet League Two |
| 39 | Tue 12 Mar | 240-2 v AFC WimbledonAFC Wimbledon 2-0 Gillingham | Sky Bet League Two |
| 40 | Sat 16 Mar | 241-1 v Grimsby TownGillingham 1-1 Grimsby Town | Sky Bet League Two |
| 41 | Sat 23 Mar | 243-2 v MorecambeMorecambe 2-3 Gillingham | Sky Bet League Two |
| 42 | Fri 29 Mar | 240-0 v Crewe AlexandraGillingham 0-0 Crewe Alexandra | Sky Bet League Two |
| 43 | Mon 1 Apr | 24 1-5 v Harrogate TownHarrogate Town 5-1 Gillingham | Sky Bet League Two |
| 44 | Sat 6 Apr | 240-1 v Bradford CityBradford City 1-0 Gillingham | Sky Bet League Two |
| 45 | Sat 13 Apr | 243-0 v BarrowGillingham 3-0 Barrow | Sky Bet League Two |
| 46 | Sat 20 Apr | 241-2 v Mansfield TownMansfield Town 2-1 Gillingham | Sky Bet League Two |
| 47 | Sat 27 Apr | 242-2 v Doncaster RoversGillingham 2-2 Doncaster Rovers | Sky Bet League Two |
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