| 1 | Tue 14 Aug 2018 | 50-1 v Forest Green RoversSwindon Town 0-1 Forest Green Rovers | Carabao Cup First Round |
| 2 | Tue 21 Aug 2018 | 5 2-2 v Crawley TownCrawley Town 2-2 Swindon Town | Sky Bet League Two |
| 3 | Sat 25 Aug 2018 | 5 1-1 v Forest Green RoversForest Green Rovers 1-1 Swindon Town | Sky Bet League Two |
| 4 | Sat 1 Sep 2018 | 51-1 v Milton Keynes DonsSwindon Town 1-1 Milton Keynes Dons | Sky Bet League Two |
| 5 | Sat 8 Sep 2018 | 51-0 v MorecambeMorecambe 0-1 Swindon Town | Sky Bet League Two |
| 6 | Tue 11 Sep 2018 | 51-0 v Newport CountySwindon Town 1-0 Newport County | Checkatrade Trophy Southern Group C |
| 7 | Sat 15 Sep 2018 | 51-2 v BurySwindon Town 1-2 Bury | Sky Bet League Two |
| 8 | Sat 22 Sep 2018 | 53-0 v Yeovil TownYeovil Town 0-3 Swindon Town | Sky Bet League Two |
| 9 | Sat 29 Sep 2018 | 5 0-0 v Oldham AthleticSwindon Town 0-0 Oldham Athletic | Sky Bet League Two |
| 10 | Tue 2 Oct 2018 | 5 0-1 v Crewe AlexandraCrewe Alexandra 1-0 Swindon Town | Sky Bet League Two |
| 11 | Sat 20 Oct 2018 | 5 0-0 v Mansfield TownSwindon Town 0-0 Mansfield Town | Sky Bet League Two |
| 12 | Sat 27 Oct 2018 | 5 2-1 v Notts CountyNotts County 1-2 Swindon Town | Sky Bet League Two |
| 13 | Sat 3 Nov 2018 | 50-1 v Colchester UnitedColchester United 1-0 Swindon Town | Sky Bet League Two |
| 14 | Sat 10 Nov 2018 | 52-1 v York CitySwindon Town 2-1 York City | Emirates FA Cup First Round |
| 15 | Sat 17 Nov 2018 | 50-4 v Carlisle UnitedSwindon Town 0-4 Carlisle United | Sky Bet League Two |
| 16 | Sat 24 Nov 2018 | 51-0 v Port ValePort Vale 0-1 Swindon Town | Sky Bet League Two |
| 17 | Tue 27 Nov 2018 | 53-2 v StevenageSwindon Town 3-2 Stevenage | Sky Bet League Two |
| 18 | Sat 8 Dec 2018 | 52-1 v Newport CountySwindon Town 2-1 Newport County | Sky Bet League Two |
| 19 | Sat 15 Dec 2018 | 51-2 v Grimsby TownGrimsby Town 2-1 Swindon Town | Sky Bet League Two |
| 20 | Sat 22 Dec 2018 | 5 0-0 v Cheltenham TownSwindon Town 0-0 Cheltenham Town | Sky Bet League Two |
| 21 | Wed 26 Dec 2018 | 51-1 v Northampton TownNorthampton Town 1-1 Swindon Town | Sky Bet League Two |
| 22 | Sat 29 Dec 2018 | 50-0 v Mansfield TownMansfield Town 0-0 Swindon Town | Sky Bet League Two |
| 23 | Tue 1 Jan 2019 | 50-2 v Exeter CitySwindon Town 0-2 Exeter City | Sky Bet League Two |
| 24 | Tue 5 Feb 2019 | 1-2 v Northampton TownTranmere Rovers 1-2 Northampton Town | Sky Bet League Two |
| 25 | Sat 9 Feb 2019 | 2-0 v StevenageTranmere Rovers 2-0 Stevenage | Sky Bet League Two |
| 26 | Sat 23 Feb 2019 | 1-0 v Notts CountyTranmere Rovers 1-0 Notts County | Sky Bet League Two |
| 27 | Sat 2 Mar 2019 | 1-0 v Exeter CityExeter City 0-1 Tranmere Rovers | Sky Bet League Two |
| 28 | Tue 12 Mar 2019 | 4-1 v Grimsby TownTranmere Rovers 4-1 Grimsby Town | Sky Bet League Two |
| 29 | Fri 19 Apr 2019 | 0-1 v Forest Green RoversTranmere Rovers 0-1 Forest Green Rovers | Sky Bet League Two |
| 30 | Mon 22 Apr 2019 | 0-0 v Lincoln CityLincoln City 0-0 Tranmere Rovers | Sky Bet League Two |
| 31 | Tue 30 Apr 2019 | 1-1 v BuryTranmere Rovers 1-1 Bury | Sky Bet League Two |
| 32 | Fri 10 May 2019 | 1-0 v Forest Green RoversTranmere Rovers 1-0 Forest Green Rovers | Sky Bet League Two Play-off Semi Final |
| 33 | Mon 13 May 2019 | 1-1 v Forest Green RoversForest Green Rovers 1-1 Tranmere Rovers | Sky Bet League Two Play-off Semi Final |
| 34 | Sat 25 May 2019 | 1-0 v Newport CountyNewport County 0-1 Tranmere Rovers | Sky Bet League Two Play-off Final |
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