| 1 | 3/8/2019 | 0-2 v Swindon TownScunthorpe United 0-2 Swindon Town | Sky Bet League Two |
| 2 | 10/8/2019 | 1-4 v Cheltenham TownCheltenham Town 4-1 Scunthorpe United | Sky Bet League Two |
| 3 | 13/8/2019 | 0-1 v Derby CountyScunthorpe United 0-1 Derby County | Carabao Cup First Round |
| 4 | 17/8/2019 | 2-2 v Crawley TownScunthorpe United 2-2 Crawley Town | Sky Bet League Two |
| 5 | 20/8/2019 | 2-3 v Cambridge UnitedCambridge United 3-2 Scunthorpe United | Sky Bet League Two |
| 6 | 24/8/2019 | 0-1 v Macclesfield TownMacclesfield Town 1-0 Scunthorpe United | Sky Bet League Two |
| 7 | 31/8/2019 | 0-1 v Carlisle UnitedScunthorpe United 0-1 Carlisle United | Sky Bet League Two |
| 8 | 3/9/2019 | 2-1 v Grimsby TownGrimsby Town 1-2 Scunthorpe United | Checkatrade Trophy Northern Group A |
| 9 | 14/9/2019 | 3-0 v MorecambeScunthorpe United 3-0 Morecambe | Sky Bet League Two |
| 10 | 21/9/2019 | 0-1 v WalsallWalsall 1-0 Scunthorpe United | Sky Bet League Two |
| 11 | 26/10/2019 | 1-1 v Salford CitySalford City 1-1 Scunthorpe United | Sky Bet League Two |
| 12 | 2/11/2019 | 0-0 v StevenageScunthorpe United 0-0 Stevenage | Sky Bet League Two |
| 13 | 9/11/2019 | 1-4 v Crawley TownCrawley Town 4-1 Scunthorpe United | Emirates FA Cup First Round |
| 14 | 12/11/2019 | 3-0 v SunderlandScunthorpe United 3-0 Sunderland | Checkatrade Trophy Northern Group A |
| 15 | 16/11/2019 | 2-0 v Leyton OrientLeyton Orient 0-2 Scunthorpe United | Sky Bet League Two |
| 16 | 23/11/2019 | 2-1 v Port ValeScunthorpe United 2-1 Port Vale | Sky Bet League Two |
| 17 | 27/11/2019 | 3-1 v BlackpoolBlackpool 1-3 Scunthorpe United | Checkatrade Trophy Second Round |
| 18 | 7/12/2019 | 2-0 v Forest Green RoversForest Green Rovers 0-2 Scunthorpe United | Sky Bet League Two |
| 19 | 14/12/2019 | 2-2 v Colchester UnitedScunthorpe United 2-2 Colchester United | Sky Bet League Two |
| 20 | 21/12/2019 | 1-0 v Grimsby TownGrimsby Town 0-1 Scunthorpe United | Sky Bet League Two |
| 21 | 26/12/2019 | 0-2 v WalsallScunthorpe United 0-2 Walsall | Sky Bet League Two |
| 22 | 29/12/2019 | 1-3 v Crewe AlexandraCrewe Alexandra 3-1 Scunthorpe United | Sky Bet League Two |
| 23 | 1/1/2020 | 2-0 v Oldham AthleticOldham Athletic 0-2 Scunthorpe United | Sky Bet League Two |
| 24 | 4/1/2020 | 1-3 v Plymouth ArgyleScunthorpe United 1-3 Plymouth Argyle | Sky Bet League Two |
| 25 | 11/1/2020 | 1-2 v Newport CountyScunthorpe United 1-2 Newport County | Sky Bet League Two |
| 26 | 18/1/2020 | 2-2 v Bradford CityBradford City 2-2 Scunthorpe United | Sky Bet League Two |
| 27 | 21/1/2020 | 1-2 v PortsmouthPortsmouth 2-1 Scunthorpe United | Checkatrade Trophy Fourth Round |
| 28 | 1/2/2020 | 1-3 v Crawley TownCrawley Town 3-1 Scunthorpe United | Sky Bet League Two |
| 29 | 8/2/2020 | 1-0 v Cheltenham TownScunthorpe United 1-0 Cheltenham Town | Sky Bet League Two |
| 30 | 11/2/2020 | 0-2 v Cambridge UnitedScunthorpe United 0-2 Cambridge United | Sky Bet League Two |
| 31 | 22/2/2020 | 1-0 v Forest Green RoversScunthorpe United 1-0 Forest Green Rovers | Sky Bet League Two |
| 32 | 29/2/2020 | 2-2 v Port ValePort Vale 2-2 Scunthorpe United | Sky Bet League Two |
| 33 | 3/3/2020 | 0-2 v Swindon TownSwindon Town 2-0 Scunthorpe United | Sky Bet League Two |
| 34 | 7/3/2020 | 0-2 v Grimsby TownScunthorpe United 0-2 Grimsby Town | Sky Bet League Two |
