| 1 | Sat 3 Aug 2019 | 0-2 v Swindon TownScunthorpe United 0-2 Swindon Town | Sky Bet League Two |
| 2 | Sat 10 Aug 2019 | 1-4 v Cheltenham TownCheltenham Town 4-1 Scunthorpe United | Sky Bet League Two |
| 3 | Tue 13 Aug 2019 | 0-1 v Derby CountyScunthorpe United 0-1 Derby County | Carabao Cup First Round |
| 4 | Sat 17 Aug 2019 | 2-2 v Crawley TownScunthorpe United 2-2 Crawley Town | Sky Bet League Two |
| 5 | Tue 20 Aug 2019 | 2-3 v Cambridge UnitedCambridge United 3-2 Scunthorpe United | Sky Bet League Two |
| 6 | Sat 24 Aug 2019 | 0-1 v Macclesfield TownMacclesfield Town 1-0 Scunthorpe United | Sky Bet League Two |
| 7 | Sat 31 Aug 2019 | 0-1 v Carlisle UnitedScunthorpe United 0-1 Carlisle United | Sky Bet League Two |
| 8 | Sat 2 Nov 2019 | 0-0 v StevenageScunthorpe United 0-0 Stevenage | Sky Bet League Two |
| 9 | Sat 9 Nov 2019 | 1-4 v Crawley TownCrawley Town 4-1 Scunthorpe United | Emirates FA Cup First Round |
| 10 | Sat 16 Nov 2019 | 2-0 v Leyton OrientLeyton Orient 0-2 Scunthorpe United | Sky Bet League Two |
| 11 | Sat 23 Nov 2019 | 2-1 v Port ValeScunthorpe United 2-1 Port Vale | Sky Bet League Two |
| 12 | Sat 11 Jan 2020 | 1-2 v Newport CountyScunthorpe United 1-2 Newport County | Sky Bet League Two |
| 13 | Sat 1 Feb 2020 | 1-3 v Crawley TownCrawley Town 3-1 Scunthorpe United | Sky Bet League Two |
| 14 | Sat 8 Feb 2020 | 1-0 v Cheltenham TownScunthorpe United 1-0 Cheltenham Town | Sky Bet League Two |
| 15 | Tue 11 Feb 2020 | 0-2 v Cambridge UnitedScunthorpe United 0-2 Cambridge United | Sky Bet League Two |
| 16 | Sat 22 Feb 2020 | 1-0 v Forest Green RoversScunthorpe United 1-0 Forest Green Rovers | Sky Bet League Two |
| 17 | Sat 29 Feb 2020 | 2-2 v Port ValePort Vale 2-2 Scunthorpe United | Sky Bet League Two |
| 18 | Sat 7 Mar 2020 | 0-2 v Grimsby TownScunthorpe United 0-2 Grimsby Town | Sky Bet League Two |
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