| 1 | Sat 3 Aug 2019 | 1-0 v FulhamBarnsley 1-0 Fulham | Sky Bet Championship |
| 2 | Sat 10 Aug 2019 | 0-2 v Sheffield WednesdaySheffield Wednesday 2-0 Barnsley | Sky Bet Championship |
| 3 | Tue 13 Aug 2019 | 0-3 v Carlisle UnitedBarnsley 0-3 Carlisle United | Carabao Cup First Round |
| 4 | Sat 17 Aug 2019 | 2-2 v Charlton AthleticBarnsley 2-2 Charlton Athletic | Sky Bet Championship |
| 5 | Tue 20 Aug 2019 | 0-2 v Birmingham CityBirmingham City 2-0 Barnsley | Sky Bet Championship |
| 6 | Sat 24 Aug 2019 | 1-3 v Luton TownBarnsley 1-3 Luton Town | Sky Bet Championship |
| 7 | Sat 31 Aug 2019 | 0-0 v Wigan AthleticWigan Athletic 0-0 Barnsley | Sky Bet Championship |
| 8 | Sun 15 Sep 2019 | 0-2 v Leeds UnitedBarnsley 0-2 Leeds United | Sky Bet Championship |
| 9 | Sat 21 Sep 2019 | 0-1 v Nottingham ForestNottingham Forest 1-0 Barnsley | Sky Bet Championship |
| 10 | Sun 29 Sep 2019 | 1-3 v BrentfordBarnsley 1-3 Brentford | Sky Bet Championship |
| 11 | Wed 2 Oct 2019 | 2-2 v Derby CountyBarnsley 2-2 Derby County | Sky Bet Championship |
| 12 | Sat 5 Oct 2019 | 1-5 v Preston North EndPreston North End 5-1 Barnsley | Sky Bet Championship |
| 13 | Tue 22 Oct 2019 | 2-2 v West Bromwich AlbionWest Bromwich Albion 2-2 Barnsley | Sky Bet Championship |
| 14 | Sat 26 Oct 2019 | 1-2 v Huddersfield TownHuddersfield Town 2-1 Barnsley | Sky Bet Championship |
| 15 | Fri 1 Nov 2019 | 2-2 v Bristol CityBarnsley 2-2 Bristol City | Sky Bet Championship |
| 16 | Sat 9 Nov 2019 | 2-4 v Stoke CityBarnsley 2-4 Stoke City | Sky Bet Championship |
| 17 | Sat 25 Jan 2020 | 1-2 v ChelseaHull City 1-2 Chelsea | Emirates FA Cup Fourth Round |
| 18 | Sat 1 Feb 2020 | 1-5 v BrentfordHull City 1-5 Brentford | Sky Bet Championship |
| 19 | Sat 8 Feb 2020 | 1-1 v ReadingReading 1-1 Hull City | Sky Bet Championship |
| 20 | Tue 11 Feb 2020 | 0-3 v Blackburn RoversBlackburn Rovers 3-0 Hull City | Sky Bet Championship |
| 21 | Fri 14 Feb 2020 | 4-4 v Swansea CityHull City 4-4 Swansea City | Sky Bet Championship |
| 22 | Sat 22 Feb 2020 | 1-2 v Preston North EndPreston North End 2-1 Hull City | Sky Bet Championship |
| 23 | Sat 29 Feb 2020 | 0-4 v Leeds UnitedHull City 0-4 Leeds United | Sky Bet Championship |
| 24 | Sat 7 Mar 2020 | 1-5 v Stoke CityStoke City 5-1 Hull City | Sky Bet Championship |
| 25 | Sat 20 Jun 2020 | 430-1 v Charlton AthleticHull City 0-1 Charlton Athletic | Sky Bet Championship |
| 26 | Sat 27 Jun 2020 | 433-3 v Birmingham CityBirmingham City 3-3 Hull City | Sky Bet Championship |
| 27 | Thu 2 Jul 2020 | 43 2-1 v MiddlesbroughHull City 2-1 Middlesbrough | Sky Bet Championship |
| 28 | Sun 5 Jul 2020 | 432-4 v West Bromwich AlbionWest Bromwich Albion 4-2 Hull City | Sky Bet Championship |
| 29 | Wed 8 Jul 2020 | 43 1-2 v Bristol CityBristol City 2-1 Hull City | Sky Bet Championship |
| 30 | Sat 11 Jul 2020 | 430-1 v MillwallHull City 0-1 Millwall | Sky Bet Championship |
| 31 | Tue 14 Jul 2020 | 430-8 v Wigan AthleticWigan Athletic 8-0 Hull City | Sky Bet Championship |
| 32 | Sat 18 Jul 2020 | 430-1 v Luton TownHull City 0-1 Luton Town | Sky Bet Championship |
| 33 | Wed 22 Jul 2020 | 430-3 v Cardiff CityCardiff City 3-0 Hull City | Sky Bet Championship |
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