| 1 | 3/8/2019 | 1-0 v FulhamBarnsley 1-0 Fulham | Sky Bet Championship |
| 2 | 10/8/2019 | 0-2 v Sheffield WednesdaySheffield Wednesday 2-0 Barnsley | Sky Bet Championship |
| 3 | 13/8/2019 | 0-3 v Carlisle UnitedBarnsley 0-3 Carlisle United | Carabao Cup First Round |
| 4 | 17/8/2019 | 2-2 v Charlton AthleticBarnsley 2-2 Charlton Athletic | Sky Bet Championship |
| 5 | 20/8/2019 | 0-2 v Birmingham CityBirmingham City 2-0 Barnsley | Sky Bet Championship |
| 6 | 24/8/2019 | 1-3 v Luton TownBarnsley 1-3 Luton Town | Sky Bet Championship |
| 7 | 31/8/2019 | 0-0 v Wigan AthleticWigan Athletic 0-0 Barnsley | Sky Bet Championship |
| 8 | 15/9/2019 | 0-2 v Leeds UnitedBarnsley 0-2 Leeds United | Sky Bet Championship |
| 9 | 21/9/2019 | 0-1 v Nottingham ForestNottingham Forest 1-0 Barnsley | Sky Bet Championship |
| 10 | 29/9/2019 | 1-3 v BrentfordBarnsley 1-3 Brentford | Sky Bet Championship |
| 11 | 2/10/2019 | 2-2 v Derby CountyBarnsley 2-2 Derby County | Sky Bet Championship |
| 12 | 5/10/2019 | 1-5 v Preston North EndPreston North End 5-1 Barnsley | Sky Bet Championship |
| 13 | 19/10/2019 | 1-1 v Swansea CityBarnsley 1-1 Swansea City | Sky Bet Championship |
| 14 | 1/11/2019 | 2-2 v Bristol CityBarnsley 2-2 Bristol City | Sky Bet Championship |
| 15 | 9/11/2019 | 2-4 v Stoke CityBarnsley 2-4 Stoke City | Sky Bet Championship |
| 16 | 23/11/2019 | 2-3 v Blackburn RoversBlackburn Rovers 3-2 Barnsley | Sky Bet Championship |
| 17 | 30/11/2019 | 3-1 v Hull CityBarnsley 3-1 Hull City | Sky Bet Championship |
| 18 | 7/12/2019 | 2-3 v Cardiff CityCardiff City 3-2 Barnsley | Sky Bet Championship |
| 19 | 21/12/2019 | 2-1 v MillwallMillwall 1-2 Barnsley | Sky Bet Championship |
| 20 | 26/12/2019 | 1-1 v West Bromwich AlbionBarnsley 1-1 West Bromwich Albion | Sky Bet Championship |
| 21 | 29/12/2019 | 0-0 v Swansea CitySwansea City 0-0 Barnsley | Sky Bet Championship |
| 22 | 2/1/2020 | 1-2 v Derby CountyDerby County 2-1 Barnsley | Sky Bet Championship |
| 23 | 5/1/2020 | 3-1 v Crewe AlexandraCrewe Alexandra 1-3 Barnsley | Emirates FA Cup Third Round |
| 24 | 11/1/2020 | 2-1 v Huddersfield TownBarnsley 2-1 Huddersfield Town | Sky Bet Championship |
| 25 | 18/1/2020 | 0-1 v Bristol CityBristol City 1-0 Barnsley | Sky Bet Championship |
