| 1 | Sat 7 Dec 2019 | 2-3 v Cardiff CityCardiff City 3-2 Barnsley | Sky Bet Championship |
| 2 | Sat 14 Dec 2019 | 5-3 v Queens Park RangersBarnsley 5-3 Queens Park Rangers | Sky Bet Championship |
| 3 | Sat 21 Dec 2019 | 2-1 v MillwallMillwall 1-2 Barnsley | Sky Bet Championship |
| 4 | Thu 26 Dec 2019 | 1-1 v West Bromwich AlbionBarnsley 1-1 West Bromwich Albion | Sky Bet Championship |
| 5 | Sun 29 Dec 2019 | 0-0 v Swansea CitySwansea City 0-0 Barnsley | Sky Bet Championship |
| 6 | Thu 2 Jan 2020 | 1-2 v Derby CountyDerby County 2-1 Barnsley | Sky Bet Championship |
| 7 | Sun 5 Jan 2020 | 3-1 v Crewe AlexandraCrewe Alexandra 1-3 Barnsley | Emirates FA Cup Third Round |
| 8 | Sat 11 Jan 2020 | 2-1 v Huddersfield TownBarnsley 2-1 Huddersfield Town | Sky Bet Championship |
| 9 | Sat 18 Jan 2020 | 0-1 v Bristol CityBristol City 1-0 Barnsley | Sky Bet Championship |
| 10 | Sat 1 Feb 2020 | 1-2 v Charlton AthleticCharlton Athletic 2-1 Barnsley | Sky Bet Championship |
| 11 | Sat 8 Feb 2020 | 1-1 v Sheffield WednesdayBarnsley 1-1 Sheffield Wednesday | Sky Bet Championship |
| 12 | Tue 11 Feb 2020 | 0-1 v Birmingham CityBarnsley 0-1 Birmingham City | Sky Bet Championship |
| 13 | Sat 22 Feb 2020 | 1-0 v MiddlesbroughBarnsley 1-0 Middlesbrough | Sky Bet Championship |
| 14 | Wed 26 Feb 2020 | 1-0 v Hull CityHull City 0-1 Barnsley | Sky Bet Championship |
| 15 | Sat 29 Feb 2020 | 0-2 v ReadingReading 2-0 Barnsley | Sky Bet Championship |
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