| 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 | Sat 17 Aug 2019 | 2-2 v Charlton AthleticBarnsley 2-2 Charlton Athletic | Sky Bet Championship |
| 4 | Tue 20 Aug 2019 | 0-2 v Birmingham CityBirmingham City 2-0 Barnsley | Sky Bet Championship |
| 5 | Sat 24 Aug 2019 | 1-3 v Luton TownBarnsley 1-3 Luton Town | Sky Bet Championship |
| 6 | Sat 19 Oct 2019 | 1-1 v Swansea CityBarnsley 1-1 Swansea City | Sky Bet Championship |
| 7 | Tue 22 Oct 2019 | 2-2 v West Bromwich AlbionWest Bromwich Albion 2-2 Barnsley | Sky Bet Championship |
| 8 | Sat 26 Oct 2019 | 1-2 v Huddersfield TownHuddersfield Town 2-1 Barnsley | Sky Bet Championship |
| 9 | Fri 1 Nov 2019 | 2-2 v Bristol CityBarnsley 2-2 Bristol City | Sky Bet Championship |
| 10 | Sat 9 Nov 2019 | 2-4 v Stoke CityBarnsley 2-4 Stoke City | Sky Bet Championship |
| 11 | Sat 23 Nov 2019 | 2-3 v Blackburn RoversBlackburn Rovers 3-2 Barnsley | Sky Bet Championship |
| 12 | Wed 27 Nov 2019 | 0-1 v MiddlesbroughMiddlesbrough 1-0 Barnsley | Sky Bet Championship |
| 13 | Sat 30 Nov 2019 | 3-1 v Hull CityBarnsley 3-1 Hull City | Sky Bet Championship |
| 14 | Sat 7 Dec 2019 | 2-3 v Cardiff CityCardiff City 3-2 Barnsley | Sky Bet Championship |
| 15 | Wed 11 Dec 2019 | 1-1 v ReadingBarnsley 1-1 Reading | Sky Bet Championship |
| 16 | Sat 14 Dec 2019 | 5-3 v Queens Park RangersBarnsley 5-3 Queens Park Rangers | Sky Bet Championship |
| 17 | Sat 21 Dec 2019 | 2-1 v MillwallMillwall 1-2 Barnsley | Sky Bet Championship |
| 18 | Thu 26 Dec 2019 | 1-1 v West Bromwich AlbionBarnsley 1-1 West Bromwich Albion | Sky Bet Championship |
| 19 | Sun 29 Dec 2019 | 0-0 v Swansea CitySwansea City 0-0 Barnsley | Sky Bet Championship |
| 20 | Thu 2 Jan 2020 | 1-2 v Derby CountyDerby County 2-1 Barnsley | Sky Bet Championship |
| 21 | Sun 5 Jan 2020 | 3-1 v Crewe AlexandraCrewe Alexandra 1-3 Barnsley | Emirates FA Cup Third Round |
| 22 | Sat 11 Jan 2020 | 2-1 v Huddersfield TownBarnsley 2-1 Huddersfield Town | Sky Bet Championship |
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