| 1 | Sat 3 Aug 2019 | 3-1 v ReadingReading 1-3 Sheffield Wednesday | Sky Bet Championship |
| 2 | Sat 10 Aug 2019 | 2-0 v BarnsleySheffield Wednesday 2-0 Barnsley | Sky Bet Championship |
| 3 | Tue 20 Aug 2019 | 1-0 v Luton TownSheffield Wednesday 1-0 Luton Town | Sky Bet Championship |
| 4 | Sat 24 Aug 2019 | 1-2 v Preston North EndPreston North End 2-1 Sheffield Wednesday | Sky Bet Championship |
| 5 | Sun 15 Sep 2019 | 2-0 v Huddersfield TownHuddersfield Town 0-2 Sheffield Wednesday | Sky Bet Championship |
| 6 | Sat 21 Sep 2019 | 1-1 v FulhamSheffield Wednesday 1-1 Fulham | Sky Bet Championship |
| 7 | Tue 24 Sep 2019 | 0-2 v EvertonSheffield Wednesday 0-2 Everton | Carabao Cup Third Round |
| 8 | Sat 28 Sep 2019 | 4-1 v MiddlesbroughMiddlesbrough 1-4 Sheffield Wednesday | Sky Bet Championship |
| 9 | Tue 1 Oct 2019 | 0-1 v Hull CityHull City 1-0 Sheffield Wednesday | Sky Bet Championship |
| 10 | Sat 5 Oct 2019 | 1-0 v Wigan AthleticSheffield Wednesday 1-0 Wigan Athletic | Sky Bet Championship |
| 11 | Wed 27 Nov 2019 | 1-1 v Birmingham CitySheffield Wednesday 1-1 Birmingham City | Sky Bet Championship |
| 12 | Sat 30 Nov 2019 | 3-1 v Charlton AthleticCharlton Athletic 1-3 Sheffield Wednesday | Sky Bet Championship |
| 13 | Sat 7 Dec 2019 | 2-1 v BrentfordSheffield Wednesday 2-1 Brentford | Sky Bet Championship |
| 14 | Wed 11 Dec 2019 | 1-1 v Derby CountyDerby County 1-1 Sheffield Wednesday | Sky Bet Championship |
| 15 | Fri 24 Jan 2020 | 2-1 v Queens Park RangersQueens Park Rangers 1-2 Sheffield Wednesday | Emirates FA Cup Fourth Round |
| 16 | Sat 1 Feb 2020 | 0-0 v MillwallSheffield Wednesday 0-0 Millwall | Sky Bet Championship |
| 17 | Sat 20 Jun 2020 | 22 1-1 v Nottingham ForestSheffield Wednesday 1-1 Nottingham Forest | Sky Bet Championship |
| 18 | Sun 28 Jun 2020 | 222-1 v Bristol CityBristol City 1-2 Sheffield Wednesday | Sky Bet Championship |
| 19 | Wed 1 Jul 2020 | 220-3 v West Bromwich AlbionSheffield Wednesday 0-3 West Bromwich Albion | Sky Bet Championship |
| 20 | Wed 8 Jul 2020 | 221-3 v Preston North EndSheffield Wednesday 1-3 Preston North End | Sky Bet Championship |
| 21 | Sat 11 Jul 2020 | 22 3-0 v Queens Park RangersQueens Park Rangers 0-3 Sheffield Wednesday | Sky Bet Championship |
| 22 | Tue 14 Jul 2020 | 220-0 v Huddersfield TownSheffield Wednesday 0-0 Huddersfield Town | Sky Bet Championship |
| 23 | Sat 18 Jul 2020 | 223-5 v FulhamFulham 5-3 Sheffield Wednesday | Sky Bet Championship |
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