| 1 | Sat 30 Jul 2022 | 11-1 v West Bromwich AlbionMiddlesbrough 1-1 West Bromwich Albion | Sky Bet Championship |
| 2 | Sat 6 Aug 2022 | 12-3 v Queens Park RangersQueens Park Rangers 3-2 Middlesbrough | Sky Bet Championship |
| 3 | Sun 14 Aug 2022 | 12-2 v Sheffield UnitedMiddlesbrough 2-2 Sheffield United | Sky Bet Championship |
| 4 | Wed 17 Aug 2022 | 12-2 v Stoke CityStoke City 2-2 Middlesbrough | Sky Bet Championship |
| 5 | Sat 20 Aug 2022 | 10-1 v ReadingReading 1-0 Middlesbrough | Sky Bet Championship |
| 6 | Sat 17 Sep 2022 | 10-0 v Rotherham UnitedMiddlesbrough 0-0 Rotherham United | Sky Bet Championship |
| 7 | Sat 1 Oct 2022 | 10-1 v Coventry CityCoventry City 1-0 Middlesbrough | Sky Bet Championship |
| 8 | Wed 5 Oct 2022 | 11-0 v Birmingham CityMiddlesbrough 1-0 Birmingham City | Sky Bet Championship |
| 9 | Sat 8 Oct 2022 | 10-2 v MillwallMillwall 2-0 Middlesbrough | Sky Bet Championship |
| 10 | Sat 15 Oct 2022 | 11-2 v Blackburn RoversMiddlesbrough 1-2 Blackburn Rovers | Sky Bet Championship |
| 11 | Wed 19 Oct 2022 | 14-1 v Wigan AthleticWigan Athletic 1-4 Middlesbrough | Sky Bet Championship |
| 12 | Sat 22 Oct 2022 | 10-0 v Huddersfield TownMiddlesbrough 0-0 Huddersfield Town | Sky Bet Championship |
| 13 | Sat 29 Oct 2022 | 11-2 v Preston North EndPreston North End 2-1 Middlesbrough | Sky Bet Championship |
| 14 | Tue 1 Nov 2022 | 13-1 v Hull CityHull City 1-3 Middlesbrough | Sky Bet Championship |
| 15 | Sat 5 Nov 2022 | 11-1 v Bristol CityMiddlesbrough 1-1 Bristol City | Sky Bet Championship |
| 16 | Tue 8 Nov 2022 | 13-0 v BlackpoolBlackpool 0-3 Middlesbrough | Sky Bet Championship |
| 17 | Sat 12 Nov 2022 | 12-1 v Norwich CityNorwich City 1-2 Middlesbrough | Sky Bet Championship |
| 18 | Sat 10 Dec 2022 | 12-1 v Luton TownMiddlesbrough 2-1 Luton Town | Sky Bet Championship |
| 19 | Sat 17 Dec 2022 | 1 1-3 v BurnleyBurnley 3-1 Middlesbrough | Sky Bet Championship |
| 20 | Mon 26 Dec 2022 | 14-1 v Wigan AthleticMiddlesbrough 4-1 Wigan Athletic | Sky Bet Championship |
| 21 | Thu 29 Dec 2022 | 12-1 v Blackburn RoversBlackburn Rovers 1-2 Middlesbrough | Sky Bet Championship |
| 22 | Mon 2 Jan 2023 | 13-1 v Birmingham CityBirmingham City 1-3 Middlesbrough | Sky Bet Championship |
| 23 | Sat 7 Jan 2023 | 11-5 v Brighton & Hove AlbionMiddlesbrough 1-5 Brighton & Hove Albion | Emirates FA Cup Third Round |
| 24 | Sat 14 Jan 2023 | 11-0 v MillwallMiddlesbrough 1-0 Millwall | Sky Bet Championship |
| 25 | Sun 22 Jan 2023 | 10-2 v SunderlandSunderland 2-0 Middlesbrough | Sky Bet Championship |
| 26 | Sat 28 Jan 2023 | 12-0 v WatfordMiddlesbrough 2-0 Watford | Sky Bet Championship |
| 27 | Sat 4 Feb 2023 | 13-0 v BlackpoolMiddlesbrough 3-0 Blackpool | Sky Bet Championship |
| 28 | Sat 11 Feb 2023 | 13-1 v Cardiff CityCardiff City 1-3 Middlesbrough | Sky Bet Championship |
| 29 | Wed 15 Feb 2023 | 13-1 v Sheffield UnitedSheffield United 1-3 Middlesbrough | Sky Bet Championship |
| 30 | Sat 18 Feb 2023 | 13-1 v Queens Park RangersMiddlesbrough 3-1 Queens Park Rangers | Sky Bet Championship |
| 31 | Sat 25 Feb 2023 | 10-2 v West Bromwich AlbionWest Bromwich Albion 2-0 Middlesbrough | Sky Bet Championship |
| 32 | Sat 4 Mar 2023 | 15-0 v ReadingMiddlesbrough 5-0 Reading | Sky Bet Championship |
| 33 | Sat 11 Mar 2023 | 13-1 v Swansea CitySwansea City 1-3 Middlesbrough | Sky Bet Championship |
| 34 | Tue 14 Mar 2023 | 11-1 v Stoke CityMiddlesbrough 1-1 Stoke City | Sky Bet Championship |
| 35 | Sat 18 Mar 2023 | 1 4-0 v Preston North EndMiddlesbrough 4-0 Preston North End | Sky Bet Championship |
| 36 | Sat 1 Apr 2023 | 12-4 v Huddersfield TownHuddersfield Town 4-2 Middlesbrough | Sky Bet Championship |
| 37 | Fri 7 Apr 2023 | 11-2 v BurnleyMiddlesbrough 1-2 Burnley | Sky Bet Championship |
| 38 | Mon 10 Apr 2023 | 12-2 v Bristol CityBristol City 2-2 Middlesbrough | Sky Bet Championship |
| 39 | Fri 14 Apr 2023 | 15-1 v Norwich CityMiddlesbrough 5-1 Norwich City | Sky Bet Championship |
| 40 | Wed 19 Apr 2023 | 13-1 v Hull CityMiddlesbrough 3-1 Hull City | Sky Bet Championship |
| 41 | Mon 24 Apr 2023 | 11-2 v Luton TownLuton Town 2-1 Middlesbrough | Sky Bet Championship |
| 42 | Mon 1 May 2023 | 10-1 v Rotherham UnitedRotherham United 1-0 Middlesbrough | Sky Bet Championship |
| 43 | Mon 8 May 2023 | 11-1 v Coventry CityMiddlesbrough 1-1 Coventry City | Sky Bet Championship |
| 44 | Sun 14 May 2023 | 10-0 v Coventry CityCoventry City 0-0 Middlesbrough | Sky Bet Championship Play-off Semi Final |
| 45 | Wed 17 May 2023 | 10-1 v Coventry CityMiddlesbrough 0-1 Coventry City | Sky Bet Championship Play-off Semi Final |
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