| 1 | Tue 24 Oct 2023 | 152-1 v Norwich CityNorwich City 1-2 Middlesbrough | Sky Bet Championship |
| 2 | Sat 28 Oct 2023 | 150-2 v Stoke CityMiddlesbrough 0-2 Stoke City | Sky Bet Championship |
| 3 | Tue 31 Oct 2023 | 153-2 v Exeter CityExeter City 2-3 Middlesbrough | Carabao Cup Fourth Round |
| 4 | Sat 11 Nov 2023 | 151-0 v Leicester CityMiddlesbrough 1-0 Leicester City | Sky Bet Championship |
| 5 | Tue 28 Nov 2023 | 154-0 v Preston North EndMiddlesbrough 4-0 Preston North End | Sky Bet Championship |
| 6 | Sat 2 Dec 2023 | 15 2-3 v Leeds UnitedLeeds United 3-2 Middlesbrough | Sky Bet Championship |
| 7 | Wed 13 Dec 2023 | 151-2 v Hull CityMiddlesbrough 1-2 Hull City | Sky Bet Championship |
| 8 | Sat 16 Dec 2023 | 152-1 v Swansea CitySwansea City 1-2 Middlesbrough | Sky Bet Championship |
| 9 | Tue 19 Dec 2023 | 153-0 v Port ValePort Vale 0-3 Middlesbrough | Carabao Cup Quarter Final |
| 10 | Sat 23 Dec 2023 | 151-0 v West Bromwich AlbionMiddlesbrough 1-0 West Bromwich Albion | Sky Bet Championship |
| 11 | Tue 26 Dec 2023 | 150-1 v Rotherham UnitedRotherham United 1-0 Middlesbrough | Sky Bet Championship |
| 12 | Fri 29 Dec 2023 | 152-1 v Huddersfield TownHuddersfield Town 1-2 Middlesbrough | Sky Bet Championship |
| 13 | Tue 23 Jan 2024 | 151-6 v ChelseaChelsea 6-1 Middlesbrough | Carabao Cup Semi Final |
| 14 | Wed 14 Feb 2024 | 151-2 v Preston North EndPreston North End 2-1 Middlesbrough | Sky Bet Championship |
| 15 | Sat 17 Feb 2024 | 152-1 v Leicester CityLeicester City 1-2 Middlesbrough | Sky Bet Championship |
| 16 | Sat 24 Feb 2024 | 150-2 v Plymouth ArgyleMiddlesbrough 0-2 Plymouth Argyle | Sky Bet Championship |
| 17 | Sat 2 Mar 2024 | 150-2 v Stoke CityStoke City 2-0 Middlesbrough | Sky Bet Championship |
| 18 | Wed 6 Mar 2024 | 153-1 v Norwich CityMiddlesbrough 3-1 Norwich City | Sky Bet Championship |
| 19 | Sat 9 Mar 2024 | 152-0 v Queens Park RangersQueens Park Rangers 0-2 Middlesbrough | Sky Bet Championship |
| 20 | Mon 1 Apr 2024 | 152-0 v Sheffield WednesdayMiddlesbrough 2-0 Sheffield Wednesday | Sky Bet Championship |
| 21 | Sat 6 Apr 2024 | 152-0 v Swansea CityMiddlesbrough 2-0 Swansea City | Sky Bet Championship |
| 22 | Mon 22 Apr 2024 | 153-4 v Leeds UnitedMiddlesbrough 3-4 Leeds United | Sky Bet Championship |
| 23 | Sat 27 Apr 2024 | 154-1 v Cardiff CityCardiff City 1-4 Middlesbrough | Sky Bet Championship |
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