| August 2025Aug 09 |  Championship | Middlesbrough 1–0 SwanseaRegular Season - 1 | W |
| Aug 12 |  EFL Cup | Middlesbrough0–4 Doncaster1st Round | L |
| Aug 16 | Championship | Millwall 0–3MiddlesbroughRegular Season - 2 | W |
| Aug 23 | Championship | Norwich 1–2MiddlesbroughRegular Season - 3 | W |
| Aug 30 | Championship | Middlesbrough1–0 Sheffield UtdRegular Season - 4 | W |
| September 2025Sep 13 | Championship | Preston 2–2MiddlesbroughRegular Season - 5 | D |
| Sep 19 | Championship | Middlesbrough2–1 West BromRegular Season - 6 | W |
| Sep 27 | Championship | Southampton 1–1MiddlesbroughRegular Season - 7 | D |
| Sep 30 | Championship | Middlesbrough0–0 Stoke CityRegular Season - 8 | D |
| October 2025Oct 04 | Championship | Portsmouth 1–0MiddlesbroughRegular Season - 9 | L |
| Oct 17 | Championship | Middlesbrough2–1 IpswichRegular Season - 10 | W |
| Oct 22 | Championship | Sheffield Wednesday 0–1MiddlesbroughRegular Season - 11 | W |
| Oct 25 | Championship | Middlesbrough1–1 WrexhamRegular Season - 12 | D |
| November 2025Nov 01 | Championship | Watford 3–0MiddlesbroughRegular Season - 13 | L |
| Nov 04 | Championship | Leicester 1–1MiddlesbroughRegular Season - 14 | D |
| Nov 08 | Championship | Middlesbrough2–1 BirminghamRegular Season - 15 | W |
| Nov 22 | Championship | Oxford United 1–1MiddlesbroughRegular Season - 16 | D |
| Nov 25 | Championship | Middlesbrough2–4 CoventryRegular Season - 17 | L |
| Nov 29 | Championship | Middlesbrough2–1 DerbyRegular Season - 18 | W |
| December 2025Dec 05 | Championship | Hull City 1–4MiddlesbroughRegular Season - 19 | W |
| Dec 09 | Championship | Charlton 1–2MiddlesbroughRegular Season - 20 | W |
| Dec 13 | Championship | Middlesbrough3–1 QPRRegular Season - 21 | W |
| Dec 20 | Championship | Bristol City 2–0MiddlesbroughRegular Season - 22 | L |
| Dec 26 | Championship | Middlesbrough0–0 BlackburnRegular Season - 23 | D |
| Dec 29 | Championship | Middlesbrough0–1Hull CityRegular Season - 24 | L |
| January 2026Jan 01 | Championship | Derby1–0MiddlesbroughRegular Season - 25 | L |
| Jan 04 | Championship | Middlesbrough4–0SouthamptonRegular Season - 26 | W |
| Jan 10 |  FA Cup | Fulham 3–1MiddlesbroughRound of 64 | L |
| Jan 16 | Championship | West Brom2–3MiddlesbroughRegular Season - 27 | W |
| Jan 21 | Championship | Stoke City1–2MiddlesbroughRegular Season - 28 | W |
| Jan 24 | Championship | Middlesbrough4–0PrestonRegular Season - 29 | W |
| Jan 31 | Championship | Middlesbrough1–0NorwichRegular Season - 30 | W |
| February 2026Feb 09 | Championship | Sheffield Utd1–2MiddlesbroughRegular Season - 31 | W |
| Feb 16 | Championship | Coventry3–1MiddlesbroughRegular Season - 32 | L |
| Feb 21 | Championship | Middlesbrough0–0Oxford UnitedRegular Season - 33 | D |
| Feb 24 | Championship | Middlesbrough1–1LeicesterRegular Season - 34 | D |
| March 2026Mar 02 | Championship | Birmingham1–3MiddlesbroughRegular Season - 35 | W |
| Mar 08 | Championship | QPR0–4MiddlesbroughRegular Season - 36 | W |
| Mar 11 | Championship | Middlesbrough0–1CharltonRegular Season - 37 | L |
| Mar 14 | Championship | Middlesbrough1–1Bristol CityRegular Season - 38 | D |
| Mar 21 | Championship | Blackburn0–0MiddlesbroughRegular Season - 39 | D |
| April 2026Apr 03 | Championship | Middlesbrough1–2MillwallRegular Season - 40 | L |
| Apr 06 | Championship | Swansea2–2MiddlesbroughRegular Season - 41 | D |
| Apr 11 | Championship | Middlesbrough0–1PortsmouthRegular Season - 42 | L |
| Apr 19 | Championship | Ipswich2–2MiddlesbroughRegular Season - 43 | D |
| Apr 22 | Championship | Middlesbrough1–0Sheffield WednesdayRegular Season - 44 | W |
| Apr 25 | Championship | Middlesbrough5–1WatfordRegular Season - 45 | W |
| May 2026May 02 | Championship | Wrexham2–2MiddlesbroughRegular Season - 46 | D |
| May 09 | Championship | Middlesbrough0–0SouthamptonSemi-finals | D |
| May 12 | Championship | Southampton2–1MiddlesbroughSemi-finals | L |
| May 23 | Championship | Hull City1–0MiddlesbroughFinal | L |
