| July 2022Jul 30 |  Championship | Middlesbrough 1–1 West BromRegular Season - 1 | D |
| August 2022Aug 06 | Championship | QPR 3–2MiddlesbroughRegular Season - 2 | L |
| Aug 10 |  EFL Cup | Middlesbrough0–1 Barnsley1st Round | L |
| Aug 14 | Championship | Middlesbrough2–2 Sheffield UtdRegular Season - 3 | D |
| Aug 17 | Championship | Stoke City 2–2MiddlesbroughRegular Season - 4 | D |
| Aug 20 | Championship | Reading 1–0MiddlesbroughRegular Season - 5 | L |
| Aug 27 | Championship | Middlesbrough2–1 SwanseaRegular Season - 6 | W |
| Aug 30 | Championship | Watford 2–1MiddlesbroughRegular Season - 7 | L |
| September 2022Sep 05 | Championship | Middlesbrough1–0 SunderlandRegular Season - 8 | W |
| Sep 13 | Championship | Middlesbrough2–3 CardiffRegular Season - 10 | L |
| Sep 17 | Championship | Middlesbrough0–0 RotherhamRegular Season - 11 | D |
| October 2022Oct 01 | Championship | Coventry 1–0MiddlesbroughRegular Season - 12 | L |
| Oct 05 | Championship | Middlesbrough1–0 BirminghamRegular Season - 13 | W |
| Oct 08 | Championship | Millwall 2–0MiddlesbroughRegular Season - 14 | L |
| Oct 15 | Championship | Middlesbrough1–2 BlackburnRegular Season - 15 | L |
| Oct 19 | Championship | Wigan 1–4MiddlesbroughRegular Season - 16 | W |
| Oct 22 | Championship | Middlesbrough0–0 HuddersfieldRegular Season - 17 | D |
| Oct 29 | Championship | Preston 2–1MiddlesbroughRegular Season - 18 | L |
| November 2022Nov 01 | Championship | Hull City 1–3MiddlesbroughRegular Season - 19 | W |
| Nov 05 | Championship | Middlesbrough1–1 Bristol CityRegular Season - 20 | D |
| Nov 08 | Championship | Blackpool 0–3MiddlesbroughRegular Season - 9 | W |
| Nov 12 | Championship | Norwich 1–2MiddlesbroughRegular Season - 21 | W |
| December 2022Dec 10 | Championship | Middlesbrough2–1 LutonRegular Season - 22 | W |
| Dec 17 | Championship | Burnley 3–1MiddlesbroughRegular Season - 23 | L |
| Dec 26 | Championship | Middlesbrough4–1WiganRegular Season - 24 | W |
| Dec 29 | Championship | Blackburn1–2MiddlesbroughRegular Season - 25 | W |
| January 2023Jan 02 | Championship | Birmingham1–3MiddlesbroughRegular Season - 26 | W |
| Jan 07 |  FA Cup | Middlesbrough1–5 Brighton3rd Round | L |
| Jan 14 | Championship | Middlesbrough1–0MillwallRegular Season - 27 | W |
| Jan 22 | Championship | Sunderland2–0MiddlesbroughRegular Season - 28 | L |
| Jan 28 | Championship | Middlesbrough2–0WatfordRegular Season - 29 | W |
| February 2023Feb 04 | Championship | Middlesbrough3–0BlackpoolRegular Season - 30 | W |
| Feb 11 | Championship | Cardiff1–3MiddlesbroughRegular Season - 31 | W |
| Feb 15 | Championship | Sheffield Utd1–3MiddlesbroughRegular Season - 32 | W |
| Feb 18 | Championship | Middlesbrough3–1QPRRegular Season - 33 | W |
| Feb 25 | Championship | West Brom2–0MiddlesbroughRegular Season - 34 | L |
| March 2023Mar 04 | Championship | Middlesbrough5–0ReadingRegular Season - 35 | W |
| Mar 11 | Championship | Swansea1–3MiddlesbroughRegular Season - 36 | W |
| Mar 14 | Championship | Middlesbrough1–1Stoke CityRegular Season - 37 | D |
| Mar 18 | Championship | Middlesbrough4–0PrestonRegular Season - 38 | W |
| April 2023Apr 01 | Championship | Huddersfield4–2MiddlesbroughRegular Season - 39 | L |
| Apr 07 | Championship | Middlesbrough1–2BurnleyRegular Season - 40 | L |
| Apr 10 | Championship | Bristol City2–2MiddlesbroughRegular Season - 41 | D |
| Apr 14 | Championship | Middlesbrough5–1NorwichRegular Season - 42 | W |
| Apr 19 | Championship | Middlesbrough3–1Hull CityRegular Season - 43 | W |
| Apr 24 | Championship | Luton2–1MiddlesbroughRegular Season - 44 | L |
| May 2023May 01 | Championship | Rotherham1–0MiddlesbroughRegular Season - 45 | L |
| May 08 | Championship | Middlesbrough1–1CoventryRegular Season - 46 | D |
| May 14 | Championship | Coventry0–0MiddlesbroughPromotion Play-offs - Semi-finals | D |
| May 17 | Championship | Middlesbrough0–1CoventryPromotion Play-offs - Semi-finals | L |
