| Matches Involving Wycombe |
| |
| 30 Jul 2008 | | (A) vs. Ipswich Town | L | 1 - 0 | Football League Champ |
| 2 Aug 2008 | | (A) vs. Sheffield Utd | W | 2 - 4 | Football League Champ |
| 6 Aug 2008 | | (H) vs. Bristol City | W | 3 - 0 | Football League Champ |
| 9 Aug 2008 | | (H) vs. Preston | D | 2 - 2 | Football League Champ |
| 13 Aug 2008 | | (A) vs. Sunderland | W | 3 - 6 | Football League Champ |
| 16 Aug 2008 | | (H) vs. Hull City | W | 2 - 1 | Football League Champ |
| 19 Aug 2008 | | (A) vs. Chesterfield | W | 2 - 4 | League Cup - Round 1 |
| 23 Aug 2008 | | (A) vs. Coventry City | W | 1 - 2 | Football League Champ |
| 27 Aug 2008 | | (H) vs. Watford | W | 3 - 1 | Football League Champ |
| 30 Aug 2008 | | (A) vs. Huddersfield | W | 1 - 3 | Football League Champ |
| 6 Sep 2008 | | (H) vs. Scunthorpe Utd | W | 3 - 1 | Football League Champ |
| 9 Sep 2008 | | (A) vs. Arsenal | W | 1 - 2 | League Cup - Round 2 |
| 13 Sep 2008 | | (A) vs. Crystal Palace | W | 0 - 4 | Football League Champ |
| 20 Sep 2008 | | (H) vs. Wolverhampton | W | 3 - 0 | Football League Champ |
| 25 Sep 2008 | | (A) vs. Brugge | W | 1 - 2 | EFA - Round 2 (Group Stage) |
| 2 Oct 2008 | | (H) vs. FC Twente | W | 1 - 0 | EFA - Round 2 (Group Stage) |
| 11 Oct 2008 | | (A) vs. Burnley | L | 1 - 0 | Football League Champ |
| 14 Oct 2008 | | (H) vs. Macclesfield | L | 0 - 1 | League Cup - Round 3 |
| 18 Oct 2008 | | (H) vs. Norwich | W | 2 - 0 | Football League Champ |
| 25 Oct 2008 | | (A) vs. Derby County | W | 1 - 3 | Football League Champ |
| 1 Nov 2008 | | (H) vs. Stoke City | D | 1 - 1 | Football League Champ |
| 8 Nov 2008 | | (A) vs. Leicester City | W | 0 - 2 | Football League Champ |
| 15 Nov 2008 | | (H) vs. Southampton | W | 2 - 0 | Football League Champ |
| 22 Nov 2008 | | (A) vs. Cardiff City | D | 0 - 0 | Football League Champ |
| 26 Nov 2008 | | (H) vs. Luton Town | D | 1 - 1 | Football League Champ |
| 29 Nov 2008 | | (A) vs. QPR | D | 2 - 2 | Football League Champ |
| 4 Dec 2008 | | (H) vs. Lazio | L | 1 - 2 | EFA - Round 2 (Group Stage) |
| 11 Dec 2008 | | (A) vs. St. Gallen | W | 0 - 3 | EFA - Round 2 (Group Stage) |
| 20 Dec 2008 | | (A) vs. Sheff Wed | | | Football League Champ |
| 24 Dec 2008 | | (H) vs. Leeds United | | | Football League Champ |
| 27 Dec 2008 | | (H) vs. Sheffield Utd | | | Football League Champ |
| 3 Jan 2009 | | (A) vs. Preston | | | Football League Champ |
| 10 Jan 2009 | | (H) vs. Luton Town | | | English Cup - Round 3 |
| 10 Jan 2009 | | (H) vs. Coventry City | | | Football League Champ |
| 17 Jan 2009 | | (H) vs. Huddersfield | | | Football League Champ |
| 24 Jan 2009 | | (A) vs. Scunthorpe Utd | | | Football League Champ |
| 31 Jan 2009 | | (A) vs. Huddersfield or Aston Villa | | | English Cup - Round 4 |
| 31 Jan 2009 | | (H) vs. Crystal Palace | | | Football League Champ |
| 5 Feb 2009 | | (H) vs. RC Santander | | | EFA - Round 3, Leg 1 |
| 7 Feb 2009 | | (A) vs. Wolverhampton | | | Football League Champ |
| 12 Feb 2009 | | (A) vs. RC Santander | | | EFA - Round 3, Leg 2 |
| 14 Feb 2009 | | (H) vs. Derby County | | | Football League Champ |
| 19 Feb 2009 | | (A) vs. [TBD] | | | EFA - Round 4, Leg 1 |
| 21 Feb 2009 | | (H) vs. [TBD] | | | English Cup - Round 5 |
| 21 Feb 2009 | | (H) vs. Burnley | | | Football League Champ |
| 28 Feb 2009 | | (H) vs. Ipswich Town | | | Football League Champ |
| 5 Mar 2009 | | (H) vs. [TBD] | | | EFA - Round 4, Leg 2 |
| 7 Mar 2009 | | (H) vs. Sunderland | | | Football League Champ |
| 14 Mar 2009 | | (H) vs. [TBD] | | | English Cup - Quarter-Final |
| 14 Mar 2009 | | (A) vs. Luton Town | | | Football League Champ |
| 21 Mar 2009 | | (A) vs. Bristol City | | | Football League Champ |
| 26 Mar 2009 | | (A) vs. [TBD] | | | EFA - Quarter-Final, Leg 1 |
| 28 Mar 2009 | | (A) vs. Leeds United | | | Football League Champ |
| 2 Apr 2009 | | (H) vs. [TBD] | | | EFA - Quarter-Final, Leg 2 |
| 4 Apr 2009 | | (A) vs. Norwich | | | Football League Champ |
| 11 Apr 2009 | | (A) vs. Stoke City | | | Football League Champ |
| 12 Apr 2009 | | (H) vs. [TBD] | | | English Cup - Semi-Final |
| 18 Apr 2009 | | (H) vs. Leicester City | | | Football League Champ |
| 25 Apr 2009 | | (A) vs. Southampton | | | Football League Champ |
| 30 Apr 2009 | | (H) vs. [TBD] | | | EFA - Semi-Final, Leg 1 |
| 2 May 2009 | | (H) vs. Cardiff City | | | Football League Champ |
| 7 May 2009 | | (A) vs. [TBD] | | | EFA - Semi-Final, Leg 2 |
| 9 May 2009 | | (H) vs. QPR | | | Football League Champ |
| 16 May 2009 | | (A) vs. Hull City | | | Football League Champ |
| 20 May 2009 | | (H) vs. [TBD] | | | EFA - Final |
| 20 May 2009 | | (A) vs. Watford | | | Football League Champ |
| 23 May 2009 | | (H) vs. [TBD] | | | English Cup - Final |
| 23 May 2009 | | (H) vs. Sheff Wed | | | Football League Champ |
| 27 May 2009 | | (?) vs. [TBD] | | | League Champ Playoffs - Semi-Final, Leg 1 |
| 3 Jun 2009 | | (?) vs. [TBD] | | | League Champ Playoffs - Semi-Final, Leg 2 |
| 8 Jun 2009 | | (?) vs. [TBD] | | | League Champ Playoffs - Final |