| English Premiership |
| No. | Date | Ven | Opponent | Result | HT | Scorers | Attend |
| 1 | 14-Aug-05 | A | Wigan Athletic | W | 1-0 | (0-0) | Crespo 90 | 23,575 |
| 2 | 21-Aug-05 | H | Arsenal | W | 1-0 | (0-0) | Drogba 73 | 42,136 |
| 3 | 24-Aug-05 | H | West Bromwich Albion | W | 4-0 | (2-0) | Lampard 23, 80; Cole 43; Drogba 68 | 41,201 |
| 4 | 27-Aug-05 | A | Tottenham Hotspur | W | 2-0 | (1-0) | Del Horno 39; Duff 71 | 36,077 |
| 5 | 10-Sep-05 | H | Sunderland | W | 2-0 | (0-0) | Geremi 54; Drogba 82 | 41,969 |
| 6 | 17-Sep-05 | A | Charlton Athletic | W | 2-0 | (0-0) | Crespo 55; Robben 60 | 27,111 |
| 7 | 24-Sep-05 | H | Aston Villa | W | 2-1 | (1-1) | Lampard 45, 75p | 42,146 |
| 8 | 02-Oct-05 | A | Liverpool | W | 4-1 | (2-1) | Lampard 27p; Duff 42; Cole 62; Geremi 81 | 44,235 |
| 9 | 15-Oct-05 | H | Bolton Wanderers | W | 5-1 | (0-1) | Drogba 51, 60; Lampard 54, 58; Gudjohnsen 73 | 41,775 |
| 10 | 23-Oct-05 | A | Everton | D | 1-1 | (0-1) | Lampard 49 | 36,042 |
| 11 | 29-Oct-05 | H | Blackburn Rovers | W | 4-2 | (2-2) | Drogba 9; Lampard 13p, 61; Zurab Khizanishvili(og) 73 | 41,553 |
| 12 | 06-Nov-05 | A | Manchester United | L | 0-1 | (0-1) | | 67,864 |
| 13 | 19-Nov-05 | H | Newcastle United | W | 3-0 | (0-0) | Cole 46; Crespo 50; Duff 89 | 42,268 |
| 14 | 26-Nov-05 | A | Portsmouth | W | 2-0 | (1-0) | Crespo 26; Lampard 66p | 20,182 |
| 15 | 03-Dec-05 | H | Middlesbrough | W | 1-0 | (0-0) | Terry 61 | 41,666 |
| 16 | 10-Dec-05 | H | Wigan Athletic | W | 1-0 | (0-0) | Terry 66 | 42,060 |
| 17 | 18-Dec-05 | A | Arsenal | W | 2-0 | (1-0) | Robben 38; Cole 72 | 38,347 |
| 18 | 26-Dec-05 | H | Fulham | W | 3-2 | (2-1) | Gallas 2; Lampard 23; Crespo 73 | 42,313 |
| 19 | 28-Dec-05 | A | Manchester City | W | 1-0 | (0-0) | Cole 78 | 46,587 |
| 20 | 31-Dec-05 | H | Birmingham City | W | 2-0 | (2-0) | Crespo 24; Robben 42 | 40,652 |
| 21 | 02-Jan-06 | A | West Ham United | W | 3-1 | (1-1) | Lampard 24; Crespo 60; Drogba 79 | 34,758 |
| 22 | 15-Jan-06 | A | Sunderland | W | 2-1 | (1-1) | Crespo 27; Robben 68 | 32,420 |
| 23 | 22-Jan-06 | H | Charlton Athletic | D | 1-1 | (1-0) | Gudjohnsen 19 | 41,355 |
| 24 | 01-Feb-06 | A | Aston Villa | D | 1-1 | (1-0) | Robben 14 | 38,562 |
| 25 | 05-Feb-06 | H | Liverpool | W | 2-0 | (1-0) | Gallas 35; Crespo 68 | 42,316 |
| 26 | 11-Feb-06 | A | Middlesbrough | L | 0-3 | (0-2) | | 31,037 |
| 27 | 25-Feb-06 | H | Portsmouth | W | 2-0 | (0-0) | Lampard 65; Robben 78 | 42,254 |
| 28 | 04-Mar-06 | A | West Bromwich Albion | W | 2-1 | (0-0) | Drogba 51; Cole 74 | 26,581 |
| 29 | 11-Mar-06 | H | Tottenham Hotspur | W | 2-1 | (1-1) | Essien 14; Gallas 91 | 42,243 |
| 30 | 19-Mar-06 | A | Fulham | L | 0-1 | (0-1) | | 22,486 |
| 31 | 25-Mar-06 | H | Manchester City | W | 2-0 | (2-0) | Drogba 30, 33 | 42,321 |
| 32 | 01-Apr-06 | A | Birmingham City | D | 0-0 | (0-0) | | 26,364 |
| 33 | 09-Apr-06 | H | West Ham United | W | 4-1 | (2-1) | Drogba 28; Crespo 31; Terry 54; Gallas 69 | 41,919 |
| 34 | 15-Apr-06 | A | Bolton Wanderers | W | 2-0 | (1-0) | Terry 44; Lampard 59 | 27,266 |
| 35 | 17-Apr-06 | H | Everton | W | 3-0 | (1-0) | Lampard 28; Drogba 62; Essien 74 | 41,765 |
| 36 | 29-Apr-06 | H | Manchester United | W | 3-0 | (1-0) | Gallas 5; Cole 61; Ricardo Carvalho 73 | 42,219 |
| 37 | 02-May-06 | A | Blackburn Rovers | L | 0-1 | (0-1) | | 20,243 |
| 38 | 07-May-06 | A | Newcastle United | L | 0-1 | (0-0) | | 52,309 |
|
|
| FA Cup |
| Date | Ven | Opponent | Result | HT | Scorers | Attend |
| 3 | 07-Jan-06 | H | Huddersfield Town | W | 2-1 | (1-0) | Cole 11; Gudjohnsen 81 | 41,650 |
| 4 | 28-Jan-06 | A | Everton | D | 1-1 | (0-1) | Lampard 73 | 29,742 |
| 4r | 08-Feb-06 | H | Everton | W | 4-1 | (3-0) | Robben 22; Lampard 36p; Crespo 39; Terry 74 | 39,301 |
| 5 | 19-Feb-06 | H | Colchester United | W | 3-1 | (1-1) | Paulo Ferreira 37; Cole 79, 91 | 41,810 |
| QF | 22-Mar-06 | H | Newcastle United | W | 1-0 | (1-0) | Terry 4 | --,--- |
| SF | 22-Apr-06 | H | Liverpool | L | 1-2 | (0-1) | Drogba 70 | --,--- |
|
|
| League Cup |
| Date | Ven | Opponent | Result | HT | Scorers | Attend |
| 3 | 26-Oct-05 | H | Charlton Athletic | D | 1-1 | (1-1) | Terry 41 [aet, pen 4-5] | 25,844 |
|
|
| Community Shield |
| Date | Ven | Opponent | Result | HT | Scorers | Attend |
| F | 07-Aug-05 | H | Arsenal | W | 2-1 | (1-0) | Drogba 8, 57 | 58,014 |
|
|
| UEFA Champions League |
| Date | Ven | Opponent | Result | HT | Scorers | Attend |
| 1 Gp G | 13-Sep-05 | H | Anderlecht | W | 1-0 | (1-0) | Lampard 19 | 29,575 |
| 1 Gp G | 28-Sep-05 | A | Liverpool | D | 0-0 | (0-0) | | 42,743 |
| 1 Gp G | 19-Oct-05 | H | Real Betis | W | 4-0 | (2-0) | Drogba 23; Ricardo Carvalho 43; Cole 58; Crespo 63 | 36,457 |
| 1 Gp G | 01-Nov-05 | A | Real Betis | L | 0-1 | (0-1) | | 55,000 |
| 1 Gp G | 23-Nov-05 | A | Anderlecht | W | 2-0 | (2-0) | Crespo 8; Ricardo Carvalho 15 | 21,070 |
| 1 Gp G | 06-Dec-05 | H | Liverpool | D | 0-0 | (0-0) | | 41,598 |
| 16 L1 | 22-Feb-06 | H | Barcelona | L | 1-2 | (0-0) | Motta(og) 59 | 39,521 |
| 16 L2 | 07-Mar-06 | A | Barcelona | D | 1-1 | (0-0) | Lampard 91p | --,--- |
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Home and away results against each team, listed in the current league table standings