| 1968-69 season | |||
|---|---|---|---|
| Chairman | Brian Mears | ||
| Manager | Dave Sexton | ||
| First Division | 5th | ||
| FA Cup | Quarter-finals | ||
| League Cup | Third round | ||
| Inter-Cities Fairs Cup | Second round | ||
| Top goalscorer | League: Bobby Tambling (18) All: Bobby Tambling (19) | ||
| Highest home attendance | 60,436 vs Manchester United (15 March 1969) | ||
| Lowest home attendance | 17,639 vs Coventry City (10 March 1969) | ||
The 1968-69 season was Chelsea Football Club's 55th of competitive football, and their 42nd in the English top flight.
| Date | Opponent | Venue | Result | Attendance | Scorers |
|---|---|---|---|---|---|
| 14 August 1968 | Nottingham Forest | H | 1-1 | 36,515 | Tambling |
| 17 August 1968 | West Bromwich Albion | H | 3-1 | 33,766 | Baldwin, Tambling (2) |
| 21 August 1968 | Newcastle United | A | 2-3 | 39,048 | Tambling, Birchenall |
| 24 August 1968 | Manchester United | A | 4-0 | 55,114 | Baldwin (2), Tambling, Birchenall |
| 28 August 1968 | Sheffield Wednesday | H | 1-0 | 33,402 | Tambling |
| 31 August 1968 | Tottenham Hotspur | H | 2-2 | 48,412 | Osgood (pen), Birchenall |
| 7 September 1968 | Everton | H | 1-1 | 42,017 | Osgood (pen) |
| 10 September 1968 | Coventry City | A | 1-0 | 36,217 | Osgood |
| 14 September 1968 | Queens Park Rangers | A | 4-0 | 26,358 | Baldwin (2), Osgood, Birchenall |
| 21 September 1968 | West Ham United | H | 1-1 | 58,062 | Tambling |
| 28 September 1968 | Burnley | A | 1-2 | 14,762 | Tambling |
| 5 October 1968 | Ipswich Town | H | 3-1 | 31,625 | Hollins, Birchenall, Baxter (o.g.) |
| 9 October 1968 | Sheffield Wednesday | A | 1-1 | 30,445 | Baldwin |
| 12 October 1968 | Wolverhampton Wanderers | A | 1-1 | 27,810 | Tambling |
| 19 October 1968 | Leicester City | H | 3-0 | 33,462 | Baldwin (3) |
| 26 October 1968 | Stoke City | A | 0-2 | 16,799 | |
| 2 November 1968 | Manchester City | H | 2-0 | 40,700 | Osgood, Baldwin |
| 9 November 1968 | Liverpool | A | 1-2 | 47,248 | Birchenall |
| 16 November 1968 | Southampton | H | 2-3 | 31,325 | Baldwin, Birchenall |
| 23 November 1968 | Arsenal | A | 1-0 | 45,588 | Houseman |
| 30 November 1968 | Leeds United | H | 1-1 | 43,286 | Osgood |
| 7 December 1968 | Sunderland | A | 2-3 | 21,976 | Birchenall, Baldwin |
| 14 December 1968 | Wolverhampton Wanderers | H | 1-1 | 26,194 | Osgood (pen) |
| 21 December 1968 | Leicester City | A | 4-1 | 23,597 | Osgood (2), Birchenall, Tambling |
| 26 December 1968 | Ipswich Town | A | 3-1 | 24,083 | Webb (3) |
| 11 January 1969 | Manchester City | A | 1-4 | 35,605 | Houseman |
| 18 January 1969 | Liverpool | H | 1-2 | 52,295 | Tambling |
| 1 February 1969 | Southampton | A | 0-5 | 28,147 | |
| 15 February 1969 | Leeds United | A | 0-1 | 35,789 | |
| 22 February 1969 | Sunderland | H | 5-1 | 29,381 | Birchenall, Tambling (4) |
| 5 March 1969 | Stoke City | H | 1-0 | 19,856 | Webb |
| 8 March 1969 | West Bromwich Albion | A | 3-0 | 25,137 | Boyle, Hutchinson, Houseman |
| 10 March 1969 | Coventry City | H | 2-1 | 17,639 | Tambling, Hutchinson |
| 15 March 1969 | Manchester United | H | 3-2 | 60,436 | Webb, Tambling, Hutchinson |
| 22 March 1969 | Tottenham Hotspur | A | 0-1 | 47,349 | |
| 29 March 1969 | Everton | A | 2-1 | 42,190 | Birchenall, Hutchinson |
| 4 April 1969 | Newcastle United | H | 1-1 | 42,078 | Hutchinson |
| 5 April 1969 | Burnley | H | 2-3 | 30,266 | Hollins, Tambling |
| 8 April 1969 | Nottingham Forest | A | 2-1 | 30,413 | Birchenall, Hutchinson |
| 12 April 1969 | West Ham United | A | 0-0 | 32,332 | |
| 14 April 1969 | Arsenal | H | 2-1 | 37,890 | Webb, Baldwin |
| 19 April 1969 | Queens Park Rangers | H | 2-1 | 41,263 | Baldwin (2) |
| Pos | Team | Pld | W | D | L | GF | GA | GAv | Pts | Qualification or relegation |
|---|---|---|---|---|---|---|---|---|---|---|
| 3 | Everton | 42 | 21 | 15 | 6 | 77 | 36 | 2.139 | 57 | |
| 4 | Arsenal | 42 | 22 | 12 | 8 | 56 | 27 | 2.074 | 56 | |
| 5 | Chelsea | 42 | 20 | 10 | 12 | 73 | 53 | 1.377 | 50 | 1968–69 Inter-Cities Fairs Cup |
| 6 | Tottenham Hotspur | 42 | 14 | 17 | 11 | 61 | 51 | 1.196 | 45 | |
| 7 | Southampton | 42 | 16 | 13 | 13 | 57 | 48 | 1.188 | 45 |
| Date | Round | Opponent | Venue | Result | Attendance | Scorers |
|---|---|---|---|---|---|---|
| 4 January 1969 | 3 | Carlisle United | H | 2-0 | 37,322 | Osgood, Tambling |
| 25 January 1969 | 4 | Preston North End | A | 0-0 | 31,875 | |
| 3 February 1969 | 4 (R) | Preston North End | H | 2-1 | 36,522 | Webb, Cooke |
| 12 February 1969 | 5 | Stoke City | H | 3-2 | 39,191 | Osgood (2), Birchenall |
| 1 March 1969 | QF | West Bromwich Albion | H | 1-2 | 52,285 | Webb |
| Date | Round | Opponent | Venue | Result | Attendance | Scorers |
|---|---|---|---|---|---|---|
| 3 September 1968 | 2 | Birmingham City | A | 1-0 | 31,560 | Foster (o.g.) |
| 25 September 1968 | 3 | Derby County | H | 0-0 | 26,975 | |
| 2 October 1968 | 3 (R) | Derby County | A | 1-3 | 34,463 | Birchenall |
| Date | Round | Opponent | Venue | Result | Attendance | Scorers |
|---|---|---|---|---|---|---|
| 18 September 1968 | 1 | Greenock Morton | H | 5-0 | 28,736 | Hollins, Boyle, Cooke, Osgood, Birchenall |
| 30 September 1968 | 1 | Greenock Morton | A | 4-3 | 8,000 | Baldwin, Tambling, Birchenall, Houseman |
| 23 October 1968 | 2 | DWS | H | 0-0 | 28,428 | |
| 30 October 1968 | 2 | DWS | A | 0-0 | 14,000 | |
| 30 October 1968 | DWS | Chelsea lost on coin toss | ||||
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