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For the 1968–69 season, Carlisle United F.C. competed in Football League Division Two.
| 1968-69 season | |
|---|---|
| Manager | Tim Ward Bob Stokoe |
| Division Two | 12th |
| FA Cup | Third Round |
| League Cup | Third Round |
Football League Second Division
| Match Day |
Date | Opponent | H/A | Score | Carlisle United Scorer(s) | Attendance |
|---|---|---|---|---|---|---|
| 1 | 10 August | Bury | A | 2–3 | ||
| 2 | 13 August | Portsmouth | H | 0–0 | ||
| 3 | 17 August | Charlton Athletic | H | 1–1 | ||
| 4 | 24 August | Middlesbrough | A | 0–1 | ||
| 5 | 27 August | Oxford United | H | 0–2 | ||
| 6 | 31 August | Huddersfield Town | H | 0–0 | ||
| 7 | 7 September | Crystal Palace | A | 0–5 | ||
| 8 | 14 September | Norwich City | H | 0–4 | ||
| 9 | 21 September | Cardiff City | A | 1–2 | ||
| 10 | 28 September | Birmingham City | H | 2–3 | ||
| 11 | 30 September | Preston North End | A | 2–2 | ||
| 12 | 5 October | Bolton Wanderers | H | 1–1 | ||
| 13 | 9 October | Oxford United | A | 1–0 | ||
| 14 | 12 October | Blackburn Rovers | A | 2–0 | ||
| 15 | 19 October | Blackpool | H | 1–0 | ||
| 16 | 26 October | Aston Villa | A | 0–0 | ||
| 17 | 4 November | Hull City | H | 1–0 | ||
| 18 | 9 November | Sheffield United | A | 1–0 | ||
| 19 | 16 November | Fulham | H | 2–0 | ||
| 20 | 23 November | Derby County | A | 3–3 | ||
| 21 | 30 November | Bristol City | H | 3–0 | ||
| 22 | 7 December | Millwall | A | 1–1 | ||
| 23 | 14 December | Blackburn Rovers | H | 4–1 | ||
| 24 | 21 December | Blackpool | A | 0–1 | ||
| 25 | 26 December | Bolton Wanderers | A | 1–0 | ||
| 26 | 28 December | Aston Villa | H | 0–1 | ||
| 27 | 11 January | Hull City | A | 2–1 | ||
| 28 | 18 January | Sheffield United | H | 0–1 | ||
| 29 | 1 February | Fulham | A | 2–0 | ||
| 30 | 15 February | Bristol City | A | 0–3 | ||
| 31 | 22 February | Millwall | H | 1–0 | ||
| 32 | 1 March | Bury | H | 2–0 | ||
| 33 | 8 March | Charlton Athletic | A | 1–1 | ||
| 34 | 11 March | Derby County | H | 1–1 | ||
| 35 | 15 March | Middlesbrough | H | 3–0 | ||
| 36 | 22 March | Huddersfield Town | A | 0–2 | ||
| 37 | 29 March | Crystal Palace | H | 1–2 | ||
| 38 | 5 April | Birmingham City | A | 0–3 | ||
| 39 | 7 April | Preston North End | H | 1–0 | ||
| 40 | 9 April | Portsmouth | A | 1–2 | ||
| 41 | 12 April | Cardiff City | H | 1–0 | ||
| 42 | 19 April | Norwich City | A | 1–2 |
Football League Cup
| Round | Date | Opponent | H/A | Score | Carlisle United Scorer(s) | Attendance |
|---|---|---|---|---|---|---|
| R2 | 4 September | Cardiff City | H | 2–0 | ||
| R3 | 24 September | Leicester City | H | 0–3 | ||
FA Cup
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