Middlesbrough FC in the League Cup
Competitions| Match Day | Opponent | For | Against | ||
|---|---|---|---|---|---|
| 26-10-05 | Everton | Away | 1 | 0 | Info |
| 10-11-04 | Liverpool | Away | 0 | 2 | Info |
| 27-10-04 | Coventry City | Home | 3 | 0 | Info |
| 29-02-04 | Bolton Wanderers | Neutral | 2 | 1 | Info |
| 03-02-04 | Arsenal | Home | 2 | 1 | Info |
| 20-01-04 | Arsenal | Away | 1 | 0 | Info |
| 17-12-03 | Tottenham Hotspur | Away | 1 | 1 | Info |
| 03-12-03 | Everton | Home | 0 | 0 | Info |
| 29-10-03 | Wigan Athletic | Away | 2 | 1 | Info |
| 24-09-03 | Brighton | Home | 1 | 0 | Info |
| 06-11-02 | Ipswich Town | Away | 1 | 3 | Info |
| 01-10-02 | Brentford | Away | 4 | 1 | Info |
| 10-10-01 | Blackburn Rovers | Away | 1 | 2 | Info |
| 11-09-01 | Northampton Town | Home | 3 | 1 | Info |
| 31-10-00 | Wimbledon | Away | 0 | 1 | Info |
| 26-09-00 | Macclesfield Town | Away | 3 | 1 | Info |
| 19-09-00 | Macclesfield Town | Home | 2 | 1 | Info |
| 14-12-99 | Tranmere Rovers | Away | 1 | 2 | Info |
| 30-11-99 | Arsenal | Home | 2 | 2 | Info |
| 13-10-99 | Watford | Home | 1 | 0 | Info |
| 21-09-99 | Chesterfield | Home | 2 | 1 | Info |
| 14-09-99 | Chesterfield | Away | 0 | 0 | Info |
| 28-10-98 | Everton | Home | 2 | 3 | Info |
| 22-09-98 | Wycombe Wanderers | Away | 1 | 1 | Info |
| 16-09-98 | Wycombe Wanderers | Home | 2 | 0 | Info |
| 29-03-98 | Chelsea | Neutral | 0 | 2 | Info |
| 18-02-98 | Liverpool | Home | 2 | 0 | Info |
| 27-01-98 | Liverpool | Away | 1 | 2 | Info |
| 06-01-98 | Reading | Away | 1 | 0 | Info |
| 18-11-97 | Bolton Wanderers | Home | 2 | 1 | Info |
| 15-10-97 | Sunderland | Home | 2 | 0 | Info |
| 23-09-97 | Barnet | Away | 2 | 0 | Info |
| 16-09-97 | Barnet | Home | 1 | 0 | Info |
| 16-04-97 | Leicester City | Neutral | 0 | 1 | Info |
| 06-04-97 | Leicester City | Neutral | 1 | 1 | Info |
| 12-03-97 | Stockport County | Home | 0 | 1 | Info |
| 26-02-97 | Stockport County | Away | 2 | 0 | Info |
| 08-01-97 | Liverpool | Home | 2 | 1 | Info |
| 27-11-96 | Newcastle United | Home | 3 | 1 | Info |
| 23-10-96 | Huddersfield Town | Home | 5 | 1 | Info |
| 24-09-96 | Hereford United | Away | 3 | 0 | Info |
| 18-09-96 | Hereford United | Home | 7 | 0 | Info |
| 20-12-95 | Birmingham City | Away | 0 | 2 | Info |
| 29-11-95 | Birmingham City | Home | 0 | 0 | Info |
| 08-11-95 | Crystal Palace | Home | 2 | 0 | Info |
| 25-10-95 | Crystal Palace | Away | 2 | 2 | Info |
| 03-10-95 | Rotherham United | Away | 1 | 0 | Info |
| 20-09-95 | Rotherham United | Home | 2 | 1 | Info |
| 26-10-94 | Aston Villa | Away | 0 | 1 | Info |
| 27-09-94 | Scarborough | Home | 4 | 1 | Info |