Middlesbrough FC in the Division Two
Competitions| Match Day | Opponent | For | Against | ||
|---|---|---|---|---|---|
| 13-09-69 | Bristol City | Home | 2 | 0 | Info |
| 06-09-69 | Blackburn Rovers | Away | 0 | 4 | Info |
| 30-08-69 | Aston Villa | Home | 1 | 0 | Info |
| 27-08-69 | Cardiff City | Away | 0 | 1 | Info |
| 23-08-69 | Carlisle United | Away | 0 | 1 | Info |
| 18-08-69 | Millwall | Away | 1 | 1 | Info |
| 16-08-69 | Leicester City | Home | 2 | 1 | Info |
| 12-08-69 | Millwall | Home | 3 | 0 | Info |
| 09-08-69 | Sheffield United | Away | 0 | 3 | Info |
| 19-04-69 | Birmingham City | Away | 1 | 3 | Info |
| 12-04-69 | Bury | Home | 2 | 3 | Info |
| 08-04-69 | Norwich City | Home | 0 | 0 | Info |
| 05-04-69 | Charlton Athletic | Away | 0 | 2 | Info |
| 04-04-69 | Crystal Palace | Away | 0 | 0 | Info |
| 29-03-69 | Cardiff City | Home | 0 | 0 | Info |
| 25-03-69 | Blackburn Rovers | Away | 1 | 1 | Info |
| 22-03-69 | Hull City | Home | 5 | 3 | Info |
| 15-03-69 | Carlisle United | Away | 0 | 3 | Info |
| 08-03-69 | Portsmouth | Home | 1 | 0 | Info |
| 04-03-69 | Aston Villa | Home | 0 | 0 | Info |
| 01-03-69 | Preston North End | Away | 2 | 1 | Info |
| 22-02-69 | Blackpool | Home | 2 | 0 | Info |
| 01-02-69 | Bolton Wanderers | Away | 0 | 0 | Info |
| 28-01-69 | Sheffield United | Home | 3 | 1 | Info |
| 24-01-69 | Oxford United | Home | 2 | 0 | Info |
| 18-01-69 | Millwall | Home | 1 | 1 | Info |
| 11-01-69 | Bristol City | Away | 0 | 3 | Info |
| 26-12-68 | Derby County | Away | 2 | 3 | Info |
| 21-12-68 | Fulham | Away | 3 | 0 | Info |
| 07-12-68 | Blackpool | Away | 1 | 1 | Info |
| 03-12-68 | Bristol City | Home | 4 | 0 | Info |
| 30-11-68 | Blackburn Rovers | Home | 2 | 0 | Info |
| 23-11-68 | Aston Villa | Away | 0 | 1 | Info |
| 16-11-68 | Bolton Wanderers | Home | 0 | 0 | Info |
| 09-11-68 | Millwall | Away | 0 | 2 | Info |
| 26-10-68 | Oxford United | Away | 4 | 2 | Info |
| 19-10-68 | Fulham | Home | 2 | 0 | Info |
| 12-10-68 | Sheffield United | Away | 3 | 1 | Info |
| 08-10-68 | Huddersfield Town | Away | 0 | 3 | Info |
| 05-10-68 | Derby County | Home | 0 | 0 | Info |
| 28-09-68 | Charlton Athletic | Home | 1 | 0 | Info |
| 21-09-68 | Bury | Away | 3 | 2 | Info |
| 14-09-68 | Birmingham City | Home | 3 | 1 | Info |
| 07-09-68 | Cardiff City | Away | 0 | 2 | Info |
| 31-08-68 | Hull City | Away | 0 | 3 | Info |
| 27-08-68 | Huddersfield Town | Home | 1 | 1 | Info |
| 24-08-68 | Carlisle United | Home | 1 | 0 | Info |
| 20-08-68 | Crystal Palace | Home | 4 | 0 | Info |
| 17-08-68 | Portsmouth | Away | 0 | 3 | Info |
| 14-08-68 | Norwich City | Away | 2 | 0 | Info |