| Hartlepool United v Gillingham FC 10/03/1969 | View match | |
| Brighton & Hove Albion FC v Hartlepool United 19/03/1969 | £0.00 | |
| Hartlepool United v Reading FC 22/03/1969 | View match | |
| Hartlepool United v Bristol Rovers FC 28/03/1969 | View match | |
| Hartlepool United v Walsall FC 04/04/1969 | View match | |
| Stockport County FC v Hartlepool United 05/04/1969 | View match | |
| Watford FC v Hartlepool United 07/04/1969 | £4.00 | |
| Hartlepool United v Northampton Town FC 11/04/1969 | View match | |
| Walsall FC v Hartlepool United 15/04/1969 | View match | |
| Shrewsbury Town FC v Hartlepool United 19/04/1969 | View match | |
| Hartlepool United v Orient 21/04/1969 | View match | |
| Tranmere Rovers FC v Hartlepool United 24/04/1969 | View match |