Leyton Orient Schedule
| Tue, Jul 9 | @Hornchurch FC | 6:45PM UTC | W 7-0 | |
| Sat, Jul 13 | @Heart of Midlothian | 2:00PM UTC | W 2-1 | |
| Tue, Jul 16 | @Welling United FC | 6:45PM UTC | D 1-1 | |
| Tue, Jul 23 | @Walthamstow | 6:45PM UTC | D 1-1 | |
| Thu, Jul 25 | @Juventud Torremolinos CF | 5:30PM UTC | D 0-0 | |
| Sat, Aug 3 | @Dagenham & Redbridge | 2:00PM UTC | W 1-0 | |
| Tue, Aug 13 | vsNewport County | 6:30PM UTC | W 4-1 | |
| Tue, Aug 27 | @Millwall | 6:45PM UTC | W 1-0 | |
| Tue, Sep 17 | @Brentford | 6:45PM UTC | L 3-1 | |
| Sun, Nov 3 | @Boreham Wood FC | 2:00PM UTC | D 2-2 (PEN) | |
| Sat, Nov 30 | vsOldham Athletic | 3:00PM UTC | W 2-1 (AET) | |
| Sat, Jan 11 | vsDerby County | 6:00PM UTC | ||
| Tue, Jan 14 | vsDerby County | 7:45PM UTC | D 1-1 (PEN) | |
| Sat, Feb 8 | vsManchester City | 12:15PM UTC | L 2-1 | |