| Date | Competition | Outcome | Home team | Score/Time | Away team | ||
|---|---|---|---|---|---|---|---|
| 03-10-09 | East of Scotland | W |
Selkirk | 2 - 5 | Edinburgh City | More info | |
| 10-10-09 | East of Scotland | L |
Edinburgh City | 2 - 5 | Heriot-Watt University | More info | |
| 24-10-09 | Scottish Cup | W |
Edinburgh City | 5 - 1 | Burntisland Shipyard | More info | |
| 31-10-09 | East of Scotland | L |
Edinburgh City | 0 - 2 | Spartans | More info | |
| 11-11-09 | East of Scotland | L |
Edinburgh City | 1 - 3 | Whitehill Welfare | More info | |
| 04-09-09 | East of Scotland | Spartans | PSTP | Edinburgh City | More info | ||
| 03-10-09 | East of Scotland | Coldstream | PSTP | Edinburgh City | More info | ||
| 14-11-09 | East of Scotland | Preston Athletic | PSTP | Edinburgh City | More info | ||
| 28-11-09 | Scottish Cup | Edinburgh City | 16 : 00 | Keith | More info | ||
| 19-12-09 | East of Scotland | Whitehill Welfare | - | Edinburgh City | More info |
| Date | Competition | Outcome | Home team | Score/Time | Away team | ||
|---|---|---|---|---|---|---|---|
| 26-09-09 | Scottish Cup | D |
Whitehill Welfare | 1 - 1 | Wigtown & Bladnoch FC | View events | More info |
| 03-10-09 | Scottish Cup | W |
Wigtown & Bladnoch FC | 0 - 3 | Whitehill Welfare | More info | |
| 24-10-09 | Scottish Cup | D |
Whitehill Welfare | 1 - 1 | Threave Rovers | More info | |
| 31-10-09 | Scottish Cup | L |
Threave Rovers | 1 - 0 | Whitehill Welfare | More info | |
| 11-11-09 | East of Scotland | W |
Edinburgh City | 1 - 3 | Whitehill Welfare | More info | |
| 03-10-09 | East of Scotland | Civil Service Strollers | PSTP | Whitehill Welfare | More info | ||
| 31-10-09 | East of Scotland | Tynecastle | PSTP | Whitehill Welfare | More info | ||
| 14-11-09 | East of Scotland | Whitehill Welfare | PSTP | Lothian Thistle | More info | ||
| 05-12-09 | East of Scotland | Coldstream | - | Whitehill Welfare | More info | ||
| 19-12-09 | East of Scotland | Whitehill Welfare | - | Edinburgh City | More info |