| Date | Competition | Outcome | Home team | Score/Time | Away team | ||
|---|---|---|---|---|---|---|---|
| 06-09-08 | 2. Division | W |
FK Gubkin | 3 - 0 | Saturn Mosk Oblast II | More info | |
| 14-09-08 | 2. Division | D |
FK Lukhovitsy | 1 - 1 | FK Gubkin | More info | |
| 17-09-08 | 2. Division | D |
FK Ryazan | 2 - 2 | FK Gubkin | More info | |
| 24-09-08 | 2. Division | W |
FK Gubkin | 5 - 0 | Spartak Tambov | More info | |
| 27-09-08 | 2. Division | W |
FK Gubkin | 2 - 1 | Metallurg Lipetsk | More info | |
| 04-10-08 | 2. Division | W |
Zodiak Staryi Oskol | 0 - 3 | FK Gubkin | More info | |
| 07-10-08 | 2. Division | W |
Dinamo Voronezh | 1 - 2 | FK Gubkin | More info | |
| 15-10-08 | 2. Division | W |
FK Gubkin | 1 - 0 | Zvezda Serpukhov | More info | |
| 18-10-08 | 2. Division | W |
FK Gubkin | 2 - 0 | Nika Moskva | More info | |
| 28-10-08 | 2. Division | W |
Avangard Kursk | 1 - 2 | FK Gubkin | More info |