Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 08.03.2014 |  | Quarter-finals | Raith Rovers - St. Johnstone | Rai - STJ | 1:3 | 3.767 |
| 02.08.2014 |  | 1. Round | Raith Rovers - Forfar Athletic | Rai - FOR | 4:2 | 1.143 |
| 09.08.2014 |  | Matchday 1 | Raith Rovers - Dumbarton FC | Rai - DUM | 3:1 | 1.642 |
| 23.08.2014 | | Matchday 3 | Raith Rovers - Hearts FC | Rai - HEA | 0:4 | 6.105 |
| 12.09.2014 | | Matchday 5 | Raith Rovers - Rangers FC | Rai - RAN | 0:4 | 6.250 |
| 27.09.2014 | | Matchday 7 | Raith Rovers - Falkirk | Rai - Fal | 0:0 | 1.871 |
| 10.10.2014 | | Matchday 9 | Raith Rovers - Queen Of The South | Rai - | 3:4 | 1.552 |
| 25.10.2014 | | Matchday 11 | Raith Rovers - Alloa Ath. | Rai - ALL | 1:1 | 1.541 |
| 15.11.2014 | | Matchday 13 | Raith Rovers - Cowdenbeath FC | Rai - | 2:1 | 1.779 |
| 06.12.2014 | | Matchday 15 | Raith Rovers - Livingston | Rai - Liv | 1:5 | 1.385 |
| 20.12.2014 | | Matchday 17 | Raith Rovers - Hibernian FC | Rai - HIB | 1:3 | 3.166 |