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Fixtures and results : Season 2008/09
| Date | Opponents | K/O | Fixture | Result |
| 29 May 09 | Lomond United -v- Old Boys | 7.45pm | Links Park, Montrose | 8 - 4 |
| 17 May 09 | Lomond United Select v Dukla Pumpherston | 2pm | Rec, St Andrews | 2 - 4 |
| 09 May 09 | Rosyth Wanderers -v- Lomond United | 2 pm | League | 3 - 0 |
| 06 May 09 | Lomond United -v- Hearts of Beath | 7 pm | League | 0 - 6 |
| 02 May 09 | Lomond United -v- Buckhaven | 2 pm | League | 2 - 2 |
| 29 Apr 09 | Lomond United -v- United Colleges | 7pm | League | 4 - 3 |
| 25 Apr 09 | Lomond United -v- Lomond Victoria | 2 pm | League | 0 - 0 |
| 22 Apr 09 | Lomond United -v- Methil Rovers | 6.30pm | League | 0 - 1 |
| 18 Apr 09 | Methil Rovers v Lomond United | 2 pm | division two cup Semi-final |
3 - 2 |
| 15 Apr 09 | Lomond United v Kinglassie | 6:30pm | league | 2 - 3 |
| 11 Apr 09 | Lomond United v Grieg Park Rangers | ? | league | 2 - 5 |
| 4 Apr 09 | Lomond United v Lomond Victoria | 2 pm | division two cup quarter final |
5 - 4 |
| 28 Mar 09 | Lomond United v Carnegie Thistle | 2 pm | League | 0 - 5 |
| 21 Mar 09 | Lomond United v Rosyth Wanderers | 2pm | league | 3 - 1 |
| 14 Mar 09 | Hearts of Beath -v- Lomond United | 2pm | League | 2 - 2 |
| 28 Feb 09 | Lomond United -v- Burntisland United | 2pm | League | 1 - 2 |
| 21 Feb 09 | Lomond United v Glenrothes | 2pm | League | 2 - 1 |
| 31 Jan 09 | Grieg Park Rangers v Lomond United | 2pm | league | 1 - 1 |
| 24 Jan 09 | Lomond United v Balgonie Scotia | . | league | 1 - 6 |
| 10 Jan 09 | Lomond Victoria v Lomond United | . | league | 6 - 5 |
| 13 Dec 08 | Carnegie Thistle v Lomond United | . | league | 3 - 2 |
| 22 Nov 08 | Methil Rovers v Lomond United | . | league | 2 - 1 |
| 15 Nov 08 | United Colleges v Lomond United | . | league | 1 - 5 |
| 08 Nov 08 | Balgonie Scotia v Lomond United | . | league | 0 - 3 |
| 01 Nov 08 | Lomond United v St.Monans Swallows | . | Fife cup rd 3 | 2 - 3 AET |
| . | Carronshore v Lomond United | . | Scottish cup rd 2 | 5 - 1 |
| 27 Sep 08 | Kennoway v Lomond United | . | Carlsberg cup rd 1 | 7 - 3 |
| 20 Sep 08 | Lomond United v Hearts of Beath | . | Fife cup rd 2 | 3 - 1 |
| 13 Sep 08 | Glenrothes v Lomond United | . | league | 0 - 1 |
| . | Inter Barda United v Lomond United | . | league | 1 - 8 |
| 30 Aug 08 | Burntisland United v Lomond United | . | league | 2 - 0 |
| 28 Aug 08 | Kinglassie v Lomond United | . | league | 0 - 1 |
| 23 Aug 08 | Pittenween Rovers v Lomond United | . | league cup | 5 - 1 |
| 16 Aug 08 | Buckhaven Town v Lomond United | . | league | 3 - 1 |
