Saturday 16th August 2008, Maxwelltown Thistle 4 - 5 Terregles Athletic (League Cup Section 2), Scorers: I.Brown 2, J.Smith 1, S.Wight 1
Wednesday 20th August 2008, Lochmaben 2 - 5 Maxwelltown Thistle (League Cup Section 2), Scorers: S.Kearney 3, S.Walker 2
Saturday 23rd August 2008, First base Dynamos 0 - 10 Maxwelltown Thistle (League), Scorers: Craig Lavan 4, R.Halliday 3, S.Wight 1, J.Smith 1, Charlie Lavan 1
Wednesday 27th August 2008, Kirkconnel 3 - 5 Maxwelltown Thistle (League Cup Section 2) Scorers: S.Walker 2, J.Smith 1, J.Docherty 1, D.Gauld 1
Saturday 30th August 2008, Maxwelltown Thistle 3 - 3 Lochar Thistle (League Cup Section 2) Scorers: S.Kearney 1, S.Walker 1, J.Smith 1
Saturday 13th September 2008, Maxwelltown Thistle 3 - 3 Lochmaben (League) Scorers: S.Kearney 2, S.Wight 1
Saturday 20th September 2008, Maxwelltown Thistle 2 - 0 Kirkconnel (League) Scorers: S.Walker 1, D.Gauld 1
Saturday 18th October 2008, Kirkconnel 2 - 4 Maxwelltown Thistle (League) Scorers: C.Lavan 2, R.Halliday 1, K.Smith 1
Saturday 1st November 2008, Upper Annandale 0 - 1 Maxwelltown Thistle (League) Scorers: Banford 1
Saturday 8th November 2008, Maxwelltown Thistle 3 - 5 Morton Thistle (League) Scorers: Kearney 3
Saturday15th November 2008, Gala United 1 - 6 Maxwelltown Thistle (South of Scotland Cup R2) Scorers: Kearney 3, C.Lavan 1, G.Carling 1, J.Smith 1
Saturday22nd November 2008, Maxwelltown Thistle 9 - 1 FC Dynamo Star (League) Scorers: Halliday 4 (1 pen), McQuarrie 2, Kearney 1, Carling 1, Docherty 1
Saturday 29th November 2008, Maxwelltown Thistle 4 - 3 Lochar Thistle (Burns Cup R2) Scorers: Carling 1, Halliday 1, Wight 1, Craik 1
Saturday 13th December 2008, FC Dynmo Star 0 - 9 Maxwelltown Thistle (British Legion Cup R2) Scorers: Carling 3, Halliday 3, Kearney 2, Gauld 1
Saturday 20th December 2008, Maxwelltown Thistle 3 - 3 LocharThistle (League) Scorers: Halliday 2, Carling 1
Saturday 10th January 2009, Terregles Athletic 3 - 5 Maxwelltown Thistle (League) Scorers: Halliday 2 (1 pen), Carling 2, Kearney 1
Saturday 17th January 2009, Maxwelltown Thistle 4 - 3 YMCA (League) Scorers: Carling 2, Kearney 1, Halliday 1
Saturday 24th January 2009, Maxwelltown Thistle 2 - 0 Stow (South of Scotland R3) Scorers: Halliday 1, OG 1