Results
- 2 September 1939HounslowF.A. Challenge Cup · SuspendedAwayResult unconfirmed
- 21 October 1939Henley TownGreat Western CombinationAwayLost 2–3
- 4 November 1939Ruislip ManorBerks & Bucks Senior Cup (1) · Round 1HomeWon 3–1
- 11 November 1939Windsor & EtonGreat Western CombinationHomeWon 7–1
- 18 November 1939HayesGreat Western CombinationAwayLost 1–7
- 25 November 1939Windsor & EtonBerks & Bucks Senior Cup (1) · Round 2AwayWon 4–2
- 2 December 1939Uxbridge TownGreat Western CombinationAwayWon 7–1
- 9 December 1939NewburyBerks & Bucks Senior Cup (1) · S/FHomeWon 6–2
- 16 December 1939Redford SportsGreat Western CombinationHomeWon 2–1
- 23 December 1939Maidenhead UnitedGreat Western CombinationAwayWon 1–0
- 26 December 1939Redford SportsBerks & Bucks Senior Cup (1) · FHomeWon 4–0
- 30 December 1939Chesham UnitedGreat Western CombinationHomeWon 4–3
- 7 January 1940SloughGreat Western CombinationAwayLost 1–2
- 14 January 1940Windsor & EtonGreat Western CombinationAwayWon 3–1
- 24 February 1940SloughGreat Western CombinationHomeWon 4–2
- 2 March 1940Uxbridge TownGreat Western CombinationHomeLost 0–4
- 16 March 1940Henley TownGreat Western CombinationHomeWon 6–3
- 22 March 1940MarlowGreat Western CombinationHomeWon 5–1
- 23 March 1940Chesham UnitedGreat Western CombinationAwayLost 3–7
- 25 March 1940Maidenhead UnitedGreat Western CombinationHomeWon 4–3
- 30 March 1940MarlowGreat Western CombinationAwayLost 1–5
- 6 April 1940Redford SportsGreat Western CombinationAwayDrawn 2–2
- 13 April 1940HayesGreat Western CombinationHomeWon 5–3
Other teams (14 matches)
- 26 August 1939WokingFriendly : 2nd Team · 2nd TeamHomeWon 4–0
- 16 September 1939Chesham UnitedFriendly : 2nd Team · 2nd TeamHomeDrawn 2–2
- 23 September 1939Chesham UnitedFriendly : 2nd Team · 2nd TeamAwayDrawn 1–1
- 30 September 1939Maidenhead UnitedFriendly : 2nd Team · 2nd TeamHomeLost 2–4
- 7 October 1939Maidenhead UnitedFriendly : 2nd Team · 2nd TeamAwayDrawn 1–1
- 14 October 1939WimbledonFriendly : 2nd Team · 2nd TeamHomeDrawn 3–3
- 28 October 1939WealdstoneFriendly : 2nd Team · 2nd TeamAwayLost 2–4
- 21 January 1940WealdstoneFriendly : 2nd Team · 2nd TeamHomeLost 0–4
- 10 February 1940Oxford UniversityFriendly : 2nd Team · 2nd TeamHomeWon 4–2
- 20 April 1940IlfordFriendly : 2nd Team · 2nd TeamHomeWon 7–4
- 27 April 1940Metropolitan PoliceFriendly : 2nd Team · 2nd TeamHomeLost 3–4
- 8 May 1940RAF Walters AshFriendly : 2nd Team · 2nd TeamHomeWon 6–1
- 11 May 1940Grays AthleticFriendly : 2nd Team · 2nd TeamAwayWon 5–1
- 13 May 1940Metropolitan PoliceWycombe Hospital Cup (2) · C · 2nd TeamHomeLost 1–6