Results
- 28 September 1889Well End Red StarFriendly : 1st TeamAwayWon 3–0
- 5 October 1889Wycombe MarshFriendly : 1st TeamAwayLost 0–4
- 2 November 1889Wycombe TrinityFriendly : 1st TeamHomeWon 13–0
- 16 November 1889Chesham General BaptistFriendly : 1st TeamHomeWon 3–0
- 30 November 1889Stokenchurch ReindeerFriendly : 1st TeamAwayWon 1–0
- 14 December 1889Marlow JuniorsFriendly : 1st TeamAwayLost 2–7
- 21 December 1889High WycombeFriendly : 1st TeamAwayLost 0–3
- 25 December 1889Wycombe RoversFriendly : 1st TeamHomeWon 3–0
- 26 December 1889Marlow RangersFriendly : 1st TeamHomeWon 3–2
- 28 December 1889Chesham General BaptistFriendly : 1st TeamAwayLost 0–1
- 11 January 1890Stokenchurch ReindeerFriendly : 1st TeamHomeWon 4–0
- 1 February 1890Marlow JuniorsFriendly : 1st TeamHomeDrawn 2–2
- 8 February 1890Boyne Hill Y.M.F.S.Friendly : 1st TeamAwayWon 3–1
- 15 February 1890Boyne Hill Y.M.F.S.Friendly : 1st TeamHomeWon 1–0
- 20 February 1890Mr BL Reynolds' XIFriendly : 1st TeamHomeWon 1–0
- 22 February 1890Birch's FactoryHigh Wycombe Challenge Cup (1) · S/FNeutralWon 3–0
- 15 March 1890High WycombeHigh Wycombe Challenge Cup (1) · FNeutralDrawn 1–1
- 22 March 1890High WycombeHigh Wycombe Challenge Cup (1) · F RepNeutralDrawn 1–1
- 29 March 1890High WycombeHigh Wycombe Challenge Cup (1) · F 2RepNeutralWon 2–0
- 5 April 1890JKeen's XIFriendly : 1st TeamHomeWon 2–0
- 7 April 1890Finsbury PolytechnicFriendly : 1st TeamHomeWon 5–1
Other teams (9 matches)
- 19 October 1889West Wycombe RoversFriendly : 2nd Team · 2nd TeamAwayWon 3–0
- 2 November 1889Wycombe Trinity ReservesFriendly : 2nd Team · 2nd TeamHomeWon 3–0
- 23 November 1889Wycombe Marsh ReservesFriendly : 2nd Team · 2nd TeamAwayDrawn 1–1
- 30 November 1889Royal Grammar SchoolFriendly : 2nd Team · 2nd TeamHomeWon 2–1
- 25 December 1889Wycombe Rovers ReservesFriendly : 2nd Team · 2nd TeamHomeWon 3–0
- 28 December 1889Chesham General Baptist ReservesFriendly : 2nd Team · 2nd TeamAwayDrawn 2–2
- 18 January 1890Wycombe Marsh ReservesHigh Wycombe Challenge Cup (2) · Round 1 · 2nd TeamAwayDrawn 2–2
- 25 January 1890Wycombe Marsh ReservesHigh Wycombe Challenge Cup (2) · 1R · 2nd TeamHomeWon 2–0
- 15 February 1890High Wycombe ReservesHigh Wycombe Challenge Cup (2) · S/F · 2nd TeamAwayLost 1–6
1 August 1889Team Photos