Results
- 27 October 1888Wycombe MarshFriendly : 1st TeamAwayResult unconfirmed
- 10 November 1888West Wycombe RoversFriendly : 1st TeamAwayWon 3–0
- 17 November 1888Wooburn St Pauls 2nd XIFriendly : 1st TeamAwayResult unconfirmed
- 24 November 1888Well End Red StarFriendly : 1st TeamHomeDrawn 4–4
- 15 December 1888Marlow RangersFriendly : 1st TeamAwayLost 1–3
- 22 December 1888Wycombe West End UnitedFriendly : 1st TeamHomeWon 11–0
- 25 December 1888Wycombe MarshFriendly : 1st TeamHomeWon 3–1
- 26 December 1888Marlow RangersFriendly : 1st TeamHomeDrawn 1–1
- 12 January 1889Wycombe MarshFriendly : 1st TeamHomeLost 0–6
- 26 January 1889West Wycombe RoversHigh Wycombe Challenge Cup (1) · Round 1HomeWon 5–0
- 9 February 1889Well End Red StarFriendly : 1st TeamAwayDrawn 1–1
- 23 February 1889Wycombe MarshHigh Wycombe Challenge Cup (1) · S/FAwayLost 1–3
- 26 February 1889Wooburn St Pauls 2nd XIFriendly : 1st TeamHomeResult unconfirmed
- 30 March 1889Flackwell Heath RamblersFriendly : 1st TeamHomeDrawn 1–1