Every competitive match Middlesbrough played in 1885–86 — 3 matches, 2 won, 0 drawn, 1 lost, with scorers and attendances where the record holds them.
| Date | Competition | Venue | Opponent | Their season | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 21 Nov 1885 | FA Cup | A | Gainsborough Trinity | 2–1 | |||
| 19 Dec 1885 | FA Cup | H | Grimsby Town | Grimsby Town 1885–86 | 2–1 | ||
| 23 Jan 1886 | FA Cup | A | Redcar | 1–2 |
All 127 Middlesbrough seasons · Middlesbrough head-to-head records · Middlesbrough players