2008-2009 Middlesbrough Results
| Date | Comp | Opponent | Venue | FT | WDL |
|---|---|---|---|---|---|
| Sun 24-05 |  Premier LeagueEPL | West Ham | Away | 1‑2 | L |
| Sat 16-05 | Premier LeagueEPL | Aston Villa | Home | 1‑1 | D |
| Mon 11-05 | Premier LeagueEPL | Newcastle | Away | 1‑3 | L |
| Sat 02-05 | Premier LeagueEPL | Man Utd | Home | 0‑2 | L |
| Sun 26-04 | Premier LeagueEPL | Arsenal | Away | 0‑2 | L |
| Sat 18-04 | Premier LeagueEPL | Fulham | Home | 0‑0 | D |
| Sat 11-04 | Premier LeagueEPL | Hull | Home | 3‑1 | W |
| Sat 04-04 | Premier LeagueEPL | Bolton | Away | 1‑4 | L |
| Sat 21-03 | Premier LeagueEPL | Stoke | Away | 0‑1 | L |
| Sat 14-03 | Premier LeagueEPL | Portsmouth | Home | 1‑1 | D |
| Sun 08-03 | FA CupFA Cup | Everton | Away | 1‑2 | L |
| Wed 04-03 | Premier LeagueEPL | Tottenham | Away | 0‑4 | L |
| Sat 28-02 | Premier LeagueEPL | Liverpool | Home | 2‑0 | W |
| Wed 25-02 | FA CupFA Cup | West Ham | Home | 2‑0 | W |
| Sat 21-02 | Premier LeagueEPL | Wigan | Home | 0‑0 | D |