Every competitive match Cambridge United played in 2008–09, in Conference — 8 matches, 3 won, 0 drawn, 5 lost, with scorers and attendances where the record holds them.
| Date | Competition | Venue | Opponent | Their season | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 25 Oct 2008 | FA Cup | A | Boston United | 3–2 | Crow 8, Willmott 48, Bloomer 83 | 1,956 | |
| 4 Nov 2008 | League Cup | A | A.F.C. Telford United | 3–4 | McEvilly 15, McEvilly 77, McEvilly 90 | 941 | |
| 8 Nov 2008 | FA Cup | A | Kidderminster Harriers | 0–1 | 1,717 | ||
| 13 Dec 2008 | Other | A | Histon | 3–2 | Rendell 46, Rendell 52, Willmott 90 | 1,146 | |
| 14 Jan 2009 | Other | H | Crawley Town | 0–5 | 1,233 | ||
| 30 Apr 2009 | Play-offs | A | Stevenage Borough | Stevenage Borough 2008–09 | 1–3 | Lee Phillips 48 | 4,446 |
| 4 May 2009 | Play-offs | H | Stevenage Borough | Stevenage Borough 2008–09 | 3–0 | Willmott, Rendell 56, Willmott, Rendell 72, Willmott, Rendell 119 | 6,507 |
| 17 May 2009 | Play-offs | N | Torquay United | 0–2 | 35,089 |
13 of the goals in this season carry a named scorer.
All 59 Cambridge United seasons · Cambridge United head-to-head records · Cambridge United players