Date Home Score Away R Tournament
19 Nov 1999 Colchester United 0–3 Brentford A ENG · League One
14 Nov 1999 Oldham Athletic 1–2 Colchester United A ENG · League One
06 Nov 1999 Colchester United 2–2 Preston North End D ENG · League One
02 Nov 1999 Oxford United 1–1 Colchester United D ENG · League One
30 Oct 1999 Swansea City 2–1 Colchester United H ENG · FA Cup Round 1
26 Oct 1999 Colchester United 2–2 Wigan Athletic D ENG · League One
23 Oct 1999 Colchester United 1–2 Millwall A ENG · League One
19 Oct 1999 Bristol City 1–1 Colchester United D ENG · League One
15 Oct 1999 Cambridge United 5–2 Colchester United H ENG · League One
01 Oct 1999 Colchester United 2–2 Wrexham D ENG · League One
25 Sep 1999 Millwall 1–0 Colchester United H ENG · League One
18 Sep 1999 Burnley 3–0 Colchester United H ENG · League One
11 Sep 1999 Colchester United 0–1 Scunthorpe United A ENG · League One
30 Aug 1999 Bury 5–2 Colchester United H ENG · League One
28 Aug 1999 Colchester United 3–2 Reading H ENG · League One
24 Aug 1999 Crystal Palace 3–1 Colchester United H ENG · League Cup Round 1 · Leg 2
21 Aug 1999 Bournemouth 4–0 Colchester United H ENG · League One
14 Aug 1999 Colchester United 0–3 Notts County A ENG · League One
10 Aug 1999 Colchester United 2–2 Crystal Palace D ENG · League Cup Round 1 · Leg 1
07 Aug 1999 Chesterfield 0–1 Colchester United A ENG · League One
08 May 1999 Blackpool 2–1 Colchester United H ENG · League One
01 May 1999 Colchester United 1–3 Lincoln City A ENG · League One
27 Apr 1999 Colchester United 2–1 Bournemouth H ENG · League One
24 Apr 1999 Northampton Town 3–3 Colchester United D ENG · League One
16 Apr 1999 Colchester United 2–1 Notts County H ENG · League One
14 Apr 1999 Millwall 2–0 Colchester United H ENG · League One
10 Apr 1999 Colchester United 1–0 Walsall H ENG · League One
05 Apr 1999 Burnley 3–1 Colchester United H ENG · League One
02 Apr 1999 Colchester United 1–0 Preston North End H ENG · League One
27 Mar 1999 Bournemouth 2–1 Colchester United H ENG · League One
20 Mar 1999 Colchester United 0–1 Manchester City A ENG · League One
13 Mar 1999 Macclesfield Town 2–0 Colchester United H ENG · League One
09 Mar 1999 Colchester United 2–2 Oldham Athletic D ENG · League One
06 Mar 1999 Wycombe Wanderers 2–2 Colchester United D ENG · League One
27 Feb 1999 Colchester United 1–1 Reading D ENG · League One
20 Feb 1999 Gillingham 1–1 Colchester United D ENG · League One
12 Feb 1999 Colchester United 2–1 Wigan Athletic H ENG · League One
05 Feb 1999 Colchester United 2–1 York City H ENG · League One
30 Jan 1999 Bristol Rovers 1–1 Colchester United D ENG · League One
23 Jan 1999 Stoke City 3–3 Colchester United D ENG · League One
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