1999–2000 Gillingham F.C. season
Date Opponents H / A Result F - A Scorers Attendance
7 August 1999 Bury A 1 - 2 Thomson 76 ' 4,014
14 August 1999 Bristol Rovers H 0 - 1 6,234
21 August 1999 Blackpool A 1 - 1 Ashby 40 ' 4,203
28 August 1999 Wycombe Wanderers H 2 - 2 Taylor 37 ' ( pen . ) , McGlinchey 86 ' 6,180
30 August 1999 Stoke City A 1 - 1 Taylor 90 ' 8,369
4 September 1999 Oldham Athletic H 2 - 1 Taylor 4 ' , Omoyinmi 6 ' 5,884
11 September 1999 Oxford United A 2 - 1 Southall 53 ' ( pen . ) , Omoyinmi 90 ' 5,418
18 September 1999 Preston North End H 0 - 2 6,610
25 September 1999 Cambridge United A 2 - 2 Taylor 26 ' , Butters 69 ' 4,708
2 October 1999 Millwall H 2 - 0 Lewis 22 ' , Taylor 63 ' 6,616
9 October 1999 Wrexham H 5 - 1 Thomson 26 ' , Southall 45 ' , Taylor ( 3 ) 65 ' , 67 ' , 70 ' 5,997
16 October 1999 Luton Town A 1 - 3 Lewis 16 ' 6,394
19 October 1999 Brentford A 2 - 1 Omoyinmi 27 ' , Saunders 29 ' 6,264
23 October 1999 Cambridge United H 2 - 1 Thomson ( 2 ) 47 ' , 84 ' 6,417
2 November 1999 Bristol City H 3 - 0 Taylor ( 3 ) 60 ' , 63 ' , 89 ' 6,892
6 November 1999 Notts County A 1 - 1 Taylor 20 ' 6,023
12 November 1999 Bournemouth H 4 - 1 Hessenthaler 12 ' , Thomson 19 ' , Taylor 50 ' , 59 ' 6,336
23 November 1999 Scunthorpe United A 4 - 1 Taylor 24 ' , Thomson 33 ' , Lewis 52 ' , Nosworthy 76 ' 3,444
27 November 1999 Cardiff City A 2 - 1 Hessenthaler 1 ' , Thomson 21 ' 7,608
4 December 1999 Bury H 1 - 0 Edge 62 ' 7,036
Football League Second Division
See also : 1999–2000 Football League
The 1999-2000 season was Gillingham F.C. 's sixty-eighth season in the Football League. They gained promotion to the Football League First Division, after beating Wigan Athletic in the 2000 Football League Second Division play-off Final. Gillingham also had a successful FA Cup run, reaching the sixth round before being knocked out by Chelsea.