During the 1999–2000 English football season, Carlisle United Football Club competed in the Football League Third Division where they finished in 23rd position narrowly avoiding relegation to the Football Conference by goal difference.

Manager Nigel Pearson was sacked shortly after the end of the previous season, with chairman Michael Knighton publicly blaming the previous season's relegation battle on the 35-year-old's inexperience, and replacing him with Martin Wilkinson; an experienced coach, but one whose managerial experience only consisted of a short spell in charge of Peterborough United over a decade prior.

The change initially seemed to work well and produced a promising start to the season, only for this to be followed by a dismal run of just two wins in twenty-six attempts, plunging them straight into yet another fight against relegation. For the second season in a row, relegation to the Conference was avoided on the final day; while Carlisle lost their last game, Chester City also lost theirs, allowing Carlisle to survive by virtue of two goals. Ultimately, Carlisle's taking maximum points from their two fixtures over Chester would prove key to their survival; had they taken anything less than all six points from those two matches, Chester would have stayed in the Football League at their expense.

Carlisle United's score comes first

Appearances for competitive matches only

More information Pos., Name ...

Pos.	Name	League		FA Cup		League Cup		Football League Trophy		Total
		Apps	Goals	Apps	Goals	Apps	Goals	Apps	Goals	Apps	Goals
MF	Graham Anthony	12(6)	0	1	0	0(2)	0	2	0	15(8)	0
FW	Paul Baker	12(5)	2	0	0	0	0	0	0	12(5)	2
DF	Billy Barr	28(1)	0	1	0	1(1)	0	1	0	31(2)	0
MF	Tommy Black	5	1	0	0	0	0	0	0	5	1
DF	Rob Bowman	12(3)	0	1	0	0	0	0	0	13(3)	0
DF	David Brightwell	37	0	1	0	2	0	2	0	42	0
DF	Peter Clark	42(1)	1	1	0	2	0	1	0	46(1)	1
MF	Adrian Clarke	7	0	0	0	0	0	0	0	7	0
MF	Paul Dalton	3	0	0	0	0	0	0	0	3	0
GK	Andy Dibble	2	0	0	0	0	0	0	0	2	0
FW	Scott Dobie	25(9)	7	1	0	0	0	3	0	29(9)	7
MF	John Durnin	20(2)	3	0	0	0	0	1	0	21(1)	3
MF	Andrew Gregory	6(1)	1	0	0	0	0	0(1)	0	6(2)	1
FW	Stephen Halliday	16	7	0	0	0	0	2	1	18	8
FW	Paul Harries	6(14)	2	1	1	0	0	0(1)	0	7(15)	3
MF	Tony Hopper	25(2)	0	0	0	2	0	1(1)	0	28(3)	0
MF	John Hore	1	0	0	0	0	0	0	0	1	0
GK	Michael Ingham	7	0	0	0	0	0	0	0	7	0
GK	Peter Keen	6	0	0	0	0	0	0	0	6	0
DF	Rob McKinnon	8	0	0	0	0	0	2	1	10	1
DF	Matthew Pitts	20(9)	1	0	0	2	0	2	1	24(9)	2
DF	Richard Prokas	20(7)	1	1	0	2	0	1(1)	0	24(8)	1
DF	Paul Reid	17(2)	0	0	0	0	0	3	0	20(2)	0
MF	Andy Roddie	1(1)	0	0	0	0	0	0	0	1(1)	0
MF	Damon Searle	14(7)	1	0	0	2	0	3	0	19(7)	1
MF	Gavin Skelton	1(6)	0	0	0	1	0	0	0	2(6)	0
FW	Steve Skinner	0(2)	0	0	0	0	0	0	0	0(2)	0
MF	Steve Soley	35(2)	8	1	0	0	0	3	1	39(2)	9
DF	Shaun Teale	18	0	0	0	0	0	2	0	20	0
MF	Jeff Thorpe	4(9)	0	0	0	0(2)	0	0	0	4(11)	0
FW	Richard Tracey	25(11)	7	1	0	2	0	1(1)	0	29(12)	7
FW	Andy Walker	3	0	0	0	0	0	0	0	3	0
GK	Luke Weaver	29	0	1	0	2	0	1	0	33	0
DF	Stuart Whitehead	29	0	0	0	2	0	0	0	31	0
GK	Peter van der Kwaak	2	0	0	0	0	0	2	0	4	0

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