1999–2000 Portsmouth F.C. season

Manager Alan Ball's contract was terminated on 9 December with Portsmouth in the relegation zone. He was replaced by Bristol City manager Tony Pulis, who steered the club to survival in the First Division.

The end of the season saw the retirement of club goalkeeping legend Alan Knight, who made 801 career appearances over 22 years, all spent at Fratton Park. His final appearance came in a First Division match against Norwich City at Carrow Road in January.

Portsmouth ended their kit manufacturing deal with Admiral after two years, to manufacture their own kits under the brand name "Pompey Sport".{{Cite web |title=Portsmouth Kit History |url=https://www.footballkitarchive.com/portsmouth-kits/ |access-date=2023-01-09 |website=Football Kit Archive |language=en}}

{{Main|1999–2000 Football League}}

{{:1999–2000 Football League|transcludesection=First Division|only_totals=y|showteam=POR}}

Portsmouth's score comes first

{{Main|1999–2000 FA Cup}}

{{Main|1999–2000 Football League Cup}}

{{fs start}}

{{Fs player|no=1|nat=AUS|pos=GK|name=Andy Petterson}}

{{Fs player|no=2|nat=ENG|pos=DF|name=Jason Crowe}}

{{Fs player|no=3|nat=ENG|pos=DF|name=Anthony Fenton}}

{{Fs player|no=4|nat=SCO|pos=MF|name=Kevin Harper}}

{{Fs player|no=5|nat=ENG|pos=DF|name=Adrian Whitbread}}

{{Fs player|no=6|nat=ENG|pos=DF|name=Andy Awford}}

{{Fs player|no=7|nat=ENG|pos=DF|name=Andy Myers|other=on loan from Bradford City}}

{{Fs player|no=8|nat=BRA|pos=MF|name=Stefani Miglioranzi}}

{{Fs player|no=9|nat=ENG|pos=FW|name=Steve Claridge}}

{{Fs player|no=10|nat=ENG|pos=DF|name=Justin Edinburgh}}

{{Fs player|no=11|nat=WAL|pos=MF|name=Ceri Hughes}}

{{Fs player|no=12|nat=ENG|pos=FW|name=Lee Bradbury}}

{{Fs player|no=13|nat=ENG|pos=GK|name=Aaron Flahavan}}

{{Fs player|no=14|nat=ENG|pos=DF|name=Scott Hiley}}

{{Fs player|no=15|nat=ENG|pos=DF|name=Jason Cundy}}

{{Fs player|no=16|nat=DEN|pos=DF|name=Thomas Thøgersen}}

{{fs mid}}

{{Fs player|no=17|nat=ENG|pos=MF|name=Martin Phillips}}

{{Fs player|no=18|nat=NIR|pos=DF|name=Dave Waterman}}

{{Fs player|no=19|nat=ENG|pos=FW|name=Luke Nightingale}}

{{Fs player|no=20|nat=ENG|pos=MF|name=Shaun Derry}}

{{Fs player|no=21|nat=ENG|pos=GK|name=Alan Knight}}

{{Fs player|no=22|nat=ENG|pos=GK|name=Chris Tardif}}

{{Fs player|no=23|nat=ENG|pos=FW|name=Guy Whittingham}}

{{Fs player|no=24|nat=ENG|pos=FW|name=Rory Allen}}

{{Fs player|no=25|nat=ENG|pos=FW|name=Steve Lovell}}

{{Fs player|no=26|nat=FRA|pos=DF|name=Noé Pamarot|other=on loan from Nice}}

{{Fs player|no=27|nat=GRE|pos=MF|name=Michael Panopoulos}}

{{Fs player|no=28|nat=ENG|pos=DF|name=David Birmingham}}

{{Fs player|no=29|nat=ENG|pos=MF|name=Adam Holbrook}}

{{Fs player|no=30|nat=ENG|pos=GK|name=Russell Hoult}}

{{Fs player|no=31|nat=ENG|pos=DF|name=Darren Moore}}

{{Fs player|no=33|nat=ENG|pos=MF|name=Gary O'Neil}}

{{Fs end}}

{{Fs start}}

{{Fs player|no=3|nat=ENG|pos=DF|name=Matthew Robinson|other=to Reading}}

{{Fs player|no=4|nat=IRL|pos=MF|name=Alan McLoughlin|other=to Wigan Athletic}}

{{Fs player|no=4|nat=ENG|pos=MF|name=Paulo Vernazza|other=on loan from Arsenal}}

{{Fs player|no=7|nat=ENG|pos=MF|name=Sammy Igoe|other=to Reading}}

{{Fs player|no=10|nat=GRE|pos=DF|name=Michalis Vlachos|other=to Walsall}}

{{Fs player|no=11|nat=FRA|pos=MF|name=Jeff Peron|other=to Wigan Athletic}}

{{Fs player|no=12|nat=SKN|pos=MF|name=Adam Newton|other=on loan from West Ham United}}

{{Fs mid}}

{{Fs player|no=14|nat=JAM|pos=MF|name=Fitzroy Simpson|other=to Hearts}}

{{Fs player|no=20|nat=ENG|pos=MF|name=John Durnin|other=to Carlisle United}}

{{Fs player|no=21|nat=ENG|pos=MF|name=Steve Soley|other=to Carlisle United}}

{{Fs player|no=30|nat=NOR|pos=DF|name=Tommy Berntsen|other=on loan from Lillestrøm}}

{{Fs player|no=32|nat=ENG|pos=MF|name=Michael Brown|other=on loan from Manchester City}}

{{Fs player|no=33|nat=ENG|pos=FW|name=Lee Makel|other=on loan from Hearts}}

{{Fs end}}

{{Reflist}}

{{Portsmouth F.C. seasons}}

{{1999–2000 in English football}}

{{DEFAULTSORT:1999-2000 Portsmouth F.C. season}}

Category:Portsmouth F.C. seasons

Portsmouth F.C.