Portsmouth
1990
First Round - Group 2Bye
Second Round - Group 204-11-1990PortsmouthHassocks Beacon 0-9 
1991
First Round - Group 615-09-1991PortsmouthHightown 2-5 
1992
1st Round - Group 113-09-1992PortsmouthGosport Borough 2-1 
2nd Round - Group 104-10-1992PortsmouthEpsom & Ewell 0-0 
2nd Round - Group 111-10-1992Epsom & EwellPortsmouth 6-0 
1993
First Round19-09-1993PortsmouthGosport Borough 1-2 
1994
First Round18-09-1994WorthingPortsmouth 0-4 
Second Round16-10-1994PortsmouthNewbury 2-3 
1995
First Round17-09-1995BinfieldPortsmouth 3-0 
1996
First Round29-09-1996Clevedon UnitedPortsmouth 0-6 
Second Round03-11-1996PortsmouthOxford United 0-1 
1997
First Round28-09-1997PortsmouthWokingham Town 5-1 
Second Round02-11-1997Saltash PilgrimsPortsmouth 2-5 
Third Round30-11-1997Cardiff CountyPortsmouth 3-0 
1998
First Round27-09-1998PortsmouthCity of Gloucester 19-0 
Second Round08-11-1998Saltash PilgrimsPortsmouth 6-2 
1999
First Round10-10-1999West Ham UnitedPortsmouth 2-1 
2000
First Round29-10-2000PortsmouthOkeford United 9-2 
Second Round26-11-2000Cheltenham TownPortsmouth 3-2 
2001
First Round28-10-2001Rover OxfordPortsmouth 0-3 
Second Round11-11-2001PortsmouthClevedon 4-1 
Third Round16-12-2001Queens Park RangersPortsmouth 0-3 
Fourth Round06-01-2002Southampton SaintsPortsmouth 3-1 
2002
First Round27-10-2002PortsmouthBedford Town Bells 3-0 
Second Round10-11-2002Denham UnitedPortsmouth 0-1 
Third Round08-12-2002PortsmouthIpswich Town 3-4 
2003
Third Round07-12-2003PortsmouthForest Green Rovers 3-2 
Fourth Round04-01-2004Charlton AthleticPortsmouth 3-0 
2004
Third Round05-12-2004SouthamptonPortsmouth 0-5 
Fourth Round09-01-2005PortsmouthLiverpool 2-3 
2005
Third Round04-12-2005PortsmouthMillwall Lionesses 2-1 
Fourth Round08-01-2006PortsmouthBristol Academy 5-5 [1]
AET. 5-6 on penalties.  [1]
2006
Third Round17-12-2006PortsmouthReading Royals 0-2 
2007
Third Round09-12-2007Chesham UnitedPortsmouth 0-5 
Fourth Round06-01-2008Rotherham UnitedPortsmouth 3-4 
Fifth Round27-01-2008Lincoln CityPortsmouth 5-1 
2008
Third Round21-12-2008NewquayPortsmouth 0-4 
Fourth Round18-01-2009BarnetPortsmouth 2-1 
2009
Third Round13-12-2009Keynsham TownPortsmouth 2-3 
Fourth Round24-01-2010PortsmouthLuton Town 2-1 
Fifth Round07-02-2010EvertonPortsmouth 7-0 
2010
Second Round09-01-2011PortsmouthCrystal Palace 6-1 
Third Round06-02-2011Sunderland AFCPortsmouth 7-2 
2011
Second Round08-01-2012PortsmouthForest Green Rovers 4-1 
Third Round19-02-2012PortsmouthSheffield 1-3 
2012
Third Round03-02-2013PortsmouthQueens Park Rangers 5-0 
Fourth Round24-02-2013Yeovil TownPortsmouth 3-0 
2013
Second Round26-01-2014PortsmouthKeynsham Town 4-0 
Third Round09-02-2014PortsmouthLewes 3-0 
Fourth Round16-03-2014Crystal PalacePortsmouth 2-3 
Fifth Round13-04-2014PortsmouthDurham 2-1 
Quarter Final27-04-2014PortsmouthNotts County 0-2 
2014
Second Round11-01-2015GillinghamPortsmouth 0-5 
Third Round01-02-2015Blackburn RoversPortsmouth 4-5 
Fourth Round07-03-2015PortsmouthMillwall Lionesses 1-4 
2015
Second Round10-01-2016PortsmouthCardiff City 2-0 
Third Round07-02-2016Aston VillaPortsmouth 1-0 
2016
First Round04-12-2016Luton TownPortsmouth 1-4 
Second Round08-01-2017Charlton AthleticPortsmouth 5-0 
2017
Second Round03-12-2017AFC WimbledonPortsmouth 1-2 
Third Round07-01-2018Blackburn RoversPortsmouth 7-0 
2018
Second Round02-12-2018AFC WimbledonPortsmouth 2-0 
2019
Second Round08-12-2019PortsmouthLeyton Orient 6-1 
Third Round05-01-2020Ipswich TownPortsmouth 1-0 
2020
Second Round04-04-2021PortsmouthCheltenham Town 2-0 [1]
AET. Awarded to Cheltenham Town  [1]
2021
First Round14-11-2021PortsmouthDorking Wanderers 13-0 
Second Round28-11-2021PortsmouthAFC Bournemouth 2-1 
Third Round12-12-2021PortsmouthSouthampton FC Women 1-2 [1]
AET. 1-1 after 90m  [1]
2022
First Round13-11-2022Abingdon TownPortsmouth 0-4 
Second Round27-11-2022PortsmouthBowers & Pitsea 7-0 
Third Round11-12-2022London City LionessesPortsmouth P-P 
Third Round08-01-2023London City LionessesPortsmouth 1-0 
2023
First Round12-11-2023FulhamPortsmouth 1-9 
Second Round26-11-2023Ebbsfleet UnitedPortsmouth 0-7 
Third Round10-12-2023PortsmouthSouthampton FC Women 1-2 
2024
Third Round08-12-2024PortsmouthLuton Town 5-0 
Fourth Round12-01-2025Blackburn RoversPortsmouth P-P 
Fourth Round15-01-2025Blackburn RoversPortsmouth 1-3 
Fifth Round09-02-2025PortsmouthSunderland AFC 0-2