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Portsmouth historical cup results 1998/1999

Full listing of knockout competition results during the season

View Portsmouth's results from other seasons
F.A. Cup sponsored by AXA
 3rd RoundSat 02 JanNottm. Forest (PREM)0 - 1Portsmouth (LD1) 
 4th RoundSat 23 JanPortsmouth (LD1)1 - 5Leeds Utd. (PREM) 
Worthington League Cup
 1st Round 1st LegTue 11 AugPlymouth Arg. (LD3)1 - 3Portsmouth (LD1) 
 1st Round 2nd LegTue 18 AugPortsmouth (LD1)3 - 2Plymouth Arg. (LD3) 
Portsmouth won 6-3 on aggregate
 2nd Round 1st LegTue 15 SepPortsmouth (LD1)2 - 1Wimbledon (PREM) 
 2nd Round 2nd LegTue 22 SepWimbledon (PREM)4 - 1Portsmouth (LD1) 
after extra time, 90 minutes 2-1, Wimbledon won 5-3 on aggregate