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Wycombe Wanderers historical cup results 1998/1999

Full listing of knockout competition results during the season

View Wycombe Wanderers's results from other seasons
F.A. Cup sponsored by AXA
 1st RoundSat 14 NovWycombe Wdrs. (LD2)1 - 0Chesterfield (LD2) 
 2nd RoundSat 05 DecWycombe Wdrs. (LD2)1 - 1Plymouth Arg. (LD3) 
 2nd Round ReplayTue 15 DecPlymouth Arg. (LD3)3 - 2Wycombe Wdrs. (LD2) 
Worthington League Cup
 1st Round 1st LegWed 12 AugSwindon Town (LD1)2 - 1Wycombe Wdrs. (LD2) 
 1st Round 2nd LegTue 18 AugWycombe Wdrs. (LD2)2 - 0Swindon Town (LD1) 
Wycombe Wanderers won 3-2 on aggregate
 2nd Round 1st LegWed 16 SepMiddlesbrough (PREM)2 - 0Wycombe Wdrs. (LD2) 
 2nd Round 2nd LegTue 22 SepWycombe Wdrs. (LD2)1 - 1Middlesbrough (PREM) 
Middlesbrough won 3-1 on aggregate
Auto Windscreens Shield (Associate Members)
 Southern Section 1st RoundTue 08 DecShrewsbury Tn. (LD3)0 - 1Wycombe Wdrs. (LD2) 
after extra time, 90 minutes 0-0, Wycombe Wanderers won on golden goal rule
 Southern Section 2nd RoundTue 05 JanWycombe Wdrs. (LD2)1 - 4Brentford (LD3)