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Carlisle United historical cup results 1998/1999

Full listing of knockout competition results during the season

View Carlisle United's results from other seasons
F.A. Cup sponsored by AXA
 1st RoundSat 14 NovHartlepool U. (LD3)2 - 1Carlisle Utd. (LD3) 
Worthington League Cup
 1st Round 1st LegTue 11 AugTranmere Rvs. (LD1)3 - 0Carlisle Utd. (LD3) 
 1st Round 2nd LegTue 18 AugCarlisle Utd. (LD3)0 - 1Tranmere Rvs. (LD1) 
Tranmere Rovers won 4-0 on aggregate
Auto Windscreens Shield (Associate Members)
 Northern Section 2nd RoundTue 19 JanScunthorpe U. (LD3)1 - 1Carlisle Utd. (LD3) 
after extra time, 90 minutes 1-1, Carlisle United won 4-3 on penalties
 Northern Section Quarter-FinalTue 26 JanCarlisle Utd. (LD3)0 - 3Wigan Ath. (LD2) 
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