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Southend United historical cup results 1988/1989

Full listing of knockout competition results during the season

View Southend United's results from other seasons
The F.A. Cup
 1st RoundSat 19 NovBristol City (DIV3)3 - 1Southend Utd. (DIV3) 
Littlewoods League Cup
 1st Round 1st LegTue 30 AugSouthend Utd. (DIV3)2 - 0Brighton & HA (DIV2) 
 1st Round 2nd LegWed 07 SepBrighton & HA (DIV2)0 - 1Southend Utd. (DIV3) 
Southend United won 3-0 on aggregate
 2nd Round 1st LegWed 28 SepDerby County (DIV1)1 - 0Southend Utd. (DIV3) 
 2nd Round 2nd LegTue 11 OctSouthend Utd. (DIV3)1 - 2Derby County (DIV1) 
Derby County won 3-1 on aggregate
Sherpa Van Trophy (Associate Members)
 Southern Section Preliminary Round Group FourTue 22 NovSouthend Utd. (DIV3)2 - 1Lincoln City (DIV4) 
 Southern Section Preliminary Round Group FourTue 20 DecColchester U. (DIV4)2 - 1Southend Utd. (DIV3) 
 Southern Section 1st RoundTue 17 JanNorthampton (DIV3)2 - 1Southend Utd. (DIV3) 
after extra time, 90 minutes 0-0