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Chesterfield historical cup results 1989/1990

Full listing of knockout competition results during the season

View Chesterfield's results from other seasons
The F.A. Cup
 1st RoundSat 18 NovShrewsbury Tn. (DIV3)2 - 3Chesterfield (DIV4) 
 2nd RoundSat 09 DecChesterfield (DIV4)0 - 2Huddersfield (DIV3) 
Littlewoods League Cup
 1st Round 1st LegTue 22 AugBirmingham C. (DIV3)2 - 1Chesterfield (DIV4) 
 1st Round 2nd LegTue 29 AugChesterfield (DIV4)1 - 1Birmingham C. (DIV3) 
Birmingham City won 3-2 on aggregate
Leyland DAF Cup (Associate Members)
 Northern Section Preliminary Round Group EightWed 29 NovLincoln City (DIV4)3 - 0Chesterfield (DIV4) 
 Northern Section Preliminary Round Group EightTue 12 DecChesterfield (DIV4)2 - 1Halifax Town (DIV4) 
Football League Play-Offs (Lvl 4)
 Semi Final 1st LegSun 13 MayChesterfield (DIV4)4 - 0Stockport Co. (DIV4) 
 Semi Final 2nd LegWed 16 MayStockport Co. (DIV4)0 - 2Chesterfield (DIV4) 
Chesterfield won 6-0 on aggregate
 FinalSat 26 MayCambridge U. (DIV4)1 - 0Chesterfield (DIV4) 
played at Wembley