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versus
December 2013
Sat 7 15:00 Chesterfield 1-3 Southend United 1-2 4,067 Round 2
November 2013
Sat 9 15:00 Chesterfield 2-0 Daventry Town 0-0 5,269 Round 1
December 2012
Sat 1 15:00 Tranmere Rovers 2-1 Chesterfield 1-1 3,781 Round 2 Report
November 2012
Sat 3 15:00 Chesterfield 6-1 Hartlepool United 3-0 3,083 Round 1 Report
November 2011
Sat 12 15:00 Chesterfield 1-3 Torquay United 0-1 4,332 Round 1 Report
November 2010
Sat 27 15:00 Burton Albion 3-1 Chesterfield 2-0 3,881 Round 2 Report
Sat 6 14:00 Harrow Borough 0-2 Chesterfield 0-0 2,500 Round 1 Report
November 2009
Sat 7 15:00 Chesterfield 1-3 AFC Bournemouth 3,277 Round 1 Report
January 2009
Sat 3 15:00 Ipswich Town 3-0 Chesterfield 12,524 Round 3 Report
December 2008
Tue 23 19:45 Droylsden 2-1 Chesterfield 2,824 Round 2 Report
Tue 16 19:45 Droylsden A-A Chesterfield 2,261 Round 2 Report
Tue 9 19:45 Chesterfield 2-2 Droylsden 5,698 Round 2 Report
November 2008
Sat 29 15:00 Chesterfield A-A Droylsden Round 2 Report
Sat 8 13:00 Chesterfield 3-1 Mansfield Town 6,612 Round 1 Report
November 2007
Sat 10 15:00 Chesterfield 1-2 Tranmere Rovers 4,296 Round 1 Report
November 2006
Sat 11 15:00 Chesterfield 0-1 Basingstoke 3,539 Round 1 Report
Sat 11 15:00 Chesterfield P-P Worcester/ Basingstoke Town Round 1 Report
November 2005
Wed 16 19:30 Chesterfield 1-2 Leyton Orient 4,895 Round 1 Report
Sat 5 15:00 Leyton Orient 0-0 Chesterfield 3,554 Round 1 Report
November 2004
Sat 13 15:00 Scunthorpe United 2-0 Chesterfield 4,869 Round 1 Report
November 2003
Sat 8 15:00 Tranmere Rovers 3-2 Chesterfield 5,633 Round 1 Report
November 2002
Sat 16 15:00 Chesterfield 1-2 Morecambe 3,703 Round 1 Report
December 2001
Tue 18 19:45 Southend United 2-0 Chesterfield 5,518 Round 2 Report
Sat 8 15:00 Chesterfield 1-1 Southend United 4,522 Round 2 Report
November 2001
Sat 17 15:00 Stalybridge 0-3 Chesterfield 3,503 Round 1 Report