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August 2025
Final
SOCCER
Bristol Rovers
1
Chesterfield
3
Details
Final
Final
SOCCER
Chesterfield
1
Gillingham
4
Details
Final
Final
SOCCER
Chesterfield
2
Harrogate Town
1
Details
Final
Final
SOCCER
Crawley Town
2
Chesterfield
2
Details
Final
September 2025
Final
SOCCER
Chesterfield
0
Walsall
1
Details
Final
Final
SOCCER
MK Dons
1
Chesterfield
1
Details
Final
Final
SOCCER
Chesterfield
2
Bromley
2
Details
Final
Final
SOCCER
Newport County
1
Chesterfield
4
Details
Final
October 2025
Final
SOCCER
Chesterfield
2
Colchester United
6
Details
Final
Final
SOCCER
Salford City
0
Chesterfield
2
Details
Final
Final
SOCCER
Fleetwood Town
1
Chesterfield
1
Details
Final
Final
SOCCER
Chesterfield
1
Tranmere
1
Details
Final
November 2025
Final
SOCCER
Chesterfield
1
Stevenage
0
Details
Final
Final
SOCCER
Accrington
3
Chesterfield
3
Details
Final
Final
SOCCER
Chesterfield
1
Grimsby Town
0
Details
Final
Final
SOCCER
Chesterfield
3
Crewe Alexandra
3
Details
Final
Final
SOCCER
Swindon Town
2
Chesterfield
1
Details
Final
December 2025
Final
SOCCER
Doncaster
2
Chesterfield
1
Details
Final
Final
SOCCER
Chesterfield
1
Cambridge United
1
Details
Final
Final
SOCCER
Barnet
1
Chesterfield
3
Details
Final
Final
SOCCER
Chesterfield
1
Shrewsbury
0
Details
Final
Final
SOCCER
Notts County
0
Chesterfield
2
Details
Final
Final
SOCCER
Cambridge United
1
Chesterfield
0
Details
Final
January 2026
Final
SOCCER
Chesterfield
1
Oldham Athletic
1
Details
Final
Final
SOCCER
Chesterfield
2
MK Dons
2
Details
Final
Final
SOCCER
Bromley
0
Chesterfield
0
Details
Final
Final
SOCCER
Chesterfield
1
Newport County
2
Details
Final
Final
SOCCER
Chesterfield
1
Salford City
0
Details
Final
Final
SOCCER
Walsall
2
Chesterfield
2
Details
Final
February 2026
Final
SOCCER
Chesterfield
3
Bristol Rovers
2
Details
Final
Final
SOCCER
Harrogate Town
1
Chesterfield
1
Details
Final
Final
SOCCER
Gillingham
0
Chesterfield
1
Details
Final
Final
SOCCER
Chesterfield
1
Crawley Town
1
Details
Final
Final
SOCCER
Chesterfield
0
Barnet
1
Details
Final
March 2026
Final
SOCCER
Colchester United
0
Chesterfield
3
Details
Final
Final
SOCCER
Shrewsbury
3
Chesterfield
2
Details
Final
Final
SOCCER
Chesterfield
3
Notts County
2
Details
Final
Final
SOCCER
Oldham Athletic
3
Chesterfield
0
Details
Final
Final
SOCCER
Chesterfield
1
Accrington
0
Details
Final
April 2026
Final
SOCCER
Cheltenham Town
0
Chesterfield
1
Details
Final
Final
SOCCER
Chesterfield
1
Barrow
0
Details
Final
Final
SOCCER
Tranmere
1
Chesterfield
1
Details
Final
Final
SOCCER
Grimsby Town
1
Chesterfield
2
Details
Final
Final
SOCCER
Chesterfield
1
Fleetwood Town
1
Details
Final
Sat, 10:00a
SOCCER
Crewe Alexandra
pick
Chesterfield
pick
Details
May 2026
May 2, 10:00a
SOCCER
Chesterfield
pick
Swindon Town
pick
Details
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