League Two Sat 10 Oct 2026

Crawley Town

2 – 2

FT

Chesterfield

League Two Sat 3 Oct 2026

Chesterfield

4 – 2

FT

Tranmere Rovers

League Two Sat 26 Sep 2026

Cheltenham Town

2 – 1

FT

Chesterfield

EFL Trophy Tue 22 Sep 2026

Chesterfield

1 – 1

FT

Port Vale

League Two Sat 19 Sep 2026

Chesterfield

2 – 0

FT

York City

EFL Trophy Tue 15 Sep 2026

Chesterfield

5 – 3

FT

Manchester City U21

League Two Sat 12 Sep 2026

Oldham Athletic

1 – 2

FT

Chesterfield

League Two Sat 5 Sep 2026

Chesterfield

3 – 3

FT

Barnet

League Two Tue 1 Sep 2026

Chesterfield

1 – 1

FT

Gillingham

League Two Sat 29 Aug 2026

Rotherham United

2 – 1

FT

Chesterfield

League Two Sat 22 Aug 2026

Salford City

0 – 1

FT

Chesterfield

League Two Sat 15 Aug 2026

Chesterfield

0 – 1

FT

Fleetwood Town

League Cup Sat 8 Aug 2026

Fleetwood Town

1 – 0

FT

Chesterfield

Club Friendlies Fri 31 Jul 2026

Scunthorpe United

- – -

19:30

Chesterfield

Club Friendlies Sat 18 Jul 2026

Chesterfield

- – -

01:00

Boston United

Club Friendlies Tue 14 Jul 2026

Halifax Town

3 – 2

FT

Chesterfield