Chesterfield vs Colchester Prediction & Betting Tips

Last updated 27 Sep 2026
Chesterfield
Chesterfield
England League Two
20.10.2026    19:45
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Colchester
Colchester

Chesterfield host Colchester in League Two. Both sides currently sit in the bottom half of the division and have shown a fairly even mix of results this season.

This fixture is still a few weeks away, so the picture could shift before kickoff, but the early-season numbers already give us a decent read on where both teams stand. Chesterfield's home form and Colchester's away struggles are the obvious starting point.

Analysis updated .

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Recent form across all competitions

Chesterfield's last 20 matches, spanning league, cup and trophy games, show seven wins, eight draws and five losses, with 27 goals scored and 22 conceded. That's a decent, fairly settled run without too many heavy defeats.

Chesterfield: 20 completed matches; Colchester: 20 completed matches.

Chesterfield

20 matches
Win
35% 7 / 20
Draw
35% 7 / 20
Loss
30% 6 / 20
Scored
27
Conceded
23
Difference
+4

Colchester

20 matches
Win
25% 5 / 20
Draw
30% 6 / 20
Loss
45% 9 / 20
Scored
28
Conceded
28
Difference
0
Chesterfield
League Home Away Date Score
League Two Cheltenham Chesterfield 26.09.2026 2-1
EFL Trophy Chesterfield Port Vale 22.09.2026 1-1
League Two Chesterfield York 19.09.2026 2-0
EFL Trophy Chesterfield Manchester City U21 15.09.2026 5-3
League Two Oldham Chesterfield 12.09.2026 1-2
League Two Chesterfield Barnet 05.09.2026 3-3
League Two Chesterfield Gillingham 01.09.2026 1-1
League Two Rotherham Chesterfield 29.08.2026 2-1
League Two Salford City Chesterfield 22.08.2026 0-1
League Two Chesterfield Fleetwood Town 15.08.2026 0-1
Load more
Colchester
League Home Away Date Score
League Two Shrewsbury Colchester 26.09.2026 2-2
EFL Trophy Peterborough Colchester 22.09.2026 3-1
League Two Colchester Cheltenham 19.09.2026 1-1
League Two Colchester Crewe 12.09.2026 1-1
League Two Swindon Town Colchester 05.09.2026 3-1
League Two Bristol Rovers Colchester 01.09.2026 2-0
League Two Colchester Rochdale 29.08.2026 1-0
League Two Colchester Oldham 22.08.2026 2-1
League Two Accrington ST Colchester 15.08.2026 2-2
League Cup Colchester Southampton 08.08.2026 0-2
Load more

Colchester's equivalent sample reads six wins, five draws and nine losses, with 28 goals for and 27 against. They've scored freely at times but the nine losses in 20 outings point to a leakier defence and less consistency than Chesterfield.

Chesterfield's form looks a touch more stable, mainly because they've avoided as many losses.

Comparative Team Statistics: Chesterfield vs Colchester

Chesterfield vs Colchester statistics: team strength, attack, defence and head-to-head comparison.

A history that swings both ways

These two have met plenty of times down the years, and the recent meetings haven't followed one pattern. Chesterfield won the most recent one 3-0 at home back in March. Before that, Colchester won twice, including a 6-2 hammering at their own ground, and there was also a 1-1 draw in an earlier meeting.

Head 2 Head
League Home Away Date Score
League Two Chesterfield Colchester 03.03.2026 3-0
League Two Colchester Chesterfield 04.10.2025 6-2
League Two Colchester Chesterfield 04.03.2025 1-0
League Two Chesterfield Colchester 22.10.2024 1-1
League Two Chesterfield Colchester 30.12.2017 0-0
League Two Colchester Chesterfield 12.09.2017 1-1
FA Cup Colchester Chesterfield 05.11.2016 1-2
League One Colchester Chesterfield 16.02.2016 1-1
League One Chesterfield Colchester 12.09.2015 3-3
League One Chesterfield Colchester 14.04.2015 6-0
Load more

So neither side has dominated lately. The head-to-head suggests goals tend to flow when these two meet, rather than pointing clearly to one team's superiority.

Recent meetings have often been high-scoring, whoever came out on top.

Where they sit in League Two

Chesterfield are eighth with 11 points from seven league games, built on three wins, two draws and two losses. Colchester are down in 15th on nine points from the same number of matches, with two wins, three draws and two losses.

№ Team Played Win Draw Loss GF/GA Points
10 Tranmere 8 2 5 1 10/8 11
11 Chesterfield 8 3 2 3 11/10 11
12 Swindon Town 8 3 2 3 9/12 11
14 Fleetwood Town 8 2 4 2 9/9 10
15 Colchester 8 2 4 2 10/12 10
16 Rochdale 8 3 1 4 9/11 10

The gap is only two points, so this isn't a case of a table-topper facing a strugglER. It's more a case of Chesterfield edging things so far.

Players making the difference

Chesterfield's L. Bonis has three goals in seven appearances, making him their most productive attacker so far. For Colchester, O. Thorn leads the way creatively with three assists in the same number of games.

Chesterfield:
Best scorers:
L. Bonis - 3
Colchester:
Best scorers:
M. Sesay - 3
Best assist providers:
O. Thorn - 4
Penalty cards:
Jaden Williams red card x 1

Colchester's Jaden Williams has picked up a red card in six matches this season, which is worth keeping an eye on for discipline, though it doesn't tell us anything definite about his availability for this particular game.

Chesterfield vs Colchester: England League Two match preview with team badges and kick-off details.

An open, goal-friendly fixture

Both sides have goals in their game, and their head-to-head record backs that up, with several of their recent meetings finishing with three or more goals. Chesterfield's tighter defensive numbers this season (22 conceded in 20 games) suggest they might be a bit harder to break down than Colchester have been at times, but neither team looks like keeping things especially tight based on what we've seen.

Squad lists and player details

Squad and player details

Chesterfield
Name Country Age Position Height Weight
G. McEachran England 26 Midfielder 172 65
J. Randall England 26 Midfielder 177 66
L. Mandeville England 29 Midfielder 180 77
J. Koroma England 27 Midfielder 178 66
R. Boot England 31 Goalkeeper 185 71
J. Simpson England 29 Defender 190 83
C. Dunkley England 34 Defender 188 85
T. Naylor England 35 Midfielder 181 72
W. Grigg Northern Ireland 35 Attacker 180 69
K. McFadzean England 39 Defender 185 85
T. Pearce England 28 Defender 185 75
R. Sotiriou Cyprus 26 Attacker 180 71
R. Hutton England 28 Defender 175 72
R. Stirk Wales 26 Midfielder 178 75
L. Bonis Northern Ireland 27 Attacker 186 n/a
D. Markanday England 25 Midfielder 167 n/a
L. Gordon Scotland 25 Defender 172 n/a
D. Duffy Republic of Ireland 23 Midfielder 189 70
A. Owolabi-Belewu England 24 Defender 188 cm 88 kg
A. Pond England 22 Defender 191 86
Colchester
Name Country Age Position Height Weight
H. Anderson England 29 Midfielder 179 62
P. Digby England 31 Midfielder 193 64
K. Vincent-Young England 30 Defender 180 70
E. Iandolo England 29 Defender 186 71
R. Hunt England 31 Midfielder 170 67
J. Williams England 26 Midfielder 188 75
B. Lubala Congo DR 28 Attacker 179 76
S. Raggett England 33 Defender 196 78
E. Bishop England 30 Midfielder 178 67
J. Tucker England 26 Defender 192 85
J. Payne England 31 Midfielder 165 60
T. Lo-Tutala France 23 Goalkeeper 186 cm 93 kg
T. Smith England 24 Goalkeeper 189 78
O. Thorn England 22 Midfielder n/a n/a
J. Leake England 23 Defender n/a n/a
F. Terry England 22 Defender 183 73
K. Kouassi England 23 Attacker 175 n/a
Jaden Williams England 22 Midfielder 176 n/a
Ben Perry England 21 Midfielder 184 75
B. Ihionvien England 22 Attacker n/a n/a

Put it all together and this looks like a fairly tight League Two fixture. Chesterfield have the better recent form and sit a few places higher, but Colchester have shown in this exact matchup that they can produce big results when it matters.

With no market reference to weigh against that picture, we're happy to sit this one out rather than force a pick.

Who will win?


Chesterfield (0%)
Draw (0%)
Colchester (0%)
Michael Betz.
Author
Last updated: September 2026
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