Oldham vs Chesterfield Predictions

Last updated Sep. 7, 2026
Oldham
Oldham
England League Two
12.09.2026    15:00
00
days
00
hours
00
min
00
sec
Bet Now
W1
C: 2.35
X
C: 3.25
W2
C: 2.8
Chesterfield
Chesterfield

The upcoming England League Two match on 12.09.2026 features a thrilling face-off between Oldham and Chesterfield. As these closely matched teams prepare to battle it out, every football fan is keen to see the outcome. Dive into our comprehensive analysis where we explore the recent forms of Oldham and Chesterfield, highlighting key players, and dissecting past match-ups. Get all the insights on yellow and red cards, player statistics, and more. Be sure to check our prediction and consider placing your bet on Oldham or Chesterfield!

Standings of both teams

Team Played Win Draw Loss GF/GA Points
9 York 5 2 2 1 9/8 8
10 Oldham 5 2 1 2 7/5 7
11 Grimsby 5 1 4 0 7/6 7
16 Exeter City 5 1 2 2 4/4 5
17 Chesterfield 5 1 2 2 6/7 5
18 Rotherham 5 1 2 2 6/7 5

Key Player Statistics: Oldham vs Chesterfield

Oldham:
Best scorers:
C. Kavanagh - 3
Best assist providers:
C. Kavanagh - 3
Penalty cards:
G. Scott-Morriss red card x 1
O. Norburn red card x 3

Oldham vs Chesterfield Historical Match Results

Head 2 Head
League Home Away Date Score
League Two Chesterfield Oldham 17.03.2026 0-3
League Two Oldham Chesterfield 01.01.2026 1-1
National League Oldham Chesterfield 16.03.2024 2-2
National League Chesterfield Oldham 19.08.2023 1-1
National League Chesterfield Oldham 25.02.2023 0-1
National League Oldham Chesterfield 03.09.2022 0-2
League One Chesterfield Oldham 04.02.2017 0-1
League One Oldham Chesterfield 10.09.2016 0-0
League One Oldham Chesterfield 28.03.2016 1-0
League One Chesterfield Oldham 14.11.2015 1-2
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Oldham
League Home Away Date Score
League Two Tranmere Oldham 05.09.2026 2-0
League Two Fleetwood Town Oldham 01.09.2026 1-1
League Two Oldham Swindon Town 29.08.2026 3-0
League Two Colchester Oldham 22.08.2026 2-1
League Two Oldham Port Vale 15.08.2026 2-0
League Cup Stoke City Oldham 08.08.2026 2-0
Friendlies Clubs Oldham Sheffield Wednesday 01.08.2026 4-0
Friendlies Clubs Oldham Stockport County 28.07.2026 0-1
Friendlies Clubs Huddersfield Oldham 24.07.2026 3-1
Friendlies Clubs Oldham Bolton 21.07.2026 1-3
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Chesterfield
League Home Away Date Score
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
League Cup Fleetwood Town Chesterfield 08.08.2026 1-0
Friendlies Clubs Scunthorpe Chesterfield 31.07.2026 1-1
Friendlies Clubs FC Halifax Town Chesterfield 14.07.2026 3-2
Friendlies Clubs Chesterfield Sheffield Utd 11.07.2026 0-0
League Two Notts County Chesterfield 15.05.2026 0-0
Load more

Comparative Team Statistics: Oldham VS Chesterfield

Oldham - Chesterfield diagrams

Last 20 Matches Statistics: Oldham vs Chesterfield

Oldham:
Win/Draw/Loss:
Win: 35%
Draw: 10%
Loss: 55%
Scored/Conceded:
Scored: 30
Conceded: 27
Chesterfield:
Win/Draw/Loss:
Win: 35%
Draw: 35%
Loss: 30%
Scored/Conceded:
Scored: 20
Conceded: 20

Bookies' predictions

Mybookie logo.
Win
Oldham
2.35
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Mybookie logo.
Draw
3.25
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Mybookie logo.
Win Chesterfield
2.8
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Betting Intelligence: Oldham vs Chesterfield

There's something brewing at Boundary Park, and I genuinely cannot wait for this one.

Oldham host Chesterfield in League Two, and while it might not be splashed across the back pages, this fixture carries real weight. Both clubs know each other well — perhaps too well — and that history adds a delicious edge to Saturday's clash.

Let's start with the head-to-head, because the numbers tell a fascinating story. In their most recent meeting back in March, Oldham absolutely hammered Chesterfield 3-0. That wasn't a fluke. Oldham have won four of the last six meetings between these sides. Chesterfield simply haven't found a way to contain them recently.

Here's what you need to watch for — Oldham's form at the start of this season has been quietly impressive. Five games in, they sit 10th with 7 points and have already scored 7 goals. That's an attacking team with real confidence. Chesterfield, by contrast, are 17th with just 5 points and a negative goal difference.

Don't be fooled by the mainstream narrative that this is an even contest. The odds suggest balance — Oldham at 2.40, Chesterfield at 2.88, Draw at 3.10 — but the underlying data tells a different story entirely.

The man to watch is C. Kavanagh. Three goals and three assists in just five matches. That's elite output at this level. He's involved in everything Oldham create and is, frankly, the difference-maker in this division right now.

Here's the surprising insight that casual fans will miss — Chesterfield have failed to score in three of their last five League Two games this season. A team that cannot find the net consistently will struggle massively against a side as organised and clinical as Oldham.

From a betting perspective, Oldham at 2.40 represents genuine value. The home win market is where I'd look first. But the smarter play? Consider Kavanagh to score anytime. The man simply cannot stop contributing. Over 2.5 goals also looks attractive given Oldham's attacking output this season.

My bold prediction: Oldham win 2-0. Kavanagh gets on the scoresheet before the hour mark. Chesterfield struggle to create anything meaningful and leave Boundary Park empty-handed again.

Mark the date. This is exactly the kind of game that quietly defines a season — and Oldham look ready to make their statement.

What's Your Pick?

Oldham
Oldham
England League Two
12.09.2026    15:00
Chesterfield
Chesterfield

Oldham (0%)
Draw (0%)
Chesterfield (0%)

Where to Bet on Oldham vs Chesterfield

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Our Oldham vs Chesterfield betting prediction

Mybookie logo.
Result draw
3.25 х
+ 100%
=0
Bet Now
Mybookie logo.
Handicap Oldham (0.25)
1.52 х
+ 100%
=0
Bet Now
Mybookie logo.
Total Under (3.5)
1.33 х
+ 100%
=0
Bet Now
Will this prediction come true?
Oldham - Chesterfield

Team Lineups and Player Details:

Oldham
Name Country Age Position Height Weight
T. Pett England 34 Midfielder 173 70
E. Monthe Cameroon 31 Defender 194 80
N. Chilvers England 25 Midfielder 173 cm 64 kg
J. Hawkes England 27 Midfielder 183 80
M. Fondop-Talum England 32 Attacker 190 86
M. Hudson England 28 Goalkeeper 193 70
R. Woods England 32 Midfielder 173 70
D. Daniels Montserrat 32 Defender 186 91
R. Delaney Republic of Ireland 30 Defender 196 72
O. Norburn Grenada 33 Midfielder 185 82
J. Robson Scotland 28 Defender 170 68
K. Appiah-Forson England 24 Midfielder n/a n/a
Thomas Daniel Hill England 23 Midfielder
G. Scott-Morriss England 29 Defender 184 73
C. Kavanagh Republic of Ireland 23 Attacker 183 n/a
E. Nevitt England 30 Attacker 183 n/a
F. Fawunmi England 20 Midfielder n/a n/a
L. Temple Republic of Ireland 21 Defender n/a n/a
Kai Payne England 21 Midfielder n/a n/a
K. Drummond England 25 Midfielder n/a n/a
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
T. Naylor England 35 Midfielder 181 72
K. McFadzean England 39 Defender 185 85
R. Sotiriou Cyprus 26 Attacker 180 71
R. Hutton England 27 Defender 175 72
R. Stirk Wales 25 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
A. Owolabi-Belewu England 24 Defender 188 cm 88 kg
A. Pond England 22 Defender 191 86
Luke Joseph Butterfield Scotland 22 Midfielder 175 64
F. Bryden Scotland 22 Attacker 183 cm n/a
K. Dyer England 19 Midfielder 178 65
L. Marsh England 22 Attacker 176 65

Oldham vs Chesterfield match odds

MATCH RESULT (1x2)
W1: 2.35
Х: 3.25
W2: 2.8
Handicap
Oldham
Chesterfield
Handicap (-1.75): 6.25
Handicap (-1.75): 1.12
Handicap (-1.5): 4.50
Handicap (-1.5): 1.19
Handicap (-1.25): 4.15
Handicap (-1.25): 1.22
Handicap (-1): 3.70
Handicap (-1): 1.26
Handicap (-0.75): 2.75
Handicap (-0.75): 1.42
Handicap (-0.5): 2.35
Handicap (-0.5): 1.58
Handicap (-0.25): 2.10
Handicap (-0.25): 1.78
Handicap (0): 1.72
Handicap (0): 2.08
Handicap (0.25): 1.52
Handicap (0.25): 2.42
Handicap (0.5): 1.42
Handicap (0.5): 2.75
Handicap (0.75): 1.30
Handicap (0.75): 3.45
Handicap (1): 1.17
Handicap (1): 5.00
Handicap (1.25): 1.15
Handicap (1.25): 5.50
Handicap (1.5): 1.13
Handicap (1.5): 5.90
Total
Over
Under
Over (0.5): 1.05
Under (0.5): 11.00
Over (1.5): 1.28
Under (1.5): 3.50
Over (2.5): 1.90
Under (2.5): 1.90
Over (3.5): 3.25
Under (3.5): 1.33
Over (4.5): 6.50
Under (4.5): 1.11
Over (5.5): 13.00
Under (5.5): 1.04
Over (6.5): 29.00
Under (6.5): 1.01
Over (7.5): 51.00
Under (7.5): 1.00
More odds

Best Betting Sites for Oldham vs Chesterfield

The Oldham vs Chesterfield match in the England League Two is coming up, and choosing where to bet is as crucial as the game itself. Betzoid suggests three top betting sites that provide excellent odds and bonuses for this event. These platforms cater to every level of bettor, enhancing your chances for a win.

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Secure link
1
Mybookie logo.
5 \ 5
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Live Odds
Deposit Options and Fees
Access in the US
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Deposit Options
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Nick Mordin.
Author
Last updated: September 2026
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