Chesterfield vs Gillingham Prediction & Betting Tips - League Two
England - League Two
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by Thobelani Moyo | in Football Predictions
Chesterfield FC will welcome Gillingham FC to the SMH Group Stadium on matchday four of the EFL League Two. The visitors have endured a difficult start, failing to win any of their opening three outings. Up against a Chesterfield side that has already tasted victory, our prediction is for a home win in a low-scoring affair.
Chesterfield FC occupy 16th place in the league standings and are five places above Gillingham, who lurk in the bottom four.
The Spireites' recent results have been less than impressive. They have lost three of their last four matches across all competitions this season.
The 2026-27 League Two campaign has accounted for two of those losses, with their most recent being a 2-1 away defeat to Rotherham.
As for Gillingham FC, they are still searching for their first win, having gone four matches without a win across all competitions.
However, they've proven to be a difficult opponent to overcome in their recent two league outings, holding their opponents to stalemates, including a 1-1 home draw against Northampton.
The Gills are on the road this time, and behind them is an unwanted record. Their last league win was a 1-0 triumph over Barrow on February 28, meaning they head into this clash winless in seven outings (D3, L4).
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Chesterfield v Gillingham Best Betting Odds
| Bookmaker | 1 | X | 2 | Bonus |
|---|---|---|---|---|
|
1.58 | 3.85 | 5.60 |
|
|
1.58 | 3.81 | 5.77 |
|
|
1.61 | 3.75 | 5.39 |
|
|
1.61 | 3.75 | 5.39 |
|
|
1.58 | 3.81 | 5.77 |
|
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What is the prediction for the football match between Chesterfield and Gillingham?
Our prediction for the Chesterfield vs Gillingham match is: Chesterfield FC wins and under 3.5 goals.
Probabilities according to our algorithm* of possible 1X2 football predictions and best odds for the match on 01/09/2026 between Chesterfield and Gillingham in League Two :
- The Sportytrader ⭐ algorithm estimates a probability of 39.15% for a win of Chesterfield against Gillingham with odds of 1.61 at Melbet.
- The probability according to Sportytrader ⭐ for a draw between Chesterfield vs Gillingham is 29.06% with odds of 4 at Betway.
- Our prediction model gives a 31.79% chance ⭐ for a win of Gillingham vs Chesterfield with odds of 5.9 at Betsson.
Chesterfield - Gillingham Prediction and Best Odds:
| Chesterfield Gillingham Prediction | Probability | Odds |
|---|---|---|
| Chesterfield wins | 39.15% | 1.61 at Melbet |
| Under 2.5 | 56.56% | 1.85 at Bet365 |
| Both Team To Score: No | 58.33% | |
| Half-time / Full-time : Chesterfield/Chesterfield | 13.38% | 2.55 at Betsson |
Chesterfield vs Gillingham Form
Chesterfield and Gillingham's standings in the League Two
| Teams | Pts | P | W | D | L | GD |
|---|---|---|---|---|---|---|
|
7
|
19 | 13 | 5 | 4 | 4 | +6 |
|
12
|
17 | 13 | 4 | 5 | 4 | 0 |
Chesterfield and Gillingham Last Matches
1/6 (17%)
1/6 (17%)
4/6 (67%)
Average stats (Last 6 matchs)
29 Aug 2026 - League Two
22 Aug 2026 - League Two
15 Aug 2026 - League Two
8 Aug 2026 - Carabao Cup
14 Jul 2026 - Clubs Friendlies
11 Jul 2026 - Clubs Friendlies
2/6 (33%)
2/6 (33%)
2/6 (33%)
Average stats (Last 6 matchs)
15 Aug 2026 - League Two
11 Jul 2026 - Clubs Friendlies
10 May 2026 - League Two
25 Apr 2026 - League Two
14 Apr 2026 - League Two
11 Apr 2026 - League Two
2/6 (33%)
1/6 (17%)
3/6 (50%)
Average stats (Last 6 matchs)
29 Aug 2026 - League Two
22 Aug 2026 - League Two
8 Aug 2026 - Carabao Cup
14 Jul 2026 - Clubs Friendlies
4 Jul 2026 - Clubs Friendlies
15 May 2026 - League Two
2/6 (33%)
2/6 (33%)
2/6 (33%)
Average stats (Last 6 matchs)
29 Aug 2026 - League Two
22 Aug 2026 - League Two
15 Aug 2026 - League Two
8 Aug 2026 - Carabao Cup
31 Jul 2026 - Clubs Friendlies
21 Jul 2026 - Clubs Friendlies
2/6 (33%)
1/6 (17%)
3/6 (50%)
Average stats (Last 6 matchs)
29 Aug 2026 - League Two
15 Aug 2026 - League Two
8 Aug 2026 - Carabao Cup
21 Jul 2026 - Clubs Friendlies
18 Jul 2026 - Clubs Friendlies
2 May 2026 - League Two
2/6 (33%)
2/6 (33%)
2/6 (33%)
Average stats (Last 6 matchs)
22 Aug 2026 - League Two
31 Jul 2026 - Clubs Friendlies
14 Jul 2026 - Clubs Friendlies
25 Apr 2026 - League Two
14 Apr 2026 - League Two
11 Apr 2026 - League Two
Chesterfield vs Gillingham Stats: Head to Head (H2H)
25 %
25 %
50 %
Average stats (last H2H results)
17 Feb 2026 - League Two
19 Aug 2025 - League Two
8 Apr 2025 - League Two
31 Aug 2024 - League Two
Players list
R. Boot
DefenderK. McFadzean
J. Simpson
L. Gordon
R. Hutton
MidfielderG. Mceachran
J. Koroma
R. Stirk
ForwardL. Bonis
L. Mandeville
D. Markanday
O. Wright
DefenderL. Dobbs
A. Smith
O. Beckles
R. McKenzie
MidfielderC. McManus
H. Waldock
N. Freeman
J. Brophy
ForwardL. Sillah
R. Chapman Hale
Substitutes
A. Pond
F. Bryden
M. Owolabi-Belewu
J. Eccleston
MidfielderR. Lamptey
T. Naylor
ForwardL. Marsh
J. Daley
MidfielderC. Antwi
T. Holtam
ForwardG. McCleary
W. Goodwin
S. Kendall
S. Booth
Most goals and assists
Chesterfield
Gillingham
L. Marsh
(5 Goals)
R. Chapman Hale
(6 Goals)
Chesterfield - Gillingham Key Points
- Chesterfield FC won 1-0 in their final home game last season.
- Gillingham FC are winless in their last three league games.
- Chesterfield FC have seen each of their last 14 league games end with under 3.5 goals.
- Gillingham FC are winless in their last two away league games against Chesterfield FC.
- Both encounters between the two teams ended with under 3.5 goals.
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Our Chesterfield vs Gillingham Prediction
Chesterfield FC, despite their two losses in three games have made a better start to the 2026-27 League Two season than their opponents in this clash. Their home record has been convincing with three wins in six games stretching back to the previous season.
Gillingham FC, meanwhile, have struggled on the road, going seven games without a win. Four of those outings have produced under 3.5 goals. Additionally, they've seen their last two away league outings in this encounter end in defeat. Our Chesterfield FC vs Gillingham FC prediction: Chesterfield FC wins and under 3.5 goals.
Last Minute: Pre-match odds analysis Chesterfield Gillingham
| Chesterfield vs Gillingham | Opening odds | Pre-match odds | Odds Movements |
|---|---|---|---|
| Chesterfield wins | 1.50 | 1.61 | +7.3% |
| Draw | 4.00 | 4.00 | 0% |
| Gillingham wins | 6.30 | 5.90 | -6.3% |
After kick-off, the latest odds movements show that:
- Chesterfield is most likely to win
- The odds for this bet have increased by 7.3% since opening
- The probability of this result was 66.7% and is now 62.1% (-4.6%)
Get up to €100 to bet on the Chesterfield vs. Gillingham game
You can get yourself up to €100 in matched bets for the battle between Chesterfield and Gillingham when you join Betway. To get the free bet, your first accumulator bet needs to be a losing one. If your first bet wins, then you won't get the free bet, but you'll have your winnings for further fun on League Two!
All tips are fully researched and given in good faith, but profits cannot be guaranteed.
