Chesterfield and Gillingham face each other on Tuesday 09.01.2026, at 19:45 (UK Time), in a EFL League Two 2026/27 match. The game will take place at Chesterfield's home ground, the Proact Stadium.

Our team of analysts has crafted predictions for the clash between Chesterfield and The Gills, grounded in an in-depth statistical analysis of both sides. We aim to empower bettors with reliable insights, delivering today’s top free betting tip to support smarter, more profitable choices.

APWin predictions for Chesterfield vs Gillingham

With odds already defined by leading bookmakers, our specialists have thoroughly reviewed the key match data. Check out our expert prediction below:

APWin Prediction

Over 0.5 Goals

The APWin team has examined the key betting markets and identified the most valuable opportunities.

👉 Our prediction is: Over 2.5 goals in the match

After careful analysis of Chesterfield and Gillingham, we predict that the match will go over 2.5 goals. This means the two teams are likely to score 3 or more goals combined.

The two attacks have been playing quite well of late, which is why we feel this is the best bet for this upcoming match.

👉 Our prediction is: Gillingham win or draw

We feel strongly about Gillingham's chances of leaving with a point, or maybe even more. That is why our betting tip is Gillingham to win or draw on the Double Chance market.

Gillingham has shown considerable courage and determination in their recent away performances, while Chesterfield's form has not been the most convincing. So while an away win might be too much to ask for, Gillingham is more than capable of collecting a point in this match.

Chesterfield preview

Chesterfield heads into the match with the following record in the EFL League Two: in 2 matches, Chesterfield secured 1 victories, 0 draws, and 1 losses, maintaining an average of 1.5 points per game.

Taking a broader look at Chesterfield's 2026/27 season, the team has achieved a total of 24 victories so far.

Chesterfield has been effective in the offence, scoring a total of 79 goals, of which 1 were scored in the EFL League Two, resulting in an average of 0.5 goals per game.

Individually, the standout performer is Lee Bonis, who has found the back of the net 12 times. However, he is not alone in driving the offence. Liam Mandeville has taken on the role of the team's main playmaker, leading with 11 assists.

On the defensive side, Chesterfield has conceded 1 goals in the EFL League Two (an average of 0.5 per game) and 77 goals throughout the entire season, with an average of 1.33 per match in the 2026/27 campaign.

Gillingham preview

Gillingham comes into the game with 2 matches played so far in the EFL League Two. They have secured 0 victories, 1 draws, and 1 losses, maintaining an average of 0.5 points per game in the competition.

Across all competitions in the 2026/27 season, the team has recorded 14 wins, 17 draws, and 23 losses.

The Gills's attack has been highly effective, scoring 61 goals during this period. Of that total, 0 were netted in the EFL League Two, with an average of 0 goals per game. The overall season average is 1.13.

The Gills's offensive system is led by Bradley Dack, the team's top scorer this season. The english midfielder has found the back of the net 7 times. He is supported by the team's best assist provider, Max Clark. The defender has contributed with 6 assists.

On the defensive side, the team has conceded 3 goals with an average of 1.5 per game in the championship. For the whole season, the team conceded 87 goals in 54 matches, averaging 1.61 per match.

Head to head: Chesterfield vs Gillingham

Review the head-to-head record between the teams, featuring key data to support your match prediction.

Home Team

Chesterfield Team Logo

Chesterfield

England - EFL League Two

Form Last 5 PPG
Overall L W L L D

0.8

Home L L W W D

1.4

Away L W L D W

1.4

Away Team

Gillingham Team Logo

Gillingham

England - EFL League Two

Form Last 5 PPG
Overall D D L L W

1

Home D L L W L

0.8

Away D L L D D

0.6

Access all match stats for Chesterfield vs Gillingham

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Published on 29 August 2026, at 20:12 Last updated on 29 August 2026, at 20:12
Author: Amauri Barbosa

Sports betting analyst with over 15 years of experience. At APWin, he writes football predictions, reviews bookmakers and explains the reasoning behind every bet.