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Cheltenham vs Chesterfield Predictions

Published on 3:52pm GMT 24 September 2026

  • 14:00
  • 26
  • Whaddon Road
Cheltenham
    Chesterfield
      • Sky Sports+

      Both Teams To Score

      Reason for tip

      Cheltenham have scored two or more goals in five of their seven League Two matches this season, while Chesterfield have done so in three consecutive games. Neither side has been reliable defensively, with Cheltenham yet to keep a clean sheet and Chesterfield failing to do so in six of their last eight matches.

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      Draw 1-1

      Reason for tip

      Eight of the last nine League Two meetings between Chesterfield and Cheltenham have produced under 2.5 goals, with the last six all finishing below three goals. The sides are also closely matched in the table, separated by just one point, supporting a tight contest, so a 1-1 draw appeals.

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      Cheltenham vs Chesterfield Predictions

      Vulnerable hosts to share more goals

      Cheltenham have struggled at the back this season, and both teams to score is the best bet for Saturday’s League Two clash between Steve Cotterill’s side and Chesterfield at Whaddon Road.

      Cheltenham are fifth in League Two, four places above Chesterfield, but just one point separates the two teams. Both have won more games than they’ve lost this season.

      Cheltenham are hard to beat, having avoided defeat in six of their last seven League Two games, but Chesterfield have won six of their last eight on the road and come into this clash on the back of two wins over these opponents.

      Both teams have been in goalscoring form. Cheltenham have scored two goals or more in five of their seven League Two games this season, while Chesterfield have scored two goals or more in three games in a row.

      Both teams are struggling to keep clean sheets at the moment. Cheltenham have yet to keep a clean sheet after seven League Two games and Chesterfield have failed to do so in six of their last eight.

      Both teams to score has been a winning bet in four of Chesterfield’s last five League Two away games, while four of Cheltenham’s last eight have also seen both sides find the net.

      It could be hard to separate these two sides, with the 1-1 draw looking a decent correct-score bet. Eight of the last nine League Two games between Chesterfield and Cheltenham have produced under 2.5 goals and the last six have all finished with fewer than three goals.


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