League Two· Regular Season - 8· Whaddon Road
Cheltenham
Chesterfield2-1
FT
Cheltenham vs Chesterfield Prediction & Betting Tips
Saturday, 26 September 2026 · Kick-off
No tip was published for this match before kick-off.
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Voting closed at kick-offWho will win?
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Votes: 0Match probabilities
Bookmaker prices aren't available yet. These figures come from our stats model and will update when markets open.
More Cheltenham vs Chesterfield tips
| Selection | Probability | Fair odds | Best odds |
|---|---|---|---|
| AH2 +1.5Chesterfield +1.5 (Asian Handicap) | 88% | 1.13 | - |
| X2Chesterfield or Draw | 77% | 1.30 | - |
| AH1 +1.5Cheltenham +1.5 (Asian Handicap) | 69% | 1.45 | - |
| O2.5Over 2.5 goals | 68% | 1.47 | - |
| BTTS YesBoth teams to score | 66% | 1.50 | - |
| 1XCheltenham or Draw | 61% | 1.65 | - |
| U3.5Under 3.5 goals | 54% | 1.86 | - |
| O3.5Over 3.5 goals | 46% | 2.16 | - |
| 2Chesterfield to win | 39% | 2.54 | - |
| XDraw | 38% | 2.65 | - |
| BTTS NoBoth teams NOT to score | 34% | 2.98 | - |
| U2.5Under 2.5 goals | 32% | 3.12 | - |
| AH2 -1.5Chesterfield -1.5 (Asian Handicap) | 31% | 3.23 | - |
| 1Cheltenham to win | 23% | 4.39 | - |
| AH1 -1.5Cheltenham -1.5 (Asian Handicap) | 12% | 8.55 | - |
Cheltenham vs Chesterfield preview & analysis
Match preview
Cheltenham host Chesterfield in the League Two (Regular Season - 8) at Whaddon Road on Saturday, 26 September 2026, with kick-off at 14:00 UTC. Here's our full prediction, built from bookmaker prices, current form and head-to-head data.
Team form
Cheltenham arrive in mixed form, with 0 wins, 2 draws and 0 defeats in their last 2 matches, scoring 3 and conceding 3. Most recently they drew with Exeter City 2-2 at home. They're 8th in the table with 15 points from 10 games. Chesterfield arrive in mixed form, with 2 wins, 1 draw and 0 defeats in their last 3 matches, scoring 8 and conceding 4. Most recently they drew with Port Vale 1-1 at home. They're 7th in the table with 15 points from 10 games.
Head to head
In the last 6 meetings between these sides, Cheltenham have won 2, Chesterfield have won 2 and 2 ended level. Those games averaged 1.7 goals, and both teams scored in 2 of them.
What the numbers say
Our model makes Chesterfield narrow favourites: Cheltenham 23%, draw 38%, Chesterfield 39%. We expect around 3.5 goals (1.4 - 2.1 in expected goals), with 68% for over 2.5 and 66% for both teams to score.
Recent form
Cheltenham- 22 SeptHExeter City2-2
- 19 SeptAColchester1-1
Chesterfield- 22 SeptHPort Vale1-1
- 19 SeptHYork2-0
- 15 SeptHManchester City U215-3
Head to head
League Two table
| # | Team | P | W | D | L | GD | Pts |
|---|---|---|---|---|---|---|---|
| 1 |  Salford City | 10 | 6 | 1 | 3 | +5 | 19 |
| 2 |  Barnet | 8 | 5 | 3 | 0 | +9 | 18 |
| 3 |  Crewe | 10 | 4 | 6 | 0 | +5 | 18 |
| 4 |  Gillingham | 10 | 4 | 4 | 2 | +5 | 16 |
| 5 |  York | 9 | 4 | 3 | 2 | +6 | 15 |
| 6 |  Walsall | 9 | 3 | 6 | 0 | +6 | 15 |
| 7 | Chesterfield | 10 | 4 | 3 | 3 | +3 | 15 |
| 8 | Cheltenham | 10 | 4 | 3 | 3 | 0 | 15 |
| 9 |  Bristol Rovers | 10 | 5 | 0 | 5 | -2 | 15 |
| 10 |  Rochdale | 10 | 4 | 2 | 4 | -1 | 14 |
Cheltenham vs Chesterfield: FAQ
Who is the favourite to win Cheltenham vs Chesterfield?
+
Chesterfield are favourites. Our model gives Cheltenham a 23% chance of winning, Chesterfield 39%, and the draw 38%.
Will both teams score in Cheltenham vs Chesterfield?
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We rate both teams to score at 66%, so BTTS Yes is likely.
When does Cheltenham vs Chesterfield kick off?
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Cheltenham vs Chesterfield kicks off at 14:00 UTC on Saturday, 26 September 2026 at Whaddon Road, Cheltenham.
