Dec 0515:00
1
1.86
X
2.77
2
5.30

Head 2 head

ChesterfieldChesterfield
2
Wins
2
Draws
Cheltenham TownCheltenham Town
5
Wins
14:00Sep 262026
Cheltenham TownCheltenham Town
ChesterfieldChesterfield
2
1
14:00Apr 032026
ChesterfieldChesterfield
Cheltenham TownCheltenham Town
1
0
14:00Aug 092025
Cheltenham TownCheltenham Town
ChesterfieldChesterfield
0
2
12:30Feb 012025
Cheltenham TownCheltenham Town
ChesterfieldChesterfield
1
0
15:00Mar 172018
Cheltenham TownCheltenham Town
ChesterfieldChesterfield
1
1
14:30Mar 172018
Cheltenham TownCheltenham Town
ChesterfieldChesterfield
1
1
14:01Sep 302017
ChesterfieldChesterfield
Cheltenham TownCheltenham Town
0
2
14:00Sep 302017
ChesterfieldChesterfield
Cheltenham TownCheltenham Town
0
2
13:30Sep 302017
ChesterfieldChesterfield
Cheltenham TownCheltenham Town
0
2

FA Cup League Standings

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Chesterfield vs Cheltenham Town: Form, H2H & Goals

Chesterfield and Cheltenham Town meet in FA Cup — one fixture among the hundreds English football gets through, week in and week out, across a pyramid that runs from the Premier League all the way down to the regional divisions. Promotion and relegation tie every rung of that ladder together, which is why a result here matters whatever the level. Below: form, the head-to-head, and the goals, before any odds enter the picture.


FA Cup · England · 05.12.2026 · kick-off 15:00 UTC


How Chesterfield and Cheltenham Town have been playing

Form first — it's the freshest read on the page, and in a calendar as crowded as England's it turns over quickly. Recent results for each side, newest at the top:


Chesterfield:


DateEventScore
10.11.2026Mansfield Town vs Chesterfield3 - 5
07.11.2026Chesterfield vs Yeovil Town4 - 3
30.10.2026Newport County vs Chesterfield4 - 1


Cheltenham Town:


DateEventScore
10.11.2026Oxford United vs Cheltenham Town4 - 0
07.11.2026Cheltenham Town vs Halifax Town2 - 0
31.10.2026Tranmere Rovers vs Cheltenham Town3 - 1


When Chesterfield and Cheltenham Town have met

Few places keep football records as long as England does — the game has been organised here since the nineteenth century, and a head-to-head often reads truer than the league table. The earlier meetings we hold are below; a blank table just means there's nothing logged between these two yet, which happens often enough in cup ties that throw together clubs from different divisions.


DateEventScore
26.09.2026Cheltenham Town vs Chesterfield2 - 1
03.04.2026Chesterfield vs Cheltenham Town1 - 0
09.08.2025Cheltenham Town vs Chesterfield0 - 2


Goals: the two sides by the numbers

Goals scored so far:


Chesterfield — 37

Cheltenham Town — 24


Goals conceded so far:


Chesterfield — 28

Cheltenham Town — 28


Worth reading alongside the form rather than on their own — English sides can carry very different records home and away, and a goals column only tells half that story.


Odds on Chesterfield vs Cheltenham Town

With dozens of firms licensed in the British market, the price on each result rarely matches from one to the next. Odds-Fan sets the licensed bookmakers' numbers side by side, so the best one on any outcome is easy to pick out — whether you're here for the football or for the value.

FAQ

It's on 05.12.2026, kicking off at 15:00 UTC, in FA Cup (England). Mind the clocks — England runs on GMT in winter and BST in summer, so convert to your own time before you plan around it.

It's part of FA Cup, one tier of an English game that stacks fully professional leagues, part-time divisions and knockout cups into the same season — so the standard of opposition can vary a good deal from one round to the next.

The head-to-head table above has it. If it's empty, there's no logged meeting between the two yet — nothing unusual in the early rounds of a cup or after a club has just come up a division.

Chesterfield have 37 goals to Cheltenham Town's 24; at the other end it's 28 conceded to 28.

Odds-Fan gathers what several licensed bookmakers are offering on Chesterfield vs Cheltenham Town onto one page, so the strongest price for each outcome stands out without trawling through a dozen sites.