Prediction Cheltenham Town vs Gillingham 2025/2026 season – Betting Tips for the League Two on 27/01/2026

Match context and recent form

Cheltenham Town welcome Gillingham to The EV Charger Points Stadium in a game that feels like a chance for the visitors to consolidate a mid-table position while the hosts battle to claw themselves clear of danger. The fixture is set for 27/01/2026 with Jamie O'Connor named as referee; the venue in Cheltenham holds 7,066 and the stakes are tangible in Round 29 of the League Two regular season. Cheltenham sit 18th on 30 points from 27 matches, a side that has struggled for consistency and defensive solidity, shipping 45 goals across the campaign. Their recent run reads like a wake-up call: L-L-L-W-L-L-W-W-D-W on a ten-game glance that mixes encouraging wins with worrying collapses — most recently a 0-2 reverse at home to Grimsby Town on 24 January where Robbie Cundy emerged as the top-rated performer for the hosts despite the result.

Gillingham arrive in more balanced mood, occupying 12th with 38 points from 26 outings. Their sequence over the last ten is reflective and hard to beat: W-W-L-D-D-L-D-D-D-D, a record heavy on draws but difficult to fault for grinding results. The visitors answered positively on 24 January with a convincing 3-0 away victory at Harrogate Town; Josh Andrews earned plaudits as the best player that day. Statistically, Gillingham bring more punch to the final third — 37 goals overall and superior shot volumes and dangerous attacks compared to their hosts — while also keeping seven clean sheets, the same number as Cheltenham.

What the numbers say

Cheltenham’s offensive output is modest with 26 goals for and an especially leaky away defensive record (29 conceded on the road), while their home tally of 14 goals suggests they do not often run away with matches at Whaddon Road. Gillingham’s metrics underline an edge: 349 total shots compared to Cheltenham’s 268, higher shots on target and a better dangerous attacks average, signaling repeated territorial and chance creation advantages. Head-to-head form adds colour rather than caution — the last meeting in October finished 1-1 — but recent momentum favors the visitors. Market pricing reflects that balance; bookmakers quote Gillingham at 2.22 to win, the draw at 3.15 and Cheltenham as long as 3.30, implying the best value sits with the away side while a stalemate also remains a realistic outcome given Cheltenham’s home resilience and Gillingham’s propensity for draws.

Before placing any stake, consider refining your approach with practical pointers found in Soccer betting tips and the choice of markets, and if you prefer goal markets, the timing angle matters — explore The right time to place bets on goal markets to sharpen your entry.

Betting suggestion: Back Gillingham to win (Away) in the 1X2 market at around 2.22. Rationale: Gillingham’s superior chance creation, healthier defensive numbers and clearer recent momentum — a 3-0 victory on 24 January — make them the cleaner pick against a Cheltenham side that has conceded heavily this season and posted inconsistent results at home. Keep stakes sensible; a draw is not far-fetched and the match could be tighter than odds suggest.

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