The average train between Chessington and Cheltenham takes 3h 43m and the fastest train takes 2h 56m. There is a train service every few hours from Chessington to Cheltenham. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.
Trains run hourly between Chessington and Cheltenham. The earliest departure is at 12:30 AM at night, and the last departure from Chessington is at 11:44 PM which arrives into Cheltenham at 8:32 AM. All services require a transfer at Wimbledon and take an average of 3h 43m. The schedules shown below are for the next available departures.


2h 59m • 2 changes


2h 56m • 2 changes


3h 27m • 2 changes


3h 18m • 2 changes


3h 24m • 2 changes


3h 24m • 2 changes


3h 24m • 2 changes


3h 24m • 2 changes


3h 24m • 2 changes


3h 24m • 2 changes


3h 24m • 2 changes


3h 24m • 2 changes


9h • 2 changes


3h 24m • 2 changes


3h 24m • 2 changes


3h 24m • 2 changes
Want to know about travelling from Chessington to Cheltenham? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.
No, there is no direct train from Chessington to Cheltenham. However, there are services departing from Chessington station and arriving at Cheltenham station via Cheltenham Spa. The journey, including transfers, takes approximately 3h 43m.
Chessington to Cheltenham train services, operated by South Western Railway, depart from London Paddington station.
Chessington to Cheltenham train services, operated by South Western Railway, arrive at Cheltenham Spa station.
Book your Chessington to Cheltenham train tickets online with South Western Railway, London Underground (Tube) and Great Western Railway (GWR).
The distance between Chessington and Cheltenham is 136.3 km. The road distance is 216 km.
Great Western Railway (GWR) operates a train from London Paddington to Cheltenham Spa hourly. Tickets cost £50–100 and the journey takes 1h 59m.