The average train between Oakham and Chesterfield takes 1h 31m and the fastest train takes 1h 24m. There is a train service every few hours from Oakham to Chesterfield. 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 Oakham and Chesterfield. The earliest departure is at 6:37 AM in the morning, and the last departure from Oakham is at 10:27 PM which arrives into Chesterfield at 12:26 AM. All services require a transfer, and take on average 1h 31m. The schedules shown below are for the next available departures.

1h 55m • 1 change

1h 29m • 1 change

1h 27m • 1 change

1h 28m • 1 change

1h 55m • 1 change

1h 29m • 1 change

1h 27m • 1 change

1h 28m • 1 change

1h 50m • 1 change

1h 24m • 1 change

1h 25m • 1 change

1h 25m • 1 change
Want to know about travelling from Oakham to Chesterfield? 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 Oakham to Chesterfield. However, there are services departing from Oakham station and arriving at Chesterfield station via Leicester. The journey, including transfers, takes approximately 1h 31m.
Oakham to Chesterfield train services, operated by Cross Country, depart from Oakham station.
Oakham to Chesterfield train services, operated by Cross Country, arrive at Chesterfield station.
Book your Oakham to Chesterfield train tickets online with Cross Country and East Midlands Railways.
The distance between Oakham and Chesterfield is 79.1 km. The road distance is 128 km.
You can take a train from Oakham to Chesterfield via Leicester in around 1h 40m.