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Chesterfield to Winchester by train
| First train | 04:48 | |
|---|---|---|
| Last train | 22:25 | |
| Departure station | Chesterfield | |
| Arrival station | Winchester | |
| Journey time | From 3h 42m | |
| Distance | 150 miles (242 km) | |
| Frequency | 12 trains per day | |
| Changes | 1 change | |
| Train operators | CrossCountry, South Western Railway, East Midlands Railway, Thameslink |
About the train journey from Chesterfield to Winchester
Want to travel from Chesterfield to Winchester by train? Start your journey with us.
The train from Chesterfield to Winchester usually takes 5 hours 32 minutes on average to travel 150 miles (242 km), although the quickest services can take as little as 3 hours 42 minutes. You can expect to find 12 trains per day running on this popular route. You'll need to make 1 change during the journey to Winchester, as there currently aren't any direct services on this route. During your journey, you're likely to be travelling with East Midlands Railway, South Western Railway or Thameslink, as these are the main train operators on this route.
You can save money on train tickets from Chesterfield to Winchester if you book in advance, travel Off-Peak – tickets are usually cheaper during quieter times on weekdays and weekends – or get a Railcard and save up to 1/3 on eligible journeys for a whole year. Use our Journey Planner at the top of the page to compare ticket prices and get the cheapest fares.
If you want to know more about the journey, scroll up for timetables and live train times, or keep reading for tips on finding cheap tickets and FAQs. Want to go straight to booking? Start a search with us today!
FAQs about the train journey from Chesterfield to Winchester
Want to know more about your journey from Chesterfield to Winchester? We've compiled some of the most frequently asked questions by our customers to help you plan your journey.
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Planning a round trip from Chesterfield to Winchester?
Cheap train tickets from Chesterfield to Winchester
Book in advance
Look out for Advance tickets – they usually come out up to 12 weeks before the departure date and can be cheaper than buying on the day. If you’re here a tad early, sign up for our Advance ticket alert today to get notified when your tickets are released.
Consider a Season Ticket
If you catch this train more than 3 times per week, you could save money with a Season Ticket. With annual, monthly and weekly options available, find out if a season ticket for Chesterfield to Winchester is right for you.
Use your Railcard
National Railcards offer a 1/3 off eligible train tickets in the UK and can be a great investment if you travel a few times or more in a year. Find out how you can save with a National Railcard here.
Split your tickets
Download our app to find split tickets — courtesy of SplitSave, our handy feature which 'splits' your train tickets where possible to find you a better deal. Learn more about the clever tech behind split tickets, and how to spot SplitSave discounts in our app.
For more money-saving tips on UK and European train travel, read our cheap train tickets guide.