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CrossCountry
South Western Railway

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Chessington South to Winchester by train

First train

05:34

Last train

23:28

Departure station

Chessington South

Arrival station

Winchester

Journey time

From 1h 28m

Distance

48 miles (77 km)

Frequency

12 trains per day

Changes

1 change

Train operators

CrossCountry, South Western Railway

Taking the train from Chessington South to Winchester in 1 hour 28 minutes

Thinking about taking the train from Chessington South to Winchester? We've got you covered.

It usually takes around 1 hour 58 minutes to travel the 48 miles (77 km) from Chessington South to Winchester by train, although you can get there in as little as 1 hour 28 minutes on the fastest services. You'll normally find around 12 trains per day running on this route. You'll need to make 1 change along the way as there aren't any direct services on this line. During your journey, you'll either be travelling with South Western Railway or CrossCountry, as they are the main operators of services on this route.

Book train tickets from Chessington South to Winchester in advance instead of buying them on the day and you'll snap up the cheapest fares. We'll always highlight the cheapest prices in our Journey Planner, for example when you travel at Off-Peak times or use a Railcard.

If you're feeling ready to book, start looking for cheap train tickets with us today. Keep reading for more information on the journey to Winchester by train, or check our timetable above to view live train times.

FAQs about the train journey from Chessington South to Winchester

Want to know more about your journey from Chessington South to Winchester? We've compiled some of the most frequently asked questions by our customers to help you plan your journey.

How do you get to Winchester from Chessington South?

To travel to Winchester from Chessington South, you can take the train - on average, the journey takes around 1 hour and 58 minutes, though the fastest trains can take 1 hour and 28 minutes. Use our Journey Planner to get more information.

How long is the train ride from Chessington South to Winchester?

Trains from Chessington South to Winchester take an average of 1 hour and 58 minutes, although on the fastest services it can take just 1 hour and 28 minutes. You'll usually find 12 trains per day on this route, so use our Journey Planner to check specific dates as times may vary.

What is the quickest journey time between Chessington South and Winchester by train?

The quickest journey time between Chessington South and Winchester by train is 1 hour and 28 minutes.

Are there direct trains from Chessington South to Winchester?

No, there are no direct trains running from Chessington South to Winchester, you’ll usually need to make at least 1 change during the journey.

Cheap train tickets from Chessington South 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 Chessington South 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.

† Average savings on advance fares booked at least one week before day of travel vs Anytime fares purchased on day of travel. Subject to availability. Excludes coach.

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