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Trains from Chessington North to
Winchester

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Chessington North to Winchester by train

A train trip from Chessington North to Winchester takes about 1hrs 53 mins on average, covering roughly 48 miles (78 kilometres). With around 21 trains running each day, there's plenty of flexibility for your travel plans. If you book in advance, you can grab tickets starting from just £9.10, making it a budget-friendly option for those who plan ahead.

Chessington North to Winchester Key Stats

Arrival Station

Winchester

Departure Station

Chessington North

Frequency

21trains
per day

Journey Time

from1hrs 28 mins

Changes

1-2no direct
trains

First Train / Last Train

06:36 / 00:01

Distance

48miles
(78 km)

4 Routes

2 Train Operators

Prices

from£9.10

Travelling from Chessington North to Winchester by Train

Hop on a Train from Chessington North to Winchester – It’s Faster Than You Think!

Planning to travel from Chessington North to Winchester by train? Well, you've come to the right place – and don’t worry, it won’t take forever!

On average, the journey takes around 1hrs 53 mins. But if you’re in a hurry (or just really eager to get to Winchester), the fastest trains can whisk you there in just 1hrs 28 mins. With roughly 21 trains running every day, you're spoiled for choice. This scenic 48-mile (78 km) journey usually requires just one change. You’ll be in the good hands of CrossCountry, South Western Railway, all of whom offer comfy seats and plenty of luggage space – because, let’s face it, nobody likes a cramped train!

The best part? Tickets start from just £9.10 if you book in advance, which is a much better deal than scrambling for tickets on the day. Want to save even more? Travelling during Off-Peak hours or flashing a Railcard can help you keep more money in your wallet.

So, ready to snag those cheap tickets? Use our Journey Planner to find the latest prices and make your wallet happy. Keep scrolling for more travel tips, or check out our timetable above for live train times. Time to choo-choo your way to Winchester!

Journey Details

Frequently asked questions about journeys between Chessington North and Winchester

Curious about your trip from Chessington North to Winchester? We've put together answers to the most commonly asked questions from our customers to make planning your journey easier.

How long does it take to travel between Chessington North and Winchester by train?

The travel time between Chessington North and Winchester by train varies depending on the type of train and the route, but the average journey time is 1hrs 53 mins & the fastest journey takes 1hrs 28 mins.

What's the fastest journey time between Chessington North and Winchester by train?

The fastest journey time by train from Chessington North to Winchester is 1hrs 28 mins.

How much does the train from Chessington North to Winchester cost?

Train ticket prices from Chessington North to Winchester can start from as little as £9.10 when you book in advance. The cost of tickets can vary depending on the time of day, route and class you book and are usually more expensive if you book on the day.

What are the departure and arrival times for trains between Chessington North and Winchester?

The departure and arrival times for trains between Chessington North and Winchester vary depending on the day of the week and the type of train. Generally, there are around 21 departures and arrivals throughout the day. The first departure is 06:36, and the last train of the day leaves at 00:01.

What is the difference between first class and standard class on trains between Chessington North and Winchester?

First class tickets on trains between Chessington North and Winchester typically offer more space, complimentary food and drink, and other amenities compared to standard class.

What amenities are available on trains between Chessington North and Winchester?

Amenities on trains between Chessington North and Winchester can include free Wi-Fi, power outlets, onboard catering, and comfortable seating.

What is the cheapest way to travel from Chessington North to Winchester by train?

By booking your tickets on traintickets.com! There are many ways to save on the cost of train travel between Chessington North and Winchester. On traintickets.com, we do all the work for you to find the cheapest way possible to get to Winchester, and can save you up to 90%! Simply search for your journey, and be assured we have found you the best possible price.

Is it possible to take a direct train from Chessington North to Winchester?

No, unfortunately there are no direct trains between Chessington North & Winchester. However, there are 21 possible journeys which require a change.

What train companies run services from Chessington North to Winchester?

CrossCountry and South Western Railway are the main train operating companies running services between Chessington North and Winchester.

Can I bring luggage on board trains between Chessington North and Winchester?

Yes, you can bring luggage on board trains between Chessington North and Winchester, but there may be limits on the number of bags or the size and weight of your luggage.

When are Chessington North to Winchester Train Times?

Check out the upcoming trains from Chessington North to Winchester on Monday 9th June 2025, with our handy timetable below.

Alternatively, you can view the full day's schedule or search for a different date here!

Monday 9th June
DepartsArrivesChangesVia StationsDurationOperator
12:36 Chessington North14:04 Winchester1 changeClapham Junction
1 hrs 28 mins Get Tickets
13:36 Chessington North15:04 Winchester1 changeClapham Junction
1 hrs 28 mins Get Tickets
14:36 Chessington North16:04 Winchester1 changeClapham Junction
1 hrs 28 mins Get Tickets
15:36 Chessington North17:04 Winchester1 changeClapham Junction
1 hrs 28 mins Get Tickets
16:06 Chessington North18:02 Winchester1 changeLondon Waterloo
1 hrs 56 mins Get Tickets
16:36 Chessington North18:32 Winchester1 changeLondon Waterloo
1 hrs 56 mins Get Tickets
17:06 Chessington North19:02 Winchester1 changeLondon Waterloo
1 hrs 56 mins Get Tickets
17:33 Chessington North19:22 Winchester1 changeClapham Junction
1 hrs 49 mins Get Tickets
18:36 Chessington North20:04 Winchester1 changeClapham Junction
1 hrs 28 mins Get Tickets
19:36 Chessington North21:04 Winchester1 changeClapham Junction
1 hrs 28 mins Get Tickets
20:36 Chessington North22:04 Winchester1 changeClapham Junction
1 hrs 28 mins Get Tickets
21:36 Chessington North23:05 Winchester1 changeClapham Junction
1 hrs 29 mins Get Tickets
Search all times & prices for today

What are my cheap ticket options for Chessington North to Winchester journeys?

From booking in Advance, to our FairSplits, here are our tips for you to find the best price

Advance Tickets

A single ticket for one journey leaving at a specific date and time.

The rule is: the sooner you book the cheaper they are. Usually the cheapest, but least flexible.

Advance fares from Chessington North to Winchester start from as little as £9.10

Off-Peak & Super Off-Peak Tickets

Offering greater flexibility than Advances, Off-Peak tickets offer travel during less busy times of day trading off more flexibility in the Off-Peak windows but for still discounted fares.

Off Peak fares from Chessington North to Winchester start from £29.90 one way, or £30.90 return

Anytime Tickets

Anytime tickets are fully flexible allowing travel at any time of the day. Brilliant if you don’t want the pressure of clock watching, returning when you want

Anytime fares from Chessington North to Winchester are available for £37.80 one way, or £38.10 return

With our FairSplit technology, you can save up to 90% on the cost of train travel.

Split ticketing means that instead of purchasing one rail ticket for your journey we automatically find and help you book two or more tickets instead, covering exactly the same journey. We call it our FairSplit.

Travelling in a group? We can save you even more!

Unlike other split ticketing sites, you can enter multiple railcards in a single search on traintickets.com. We will find you the best price using all possible combinations of your railcards in conjunction with our split ticketing technology & GroupSave.

When you do a search on traintickets.com we check all the cheapest prices automatically

Everything you need to know about Chessington North Station

Welcome to Chessington North Train Station!

Nestled in the charming suburban surroundings of Chessington, Chessington North train station is your gateway to the vibrant heart of London and beyond. This inviting station is part of the South Western Railway network, offering a variety of services to both bustling urban centres and tranquil towns.

Facilities at Chessington North Station

Chessington North station is equipped with several essential facilities to ensure a smooth journey for all passengers. Tickets can be easily purchased or collected, with a ticket office open throughout the week and a handy ticket machine available 24/7. The station is conscious of accessibility needs, offering ticket machines that accommodate Disabled Persons Railcard discounts, although step-free access is limited due to stairs to both platforms.

While the station lacks waiting rooms and refreshment facilities, it ensures security through CCTV and provides basic amenities like bike storage. For cyclists, there are six bike rack spaces available. Are you taking a trip to London? Simply hop on a train, and you’re on your way to iconic destinations such as London Waterloo and London Victoria.

Transport Links and Onward Travel

Getting to and from Chessington North is simple with various transport connections at your fingertips. Rail replacement services and local buses link directly to the station, making your journey hassle-free in the event of service interruptions. For further travel planning, you can download an onward journey information guide from National Rail's website.

Discover Popular Destinations

Where will your adventures take you next? Whether it’s a visit to the historic Wimbledon or the dynamic metropolis of London, there are many exciting destinations accessible from Chessington North. Explore options like Clapham Junction and Gatwick Airport for further travel possibilities. Head to the vibrant East Croydon or immerse yourself in the hustle and bustle of London Bridge.

Your Railway Journey Begins Here

Chessington North station might be small, but it doesn't lack character or convenience. While it may not boast an array of shopping venues or eateries, it wins with its efficient services and amenities essential for a comfortable commute. Make sure to plan ahead, especially if you require assistance. With its blend of suburban peace and excellent connectivity to major hubs, Chessington North is the perfect starting point for your next adventure. Grab your tickets, and set off on a journey that’s as enjoyable as the destination.

Everything you need to know about Winchester Station

Welcome to Winchester Train Station

Exploring the charming city of Winchester by train brings an enjoyable experience, made even better by the excellent facilities at Winchester train station. Known for its historical significance and stunning architecture, Winchester is easily accessible for both residents and tourists via its well-connected rail station. If you're planning a trip—or simply passing through—you'll find a comprehensive network of facilities designed to make your travel smoother and more enjoyable. Let’s take a closer look at what Winchester train station has to offer.

Facilities and Amenities

Winchester train station is equipped with various amenities to ensure your journey is as comfortable as possible. Buying tickets is a breeze with the ticket office open from early morning to late evening, seven days a week. If you've pre-booked your tickets online, you can easily collect them from one of the accessible ticket machines on site. Benefit from the option to use smartcards, which are available for both issuance and validation at the station.

For passengers requiring assistance, staff help is readily available throughout operational hours. The station provides step-free access to all platforms, accommodating those with mobility impairments. There's also a heated waiting room on platform 2 complete with seating that aligns with the Code of Practice, making waits much more pleasant.

When hunger strikes, enjoy a cup of coffee or a quick snack at one of the onsite refreshment facilities like Costa Coffee or the Pumpkin Café. Plus, those who prefer cycling can take advantage of the secure cycle hub available at the station, which provides a large number of spaces and round-the-clock access.

Onward Travel Options

Continuing your journey beyond Winchester is straightforward with numerous transport links at your disposal. Whether you need a bus or a taxi, the station's connectivity ensures ease of travel. Rail replacement services are accessible from the Station Hill Bus Stop, and detailed bus travel information is available online, ensuring you're well-prepared for the next leg of your trip.

Exploring Popular Destinations

With regular train services, reaching popular destinations from Winchester is simple and convenient. You might catch a train to London Waterloo for a day in the capital, or head to the south coast with services to Southampton Central. For a short trip, consider hopping over to Eastleigh or if you're jetting off somewhere, Southampton Airport Parkway is just a short ride away.

Fancy a beach excursion? Trains to Bournemouth are your ticket to summer fun. If reading and culture are calling, Reading offers a substantial array of activities just a train journey away.

Your Journey Awaits

The essence of Winchester is woven into every aspect of its train station, providing a perfect gateway to adventure or a pleasant pit-stop en route to your destination. Whether stepping off the train to explore this historic city or continuing your journey to distant places, Winchester station is set up to meet your travel needs efficiently and comfortably. Next time you find yourself planning a trip through Hampshire, be sure to include a stop at Winchester Train Station—your journey awaits!

Looking for more inspiration?

Popular places to travel by train from Chessington North