Skip to contentTrainline homepage
RailcardsBusiness

No tickets in your basket.

Why not plan a trip?

My Bookings
Loading...
Loading...

Trains from Winchester to Chesterfield

Booking.com

ExternalLinkExternalLink

Open Booking.com in a new tab with places to stay on your trip

Avanti West Coast
CrossCountry

Compare prices from over 270 rail and coach companies in Europe

Icon of trainline-phone-tickets.svg

Buy your tickets with us and easily find them on your phone

Icon of trainline-safe-payments.svg

Safely pay with PayPal, Visa and all international payment cards

  1. Home
  2. Train times
  3. Winchester to Chesterfield

Trains to Chesterfield from Winchester

First train

04:31

Last train

23:24

Departure stationWinchester
Arrival stationChesterfield
Journey time

From 3h 27m

Distance

150 miles (242 km)

Frequency

43 trains per day

Changes

1 change

Train operators

Avanti West Coast, CrossCountry, East Midlands Railway, Great Western Railway, South Western Railway, Southern

What are the train times from Winchester to Chesterfield?

Get from Winchester to Chesterfield in as little as 3 hours 27 minutes on the fastest trains, so you can make the most of your time.

The average train journey from Winchester to Chesterfield takes around 5 hours 39 minutes. There are around 43 trains that operate on this route daily.

As there are no direct trains between Winchester and Chesterfield, you'll need to make 1 change.

Trains on this route are operated by Avanti West Coast, Great Western Railway, East Midlands Railway and South Western Railway.

Booking in advance often results in cheaper ticket prices.

With our Journey Planner, you can check live train times, compare prices and check routes.

What do people frequently ask about the train journey from Winchester to Chesterfield?

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

How do you travel to Chesterfield from Winchester?

To get to Chesterfield from Winchester, why not take the train? With 43 trains per day and an average journey time of 5 hours and 39 minutes, taking the train is a great way to travel. See our Journey Planner for up-to-date times and prices.

How long does it take to get from Winchester to Chesterfield by train?

On average, it takes around 5 hours and 39 minutes to travel from Winchester to Chesterfield by train, although you can get there in 3 hours and 27 minutes on the fastest services. With 43 trains per day running on this route, journey times may vary, so check our Journey Planner for more information.

How fast can trains travel from Winchester to Chesterfield?

The fastest time a train can travel the 150 miles (242 km) from Winchester to Chesterfield is 3 hours and 27 minutes.

Are there any direct trains from Winchester to Chesterfield?

There are no direct trains that run between Winchester and Chesterfield. You’ll need to make at least 1 change along the way.

How do I find cheap train tickets from Winchester to Chesterfield?

As most UK train companies increase their prices as the departure date approaches, our Trainline team of experts have put together these tips to help you find the cheapest tickets.

1. Sign up to Ticket Alert

If you're planning a trip more than 12 weeks ahead, sign up to our Ticket Alert to get notified when Advance tickets are released for your travel date.

2. Use a Railcard

National Railcards offer a 1/3 off eligible train tickets in the UK and can be a great investment if you travel throughout the year. Buy one with us and you'll be able to store it digitally in our app, so you'll always have it on your travels.

3. Book split tickets

Our handy feature SplitSave will 'split' your train journey into multiple tickets, which can be much cheaper than buying a single ticket. Find out more about split tickets.

4. Travel Off-Peak

If you can be flexible with your travel times, Off-Peak and Super Off-Peak tickets are usually cheaper in the UK. Generally, Off-Peak times are any time at weekends and outside of Monday to Friday morning and evening rush hours.

5. Consider a Season Ticket

Best for commuters, if you catch a train on the same route more than 3 times per week, you could save money with a Season Ticket. With annual, monthly, weekly and flexi options available, find out if a Season Ticket for Winchester to Chesterfield is right for you.

For more money-saving tips on UK and European train travel, read our cheap train tickets guide.

§Advance adult single fare. Excludes booking fee. Prices seen by Trainline customers in the last 30 days. Availability limited.
† 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.

Looking for more ideas?

Europe’s leading train and coach app

We help customers across Europe make more than 172,000 smarter journeys every day.

Get a link