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Trains from Middlesbrough to Chepstow

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London North Eastern Railway

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Each fare is the lowest adult economy ticket fare found by our customers on Trainline. Fares booked further in advance than the dates displayed may be cheaper. Prices are updated daily, subject to change and indicative of price last update. Limited availability. Discount cards and coach journeys excluded, prices exclusive of booking fee.
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  3. Middlesbrough to Chepstow

Trains to Chepstow from Middlesbrough

First train

05:17

Last train

11:25

Departure stationMiddlesbrough
Arrival stationChepstow
Journey time

From 4h 51m

Distance

212 miles (341 km)

Changes

2 changes

Price

From £76.70

Train operators

CrossCountry, London North Eastern Railway, TransPennine Express, Transport for Wales

What are the train times from Middlesbrough to Chepstow?

Check out the next trains departing from Middlesbrough to Chepstow for Tuesday 20th October 2026 using our handy timetable below, including platform and live travel information. You can view the full day timetable or search for a different date here.
DepartsArrivesDuration
12:2517:184h 53m, 3 changes
12:2517:575h 32m, 2 changes
13:1418:245h 10m, 3 changes
13:2519:185h 53m, 2 changes
14:2519:184h 53m, 3 changes
14:2520:185h 53m, 2 changes
15:1620:185h 2m, 3 changes
15:2521:235h 58m, 2 changes
16:2521:535h 28m, 2 changes
18:2523:385h 13m, 2 changes

Trains to Chepstow from Middlesbrough

Want to travel from Middlesbrough to Chepstow by train? Start your journey with us.

It takes an average of 5 hours 20 minutes to travel from Middlesbrough to Chepstow by train. You'll find on average 0 trains per day running on this route.

There aren't any direct services on this line, but it's still easy to travel to Chepstow by train; you'll need to make 2 changes.

Trains on this route are operated by London North Eastern Railway, Transport for Wales, TransPennine Express and CrossCountry.

The journey from Middlesbrough to Chepstow starts at £76.70. Generally, booking Advance train tickets works out cheaper.

See our Journey Planner for up-to-date times and prices.

What do people frequently ask about the train journey from Middlesbrough to Chepstow?

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

How much is the train ticket from Middlesbrough to Chepstow?

The price of a train ticket from Middlesbrough to Chepstow can start from as little as £76.70, depending on the time of day, route and class you book. Train tickets may also be cheaper when you book in advance compared to buying them on the day.

How fast can trains travel from Middlesbrough to Chepstow?

The fastest time a train can travel the 212 miles (341 km) from Middlesbrough to Chepstow is 4 hours and 51 minutes.

Are there any direct trains from Middlesbrough to Chepstow?

There are no direct trains that run between Middlesbrough and Chepstow. You’ll need to make at least 2 changes along the way.

How far is the train ride from Middlesbrough to Chepstow?

The train ride from Middlesbrough to Chepstow covers a distance of around 212 miles (341 km). The quickest journeys on this route can take 4 hours and 51 minutes.

How do I find cheap train tickets from Middlesbrough to Chepstow?

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. Book in advance

Train tickets from Middlesbrough to Chepstow start at £76.70§ one way for a Standard Class ticket if you book in advance. UK train companies usually release Advance tickets up to 12 weeks ahead of time, and these can be cheaper than tickets bought on the day of travel.

2. 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.

3. 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.

4. 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.

5. 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.

6. 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 Middlesbrough to Chepstow 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.

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