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Chepstow to Southend-on-Sea trains

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Trip Overview

The average train between Chepstow and Southend-on-Sea takes 4h 18m and the fastest train takes 3h 35m. There is a train service every few hours from Chepstow to Southend-on-Sea. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

4h 18m
Duration
196 mi
Distance
£103
Average price
Hourly
Frequency

Train

best
  1. Take the train from Newport (S Wales) to London Paddingtontrain train Swansea - London Paddington / ...
  2. Take the train from Stratford (London) to Southend Victoriatrain train London Liverpool Street - Southend Victoria
4h 3m
£85–152

Chepstow to Southend-on-Sea train times

Trains run hourly between Chepstow and Southend-on-Sea. The earliest departure is at 6:17 AM in the morning, and the last departure from Chepstow is at 11:38 PM which arrives into Southend-on-Sea at 12:22 PM. All services require a transfer at Newport (S Wales) and take an average of 4h 18m. The schedules shown below are for the next available departures.

Departing Thursday, October 8, 2026

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    Transport for WalesGreat Western Railway (GWR)Elizabeth Line (TfL)Greater Anglia4h 5m • 3 changes

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    Transport for WalesGreat Western Railway (GWR)Elizabeth Line (TfL)Greater Anglia4h 27m • 3 changes

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    Arrives next day

    Transport for WalesGreat Western Railway (GWR)Elizabeth Line (TfL)Greater Anglia5h 4m • 3 changes

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    Arrives next day

    Transport for WalesGreat Western Railway (GWR)Elizabeth Line (TfL)Greater Anglia9h 14m • 3 changes

Departing Friday, October 9, 2026

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    Transport for WalesGreat Western Railway (GWR)Elizabeth Line (TfL)Greater Anglia3h 57m • 3 changes

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    Cross CountryGreat Western Railway (GWR)Elizabeth Line (TfL)Greater Anglia3h 42m • 3 changes

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    Cross CountryGreat Western Railway (GWR)Elizabeth Line (TfL)Greater Anglia3h 52m • 3 changes

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    Transport for WalesGreat Western Railway (GWR)Elizabeth Line (TfL)Greater Anglia3h 51m • 3 changes
  • Show more

Departing Saturday, October 10, 2026

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    Transport for WalesGreat Western Railway (GWR)Elizabeth Line (TfL)Greater Anglia4h 10m • 3 changes

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    Cross CountryGreat Western Railway (GWR)Elizabeth Line (TfL)Greater Anglia4h 2m • 3 changes

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    Cross CountryGreat Western Railway (GWR)Elizabeth Line (TfL)Greater Anglia4h 3m • 3 changes

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    Transport for WalesGreat Western Railway (GWR)Elizabeth Line (TfL)Greater Anglia4h 8m • 3 changes
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Departing Sunday, October 11, 2026

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    Transport for WalesGreat Western Railway (GWR)Elizabeth Line (TfL)Greater Anglia3h 38m • 3 changes

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    Transport for WalesGreat Western Railway (GWR)Elizabeth Line (TfL)Greater Anglia3h 35m • 3 changes

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    Transport for WalesGreat Western Railway (GWR)Elizabeth Line (TfL)Greater Anglia4h 37m • 3 changes

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    Transport for WalesGreat Western Railway (GWR)Elizabeth Line (TfL)Greater Anglia3h 51m • 3 changes
  • Show more

Frequently asked questions

Want to know about travelling from Chepstow to Southend-on-Sea? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.

Map of how to get from Chepstow to Southend-on-Sea.ExpandLaunch map view
  • Distance: 195.7 mi
  • Duration: 4h 18m

What companies run services between Chepstow, Wales and Southend-on-Sea, England?

You can take a train from Chepstow to Southend Victoria via Newport (S Wales), London Paddington, and Stratford (London) in around 4h 3m.

Operators