Southend-on-Sea to Chepstow Trains

Southend-on-Sea to Chepstow trains

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Trip Overview

The average train between Southend-on-Sea and Chepstow takes 4h 15m and the fastest train takes 3h 15m. There is a train service every few hours from Southend-on-Sea to Chepstow. 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 15m
Duration: 196 mi
Distance: £103
Average price: Hourly
Frequency

Train

best

Take the train from Southend Victoria to Stratford (London)train Southend Victoria - London Liverpool Street
Take the train from London Paddington to Newport (S Wales)train London Paddington - Swansea / ...

4h 11m

£84–151

Southend-on-Sea to Chepstow train times

Trains run hourly between Southend-on-Sea and Chepstow. The earliest departure is at 5:31 AM in the morning, and the last departure from Southend-on-Sea is at 11:01 PM which arrives into Chepstow at 8:15 AM. All services require a transfer at Stratford and take an average of 4h 15m. The schedules shown below are for the next available departures.

Departing Saturday, November 7, 2026

5:31 AM → 9:15 AM
3h 44m • 3 changes
6:31 AM → 10:15 AM
3h 44m • 3 changes
7:31 AM → 11:44 AM
4h 13m • 3 changes
8:31 AM → 12:15 PM
3h 44m • 3 changes
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Departing Sunday, November 8, 2026

6:45 AM → 11:06 AM
4h 21m • 3 changes
8:53 AM → 1:03 PM
4h 10m • 3 changes
10:53 AM → 3:04 PM
4h 11m • 3 changes
12:53 PM → 5:05 PM
4h 12m • 3 changes
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Departing Monday, November 9, 2026

5:40 AM → 9:16 AM
3h 36m • 3 changes
6:54 AM → 10:15 AM
3h 21m • 3 changes
7:43 AM → 11:44 AM
4h 1m • 3 changes
8:50 AM → 12:15 PM
3h 25m • 3 changes
Show more

Departing Tuesday, November 10, 2026

5:40 AM → 9:16 AM
3h 36m • 3 changes
6:54 AM → 10:15 AM
3h 21m • 3 changes
7:43 AM → 11:44 AM
4h 1m • 3 changes
8:50 AM → 12:15 PM
3h 25m • 3 changes
Show more

Departing Wednesday, November 11, 2026

5:40 AM → 9:16 AM
3h 36m • 3 changes
6:54 AM → 10:15 AM
3h 21m • 3 changes
7:43 AM → 11:44 AM
4h 1m • 3 changes
8:50 AM → 12:15 PM
3h 25m • 3 changes
Show more

Departing Thursday, November 12, 2026

5:40 AM → 9:16 AM
3h 36m • 3 changes
6:54 AM → 10:15 AM
3h 21m • 3 changes
7:43 AM → 11:44 AM
4h 1m • 3 changes
8:50 AM → 12:15 PM
3h 25m • 3 changes
Show more

Departing Friday, November 13, 2026

5:40 AM → 9:16 AM
3h 36m • 3 changes
6:54 AM → 10:15 AM
3h 21m • 3 changes
7:43 AM → 11:44 AM
4h 1m • 3 changes
8:50 AM → 12:15 PM
3h 25m • 3 changes
Show more

Frequently asked questions

Want to know about travelling from Southend-on-Sea to Chepstow? 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.