There are 7 ways to get from Windsor to Chepstow by plane or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Detroit to Cardiff Airport, train
best- Fly from Detroit (DTW) to Cardiff Airport (CWL)plane DTW - CWL
- Take the train from Cardiff Central to Chepstowtrain
15h 9m£210–825Fly Detroit to Bristol Airport
cheapest- Fly from Detroit (DTW) to Bristol Airport (BRS)plane DTW - BRS
15h 33m£143–585Fly Detroit to London Heathrow Airport, train
- Fly from Detroit (DTW) to London Heathrow Airport (LHR)plane DTW - LHR
- Take the train from London Paddington to Newport (S Wales)train
13h 35m£317–880Fly Detroit to Birmingham Airport, train
- Fly from Detroit (DTW) to Birmingham Airport (BHX)plane DTW - BHX
- Take the train from Birmingham New Street to Chepstowtrain
15h 42m£161–607Fly Windsor Airport to London Heathrow Airport, train
- Fly from Windsor Airport (YQG) to London Heathrow Airport (LHR)plane YQG - LHR
- Take the train from London Paddington to Newport (S Wales)train
17h 1m£400–1,683Train to Toronto Pearson International Airport, fly to Cardiff Airport, train
- Take the train from Windsor to Toronto Union Stationtrain
- Fly from Toronto Pearson International Airport (YYZ) to Cardiff Airport (CWL)plane YYZ - CWL
- Take the train from Cardiff Central to Chepstowtrain
16h 16m£266–894Fly Windsor Airport to Cardiff Airport, train
- Fly from Windsor Airport (YQG) to Cardiff Airport (CWL)plane YQG - CWL
- Take the train from Cardiff Central to Chepstowtrain
15h 15m£303–1,328
Detroit (DTW) to Cardiff Airport (CWL) flights
Questions & Answers
The cheapest way to get from Windsor to Chepstow is to fly which costs £140 - £600 and takes 15h 33m.
The fastest way to get from Windsor to Chepstow is to fly and train which takes 13h 35m and costs £310 - £900.
The distance between Windsor and Chepstow is 3732 miles.
It takes approximately 15h 9m to get from Windsor to Chepstow, including transfers.
Chepstow is 5h ahead of Windsor. It is currently 5:12 PM in Windsor and 10:12 PM in Chepstow.
There are 1901+ hotels available in Chepstow.
What companies run services between Windsor, ON, Canada and Chepstow, Wales?
Delta, KLM, and two other airlines fly from Detroit (DTW) to Bristol Airport (BRS) twice daily.
- Website
- delta.com
Flights from Detroit to Cardiff Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 42m
- When
- Every day
- Estimated price
- £230–900
Flights from Detroit to Bristol Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 52m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- £150–600
Flights from Detroit to London Heathrow Airport
- Ave. Duration
- 7h 30m
- When
- Every day
- Estimated price
- £150–600
Flights from Detroit to London Heathrow Airport via Amsterdam Schiphol
- Ave. Duration
- 10h 36m
- When
- Every day
- Estimated price
- £170–650
Flights from Detroit to London Heathrow Airport via Paris Charles de Gaulle
- Ave. Duration
- 11h 25m
- When
- Every day
- Estimated price
- £170–650
Flights from Detroit to Birmingham Airport via Paris Charles de Gaulle
- Ave. Duration
- 10h 50m
- When
- Every day
- Estimated price
- £150–600
Flights from Detroit to Birmingham Airport via Amsterdam Schiphol
- Ave. Duration
- 11h 15m
- When
- Every day
- Estimated price
- £150–600
Flights from Toronto Pearson International Airport to Cardiff Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 42m
- When
- Every day
- Estimated price
- £220–850
- Website
- klm.com
Flights from Detroit to Cardiff Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 42m
- When
- Every day
- Estimated price
- £230–900
Flights from Detroit to Bristol Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 52m
- When
- Monday, Tuesday, Wednesday, Thursday, Saturday, and Sunday
- Estimated price
- £150–600
Flights from Detroit to London Heathrow Airport
- Ave. Duration
- 7h 30m
- When
- Every day
- Estimated price
- £150–600
Flights from Detroit to London Heathrow Airport via Amsterdam Schiphol
- Ave. Duration
- 10h 36m
- When
- Every day
- Estimated price
- £170–650
Flights from Detroit to Birmingham Airport via Amsterdam Schiphol
- Ave. Duration
- 11h 15m
- When
- Every day
- Estimated price
- £150–600
Flights from Toronto Pearson International Airport to Cardiff Airport via Amsterdam Schiphol
- Ave. Duration
- 12h 42m
- When
- Every day
- Estimated price
- £220–850
- Website
- lufthansa.com
Flights from Detroit to London Heathrow Airport via Frankfurt
- Ave. Duration
- 10h 40m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- £200–850
Flights from Detroit to Birmingham Airport via Frankfurt
- Ave. Duration
- 11h
- When
- Thursday, Saturday, and Sunday
- Estimated price
- £180–750
Flights from Detroit to Birmingham Airport via Munich
- Ave. Duration
- 12h 45m
- When
- Wednesday
- Estimated price
- £170–700
Flights from Windsor Airport to London Heathrow Airport via Toronto Pearson International Airport
- Ave. Duration
- 18h 1m
- When
- Every day
- Estimated price
- £170–700
Flights from Windsor Airport to London Heathrow Airport via Ottawa
- Ave. Duration
- 11h 50m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- £170–700
- Website
- westjet.com
Flights from Detroit to Cardiff Airport via Toronto Pearson International Airport
- Ave. Duration
- 11h 15m
- When
- Monday, Wednesday, Friday, and Sunday
- Estimated price
- £250–1,100
Flights from Toronto Pearson International Airport to Cardiff Airport
- Ave. Duration
- 7h 5m
- When
- Monday, Wednesday, Friday, and Sunday
- Estimated price
- £240–1,100
Flights from Windsor Airport to Cardiff Airport via Toronto Pearson International Airport
- Ave. Duration
- 14h 27m
- When
- Monday, Wednesday, Friday, and Sunday
- Estimated price
- £290–1,300
- Website
- aerlingus.com
Flights from Detroit to Cardiff Airport via Dublin
- Ave. Duration
- 9h 45m
- When
- Wednesday
- Estimated price
- £200–800
Flights from Detroit to Bristol Airport via Dublin
- Ave. Duration
- 12h 35m
- When
- Monday to Thursday
- Estimated price
- £130–550
Flights from Detroit to Bristol Airport via Hartford, Dublin
- Ave. Duration
- 12h 10m
- When
- Monday, Tuesday, and Thursday
- Estimated price
- £170–800
Flights from Detroit to Birmingham Airport via Dublin
- Ave. Duration
- 10h
- When
- Friday
- Estimated price
- £130–550
Flights from Toronto Pearson International Airport to Cardiff Airport via Dublin
- Ave. Duration
- 14h 5m
- When
- Wednesday
- Estimated price
- £230–1,100
- Website
- airfrance.com
Flights from Detroit to London Heathrow Airport
- Ave. Duration
- 7h 30m
- When
- Every day
- Estimated price
- £150–600
Flights from Detroit to London Heathrow Airport via Paris Charles de Gaulle
- Ave. Duration
- 11h 25m
- When
- Every day
- Estimated price
- £170–650
Flights from Detroit to Birmingham Airport via Paris Charles de Gaulle
- Ave. Duration
- 10h 50m
- When
- Every day
- Estimated price
- £150–600
- Website
- aircanada.com
Flights from Windsor Airport to London Heathrow Airport via Toronto Pearson International Airport
- Ave. Duration
- 16h 8m
- When
- Every day
- Estimated price
- £170–700
Flights from Windsor Airport to London Heathrow Airport via Ottawa
- Ave. Duration
- 11h 50m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- £170–700
- Website
- easyjet.com
Flights from Detroit to Bristol Airport via Paris Charles de Gaulle
- Ave. Duration
- 11h 10m
- When
- Thursday
- Estimated price
- £150–600
Flights from Detroit to Bristol Airport via Reykjavik Keflavik Nas
- Ave. Duration
- 12h 35m
- When
- Monday and Saturday
- Estimated price
- £140–550
- Phone
- 03333 211 202
- Website
- tfw.wales
Train from Cardiff Central to Chepstow
- Ave. Duration
- 37 min
- Frequency
- Hourly
- Estimated price
- £13–17
- Website
- https://tfw.wales/
Train from Cardiff Central to Chepstow
- Ave. Duration
- 30 min
- Frequency
- Every 3 hours
- Estimated price
- £5–17
- Website
- https://www.crosscountrytrains.co.uk/
Train from Birmingham New Street to Chepstow
- Ave. Duration
- 1h 22m
- Frequency
- Every 3 hours
- Estimated price
- £29–50
- Website
- https://www.crosscountrytrains.co.uk/
- Phone
- +44 3457 000 125
- gwr.feedback@gwr.com
- Website
- gwr.com
Train from London Paddington to Newport (S Wales)
- Ave. Duration
- 1h 32m
- Frequency
- Hourly
- Estimated price
- £40–140
- Website
- https://www.gwr.com/
- Phone
- +1 888 842-7245
- Website
- viarail.ca
Train from Windsor to Toronto Union Station
- Ave. Duration
- 4h 10m
- Frequency
- 4 times a day
- Estimated price
- £27–75
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- £30–75
- Economy Adult - Advanced Booking
- £30–60
- Economy Escape Advanced Booking - Adult
- £27–40
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