What is the cheapest way to get from Chicago to Windsor?

The cheapest way to get from Chicago to Windsor is to bus which costs $45 - $110 and takes 6h 5m.

What is the fastest way to get from Chicago to Windsor?

The fastest way to get from Chicago to Windsor is to fly which takes 4h and costs $75 - $500.

Is there a direct bus between Chicago and Windsor?

Yes, there is a direct bus departing from Chicago Bus Station station and arriving at Detroit Bus Station station. Services depart four times a day, and operate every day. The journey takes approximately 6h 5m.

How far is it from Chicago to Windsor?

The distance between Chicago and Windsor is 450 km. The road distance is 457.6 km.

How do I travel from Chicago to Windsor without a car?

The best way to get from Chicago to Windsor without a car is to train which takes 5h 35m and costs $65 - $170.

How long does it take to get from Chicago to Windsor?

It takes approximately 5h 35m to get from Chicago to Windsor, including transfers.

Where do I catch the Chicago to Windsor bus from?

Chicago to Windsor bus services, operated by Greyhound USA, depart from Chicago Bus Station.

Train, bus or fly from Chicago to Windsor?

The best way to get from Chicago to Windsor is to train which takes 5h 35m and costs $65 - $170. Alternatively, you can bus, which costs $45 - $110 and takes 6h 5m, you could also fly, which costs $75 - $500 and takes 4h.

Where does the Chicago to Windsor bus arrive?

Chicago to Windsor bus services, operated by Greyhound USA, arrive at Detroit Bus Station.

What is the time difference between Chicago and Windsor?

Windsor is 1h ahead of Chicago. It is currently 8:15 PM in Chicago and 9:15 PM in Windsor.

Can I drive from Chicago to Windsor?

Yes, the driving distance between Chicago to Windsor is 458 km. It takes approximately 4h 45m to drive from Chicago to Windsor.

How do I get a bus ticket from Chicago to Windsor?

Book your Chicago to Windsor bus tickets online with Omio and FlixBus.

Where can I stay near Windsor?

There are 396+ hotels available in Windsor.

Chicago to Windsor - 9 ways to travel via train, bus, car, and plane

There are 9 ways to get from Chicago to Windsor by train (Amtrak), bus (Greyhound, Flixbus), car, plane, bus (Flixbus), train, or bus

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

Train (Amtrak)
best
1. Take the train from Chicago Union Station to DearbornWolverine
5h 35m
$67–162
Bus
cheapest
1. Take the bus from Chicago Bus Station to Detroit Bus StationGreyhound US0160
6h 5m
$45–110
Drive 457.6 km
1. Drive from Chicago to Windsor457.6 km
4h 45m
$92–132
Fly Chicago Midway International Airport to Detroit
1. Fly from Chicago Midway International Airport (MDW) to Detroit (DTW)MDW - DTW
4h
$77–500
Bus via Chicago (Flixbus)
1. Take the bus from Chicago to Detroit Bus StationFlixBus 2552
8h 52m
$59–137
Fly Chicago O'Hare International Airport to Detroit
1. Fly from Chicago O'Hare International Airport (ORD) to Detroit (DTW)ORD - DTW
4h 25m
$167–500
Train to South Bend, fly to Detroit
1. Take the train from Van Buren St. to South Bend Airport
2. Fly from South Bend (SBN) to Detroit (DTW)SBN - DTW
5h 32m
$87–573
Fly Chicago O'Hare International Airport to Bishop International Airport, bus
1. Fly from Chicago O'Hare International Airport (ORD) to Bishop International Airport (FNT)ORD - FNT
2. Take the bus from Flint to Detroit Bus Station
5h 18m
$106–477
Train to General Mitchell International Airport, fly to Detroit
1. Take the train from Chicago Union Station to Milwaukee
2. Fly from General Mitchell International Airport (MKE) to Detroit (DTW)MKE - DTW
5h 35m
$277–975

Chicago to Windsor by train and bus (Amtrak)

21Weekly Services

5h 35mAverage Duration

$67Cheapest Price

See schedules

Questions & Answers

Launch map view

Distance: 450.5 km
Duration: 5h 35m

What companies run services between Chicago, IL, USA and Windsor, ON, Canada?

Amtrak operates a train from Chicago Union Station to Dearborn 3 times a day. Tickets cost $60–160 and the journey takes 4h 47m. Alternatively, Greyhound USA operates a bus from Chicago Bus Station to Detroit Bus Station 3 times a day. Tickets cost $45–90 and the journey takes 6h 5m. Flixbus USA also services this route twice daily.

Airlines

Train operators

Bus operators

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