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 $60 - $120 and takes 6h 15m.

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

The fastest way to get from Chicago to Windsor is to subway and fly which takes 4h 2m and costs $190 - $700.

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 15m.

Is there a direct train between Chicago and Windsor?

No, there is no direct train from Chicago station to Windsor. However, there are services departing from Chicago Union Station and arriving at Congress St via Baltimore St - Southbound. The journey, including transfers, takes approximately 5h 52m.

How far is it from Chicago to Windsor?

The distance between Chicago and Windsor is 460 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 bus via Dearborn Transit Center which takes 5h 46m and costs $130 - $200.

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

It takes approximately 5h 46m 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 Amtrak, depart from Chicago Union Station.

Where do I catch the Chicago to Windsor train from?

Chicago to Windsor train services, operated by Amtrak, depart from Chicago Union Station.

Train, bus or fly from Chicago to Windsor?

The best way to get from Chicago to Windsor is to bus via Dearborn Transit Center which takes 5h 46m and costs $130 - $200. Alternatively, you can train, which costs $120 - $260 and takes 5h 52m, you could also fly, which costs $210 - $800 and takes 4h 33m.

Where does the Chicago to Windsor bus arrive?

Chicago to Windsor bus services, operated by Amtrak, arrive at Dearborn station.

What is the time difference between Chicago and Windsor?

Windsor is 1h ahead of Chicago. It is currently 3:10 AM in Chicago and 4:10 AM in Windsor.

Where does the Chicago to Windsor train arrive?

Chicago to Windsor train services, operated by Amtrak, arrive at Detroit station.

Can I drive from Chicago to Windsor?

Yes, the driving distance between Chicago to Windsor is 458 km. It takes approximately 4h 47m 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.

Where can I stay near Windsor?

There are 429+ hotels available in Windsor.

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

How to get fromChicago to Windsor

Travel from

See all options

Search accommodation with Expedia

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

Bus via Dearborn Transit Center (Amtrak)
best
1. Take the bus from Chicago Union Station to Dearbornbus Amtrak Thruway Connecting Service
5h 46m
$139–194
Bus
cheapest
1. Take the bus from Chicago Bus Station to Detroit Bus Stationbus Greyhound US0160
6h 15m
$60–120
Train (Amtrak)
1. Take the train from Chicago Union Station to Detroittrain Wolverine
5h 52m
$120–260
Drive 457.6 km
1. Drive from Chicago to Windsorcar 457.6 km
4h 47m
$92–132
Subway to Chicago Midway International Airport, fly to Detroit
1. Take the subway from Adams/Wabash to Midwaysubway
2. Fly from Chicago Midway International Airport (MDW) to Detroit (DTW)plane MDW - DTW
4h 2m
$197–660
Fly Chicago O'Hare International Airport to Detroit
1. Fly from Chicago O'Hare International Airport (ORD) to Detroit (DTW)plane ORD - DTW
4h 33m
$217–760
Train to South Bend, fly to Detroit
1. Take the train from Van Buren St. to South Bend Airporttrain
2. Fly from South Bend (SBN) to Detroit (DTW)plane SBN - DTW
5h 35m
$107–673
Train to General Mitchell International Airport, fly to Detroit
1. Take the train from Chicago Union Station to Milwaukeetrain
2. Fly from General Mitchell International Airport (MKE) to Detroit (DTW)plane MKE - DTW
5h 31m
$895–1,500
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)plane ORD - FNT
2. Take the bus from Flint to Detroit Bus Stationbus
5h 45m
$72–419

Chicago to Windsor by bus (Amtrak)

2Weekly Buses

5h 46mAverage Duration

$139Cheapest Price

See schedules

Questions & Answers

Map of how to get from Chicago to Windsor.

Launch map view

Distance: 460 km
Duration: 5h 46m

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

Amtrak operates a bus from Chicago Union Station to Dearborn twice a week. Tickets cost $130–200 and the journey takes 4h 47m. Alternatively, Amtrak operates a train from Chicago Union Station to Detroit 3 times a day. Tickets cost $120–260 and the journey takes 5h 20m.

Airlines

Train operators

Bus operators

Want to know more about travelling around Canada

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.