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How to Travel from

Chicago to Windsor

by Plane, Rideshare, Route or Car

Chicago
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Windsor
Transport search to Windsor
Chicago
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Windsor
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Twelve ways to Travel from Chicago to Windsor

Select an Option Below to Start Your Journey
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Transport providers

Airlines

American Airlines

Website:
aa.com/
Plane from Chicago O'Hare International Airport to Albany
Ave. Duration:
2h 7m
Frequency:
Every day
Estimated price:
$130.43–$597.83
Plane from Chicago O'Hare International Airport to Bradley
Ave. Duration:
2h 12m
Frequency:
Every day
Estimated price:
$119.57–$532.61
Plane from Chicago O'Hare International Airport to Syracuse
Ave. Duration:
1h 51m
Frequency:
Every day
Estimated price:
$141.30–$597.83

Delta

Website:
delta.com/
Plane from Chicago O'Hare International Airport to Albany
Ave. Duration:
4h 5m
Frequency:
Every day
Estimated price:
$130.43–$293.48
Plane from Chicago O'Hare International Airport to Bradley
Ave. Duration:
4h 31m
Frequency:
Every day
Estimated price:
$130.43–$271.74
Plane from Chicago O'Hare International Airport to Syracuse
Ave. Duration:
4h 1m
Frequency:
Every day
Estimated price:
$70.65–$163.04

United Airlines

Website:
united.com/
Plane from Chicago O'Hare International Airport to Albany
Ave. Duration:
2h 3m
Frequency:
Every day
Estimated price:
$163.04–$597.83
Plane from Chicago O'Hare International Airport to Bradley
Ave. Duration:
2h 12m
Frequency:
Every day
Estimated price:
$163.04–$532.61
Plane from Chicago O'Hare International Airport to Syracuse
Ave. Duration:
1h 50m
Frequency:
Every day
Estimated price:
$108.70–$815.22

Southwest Airlines

Website:
southwest.com/
Plane from Chicago O'Hare International Airport to Albany
Ave. Duration:
4h 20m
Frequency:
Monday, Thursday, and Friday
Estimated price:
$141.30–$434.78
Plane from Midway International Airport to Albany
Ave. Duration:
1h 51m
Frequency:
Every day
Estimated price:
$141.30–$456.52
Plane from Midway International Airport to Bradley
Ave. Duration:
2h 1m
Frequency:
Every day
Estimated price:
$130.43–$434.78
Plane from Chicago O'Hare International Airport to Bradley
Ave. Duration:
4h 55m
Frequency:
Tuesday and Wednesday
Estimated price:
$130.43–$413.04
Plane from Midway International Airport to General
Ave. Duration:
2h 10m
Frequency:
Every day
Estimated price:
$103.26–$369.57
Plane from Midway International Airport to Laguardia
Ave. Duration:
2h 1m
Frequency:
Every day
Estimated price:
$108.70–$510.87
Plane from Midway International Airport to Manchester
Ave. Duration:
2h 2m
Frequency:
Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
Estimated price:
$152.17–$489.13

Train operators

Amtrak

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Albany-Rensselaer Amtrak Station to Pittsfield
Ave. Duration:
1h 3m
Frequency:
Once daily
Estimated price:
$7.61–$65.22
Train from Chicago Union Station to Pittsfield
Ave. Duration:
18h
Frequency:
Once daily
Estimated price:
$76.09–$250.00
Train from Springfield to Pittsfield
Ave. Duration:
1h 16m
Frequency:
Once daily
Estimated price:
$7.61–$65.22
Train from Boston to Pittsfield
Ave. Duration:
3h 45m
Frequency:
Once daily
Estimated price:
$17.39–$86.96
Train from Utica Amtrak Station to Pittsfield
Ave. Duration:
3h 48m
Frequency:
Once daily
Estimated price:
$17.39–$86.96
Train from Ny Moynihan Train Hall At Penn Station to Albany-Rensselaer
Ave. Duration:
2h 30m
Frequency:
Every 2 hours
Estimated price:
$16.30–$86.96

Bus operators

Greyhound USA

Phone:
+1 214-849-8100
Website:
greyhound.com/
Bus from Boston Manchester Airport to Boston
Ave. Duration:
1h 5m
Frequency:
Once daily
Estimated price:
$3.37–$59.78

Flixbus USA

Phone:
+1 (855) 626-8585
Website:
flixbus.com
Bus from Chicago Bus Station to New
Ave. Duration:
20h 20m
Frequency:
Once daily
Estimated price:
$70.65–$217.39

Peter Pan Bus Lines

Phone:
1-800-343-9999
Website:
peterpanbus.com
Bus from Port Authority Bus Terminal to Intermodal
Ave. Duration:
3h 40m
Frequency:
3 times a week
Estimated price:
$5.33–$46.74

OurBus

Phone:
+1-844-800-6828
Website:
ourbus.com
Bus from Syracuse Airport, NY to Utica,
Ave. Duration:
1h
Frequency:
Once a week
Estimated price:
$6.52–$44.57

Questions and Answers

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 $108.70 - $304.35 and takes 25h 29m.

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

The fastest way to get from Chicago to Windsor is to fly and train which takes 7h 19m and costs $184.78 - $597.83 .

How far is it from Chicago to Windsor?

The distance between Chicago and Windsor is 1304 km. The road distance is 1388.9 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 18h 18m and costs $108.70 - $293.48 .

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

It takes approximately 7h 50m to get from Chicago to Windsor, including transfers.

Train or bus from Chicago to Windsor?

The best way to get from Chicago to Windsor is to train which takes 18h 18m and costs $108.70 - $293.48 . Alternatively, you can bus, which costs $108.70 - $304.35 and takes 25h 29m.

What is the time difference between Chicago and Windsor?

Windsor is 1h ahead of Chicago. It is currently 04:02 in Chicago and 05:02 in Windsor.

Can I drive from Chicago to Windsor?

Yes, the driving distance between Chicago to Windsor is 1389 km. It takes approximately 14h 54m to drive from Chicago to Windsor.

Where can I stay near Windsor?

There are 64+ hotels available in Windsor. Prices start at $47.75 per night.
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