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How to Travel from

Chicago to Winnipeg

by Plane, Rideshare, Route or Car

Chicago
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Winnipeg
Transport search to Winnipeg
Chicago
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Winnipeg
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Seven ways to Travel from Chicago to Winnipeg

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Transport providers

Airlines

Air Canada

Website:
aircanada.com
Plane from Chicago O'Hare International Airport to Winnipeg
Ave. Duration:
2h 30m
Frequency:
Every day
Estimated price:
$165.60–$700.62

American Airlines

Website:
aa.com/
Plane from Chicago O'Hare International Airport to Hector
Ave. Duration:
2h
Frequency:
Every day
Estimated price:
$152.86–$636.93

Delta

Website:
delta.com/
Plane from Chicago O'Hare International Airport to Winnipeg
Ave. Duration:
4h 55m
Frequency:
Every day
Estimated price:
$127.39–$356.68
Plane from Midway International Airport to Winnipeg
Ave. Duration:
5h 20m
Frequency:
Every day
Estimated price:
$140.12–$382.16
Plane from Chicago O'Hare International Airport to Hector
Ave. Duration:
3h 58m
Frequency:
Every day
Estimated price:
$121.02–$356.68

United Airlines

Website:
united.com/
Plane from Chicago O'Hare International Airport to Winnipeg
Ave. Duration:
2h 30m
Frequency:
Every day
Estimated price:
$165.60–$700.62
Plane from Chicago O'Hare International Airport to Hector
Ave. Duration:
2h 13m
Frequency:
Every day
Estimated price:
$191.08–$636.93

Train operators

Amtrak

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Chicago Union Station to Dearborn
Ave. Duration:
4h 47m
Frequency:
3 times a day
Estimated price:
$35.67–$140.12
Train from Chicago Union Station to Buffalo
Ave. Duration:
10h 23m
Frequency:
Twice daily
Estimated price:
$61.15–$216.56

VIA Rail

Phone:
+1 888 842-7245
Website:
viarail.ca/en
Train from Windsor to Toronto
Ave. Duration:
4h 10m
Frequency:
4 times a day
Estimated price:
$39.49–$108.28
Train from Toronto Union Station to Winnipeg
Ave. Duration:
34h 35m
Frequency:
Twice a week
Estimated price:
$165.60–$229.29
Train from Buffalo to Toronto
Ave. Duration:
4h 24m
Frequency:
Once daily
Estimated price:
$25.48–$95.54

Chicago Transit (CTA)

Phone:
+1 888-968-7282
Website:
transitchicago.com/
Train from 35th/Archer to Harold
Ave. Duration:
13 min
Frequency:
Every 5 minutes
Estimated price:
$2.80–$5.86

Bus operators

Greyhound USA

Phone:
+1 214-849-8100
Website:
greyhound.com/
Bus from Chicago Bus Station to Kalamazoo
Ave. Duration:
3h 10m
Frequency:
Twice daily
Estimated price:
$11.46–$114.65
Bus from Chicago Bus Station to Detroit
Ave. Duration:
6h 10m
Frequency:
Twice daily
Estimated price:
$22.93–$178.34

Flixbus USA

Phone:
+1 (855) 626-8585
Website:
flixbus.com
Bus from Chicago Bus Station to Detroit
Ave. Duration:
7h 40m
Frequency:
Twice daily
Estimated price:
$28.02–$101.91
Bus from Detroit Bus Station to Toronto
Ave. Duration:
6h 25m
Frequency:
3 times a day
Estimated price:
$25.48–$89.17

Ontario Northland

Phone:
+1 705 472 4500
Website:
ontarionorthland.ca/en
Bus from Sault Ste Marie to Thunder
Ave. Duration:
9h 46m
Frequency:
6 times a week
Estimated price:
$89.17–$140.12
Bus from Thunder Bay to Winnipeg
Ave. Duration:
9h 4m
Frequency:
6 times a week
Estimated price:
$89.17–$140.12

Indian Trails

Phone:
+1 800-292-3831
Website:
indiantrails.com/
Bus from Kalamazoo, MI to St.
Ave. Duration:
8h 40m
Frequency:
Once daily
Estimated price:
$54.78–$191.08

Questions and Answers

What is the cheapest way to get from Chicago (Station) to Winnipeg?

The cheapest way to get from Chicago (Station) to Winnipeg is to drive which costs $184.78 - $282.61 and takes 14h 28m.

What is the fastest way to get from Chicago (Station) to Winnipeg?

The fastest way to get from Chicago (Station) to Winnipeg is to subway and fly which takes 6h 21m and costs $184.78 - $467.39 .

How far is it from Chicago (Station) to Winnipeg?

The distance between Chicago (Station) and Winnipeg is 1184 km. The road distance is 1392.7 km.

How do I travel from Chicago (Station) to Winnipeg without a car?

The best way to get from Chicago (Station) to Winnipeg without a car is to bus and train which takes 2 days 3h and costs $184.78 - $434.78 .

How long does it take to get from Chicago (Station) to Winnipeg?

It takes approximately 6h 21m to get from Chicago (Station) to Winnipeg, including transfers.

Train or fly from Chicago (Station) to Winnipeg?

The best way to get from Chicago (Station) to Winnipeg is to train via Dearborn which takes 2 days 0h and costs $206.52 - $423.91 . Alternatively, you can fly, which costs $130.43 - $652.17 and takes 7h 37m.

Can I drive from Chicago (Station) to Winnipeg?

Yes, the driving distance between Chicago (Station) to Winnipeg is 1393 km. It takes approximately 14h 28m to drive from Chicago (Station) to Winnipeg.

Where can I stay near Winnipeg?

There are 153+ hotels available in Winnipeg. Prices start at $46.55 per night.
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