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How to Travel from

Chicago Union Station to Winnipeg

by Plane, Rideshare, Route or Car

Chicago Union Station
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Winnipeg
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Chicago Union Station
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Winnipeg
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Nine ways to Travel from Chicago Union Station to Winnipeg

Select an Option Below to Start Your Journey
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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
Plane from General Mitchell International Airport to Winnipeg
Ave. Duration:
5h 13m
Frequency:
Every day
Estimated price:
$178.34–$764.32

American Airlines

Website:
aa.com/
Plane from Chicago O'Hare International Airport to Hector
Ave. Duration:
1h 58m
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 38m
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 General Mitchell International Airport to Winnipeg
Ave. Duration:
5h 1m
Frequency:
Every day
Estimated price:
$140.12–$369.42
Plane from Chicago O'Hare International Airport to Hector
Ave. Duration:
4h 7m
Frequency:
Every day
Estimated price:
$121.02–$356.68
Plane from South Bend to Winnipeg
Ave. Duration:
5h 28m
Frequency:
Every day
Estimated price:
$178.34–$445.85

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 General Mitchell International Airport to Winnipeg
Ave. Duration:
5h 13m
Frequency:
Every day
Estimated price:
$178.34–$764.32
Plane from Chicago O'Hare International Airport to Hector
Ave. Duration:
2h 13m
Frequency:
Every day
Estimated price:
$191.08–$636.93
Plane from South Bend to Winnipeg
Ave. Duration:
7h 13m
Frequency:
Every day
Estimated price:
$216.56–$891.70

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 Milwaukee
Ave. Duration:
1h 29m
Frequency:
Every 4 hours
Estimated price:
$12.74–$89.17
Train from Chicago Union Station to Buffalo
Ave. Duration:
10h 23m
Frequency:
Twice daily
Estimated price:
$61.15–$216.56

South Shore Line

Phone:
+1 219-926-5744
Website:
mysouthshoreline.com/
Train from Van Buren St. to South
Ave. Duration:
1h 58m
Frequency:
Every 2 hours
Estimated price:
$7.01–$16.56

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

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 Union Station to Winnipeg?

The cheapest way to get from Chicago Union Station to Winnipeg is to drive which costs $184.78 - $282.61 and takes 14h 21m.

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

The fastest way to get from Chicago Union Station to Winnipeg is to fly which takes 5h 55m and costs $184.78 - $456.52 .

Is there a direct train between Chicago Union Station and Winnipeg?

No, there is no direct train from Chicago Union Station station to Winnipeg. However, there are services departing from Chicago Union Station and arriving at Winnipeg via Buffalo and Toronto Union Station. The journey, including transfers, takes approximately 2 days 3h.

How far is it from Chicago Union Station to Winnipeg?

The distance between Chicago Union Station and Winnipeg is 1177 km. The road distance is 1386.4 km.

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

The best way to get from Chicago Union Station to Winnipeg without a car is to bus and train which takes 2 days 1h and costs $173.91 - $423.91 .

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

It takes approximately 5h 55m to get from Chicago Union Station to Winnipeg, including transfers.

Where do I catch the Chicago Union Station to Winnipeg train from?

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

Train, bus or fly from Chicago Union Station to Winnipeg?

The best way to get from Chicago Union Station to Winnipeg is to fly which takes 5h 55m and costs $184.78 - $456.52 . Alternatively, you can train via Dearborn, which costs $206.52 - $413.04 and takes 46h 30m. There are no good options to train between Chicago Union Station to Winnipeg.

Where does the Chicago Union Station to Winnipeg train arrive?

Chicago Union Station to Winnipeg train services, operated by Amtrak, arrive at Buffalo Depew Station.

Can I drive from Chicago Union Station to Winnipeg?

Yes, the driving distance between Chicago Union Station to Winnipeg is 1386 km. It takes approximately 14h 21m to drive from Chicago Union Station to Winnipeg.

How do I get a train ticket from Chicago Union Station to Winnipeg?

Book your Chicago Union Station to Winnipeg train tickets online with Omio.

Where can I stay near Winnipeg?

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