There are 10 ways to get from Chicago to Manitoba by plane, train (Amtrak), car, 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.
Fly Chicago O'Hare International Airport to Winnipeg J. A. Richardson International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Winnipeg J. A. Richardson International Airport (YWG)plane ORD - YWG
6h$286–1,010Fly Chicago O'Hare International Airport to Grand Forks International Airport, drive
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Grand Forks International Airport (GFK)plane ORD - GFK
- Drive from Grand Forks International Airport (GFK) to Winklercar
8h 18m$118–517Train via Detroit
- Take the train from Chicago Union Station to Detroittrain
- Take the train from Windsor to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Winnipegtrain
46h 19m$317–617Drive 1,383.6 km
- Drive from Chicago to Winnipegcar 1,383.6 km
14h 5m$274–395Fly Chicago Midway International Airport to Winnipeg J. A. Richardson International Airport
- Fly from Chicago Midway International Airport (MDW) to Winnipeg J. A. Richardson International Airport (YWG)plane MDW - YWG
7h 19m$506–1,310Fly Chicago O'Hare International Airport to Hector International Airport, drive
- Fly from Chicago O'Hare International Airport (ORD) to Hector International Airport (FAR)plane ORD - FAR
- Drive from Fargo-Airport-FAR to Winklercar
7h 1m$138–537Fly Chicago Midway International Airport to Grand Forks International Airport, drive
- Fly from Chicago Midway International Airport (MDW) to Grand Forks International Airport (GFK)plane MDW - GFK
- Drive from Grand Forks International Airport (GFK) to Winklercar
9h 10m$148–717Train to General Mitchell International Airport, fly to Winnipeg J. A. Richardson International Airport
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Winnipeg J. A. Richardson International Airport (YWG)plane MKE - YWG
9h 7m$197–1,065Bus, train
- Take the bus from Chicago Bus Station to Detroit Bus Stationbus
- Take the bus from Detroit Bus Station to Torontobus
- Take the train from Toronto Union Station to Winnipegtrain
2d 1h$297–544Train
- Take the train from Chicago Union Station to Buffalo Depew Stationtrain
- Take the train from Buffalo to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Winnipegtrain
2d 3h$311–678
Chicago to Manitoba by train and car
Questions & Answers
The cheapest way to get from Chicago to Manitoba is to fly and drive which costs $110 - $550 and takes 8h 18m.
The fastest way to get from Chicago to Manitoba is to fly which takes 6h and costs $280 - $1,100.
No, there is no direct train from Chicago station to Manitoba. 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.
The distance between Chicago and Manitoba is 1172 km. The road distance is 1383.6 km.
The best way to get from Chicago to Manitoba without a car is to bus and train which takes 2 days 1h and costs $290 - $550.
It takes approximately 6h to get from Chicago to Manitoba, including transfers.
Chicago to Manitoba train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Manitoba is to fly which takes 6h and costs $280 - $1,100. Alternatively, you can train via Detroit, which costs $310 - $650 and takes 46h 19m.
Chicago to Manitoba train services, operated by Amtrak, arrive at Buffalo Depew Station.
Yes, the driving distance between Chicago to Manitoba is 1384 km. It takes approximately 14h 5m to drive from Chicago to Manitoba.
What companies run services between Chicago, IL, USA and Manitoba, Canada?
United Airlines, Delta, and three other airlines fly from Chicago O'Hare International Airport (ORD) to Winnipeg J. A. Richardson International Airport (YWG) every 4 hours. Alternatively, you can take a train from Chicago Union Station to Winnipeg via Detroit, Windsor, and Toronto Union Station in around 46h 19m.
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Winnipeg J. A. Richardson International Airport via Minneapolis
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $90–550
Flights from Chicago Midway International Airport to Winnipeg J. A. Richardson International Airport via Minneapolis
- Ave. Duration
- 5h 10m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–700
Flights from Chicago Midway International Airport to Winnipeg J. A. Richardson International Airport via Atlanta
- Ave. Duration
- 7h 36m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- $750–1,000
Flights from Chicago O'Hare International Airport to Grand Forks International Airport via Minneapolis
- Ave. Duration
- 5h 5m
- When
- Every day
- Estimated price
- $80–450
Flights from Chicago O'Hare International Airport to Hector International Airport via Minneapolis
- Ave. Duration
- 4h 19m
- When
- Every day
- Estimated price
- $75–440
Flights from Chicago Midway International Airport to Grand Forks International Airport via Minneapolis
- Ave. Duration
- 7h 18m
- When
- Every day
- Estimated price
- $110–650
Flights from General Mitchell International Airport to Winnipeg J. A. Richardson International Airport via Minneapolis
- Ave. Duration
- 4h 57m
- When
- Every day
- Estimated price
- $160–900
Flights from General Mitchell International Airport to Winnipeg J. A. Richardson International Airport via Atlanta
- Ave. Duration
- 8h 7m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- $460–2,500
Flights from General Mitchell International Airport to Winnipeg J. A. Richardson International Airport via Nashville
- Ave. Duration
- 6h 25m
- When
- Monday and Friday
- Estimated price
- $410–2,400
- Website
- westjet.com
Flights from Chicago O'Hare International Airport to Winnipeg J. A. Richardson International Airport via Minneapolis
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $90–550
Flights from Chicago Midway International Airport to Winnipeg J. A. Richardson International Airport via Minneapolis
- Ave. Duration
- 5h 10m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–700
Flights from Chicago Midway International Airport to Winnipeg J. A. Richardson International Airport via Atlanta
- Ave. Duration
- 6h 51m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- $750–1,000
Flights from Chicago O'Hare International Airport to Grand Forks International Airport via Minneapolis
- Ave. Duration
- 5h 5m
- When
- Every day
- Estimated price
- $80–450
Flights from Chicago O'Hare International Airport to Hector International Airport via Minneapolis
- Ave. Duration
- 4h 19m
- When
- Every day
- Estimated price
- $75–440
Flights from Chicago Midway International Airport to Grand Forks International Airport via Minneapolis
- Ave. Duration
- 7h 18m
- When
- Every day
- Estimated price
- $110–650
Flights from General Mitchell International Airport to Winnipeg J. A. Richardson International Airport via Minneapolis
- Ave. Duration
- 4h 57m
- When
- Every day
- Estimated price
- $160–900
Flights from General Mitchell International Airport to Winnipeg J. A. Richardson International Airport via Nashville
- Ave. Duration
- 6h 25m
- When
- Monday and Friday
- Estimated price
- $410–2,400
- Website
- united.com
Flights from Chicago O'Hare International Airport to Winnipeg J. A. Richardson International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $90–500
Flights from Chicago O'Hare International Airport to Winnipeg J. A. Richardson International Airport via Toronto
- Ave. Duration
- 5h 37m
- When
- Every day
- Estimated price
- $140–700
Flights from Chicago Midway International Airport to Winnipeg J. A. Richardson International Airport via Denver
- Ave. Duration
- 7h 12m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $220–1,000
Flights from Chicago O'Hare International Airport to Hector International Airport
- Ave. Duration
- 2h 18m
- When
- Every day
- Estimated price
- $75–440
Flights from General Mitchell International Airport to Winnipeg J. A. Richardson International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 57m
- When
- Every day
- Estimated price
- $170–950
- Website
- aircanada.com
Flights from Chicago O'Hare International Airport to Winnipeg J. A. Richardson International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $90–500
Flights from Chicago O'Hare International Airport to Winnipeg J. A. Richardson International Airport via Toronto
- Ave. Duration
- 5h 37m
- When
- Every day
- Estimated price
- $140–700
Flights from Chicago Midway International Airport to Winnipeg J. A. Richardson International Airport via Denver
- Ave. Duration
- 7h 12m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $220–1,000
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Hector International Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $75–440
- Website
- flyporter.com
Flights from Chicago O'Hare International Airport to Winnipeg J. A. Richardson International Airport via Toronto
- Ave. Duration
- 5h 49m
- When
- Every day
- Estimated price
- $260–1,100
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Detroit
- Ave. Duration
- 5h 20m
- Frequency
- 3 times a day
- Estimated price
- $65–200
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $30–55
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Buffalo Depew Station
- Ave. Duration
- 10h 23m
- Frequency
- Twice daily
- Estimated price
- $80–280
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888 842-7245
- Website
- viarail.ca
Train from Windsor to Toronto Union Station
- Ave. Duration
- 4h 10m
- Frequency
- 4 times a day
- Estimated price
- $50–140
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $60–140
- Economy Adult - Advanced Booking
- $60–110
- Economy Escape Advanced Booking - Adult
- $50–70
Train from Toronto Union Station to Winnipeg
- Ave. Duration
- 34h 35m
- Frequency
- Twice a week
- Estimated price
- $200–280
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $200–280
- Economy Adult - Advanced Booking
- $240–280
- Economy Escape Advanced Booking - Adult
- $210–250
Train from Buffalo to Toronto Union Station
- Ave. Duration
- 4h 14m
- Frequency
- Once daily
- Estimated price
- $30–120
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $35–120
- Economy Adult - Advanced Booking
- $35–95
- Economy Escape Advanced Booking - Adult
- $30–50
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Estimated price
- $45–100
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 7h 55m
- Frequency
- Twice daily
- Estimated price
- $50–130
- Schedules at
- flixbus.com
Bus from Detroit Bus Station to Toronto
- Ave. Duration
- 6h 25m
- Frequency
- 3 times a day
- Estimated price
- $50–140
- Schedules at
- flixbus.com
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.
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