There are 9 ways to get from Winnipeg to Illinois by plane, bus, car, train (Amtrak), or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Chicago O'Hare International Airport
best- Fly from Winnipeg J. A. Richardson International Airport (YWG) to Chicago O'Hare International Airport (ORD)plane YWG - ORD
5h 45m$174–857Fly to Chicago Midway International Airport
cheapest- Fly from Winnipeg J. A. Richardson International Airport (YWG) to Chicago Midway International Airport (MDW)plane YWG - MDW
7h 13m$74–407Bus, drive
- Take the bus from Winnipeg to Thunder Baybus
- Take the bus from Thunder Bay to Sault Ste Mariebus
- Drive from Sault Ste Marie to St. Ignacecar
- Take the bus from St. Ignace to East Lansingbus
- Take the bus from East Lansing Amtrak Station to Chicago Union Stationbus
32h 1m$165–363Train via Detroit
- Take the train from Winnipeg to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Windsortrain
- Take the train from Detroit to Chicago Union Stationtrain
2d 1h$447–1,065Drive 860.9 mi
- Drive from Winnipeg to Chicagocar 860.9 mi
14h 7m$197–285Fly to Peoria International Airport
- Fly from Winnipeg J. A. Richardson International Airport (YWG) to Peoria International Airport (PIA)plane YWG - PIA
8h 30m$83–433Fly to General Mitchell International Airport, train
- Fly from Winnipeg J. A. Richardson International Airport (YWG) to General Mitchell International Airport (MKE)plane YWG - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
9h 21m$127–676Train, bus
- Take the train from Winnipeg to Toronto Union Stationtrain
- Take the bus from Toronto to Detroit Bus Stationbus
- Take the bus from Detroit Bus Station to Chicago Bus Stationbus
2d 4h$391–787Train
- Take the train from Winnipeg to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Buffalotrain
- Take the train from Buffalo Depew Station to Chicago Union Stationtrain
2d 6h$486–1,192
Winnipeg to Illinois by train and car
Comparing Your Travel Options
The cheapest way to get from Winnipeg to Illinois is to fly which costs $70 - $410 and takes 7h 13m.
The fastest way to get from Winnipeg to Illinois is to fly which takes 5h 45m and costs $170 - $900.
No, there is no direct train from Winnipeg to Illinois station. However, there are services departing from Winnipeg and arriving at Chicago Union Station via Toronto Union Station and Detroit. The journey, including transfers, takes approximately 2 days 1h.
The distance between Winnipeg and Illinois is 733 miles. The road distance is 865.9 miles.
The best way to get from Winnipeg to Illinois without a car is to train and bus which takes 2 days 4h and costs $390 - $800.
It takes approximately 5h 45m to get from Winnipeg to Illinois, including transfers.
Winnipeg to Illinois train services, operated by VIA Rail, depart from Winnipeg station.
The best way to get from Winnipeg to Illinois is to fly which takes 5h 45m and costs $170 - $900. Alternatively, you can train via Detroit, which costs $440 - $1,100 and takes 2 days 1h.
Winnipeg to Illinois train services, operated by VIA Rail, arrive at Toronto Union Station.
Yes, the driving distance between Winnipeg to Illinois is 866 miles. It takes approximately 14h 7m to drive from Winnipeg to Illinois.
What companies run services between Winnipeg, MB, Canada and Illinois, USA?
United Airlines, Delta, and Air Canada fly from Winnipeg J. A. Richardson International Airport (YWG) to Chicago O'Hare International Airport (ORD) every 4 hours. Alternatively, you can take a train from Winnipeg to Chicago Union Station via Toronto Union Station, Windsor, and Detroit in around 2d 1h.
- Website
- united.com
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $55–310
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 5h 46m
- When
- Every day
- Estimated price
- $85–410
Flights from Winnipeg J. A. Richardson International Airport to Peoria International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 6h 33m
- When
- Every day
- Estimated price
- $80–430
Flights from Winnipeg J. A. Richardson International Airport to Peoria International Airport via Toronto, Chicago O'Hare International Airport
- Ave. Duration
- 9h 55m
- When
- Every day
- Estimated price
- $120–600
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 49m
- When
- Every day
- Estimated price
- $110–600
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Denver
- Ave. Duration
- 8h 19m
- When
- Every day
- Estimated price
- $180–850
- Website
- delta.com
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $55–310
Flights from Winnipeg J. A. Richardson International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $70–400
Flights from Winnipeg J. A. Richardson International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 9h 17m
- When
- Monday
- Estimated price
- $210–1,100
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Minneapolis
- Ave. Duration
- 4h 37m
- When
- Every day
- Estimated price
- $100–600
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Atlanta
- Ave. Duration
- 7h 47m
- When
- Monday
- Estimated price
- $320–1,700
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Toronto, Detroit
- Ave. Duration
- 8h 20m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $270–1,600
- Website
- westjet.com
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $55–310
Flights from Winnipeg J. A. Richardson International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $70–400
Flights from Winnipeg J. A. Richardson International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 9h 17m
- When
- Monday
- Estimated price
- $210–1,100
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Minneapolis
- Ave. Duration
- 4h 37m
- When
- Every day
- Estimated price
- $100–600
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Toronto, Detroit
- Ave. Duration
- 8h 20m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $270–1,600
- Website
- aircanada.com
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $55–310
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 5h 46m
- When
- Every day
- Estimated price
- $85–410
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $110–600
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Winnipeg to Toronto Union Station
- Ave. Duration
- 37h 59m
- Frequency
- Twice a week
- Estimated price
- $310–650
- Website
- VIA Rail
- Escape
- $310–650
- Business
- $360–550
- Business Plus
- $380–600
- Economy
- $350–650
- Economy Plus
- $390–650
Train from Toronto Union Station to Windsor
- Ave. Duration
- 4h 18m
- Frequency
- 4 times a day
- Estimated price
- $55–210
- Website
- VIA Rail
- Escape
- $55–150
- Business
- $90–200
- Business Plus
- $100–210
- Economy
- $65–150
- Economy Plus
- $70–160
Train from Winnipeg to Toronto Union Station
- Ave. Duration
- 37h 59m
- Frequency
- Twice a week
- Estimated price
- $310–650
- Website
- VIA Rail
- Escape
- $310–650
- Business
- $360–550
- Business Plus
- $380–600
- Economy
- $350–650
- Economy Plus
- $390–650
Train from Winnipeg to Toronto Union Station
- Ave. Duration
- 37h 59m
- Frequency
- Twice a week
- Estimated price
- $310–650
- Website
- VIA Rail
- Escape
- $310–650
- Business
- $360–550
- Business Plus
- $380–600
- Economy
- $350–650
- Economy Plus
- $390–650
Train from Toronto Union Station to Buffalo
- Ave. Duration
- 4h 6m
- Frequency
- Once daily
- Estimated price
- $30–170
- Website
- VIA Rail
- Escape
- $30–90
- Business
- $60–160
- Business Plus
- $70–170
- Economy
- $30–95
- Economy Plus
- $35–110
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Detroit to Chicago Union Station
- Ave. Duration
- 5h 6m
- Frequency
- 3 times a day
- Estimated price
- $75–200
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $23–60
- Website
- Amtrak
Train from Buffalo Depew Station to Chicago Union Station
- Ave. Duration
- 10h 33m
- Frequency
- Twice daily
- Estimated price
- $140–370
- Website
- Amtrak
- Phone
- 1.800.461.8558
- [email protected]
- Website
- Ontario Northland
Bus from Winnipeg to Thunder Bay
- Ave. Duration
- 8h 49m
- Frequency
- 6 times a week
- Estimated price
- $30–95
- Website
- Ontario Northland
- Children
- $30–50
- Senior
- $55–85
- Adult
- $65–95
Bus from Thunder Bay to Sault Ste Marie
- Ave. Duration
- 9h 10m
- Frequency
- 6 times a week
- Estimated price
- $30–100
- Website
- Ontario Northland
- Children
- $30–50
- Senior
- $55–85
- Adult
- $65–100
- Phone
- +1 989-725-5105
- Website
- Indian Trails
Bus from St. Ignace to East Lansing
- Ave. Duration
- 6h 15m
- Frequency
- Once daily
- Estimated price
- $40–75
- Website
- Indian Trails
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from East Lansing Amtrak Station to Chicago Union Station
- Ave. Duration
- 3h 51m
- Frequency
- Once a week
- Estimated price
- $50–75
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Toronto to Detroit Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- 4 times a day
- Estimated price
- $35–60
- Schedules at
- Flixbus USA
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 20m
- Frequency
- Twice daily
- Estimated price
- $40–65
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Estimated price
- $45–75
- Website
- Greyhound
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