There are 10 ways to get from Chicago to Sioux Lookout by plane, bus (Greyhound, Flixbus), 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 Sioux Lookout Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Sioux Lookout Airport (YXL)plane ORD - YXL
10h 53m$207–942Fly Chicago O'Hare International Airport to Duluth International Airport, drive
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Duluth International Airport (DLH)plane ORD - DLH
- Drive from Duluth-Airport-DLH to Sioux Lookoutcar
11h 10m$169–587Bus
- Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus
- Take the bus from Milwaukee to Escanababus
- Take the bus from Escanaba, MI to Sault Ste. Marie, MIbus
- Take the bus from Sault Ste Marie to Thunder Baybus
- Take the bus from Thunder Bay - 947 Memorial Ave to Sioux Lookout - Tim Horton'sbus
28h 35m$342–591Train 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 Sioux Lookouttrain
38h 14m$530–1,286Drive 1,300.4 km
- Drive from Chicago to Sioux Lookoutcar 1,300.4 km
15h 26m$263–380Fly Chicago O'Hare International Airport to Winnipeg J. A. Richardson International Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Winnipeg J. A. Richardson International Airport (YWG)plane ORD - YWG
- Take the train from Winnipeg to Sioux Lookouttrain
13h 16m$337–1,520Fly Chicago Midway International Airport to Range Regional Airport, drive
- Fly from Chicago Midway International Airport (MDW) to Range Regional Airport (HIB)plane MDW - HIB
- Drive from Range Regional Airport (HIB) to Sioux Lookoutcar
12h 45m$194–797Fly Chicago O'Hare International Airport to International Falls, bus
- Fly from Chicago O'Hare International Airport (ORD) to International Falls (INL)plane ORD - INL
- Take the bus from Fort Frances to Thunder Baybus
- Take the bus from Thunder Bay - 947 Memorial Ave to Sioux Lookout - Tim Horton'sbus
18h 3m$277–780Bus, 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 Sioux Lookouttrain
41h 10m$461–930Train
- 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 Sioux Lookouttrain
43h 7m$575–1,426
Chicago to Sioux Lookout by train and car
Comparing Your Travel Options
The cheapest way to get from Chicago to Sioux Lookout is to drive which costs $260 - $380 and takes 15h 26m.
The fastest way to get from Chicago to Sioux Lookout is to fly which takes 10h 53m and costs $200 - $950.
No, there is no direct bus from Chicago station to Sioux Lookout. However, there are services departing from Chicago Bus Station and arriving at Sioux Lookout - Tim Horton's via Milwaukee, Escanaba, MI, Sault Ste Marie and Thunder Bay - 947 Memorial Ave. The journey, including transfers, takes approximately 28h 35m.
No, there is no direct train from Chicago station to Sioux Lookout. However, there are services departing from Chicago Union Station and arriving at Sioux Lookout via Windsor and Toronto Union Station. The journey, including transfers, takes approximately 38h 14m.
The distance between Chicago and Sioux Lookout is 989 km. The road distance is 1300.4 km.
The best way to get from Chicago to Sioux Lookout without a car is to bus and train which takes 41h 10m and costs $460 - $950.
It takes approximately 10h 53m to get from Chicago to Sioux Lookout, including transfers.
Chicago to Sioux Lookout bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Sioux Lookout train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Sioux Lookout is to fly which takes 10h 53m and costs $200 - $950. Alternatively, you can bus, which costs $340 - $600 and takes 28h 35m, you could also train via Detroit, which costs $500 - $1,300 and takes 38h 14m.
What companies run services between Chicago, IL, USA and Sioux Lookout, ON, Canada?
Porter Airlines, Bearskin Lake Air, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Sioux Lookout Airport (YXL) 3 times a day. Alternatively, you can take a bus from Chicago Bus Station to Sioux Lookout - Tim Horton's via Milwaukee Intermodal Station, Milwaukee, Escanaba, MI, Sault Ste. Marie, MI, Sault Ste Marie, Thunder Bay, and Thunder Bay - 947 Memorial Ave in around 28h 35m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Winnipeg J. A. Richardson International Airport
- Ave. Duration
- 2h 24m
- 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 31m
- When
- Every day
- Estimated price
- $140–700
Flights from Chicago O'Hare International Airport to Duluth International Airport
- Ave. Duration
- 1h 51m
- When
- Every day
- Estimated price
- $65–420
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Detroit
- Ave. Duration
- 5h 20m
- Frequency
- 3 times a day
- Estimated price
- $95–240
- Website
- Amtrak
Train from Chicago Union Station to Buffalo Depew Station
- Ave. Duration
- 10h 23m
- Frequency
- Twice daily
- Estimated price
- $180–440
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 40m
- Frequency
- 4 times a day
- Estimated price
- $20–35
- Website
- Greyhound
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 6h 15m
- Frequency
- 3 times a day
- Estimated price
- $60–100
- Website
- Greyhound
Want to know more about travelling around Canada
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Booking & Getting There
Chicago to Sioux Lookout bus services, operated by Greyhound USA, arrive at Milwaukee Intermodal Station.
Chicago to Sioux Lookout train services, operated by Amtrak, arrive at Detroit station.
Yes, the driving distance between Chicago to Sioux Lookout is 1300 km. It takes approximately 15h 26m to drive from Chicago to Sioux Lookout.
There are three+ hotels available in Sioux Lookout.





