There are 9 ways to get from Sioux Lookout to Chicago by plane, bus (Greyhound, Flixbus), train (Amtrak), car, bus, 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 Sioux Lookout Airport to Chicago O'Hare International Airport
best- Fly from Sioux Lookout Airport (YXL) to Chicago O'Hare International Airport (ORD)plane YXL - ORD
10h 31m$94–407Bus
- Take the bus from Sioux Lookout - Tim Horton's to Thunder Bay - Airportbus
- Take the bus from Thunder Bay to Sault Ste Mariebus
- Take the bus from Sault Ste. Marie, MI to Escanaba, MIbus
- Take the bus from Escanaba to Milwaukeebus
- Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus
28h 38m$224–403Train via Detroit
- Take the train from Sioux Lookout to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Windsortrain
- Take the train from Detroit to Chicago Union Stationtrain
42h 16m$371–907Drive 808.5 mi
- Drive from Sioux Lookout to Chicagocar 808.5 mi
15h 29m$185–268Drive to Duluth International Airport, fly to Chicago O'Hare International Airport
- Drive from Sioux Lookout to Duluth-Airport-DLHcar
- Fly from Duluth International Airport (DLH) to Chicago O'Hare International Airport (ORD)plane DLH - ORD
10h 18m$119–376Bus, bus to International Falls, fly to Chicago O'Hare International Airport
- Take the bus from Sioux Lookout - Tim Horton's to Thunder Bay - Airportbus
- Take the bus from Thunder Bay to Fort Francesbus
- Fly from International Falls (INL) to Chicago O'Hare International Airport (ORD)plane INL - ORD
16h 19m$188–505Bus, bus to International Falls, fly to Chicago Midway International Airport
- Take the bus from Sioux Lookout - Tim Horton's to Thunder Bay - Airportbus
- Take the bus from Thunder Bay to Fort Francesbus
- Fly from International Falls (INL) to Chicago Midway International Airport (MDW)plane INL - MDW
18h 6m$203–585Train, bus
- Take the train from Sioux Lookout to Toronto Union Stationtrain
- Take the bus from Toronto to Detroit Bus Stationbus
- Take the bus from Detroit Bus Station to Chicago Bus Stationbus
45h 33m$325–649Train
- Take the train from Sioux Lookout to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Buffalotrain
- Take the train from Buffalo Depew Station to Chicago Union Stationtrain
47h 17m$410–1,004
Sioux Lookout to Chicago by train and car
Comparing Your Travel Options
The cheapest way to get from Sioux Lookout to Chicago is to drive which costs $180 - $270 and takes 15h 29m.
The fastest way to get from Sioux Lookout to Chicago is to drive and fly which takes 10h 18m and costs $110 - $380.
No, there is no direct bus from Sioux Lookout to Chicago station. However, there are services departing from Sioux Lookout - Tim Horton's and arriving at Chicago Bus Station via Thunder Bay, Sault Ste. Marie, MI, Escanaba and Milwaukee Intermodal Station. The journey, including transfers, takes approximately 28h 38m.
No, there is no direct train from Sioux Lookout to Chicago station. However, there are services departing from Sioux Lookout and arriving at Chicago Union Station via Toronto Union Station and Detroit. The journey, including transfers, takes approximately 42h 16m.
The distance between Sioux Lookout and Chicago is 619 miles. The road distance is 813.2 miles.
The best way to get from Sioux Lookout to Chicago without a car is to train and bus which takes 45h 33m and costs $320 - $650.
It takes approximately 10h 31m to get from Sioux Lookout to Chicago, including transfers.
Sioux Lookout to Chicago bus services, operated by Kasper Transportation, depart from Sioux Lookout - Tim Horton's station.
Sioux Lookout to Chicago train services, operated by VIA Rail, depart from Sioux Lookout station.
The best way to get from Sioux Lookout to Chicago is to fly which takes 10h 31m and costs $90 - $410. Alternatively, you can bus, which costs $220 - $410 and takes 28h 38m, you could also train via Detroit, which costs $370 - $950 and takes 42h 16m.
What companies run services between Sioux Lookout, ON, Canada and Chicago, IL, USA?
Bearskin Lake Air, Porter Airlines, and four other airlines fly from Sioux Lookout Airport (YXL) to Chicago O'Hare International Airport (ORD) 5 times a day. Alternatively, you can take a bus from Sioux Lookout - Tim Horton's to Chicago Bus Station via Thunder Bay - Airport, Thunder Bay, Sault Ste Marie, Sault Ste. Marie, MI, Escanaba, Milwaukee, and Milwaukee Intermodal Station in around 28h 38m.
- Website
- united.com
Flights from Sioux Lookout Airport to Chicago O'Hare International Airport via Thunder Bay, Toronto
- Ave. Duration
- 9h 31m
- When
- Every day
- Estimated price
- $75–380
Flights from Sioux Lookout Airport to Chicago O'Hare International Airport via Thunder Bay, Winnipeg
- Ave. Duration
- 8h 36m
- When
- Monday to Saturday
- Estimated price
- $80–390
Flights from Duluth International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 54m
- When
- Every day
- Estimated price
- $40–260
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Sioux Lookout to Toronto Union Station
- Ave. Duration
- 30h 38m
- Frequency
- Twice a week
- Estimated price
- $250–550
- Website
- VIA Rail
- Escape
- $250–550
- Business
- $290–440
- Business Plus
- $300–450
- Economy
- $270–550
- Economy Plus
- $300–550
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 Sioux Lookout to Toronto Union Station
- Ave. Duration
- 30h 38m
- Frequency
- Twice a week
- Estimated price
- $250–550
- Website
- VIA Rail
- Escape
- $250–550
- Business
- $290–440
- Business Plus
- $300–450
- Economy
- $270–550
- Economy Plus
- $300–550
Train from Sioux Lookout to Toronto Union Station
- Ave. Duration
- 30h 38m
- Frequency
- Twice a week
- Estimated price
- $250–550
- Website
- VIA Rail
- Escape
- $250–550
- Business
- $290–440
- Business Plus
- $300–450
- Economy
- $270–550
- Economy Plus
- $300–550
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
- Phone
- +1 855 566 2378
- [email protected]
- Website
- Ontario & Manitoba Bus Service
Bus from Sioux Lookout - Tim Horton's to Thunder Bay - Airport
- Ave. Duration
- 4h 59m
- Frequency
- Hourly
- Estimated price
- $110–160
- Website
- Ontario & Manitoba Bus Service
- Adult
- $110–160
Bus from Sioux Lookout - Tim Horton's to Thunder Bay - Airport
- Ave. Duration
- 4h 59m
- Frequency
- Hourly
- Estimated price
- $110–160
- Website
- Ontario & Manitoba Bus Service
- Adult
- $110–160
Bus from Sioux Lookout - Tim Horton's to Thunder Bay - Airport
- Ave. Duration
- 4h 59m
- Frequency
- Hourly
- Estimated price
- $110–160
- Website
- Ontario & Manitoba Bus Service
- Adult
- $110–160
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Booking & Getting There
Sioux Lookout to Chicago bus services, operated by Kasper Transportation, arrive at Thunder Bay - Airport station.
Sioux Lookout to Chicago train services, operated by VIA Rail, arrive at Toronto Union Station.
Yes, the driving distance between Sioux Lookout to Chicago is 813 miles. It takes approximately 15h 29m to drive from Sioux Lookout to Chicago.
Book your Sioux Lookout to Chicago train tickets online with Omio.
There are 1301+ hotels available in Chicago.







