There are 7 ways to get from High River to Chicago by bus, plane, car, 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.
Bus to Calgary International Airport, fly to Chicago O'Hare International Airport
best- Take the bus from Okotoks - Aldersyde to Calgary Int. Airportbus
- Fly from Calgary International Airport (YYC) to Chicago O'Hare International Airport (ORD)plane YYC - ORD
7h 58m$123–645Bus, drive, train
- Take the bus from Okotoks - Aldersyde to Lethbridgebus
- Drive from Lethbridge to Port of Sweet Grasscar
- Take the bus from Port of Sweet Grass to Shelby Transit Centerbus
- Take the train from Shelby Amtrak Station to Chicago Union Stationtrain
34h 21m$475–977Drive 1,589.8 mi
- Drive from High River to Chicagocar 1,589.8 mi
27h 29m$364–526Bus to Calgary International Airport, fly to Chicago Midway International Airport
- Take the bus from Okotoks - Aldersyde to Calgary Int. Airportbus
- Fly from Calgary International Airport (YYC) to Chicago Midway International Airport (MDW)plane YYC - MDW
10h 19m$293–695Bus to Lethbridge Airport, fly to Chicago O'Hare International Airport
- Take the bus from Okotoks - Aldersyde to Lethbridgebus
- Fly from Lethbridge Airport (YQL) to Chicago O'Hare International Airport (ORD)plane YQL - ORD
24h 41m$177–585Bus to Calgary International Airport, fly to South Bend, train
- Take the bus from Okotoks - Aldersyde to Calgary Int. Airportbus
- Fly from Calgary International Airport (YYC) to South Bend (SBN)plane YYC - SBN
- Take the train from South Bend Airport to Van Buren St.train
12h 6m$194–805Bus, drive, train via Saint Paul
- Take the bus from Okotoks - Aldersyde to Lethbridgebus
- Drive from Lethbridge to Port of Sweet Grasscar
- Take the bus from Port of Sweet Grass to Shelby Transit Centerbus
- Take the train from Shelby Amtrak Station to St. Paul-Minneapolistrain
- Take the bus from Saint Paul Union Depot to Chicago Bus Stationbus
35h 4m$410–867
Calgary International Airport (YYC) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from High River to Chicago is to bus and fly which costs $120 - $650 and takes 7h 58m.
The fastest way to get from High River to Chicago is to bus and fly which takes 7h 58m and costs $120 - $650.
The distance between High River and Chicago is 1457 miles. The road distance is 1599 miles.
It takes approximately 7h 58m to get from High River to Chicago, including transfers.
Chicago is 1h ahead of High River. It is currently 9:55 PM in High River and 10:55 PM in Chicago.
Yes, the driving distance between High River to Chicago is 1599 miles. It takes approximately 27h 29m to drive from High River to Chicago.
There are 1268+ hotels available in Chicago.
What companies run services between High River, AB, Canada and Chicago, IL, USA?
There is no direct connection from High River to Chicago. However, you can take the taxi to Okotoks - Aldersyde, take the bus to Calgary Int. Airport, walk to Calgary International Airport (YYC) airport, fly to Chicago O'Hare International Airport (ORD), walk to O'Hare, then take the subway to Jackson-Blue. Alternatively, you can take a vehicle from High River to Chicago Union Station via Okotoks - Aldersyde, Lethbridge, Port of Sweet Grass, Shelby Transit Center, and Shelby Amtrak Station in around 34h 21m.
- Website
- westjet.com
Flights from Calgary International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 35m
- When
- Monday and Friday
- Estimated price
- $80–490
Flights from Calgary International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 7h 40m
- When
- Every day
- Estimated price
- $75–360
Flights from Calgary International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 7h 49m
- When
- Every day
- Estimated price
- $100–440
Flights from Calgary International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 6h 37m
- When
- Every day
- Estimated price
- $130–1,200
Flights from Calgary International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 54m
- When
- Tuesday and Sunday
- Estimated price
- $220–1,300
Flights from Calgary International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 7h 56m
- When
- Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $280–1,400
Flights from Lethbridge Airport to Chicago O'Hare International Airport via Calgary International Airport
- Ave. Duration
- 19h 45m
- When
- Thursday and Sunday
- Estimated price
- $150–900
Flights from Lethbridge Airport to Chicago O'Hare International Airport via Calgary International Airport, Minneapolis
- Ave. Duration
- 21h 20m
- When
- Every day
- Estimated price
- $100–480
Flights from Calgary International Airport to South Bend via Atlanta
- Ave. Duration
- 9h 43m
- When
- Every day
- Estimated price
- $320–1,600
Flights from Calgary International Airport to South Bend via Minneapolis
- Ave. Duration
- 10h 14m
- When
- Monday, Friday, and Sunday
- Estimated price
- $230–1,400
- Website
- delta.com
Flights from Calgary International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 35m
- When
- Monday and Friday
- Estimated price
- $80–490
Flights from Calgary International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 7h 40m
- When
- Every day
- Estimated price
- $75–360
Flights from Calgary International Airport to Chicago O'Hare International Airport via Salt Lake City
- Ave. Duration
- 7h 49m
- When
- Every day
- Estimated price
- $100–440
Flights from Calgary International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 5h 54m
- When
- Every day
- Estimated price
- $130–650
Flights from Calgary International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 54m
- When
- Tuesday and Sunday
- Estimated price
- $220–1,300
Flights from Calgary International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 7h 56m
- When
- Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $280–1,400
Flights from Calgary International Airport to South Bend via Detroit
- Ave. Duration
- 7h 48m
- When
- Tuesday and Sunday
- Estimated price
- $250–1,400
Flights from Calgary International Airport to South Bend via Atlanta
- Ave. Duration
- 9h 43m
- When
- Every day
- Estimated price
- $320–1,600
- Website
- united.com
Flights from Calgary International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 27m
- When
- Every day
- Estimated price
- $75–360
Flights from Calgary International Airport to Chicago O'Hare International Airport via Denver
- Ave. Duration
- 6h 31m
- When
- Every day
- Estimated price
- $90–420
Flights from Calgary International Airport to South Bend via Chicago O'Hare International Airport
- Ave. Duration
- 5h 24m
- When
- Every day
- Estimated price
- $150–750
- Website
- aa.com
Flights from Calgary International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 35m
- When
- Every day
- Estimated price
- $75–360
Flights from Calgary International Airport to South Bend via Dallas/Ft.Worth
- Ave. Duration
- 7h 35m
- When
- Every day
- Estimated price
- $220–1,000
- Website
- southwest.com
Flights from Calgary International Airport to Chicago Midway International Airport via Denver
- Ave. Duration
- 6h 49m
- When
- Every day
- Estimated price
- $150–750
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Shelby Amtrak Station to Chicago Union Station
- Ave. Duration
- 28h 17m
- Frequency
- 3 times a day
- Estimated price
- $420–900
- Website
- https://www.amtrak.com/home.html
Train from Shelby Amtrak Station to St. Paul-Minneapolis
- Ave. Duration
- 20h 5m
- Frequency
- 3 times a day
- Estimated price
- $300–650
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 2 hours
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Okotoks - Aldersyde to Calgary Int. Airport
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $5–9
- Schedules at
- flixbus.com
Bus from Okotoks - Aldersyde to Lethbridge
- Ave. Duration
- 1h 45m
- Frequency
- 3 times a day
- Estimated price
- $14–24
- Schedules at
- flixbus.com
Bus from Saint Paul Union Depot to Chicago Bus Station
- Ave. Duration
- 9h 15m
- Frequency
- Twice daily
- Estimated price
- $55–95
- Schedules at
- flixbus.com
- Phone
- +1 406-470-0727
- tctransit@gmail.com
- Website
- northern.rural-transit.com
Bus from Port of Sweet Grass to Shelby Transit Center
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Schedules at
- northern.rural-transit.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Saint Paul Union Depot to Chicago Bus Station
- Ave. Duration
- 7h 55m
- Frequency
- Twice daily
- Estimated price
- $70–140
- Website
- https://www.greyhound.com/
Want to know more about travelling around United States
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.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide











