There are 6 ways to get from Chicago to Calgary by plane, train, bus, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from Chicago O'Hare International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Calgary International Airport (YYC)plane ORD - YYC
7h 20m$308–1,257Fly from Chicago Midway International Airport
cheapest- Fly from Chicago Midway International Airport (MDW) to Calgary International Airport (YYC)plane MDW - YYC
8h 52m$228–957Train, bus, drive
- Take the train from Chicago Union Station to Shelby Amtrak Stationtrain
- Take the bus from Shelby Transit Center to Port of Sweet Grassbus
- Drive from Port of Sweet Grass to Lethbridge - U of Lcar
- Take the bus from Lethbridge - U of L to Calgary - Deerfoot Inn & Casino*bus
34h 24mDrive 2,560.2 km
- Drive from Chicago to Calgarycar 2,560.2 km
27h 29m$505–730Train to General Mitchell International Airport, fly
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Calgary International Airport (YYC)plane MKE - YYC
10h 22m$280–1,089Train to South Bend, fly
- Take the train from Van Buren St. to South Bend Airporttrain
- Fly from South Bend (SBN) to Calgary International Airport (YYC)plane SBN - YYC
11h 43m$234–870
Chicago O'Hare International Airport (ORD) to Calgary International Airport (YYC) flights
Questions & Answers
The cheapest way to get from Chicago to Calgary is to train and fly which costs $230 - $900 and takes 11h 43m.
The fastest way to get from Chicago to Calgary is to fly which takes 7h 20m and costs $300 - $1,300.
The distance between Chicago and Calgary is 2271 km. The road distance is 2560.2 km.
It takes approximately 7h 20m to get from Chicago to Calgary, including transfers.
Calgary is 1h behind Chicago. It is currently 1:04 AM in Chicago and 12:04 AM in Calgary.
Yes, the driving distance between Chicago to Calgary is 2560 km. It takes approximately 27h 29m to drive from Chicago to Calgary.
There are 1189+ hotels available in Calgary.
What companies run services between Chicago, IL, USA and Calgary, AB, Canada?
WestJet, American Airlines, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Calgary International Airport (YYC) every 3 hours.
- Website
- westjet.com
Flights from Chicago O'Hare International Airport to Calgary International Airport
- Ave. Duration
- 3h 55m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $270–1,200
Flights from Chicago O'Hare International Airport to Calgary International Airport via Minneapolis
- Ave. Duration
- 5h 46m
- When
- Every day
- Estimated price
- $140–650
Flights from Chicago Midway International Airport to Calgary International Airport via Minneapolis
- Ave. Duration
- 7h 9m
- When
- Every day
- Estimated price
- $190–1,900
Flights from Chicago Midway International Airport to Calgary International Airport via Detroit
- Ave. Duration
- 7h 8m
- When
- Every day
- Estimated price
- $380–1,900
Flights from Chicago Midway International Airport to Calgary International Airport via Denver
- Ave. Duration
- 6h 15m
- When
- Sunday
- Estimated price
- $380–1,900
Flights from General Mitchell International Airport to Calgary International Airport via Minneapolis
- Ave. Duration
- 6h 19m
- When
- Every day
- Estimated price
- $210–2,100
Flights from General Mitchell International Airport to Calgary International Airport via Detroit
- Ave. Duration
- 7h 45m
- When
- Every day
- Estimated price
- $430–2,200
Flights from South Bend to Calgary International Airport via Minneapolis
- Ave. Duration
- 8h 11m
- When
- Every day
- Estimated price
- $180–800
Flights from South Bend to Calgary International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 6h 53m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $320–1,700
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Shelby Amtrak Station
- Ave. Duration
- 28h 8m
- Frequency
- Twice daily
- Estimated price
- $550–1,300
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $30–75
- Website
- Amtrak
- Phone
- +1 406-470-0727
- tctransit@gmail.com
- Website
- northern.rural-transit.com
Bus from Shelby Transit Center to Port of Sweet Grass
- Ave. Duration
- 40 min
- Frequency
- Once daily
- Schedules at
- northern.rural-transit.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.
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








