There are 7 ways to get from Calgary to Chicago by plane, bus, 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.

Recommended option

Fly to Chicago O'Hare  •  6 h 57 min

  1. Fly from Calgary (YYC) to Chicago O'Hare (ORD) YYC - ORD

$210 - $453

6 alternative options

Fly to Chicago Midway  •  8 h 28 min

  1. Fly from Calgary (YYC) to Chicago Midway (MDW) YYC - MDW

$240 - $482

Fly to South Bend, bus  •  10 h 45 min

  1. Fly from Calgary (YYC) to South Bend (SBN) YYC - SBN
  2. Take the bus from South Bend, In to Chicago, Il

$253 - $1,443

Bus, drive, Amtrak Thruway, train  •  2 days 6 h

  1. Take the bus from Calgary, AB to Trail
  2. Drive from Trail to Colville, WA
  3. Take the Amtrak Thruway from Colville, WA to Spokane, WA
  4. Take the train from Spokane Amtrak to Chicago Union Station

$301 - $890

Bus  •  2 days 12 h

  1. Take the bus from Calgary, AB to Sault Ste Marie, ON
  2. Take the bus from Sault Ste. Marie, MI to St. Ignace
  3. Take the bus from St. Ignace to Grand Rapids
  4. Take the bus from Grand Rapids, MI to Chicago Union Station

$219 - $454

Bus, train  •  2 days 14 h

  1. Take the bus from Calgary, AB to Coquitlam, BC
  2. Take the bus from Coquitlam, Bc to Everett, Wa
  3. Take the train from Everett Amtrak to Chicago Union Station

$330 - $968

Drive  •  27 h 43 min

  1. Drive from Calgary to Chicago 1703.7 miles

$220 - $330

Questions & Answers

The cheapest way to get from Calgary to Chicago is to drive which costs $290 - $430 and takes 27 h 43 min.

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The quickest way to get from Calgary to Chicago is to fly which costs $270 - $600 and takes 6 h 57 min.

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The distance between Calgary and Chicago is 2252 km. The road distance is 2726 km.

Get driving directions

The best way to get from Calgary to Chicago without a car is to bus and train which takes 2 days 14 h and costs $420 - $1,300.

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It takes approximately 6 h 57 min to get from Calgary to Chicago, including transfers.

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The best way to get from Calgary to Chicago is to fly which takes 6 h 57 min and costs $270 - $600. Alternatively, you can bus, which costs $280 - $600 and takes 2 days 12 h.

Mode details

The quickest flight from Calgary Airport to Chicago O'Hare Airport is the direct flight which takes 3 h 34 min.

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Chicago is 1 h ahead of Calgary. It is currently 12:45 PM in Calgary and 1:45 PM in Chicago.

Yes, the driving distance between Calgary to Chicago is 2726 km. It takes approximately 27 h 43 min to drive from Calgary to Chicago.

Get driving directions

United Airlines, Delta and Air Canada offer flights from Calgary Airport to Chicago O'Hare Airport.

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Map of how to get from Calgary to Chicago.
Launch map view
  • Distance: 1407.4 miles
  • Duration: 6 h 57 min

What companies run services between Calgary, AB, Canada and Chicago, IL, USA?

United Airlines, Delta and three other airlines fly from Calgary to Chicago every 30 minutes. Alternatively, you can take a bus from Calgary to Chicago via Sault Ste Marie, ON, Sault Ste. Marie, MI, St. Ignace, Grand Rapids, and Grand Rapids, MI in around 2 days 12 h.

Airlines
Air Canada
Website
aircanada.com
Flights from Calgary to Chicago O'Hare
Ave. Duration
3 h 34 min
When
Every day
Estimated price
$270 - $950
Flights from Calgary to Chicago O'Hare via Denver
Ave. Duration
6 h 43 min
When
Every day
Estimated price
$270 - $950
Flights from Calgary to Chicago O'Hare via Toronto
Ave. Duration
6 h 38 min
When
Every day
Estimated price
$280 - $1,000
Flights from Calgary to Chicago O'Hare via Vancouver
Ave. Duration
6 h 49 min
When
Every day
Estimated price
$280 - $1,000
Delta
Website
delta.com
Flights from Calgary to Chicago O'Hare via Minneapolis
Ave. Duration
5 h 49 min
When
Every day
Estimated price
$290 - $800
Flights from Calgary to Chicago O'Hare via Salt Lake City
Ave. Duration
6 h 40 min
When
Monday to Saturday
Estimated price
$290 - $800
Flights from Calgary to Chicago O'Hare via Seattle
Ave. Duration
7 h
When
Every day
Estimated price
$290 - $800
Flights from Calgary to Chicago Midway via Minneapolis
Ave. Duration
6 h 10 min
When
Every day
Estimated price
$290 - $750
Flights from Calgary to Chicago Midway via Minneapolis, Detroit
Ave. Duration
8 h 53 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$290 - $750
Flights from Calgary to South Bend via Minneapolis
Ave. Duration
6 h 44 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$250 - $1,600
Flights from Calgary to South Bend via Minneapolis, Detroit
Ave. Duration
8 h 27 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$280 - $1,800
Flights from Calgary to South Bend via Salt Lake City, Detroit
Ave. Duration
10 h 27 min
When
Monday to Friday
Estimated price
$340 - $2,000
United Airlines
Website
united.com
Flights from Calgary to Chicago O'Hare
Ave. Duration
3 h 34 min
When
Every day
Estimated price
$270 - $950
Flights from Calgary to Chicago O'Hare via Denver
Ave. Duration
6 h 43 min
When
Every day
Estimated price
$270 - $950
Flights from Calgary to South Bend via Chicago O'Hare
Ave. Duration
7 h 34 min
When
Every day
Estimated price
$230 - $1,400
Flights from Calgary to South Bend via Denver, Chicago O'Hare
Ave. Duration
8 h 52 min
When
Every day
Estimated price
$280 - $1,500
Southwest Airlines
Website
southwest.com
Flights from Calgary to Chicago Midway via Denver
Ave. Duration
5 h 50 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$160 - $850
Flights from Calgary to Chicago Midway via Salt Lake City
Ave. Duration
6 h 5 min
When
Monday to Friday
Estimated price
$180 - $700
American Airlines
Website
aa.com
Flights from Calgary to South Bend via Dallas/Ft.Worth
Ave. Duration
7 h 55 min
When
Every day
Estimated price
$310 - $1,800
Train operators
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 1-800-872-7245
Website
amtrak.com
Train from Spokane Amtrak to Chicago Union Station
Ave. Duration
36 h 30 min
Frequency
3 times a day
Estimated price
$230 - $700
Website
amtrak.com
Coach Seat
$230 - $350
Flexi Coach Seat
$410 - $600
Business Coach Seat
$500 - $700
Room
$850 - $1,300
Train from Everett Amtrak to Chicago Union Station
Ave. Duration
44 h 16 min
Frequency
Twice daily
Estimated price
$260 - $800
Website
amtrak.com
Coach Seat
$260 - $390
Flexi Coach Seat
$470 - $700
Business Coach Seat
$550 - $800
Room
$1,000 - $1,400
Bus operators
Greyhound USA

Greyhound is a leading bus company based in Dallas, Texas, serving over 3800 destinations across North America, Mexico and Canada. Greyhound carries around 18 million passengers a year who travel 5.4 billion miles (8.6 billion km) a year on their fleet of around 1700 vehicles. For travel flexibility, you can board or get off a Greyhound bus at official Greyhound stations, partner stations and curbside stops. There are around 230 Greyhound stations across the US where you can both catch your bus and buy tickets, that are also available on the official website and via the mobile app.

Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from South Bend, In to Chicago, Il
Ave. Duration
1 h 10 min
Frequency
Every 3 hours
Estimated price
$15 - $35
Website
greyhound.com
Economy
$15 - $23
Flexible
$27 - $35
Bus from Coquitlam, Bc to Everett, Wa
Ave. Duration
3 h 10 min
Frequency
Hourly
Estimated price
$16 - $40
Website
greyhound.com
Economy
$16 - $25
Flexible
$29 - $40
Greyhound Canada
Phone
+1 1-800-661-8747
Email
Canada.info@greyhound.ca
Website
greyhound.ca
Bus from Calgary, AB to Trail
Ave. Duration
12 h 30 min
Frequency
Once daily
Estimated price
$45 - $120
Website
Greyhound.ca
Advanced Purchase
$45 - $70
Online Fare
$60 - $90
Standard Fare
$75 - $120
Refundable
$85 - $130
Bus from Calgary, AB to Sault Ste Marie, ON
Ave. Duration
43 h 20 min
Frequency
Once daily
Estimated price
$140 - $340
Website
Greyhound.ca
Advanced Purchase
$140 - $210
Online Fare
$190 - $270
Standard Fare
$240 - $340
Refundable
$250 - $370
Bus from Calgary, AB to Coquitlam, BC
Ave. Duration
13 h 35 min
Frequency
Twice daily
Estimated price
$50 - $130
Website
Greyhound.ca
Advanced Purchase
$50 - $80
Online Fare
$70 - $100
Standard Fare
$90 - $130
Refundable
$95 - $140
Amtrak Thruway

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak Thruway
Contact Details
Phone
+1 800 872-7245
Website
amtrak.com
Bus from Colville, WA to Spokane, WA
Ave. Duration
2 h 5 min
Frequency
Twice daily
Estimated price
$19 - $28
Website
amtrak.com
Gold Line
Website
gold-line.us
Bus from Colville, WA to Spokane Intermodal, WA
Ave. Duration
2 h 5 min
Frequency
Twice daily
Estimated price
$25 - $70
Schedules at
gold-line.us
Indian Trails
Phone
+1 800-292-3831
Website
indiantrails.com
Bus from Sault Ste. Marie, MI to St. Ignace
Ave. Duration
55 min
Frequency
Twice daily
Estimated price
$9 - $13
Schedules at
indiantrails.com
Book at
webstore.indiantrails.com
Bus from St. Ignace to Grand Rapids
Ave. Duration
7 h 40 min
Frequency
Once daily
Estimated price
$35 - $50
Schedules at
indiantrails.com
Bus from Grand Rapids, MI to Chicago Union Station
Ave. Duration
5 h 10 min
Frequency
Twice daily
Estimated price
$30 - $50
Schedules at
indiantrails.com
Book at
webstore.indiantrails.com

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