Cheap flights from Chicago to Calgary

Round-trip
1 adult
Economy
From?
To?
Fri 10/1
Fri 10/8

Travel Restriction Alert

The COVID-19 (coronavirus) outbreak may impact travel from Chicago to Calgary.
View current Canada travel restrictions

Flight information for Chicago to Calgary
(CHI to YYC)

Find info about flight duration, direct flights, and airports for your flight from Chicago to Calgary
Best Price Found$388The best flight deal from Chicago to Calgary found on momondo in the last 72 hours is $388
Fastest flight time3h 44mThe fastest flight from Chicago to Calgary takes 3h 44m
Direct flightsNoneThere are no direct flights from Chicago to Calgary. Popular non-direct routes for this connection are Chicago O'Hare Intl Airport - Calgary Airport and Chicago Midway Airport - Calgary Airport.
Airports in Calgary1 airportThere is 1 airport near Calgary: Calgary (YYC)

How to get the cheapest flight ticket from Chicago to Calgary

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from Chicago to Calgary?

January

The cheapest time of year to fly to Calgary from Chicago is January. Most expensive is September

What is the cheapest day to depart Chicago for Calgary?

Wednesday

The cheapest day of the week is typically Wednesday. The most expensive is typically Monday

When is the cheapest time to fly from Chicago to Calgary?

at noon

Chicago to Calgary flights are approximately 35% more expensive in the evening than at noon

What is the cheapest airline that flies to Calgary from Chicago?

Frontier

Air Canada, Alaska Airlines, and American Airlines are the most popular carriers operating from Chicago to Calgary

What is the cheapest Chicago to Calgary flight route?

Chicago O'Hare Intl - Calgary

Fly from Chicago O'Hare Intl to Calgary for the best Chicago - Calgary flight prices

How far in advance should you book Chicago to Calgary flights?

21 days before

The cheapest time to buy a flight from Chicago to Calgary is approximately 21 days to departure


Easily compare round-trip flights from Chicago to Calgary

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to Calgary by changing tabs
Multiple Airlines
Nov 14
ORD2:00 amChicago O'Hare Intl
8h 44m
1 stop
YYC10:44 amCalgary
Jan 14
YYC7:30 amCalgary
3h 20m
ORD10:50 amChicago O'Hare Intl
Multiple Airlines
Nov 6
ORD3:00 amChicago O'Hare Intl
8h 44m
1 stop
YYC11:44 amCalgary
Nov 8
YYC10:29 amCalgary
13h 37m
2 stops
ORD12:06 amChicago O'Hare Intl
Multiple Airlines
Nov 20
ORD2:18 pmChicago O'Hare Intl
20h 24m
1 stop
YYC10:42 amCalgary
Nov 26
YYC3:00 amCalgary
8h 38m
1 stop
ORD11:38 amChicago O'Hare Intl
Multiple Airlines
Nov 20
ORD2:18 pmChicago O'Hare Intl
20h 24m
1 stop
YYC10:42 amCalgary
Nov 27
YYC1:15 amCalgary
9h 29m
1 stop
ORD10:44 amChicago O'Hare Intl
Alaska Airlines
Nov 14
ORD2:00 amChicago O'Hare Intl
8h 44m
1 stop
YYC10:44 amCalgary
Jan 14
YYC5:20 amCalgary
24h 46m
1 stop
ORD6:06 amChicago O'Hare Intl
Multiple Airlines
Jan 7
ORD5:02 amChicago O'Hare Intl
23h 13m
2 stops
YYC4:15 amCalgary
Jan 16
YYC4:45 amCalgary
12h 48m
1 stop
ORD5:33 pmChicago O'Hare Intl

Find the cheapest one-way flights from Chicago to Calgary

If you're looking for one-way flights from Chicago to Calgary, view some of our deals below provided by Air Canada, Air France and Delta
Delta
Oct 22
ORD2:40 amChicago O'Hare Intl
7h 18m
1 stop
YYC9:58 amCalgary
Delta
Oct 26
MDW2:28 amChicago Midway
7h 30m
1 stop
YYC9:58 amCalgary
Air Canada
Oct 26
ORD5:00 amChicago O'Hare Intl
8h 10m
1 stop
YYC1:10 pmCalgary

Search last-minute flights to Calgary from Chicago

Find and compare flight prices for your last-minute flight from Chicago to Calgary
Multiple Airlines
Oct 4
ORD4:40 amChicago O'Hare Intl
5h 20m
1 stop
YYC10:00 amCalgary
Oct 10
YYC2:20 amCalgary
9h 02m
1 stop
ORD11:22 amChicago O'Hare Intl
Multiple Airlines
Oct 5
ORD2:46 amChicago O'Hare Intl
7h 14m
1 stop
YYC10:00 amCalgary
Oct 7
YYC3:00 amCalgary
7h 45m
1 stop
ORD10:45 amChicago O'Hare Intl
Multiple Airlines
Oct 5
ORD12:35 pmChicago O'Hare Intl
6h 41m
1 stop
YYC7:16 pmCalgary
Oct 11
YYC5:10 amCalgary
9h 10m
2 stops
ORD2:20 pmChicago O'Hare Intl
Air Canada
Oct 4
ORD5:00 amChicago O'Hare Intl
8h 10m
1 stop
YYC1:10 pmCalgary
Oct 10
YYC5:30 amCalgary
8h 50m
2 stops
ORD2:20 pmChicago O'Hare Intl
Multiple Airlines
Oct 4
ORD9:00 amChicago O'Hare Intl
10h 21m
1 stop
YYC7:21 pmCalgary
Oct 11
YYC3:00 amCalgary
7h 45m
1 stop
ORD10:45 amChicago O'Hare Intl
Air Canada
Oct 4
ORD4:40 amChicago O'Hare Intl
10h 28m
2 stops
YYC3:08 pmCalgary
Oct 9
YYC8:15 pmCalgary
8h 10m
1 stop
ORD4:25 amChicago O'Hare Intl

Best airlines flying from Chicago to Calgary

Compare and see reviews for airlines that fly from Chicago to Calgary with momondo
AirlineRatingFree CancellationPrice
Frontier
PriceFrom $80
Free Cancellation
Rating
6.2
6.5

Boarding

5.9

Comfort

7.0

Crew

4.8

Entertainment

5.0

Food

Reviews

They cancel our flight for next day, refund $25 until September 28 (ridiculous) and for the terrible time that I pass and lost money on Friday because I suppose to work

1 / 10
United Airlines
PriceFrom $137
Free Cancellation
Rating
6.8
7.2

Boarding

6.6

Comfort

7.5

Crew

6.6

Entertainment

6.1

Food

Reviews

Not because the flight is going to Africa we can’t get better service on board

1 / 10
Delta
PriceFrom $140
Free Cancellation
Rating
8.3
8.3

Boarding

8.5

Comfort

8.4

Crew

8.1

Entertainment

8.1

Food

Reviews

Great

1 / 10
Air Canada
PriceFrom $144
Free Cancellation
Rating
7.5
7.8

Boarding

7.3

Comfort

8.1

Crew

7.3

Entertainment

5.9

Food

Reviews

The food selection has been better in the past but due to Covid it is understandable. This particular flight did not have any entertainment and the Air Canada App did not work to access movies.

1 / 10
American Airlines
PriceFrom $146
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.8

Crew

7.1

Entertainment

6.8

Food

Reviews

Flight attendant for first class is definitely not a morning person. Oh and the WiFi DID NOT WORK!

1 / 10
WestJet
PriceFrom $167
Free Cancellation
Rating
7.9
8.0

Boarding

7.7

Comfort

8.3

Crew

7.6

Entertainment

6.8

Food

Reviews

seamless experience, thank you.

1 / 10
Alaska Airlines
PriceFrom $180
Free Cancellation
Rating
8.2
8.6

Boarding

8.4

Comfort

8.6

Crew

8.0

Entertainment

7.5

Food

Reviews

Great service

1 / 10
Interjet
PriceFrom $333
Free Cancellation
Rating
6.8
6.9

Boarding

7.0

Comfort

7.5

Crew

5.8

Entertainment

6.5

Food

Reviews

Pros: I was really happy with the over all flight. Everything was fast and smooth

1 / 10

  • Are airlines flying from Chicago to Calgary offering flexible cancellation due to COVID-19?

    Some of our partner airlines flying from Chicago to Calgary are adopting new policies due to the global impact of COVID-19. Some of the airlines that may be waiving their cancellation fees are United Airlines, American Airlines, and Frontier. You can search for the full list of airlines like United Airlines that are offering this flexibility.

  • How far is Chicago to Calgary by plane?

    Chicago and Calgary are 1397.6 mi apart from one another. Flights usually cover this in 3h 44m, depending on flying conditions and air traffic around both airports.


Can I fly to Calgary from Chicago right now?

Information is based on travel restrictions from Chicago to Calgary

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter Calgary.

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) test taken 72 hours before departing to Calgary.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Calgary.

Documents
Compassionate entry for travellers and limited release from quarantine - Foreign nationals traveling without an advance written approval for an exemption of a border restriction may be denied entry into Canada.


Can I fly back to Chicago from Calgary?

Returning to Chicago from Calgary

COVID-19 testing requirements
Visitors from Calgary must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Calgary are not required to quarantine after entering Chicago.

If you are planning to travel to Calgary at this time, it is recommended that you stay up to date on current restrictions and follow proper safety measures while in public.

Alternative routes for Chicago to Calgary

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Chicago to Edmonton Flights
Fastest flight time10h 59m
Cheapest price$346
St. Louis to Calgary Flights
Fastest flight time6h 06m
Cheapest price$354
Chicago to Grande Prairie Flights
Fastest flight time15h 04m
Cheapest price$694

Similar Chicago to Calgary flights

Flexible with your destination? Broaden your search and find flights similar to your Chicago to Calgary route