Menu

Cheap flights from Chicago (CHI) to Calgary (YYC)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

The best prices from Chicago to Calgary are usually found in November or October, booked 35 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

How to find the cheapest flight from
Chicago (CHI) to Calgary (YYC)

CHI - YYC
Price
$264 - $365
YYC
Temperature
30.2 - 77 °F
YYC
Rainfall
0.4 - 4.4 inches
Popular in July High demand for flights, 11% potential price rise
Cheapest in November Best time to find cheap flights, 19% potential price drop
Round-trip from C$ 264 From Chicago to Calgary
One-way from C$ 137 One-way flight from Chicago to Calgary
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Chicago to Calgary?

Departing on a Tuesday is a good option for securing a great price. You can expect to save up to 26% when planning your travel around this day of the week.

How far in advance should I book a flight from Chicago to Calgary?

Find a great deal and save up to 26% by booking at least 61 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago to Calgary within the next two weeks, with the cheapest ticket starting at $336.

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

February can be a great time to fly to Calgary from Chicago with a flight ticket averaging about $296. Cheapflights users have found deals in the month of February for as cheap as $153. The most expensive prices can be found in the month of November.

When is the cheapest time to fly from Chicago to Calgary (CHI - YYC)?

It’s typically best to fly out from Chicago to Calgary in the afternoon. Doing so could potentially save you 32% on the flight price compared to flying in the evening, which is usually more expensive.

Cheap flights from Chicago to Calgary in September, October 2020

The best prices found for CHI to YYC flights for September, October
22 Oct - 29 Oct
$311pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
YYC
Calgary
YYC
Calgary
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
14 Oct - 21 Oct
$315pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
YYC
Calgary
YYC
Calgary
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
11 Oct - 24 Oct
$325pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
YYC
Calgary
YYC
Calgary
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

Chicago to Calgary 2020 flight deals

Cheap flights to Calgary from Chicago found for this year
17 Nov - 20 Nov
$308pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
YYC
Calgary
YYC
Calgary
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
22 Oct - 29 Oct
$311pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
YYC
Calgary
YYC
Calgary
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
17 Nov - 19 Nov
$312pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
YYC
Calgary
YYC
Calgary
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Calgary from Chicago

Save time with Chicago to Calgary direct flight deals
17 Nov - 20 Nov
$334pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
YYC
Calgary
YYC
Calgary
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
12 Nov - 15 Nov
$365pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
YYC
Calgary
YYC
Calgary
Air Canada
Non-Stop
ORD
Chicago O'Hare Intl
11 Jan - 15 Jan
$381pp
ORD
Chicago O'Hare Intl
Aer Lingus
Non-Stop
YYC
Calgary
YYC
Calgary
Aer Lingus
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Calgary

Late deals on round-trip flights to Calgary from Chicago, departing today and this week
3 Oct - 12 Dec
$368pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
YYC
Calgary
YYC
Calgary
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
30 Sep - 10 Oct
$372pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
YYC
Calgary
YYC
Calgary
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl
3 Oct - 12 Dec
$453pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
YYC
Calgary
YYC
Calgary
Delta
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Calgary from Chicago

The cheapest one-way flights from Chicago to Calgary
5:20 am - 11:26 am
Multiple Airlines
1 Stop
7h 06m
ORD - YYC
Multiple Airlines
$137
United
4:00 am - 9:42 am
Delta
1 Stop
6h 42m
MDW - YYC
Delta
$167
Delta
2:00 pm - 9:39 am
Multiple Airlines
2 Stops
20h 39m
ORD - YYC
Multiple Airlines
$179
United

Related info for your journey

Useful info, stats and facts about Chicago to Calgary flights.

Flight FAQs

From Chicago to Calgary

Are flight prices decreasing from Chicago to Calgary due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Calgary for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Chicago to Calgary for under $400 on Cheapflights?

Yes, there are multiple flights from Chicago to Calgary for under $400. The cheapest flight booked recently is on Multiple Airlines for just $308, but on average you can expect to pay $335.

Are there nonstop flights from Chicago to Calgary for under $400 on Cheapflights?

Cheapflights has at least 6 direct flights from Chicago to Calgary under $400. A good price for a nonstop flight from Chicago to Calgary is less than $404.

Are there last-minute flights available from Chicago to Calgary for under $400?

There are currently 15+ open flights from Chicago to Calgary within the next 7 days for less than $400.

Is Chicago weather warmer or cooler than Calgary?

Expect the weather to be around 84 °F on average in July. As the temperature peaks, try to get your plans done early, as flight price and availability will have an impact on your travels. The climate in Calgary is generally colder than in Chicago.

How long is the flight from Chicago to Calgary?

Aer Lingus and Delta can get you from Chicago to Calgary in just under 3h 54m. Your travel time can differ by up to 1h 44m. Both multi-stop and nonstop flights can be found to your destination and back.

What are the cheapest airlines flying from Chicago to Calgary round-trip?

Currently priced at $339, Delta will fly you from Chicago to Calgary and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Aer Lingus for as low as $381.

What are the cheapest airlines to fly from Chicago to Calgary one-way?

For one-way options, check prices for Delta. According to our data, you can fly for as low as $167.

Destination information for Calgary

Things to know before you go. Useful info for your trip from Chicago to Calgary
Today's exchange rate
$1 = C$ 1.34
Flight duration
3h 36m
Average temperature for September in Calgary
68.0 °F
Avg rainfall for September in Calgary
1.4 ″

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing Calgary

Home North America Canada Alberta Calgary Cheap flights from Chicago to Calgary