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

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The best prices from Chicago to Calgary are usually found in January or March, booked 23 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)

All the information you need to plan the best CHI to YYC flight in 2021: compare Chicago to Calgary flight prices with the expected peak season, weather and rainfall in Calgary.
CHI - YYC
Price
$174 - $334
YYC
Temperature
19.4 - 62.6 °F
YYC
Precipitation
0.4 - 3.7 inches

Popular in

September

High demand for flights, 21% potential price rise

Cheapest in

January

Best time to find cheap flights, 34% potential price drop

Average price

$288

Average for round-trip flights in October 2021

Round-trip from

$174

From Chicago (CHI) to Calgary

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
How far in advance should I book a flight from Chicago to Calgary?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 22 days in advance, which can save you up to 12% on flights from Chicago to Calgary compared to booking the week you need them. Waiting 22 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $275. For sooner than that we have options available in the next 3 days from $288.

What is the cheapest day to fly round-trip from Chicago to Calgary?

Users have found that leaving on a Tuesday can be a cost-effective option. It’s possible to save up to 22% on your flight compared to booking on days when demand is much higher.

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

One of the essential ways to save on airfare from Chicago to Calgary is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 36% on airfare.

Cheap flights from Chicago to Calgary in October, November 2021

The best prices found for CHI to YYC flights for October, November
16 Nov - 1 Dec
$369pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
YYC
Calgary
YYC
Calgary
Multiple Airlines
     
3 STOPS
ORD
Chicago O'Hare Intl
11 Nov - 16 Nov
$370pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
YYC
Calgary
YYC
Calgary
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
8 Nov - 10 Nov
$373pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
YYC
Calgary
YYC
Calgary
Delta
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Calgary 2021 flight deals

Cheap flights to Calgary from Chicago found for this year
13 Dec - 4 Jan
$278pp
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
YYC
Calgary
YYC
Calgary
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
13 Dec - 4 Jan
$318pp
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
YYC
Calgary
YYC
Calgary
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
13 Dec - 4 Jan
$331pp
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
YYC
Calgary
YYC
Calgary
Multiple Airlines
     
3 STOPS
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
29 Oct - 1 Nov
$538pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
YYC
Calgary
YYC
Calgary
Air Canada
   
2 STOPS
ORD
Chicago O'Hare Intl
29 Oct - 1 Nov
$539pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
YYC
Calgary
YYC
Calgary
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
29 Oct - 5 Nov
$547pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
YYC
Calgary
YYC
Calgary
Air Canada
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Calgary from Chicago

The cheapest one-way flights from Chicago to Calgary
2:05 am - 9:37 am
Alaska Airlines
1 Stop
8h 32m
ORD - YYC
Alaska Airlines
3:40 am - 2:31 pm
Air Canada
2 Stops
11h 51m
ORD - YYC
Air Canada
$212
Air Canada
1:15 am - 5:55 pm
American Airlines
1 Stop
17h 40m
ORD - YYC
American Airlines

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">Calgary</span> flights.

Flight FAQs

From Chicago to Calgary

What airport do you fly into for flights to Calgary from Chicago?

Most people fly into Calgary (YYC) if they book a flight to Calgary from Chicago. On average, Calgary has 0 inbound flights from Chicago per day from 9 airlines. Calgary is conveniently located just 5.8 mi from Calgary’s city center.

Which airlines flying from Chicago to Calgary have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Chicago to Calgary that may be offering flexible cancellation policies are United Airlines, American Airlines, and Frontier. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Chicago to Calgary for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago to Calgary for under $300. The cheapest flight booked recently is on Multiple Airlines for just $246, but on average you can expect to pay $290.

Are there last-minute flights available from Chicago to Calgary for under $600?

There are currently 20+ open flights from Chicago to Calgary within the next 7 days for less than $600.

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

The cheapest airline one-way is Alaska Airlines, with whom users have recently found tickets for as low as $177. However, be on the lookout for offers from Air Canada and Delta, as they are both options that can get you from Chicago to Calgary for a low price.

What are the most popular airlines that fly from Chicago to Calgary?

Before booking your flight from Chicago to Calgary check out the most popular airlines for this route: Interjet, Major Airline or American Airlines.

What are the cheapest flights from Chicago to Calgary?

While on average a flight from Chicago to Calgary is generally $299, our data shows the cheapest flight currently is $125. When looking at the most popular route, (Chicago O'Hare Intl - Calgary), you can expect to pay $246 for that flight.

COVID Restrictions

View COVID Travel Restrictions for Calgary, Canada

Do I need a COVID test to fly to Calgary from Chicago?

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.


Do I need a test to 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.

Hide COVID Travel Restrictions for Calgary, Canada

Destination information for Calgary

Things to know before you go - useful duration and weather info for your trip from Chicago to Calgary.
Today's exchange rate
$1 = C$ 1.24
Average temperature for October in Calgary
55.4 °F
Avg rainfall for October in Calgary
0.7 ″

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Airports servicing Calgary

Top 8 airlines flying from Chicago to Calgary

The chart below displays the airlines Cheapflights users traveling from Chicago to Calgary choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Frontier
$80 $229 No cancel fee 62%
United Airlines
$137 $368 No cancel fee 69%
Delta
$140 $396 No cancel fee N/A
Air Canada
$144 $364 No cancel fee 67%
American Airlines
$146 $277 No cancel fee 71%
WestJet
$167 $292 No cancel fee 60%
Alaska Airlines
$180 $320 No cancel fee 75%
Interjet
$333 $503 No cancel fee 68%
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