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

CHI — YYC
Oct 4 — Oct 111

The best prices from Chicago to Calgary are usually found in June or May, booked 55 days in advance, depart on a Friday or Tuesday and return on a Friday

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 2022: compare Chicago to Calgary flight prices with the expected peak season, weather and rainfall in Calgary.

CHI - YYC

Price

$391 - $543

YYC

Temperature

19.4 - 62.6 °F

YYC

Rainfall

0.4 - 3.7 inches

Popular inDecemberHigh demand for flights, 13% potential price rise
Cheapest inJuneBest time to find cheap flights, 17% potential price drop
Round-trip from$391From Chicago (CHI) to Calgary
One-way from$231One-way flight from Chicago (CHI) to Calgary

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

Users have found that leaving on a Thursday can be a cost-effective option. It’s possible to save up to 25% on your flight compared to booking on days when demand is much higher.

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 54 days in advance, which can save you up to 39% on flights from Chicago to Calgary compared to booking the week you need them. Waiting 54 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 $620. For sooner than that we have options available in the next 3 days from $677.

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

June can be a great time to fly to Calgary from Chicago with a flight ticket averaging about $474. Cheapflights users have found deals in the month of June for as cheap as $239. The most expensive prices can be found in the month of December.

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 afternoon tend to be the most expensive. A flight at noon could potentially save you up to 44% on airfare.

Cheap flights from Chicago to Calgary in September, October 2022

The best prices found for CHI to YYC flights for September, October
Oct 26 - Nov 2
ORD

Chicago O'Hare Intl

YYC

Calgary

2 stops

22h 10m
YYC

Calgary

ORD

Chicago O'Hare Intl

2 stops

24h 29m
$362

Multiple Airlines

Pick Dates

Deal found 9/28/22

Oct 19 - Oct 25
MDW

Chicago Midway

YYC

Calgary

1 stop

13h 04m
YYC

Calgary

MDW

Chicago Midway

1 stop

17h 02m
$379

Multiple Airlines

Pick Dates

Deal found 9/27/22

Oct 24 - Oct 30
MDW

Chicago Midway

YYC

Calgary

1 stop

16h 42m
YYC

Calgary

MDW

Chicago Midway

1 stop

12h 25m
$380

Multiple Airlines

Pick Dates

Deal found 9/27/22

Chicago to Calgary 2022 flight deals

Cheap flights to Calgary from Chicago found for this year
Nov 15 - Nov 17
MDW

Chicago Midway

YYC

Calgary

1 stop

16h 30m
YYC

Calgary

MDW

Chicago Midway

1 stop

15h 28m
$328

Multiple Airlines

Pick Dates

Deal found 9/28/22

Nov 19 - Nov 22
MDW

Chicago Midway

YYC

Calgary

1 stop

17h 04m
YYC

Calgary

MDW

Chicago Midway

1 stop

17h 40m
$341

Multiple Airlines

Pick Dates

Deal found 9/26/22

Nov 19 - Nov 22
MDW

Chicago Midway

YYC

Calgary

1 stop

17h 04m
YYC

Calgary

MDW

Chicago Midway

1 stop

10h 55m
$353

Multiple Airlines

Pick Dates

Deal found 9/26/22

Cheap American Airlines flights from Chicago to Calgary

Oct 12 - Oct 15
ORD

Chicago O'Hare Intl

YYC

Calgary

Nonstop

3h 38m
YYC

Calgary

ORD

Chicago O'Hare Intl

Nonstop

3h 22m
$393

American Airlines

Pick Dates

Deal found 9/29/22

Oct 9 - Oct 14
ORD

Chicago O'Hare Intl

YYC

Calgary

Nonstop

3h 38m
YYC

Calgary

ORD

Chicago O'Hare Intl

Nonstop

3h 22m
$394

American Airlines

Pick Dates

Deal found 9/27/22

Oct 8 - Oct 12
ORD

Chicago O'Hare Intl

YYC

Calgary

Nonstop

3h 38m
YYC

Calgary

ORD

Chicago O'Hare Intl

Nonstop

3h 22m
$396

American Airlines

Pick Dates

Deal found 9/26/22

Cheap Alaska Airlines flights from Chicago to Calgary

Oct 29 - Nov 8
ORD

Chicago O'Hare Intl

YYC

Calgary

1 stop

20h 31m
YYC

Calgary

ORD

Chicago O'Hare Intl

1 stop

22h 30m
$392

Alaska Airlines

Pick Dates

Deal found 9/26/22

Nov 10 - Nov 14
ORD

Chicago O'Hare Intl

YYC

Calgary

1 stop

7h 52m
YYC

Calgary

ORD

Chicago O'Hare Intl

1 stop

29h 13m
$400

Alaska Airlines

Pick Dates

Deal found 9/26/22

Non-stop flights to Calgary from Chicago

Save time with Chicago to Calgary direct flight deals
Oct 12 - Oct 15
ORD

Chicago O'Hare Intl

YYC

Calgary

Nonstop

3h 38m
YYC

Calgary

ORD

Chicago O'Hare Intl

Nonstop

3h 22m
$393

American Airlines

Pick Dates

Deal found 9/29/22

Oct 13 - Oct 20
ORD

Chicago O'Hare Intl

YYC

Calgary

Nonstop

3h 38m
YYC

Calgary

ORD

Chicago O'Hare Intl

Nonstop

3h 22m
$394

American Airlines

Pick Dates

Deal found 9/28/22

Oct 13 - Oct 18
ORD

Chicago O'Hare Intl

YYC

Calgary

Nonstop

3h 38m
YYC

Calgary

ORD

Chicago O'Hare Intl

Nonstop

3h 22m
$396

American Airlines

Pick Dates

Deal found 9/26/22

Last minute flights from Chicago to Calgary

Late deals on return flights to Calgary from Chicago, departing today and this week
Oct 9 - Oct 14
ORD

Chicago O'Hare Intl

YYC

Calgary

Nonstop

3h 38m
YYC

Calgary

ORD

Chicago O'Hare Intl

Nonstop

3h 22m
$394

American Airlines

Pick Dates

Deal found 9/27/22

Oct 8 - Oct 12
ORD

Chicago O'Hare Intl

YYC

Calgary

Nonstop

3h 38m
YYC

Calgary

ORD

Chicago O'Hare Intl

Nonstop

3h 22m
$396

American Airlines

Pick Dates

Deal found 9/26/22

Oct 4 - Oct 18
ORD

Chicago O'Hare Intl

YYC

Calgary

1 stop

6h 56m
YYC

Calgary

ORD

Chicago O'Hare Intl

Nonstop

3h 22m
$401

Multiple Airlines

Pick Dates

Deal found 9/27/22

One-way flights to Calgary from Chicago

The cheapest one-way flights from Chicago to Calgary
Oct 12
ORD

Chicago O'Hare Intl

YYC

Calgary

2 stops

22h 10m
$149

Multiple Airlines

Pick Dates

Deal found 9/27/22

Oct 12
MDW

Chicago Midway

YYC

Calgary

2 stops

25h 18m
$159

Multiple Airlines

Pick Dates

Deal found 9/27/22

Oct 10
ORD

Chicago O'Hare Intl

YYC

Calgary

3 stops

41h 33m
$165

Multiple Airlines

Pick Dates

Deal found 9/28/22

Related info for your journey

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

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 4 inbound flights from Chicago per day from 12 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 American Airlines, United Airlines, and Air Canada. 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 $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 $328, but on average you can expect to pay $381.

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

Cheapflights has at least 20 direct flights from Chicago to Calgary under $400. A good price for a nonstop flight from Chicago to Calgary is less than $429.

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

There are currently 20+ open flights from Chicago to Calgary within the next 7 days for less than $400.

What days are nonstop flights available from Chicago to Calgary?

You can find nonstop flights on the following days: Thursday.

How many flights depart from Chicago to Calgary on average per day?

On average 2 flights depart from Chicago to Calgary per day.
Morning (6am - Noon) - 100% of flight departures

How long is the flight from Chicago to Calgary?

Airlines like Alaska Airlines, American Airlines, and United Airlines fly from Chicago to Calgary in about 3h 38m. The time it takes to get you to your destination can typically vary by up to 16h 53m. Chicago and Calgary are separated by a distance of 1389 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

Our cheapest airline available from Chicago to Calgary is Alaska Airlines. Our recent data shows that you can find tickets from as low as $392 on this airline. Additional options worth looking into are American Airlines and United Airlines, starting at $393 and $397 round-trip. Alaska Airlines is 17% cheaper than the average price of flights available within the next 90 days to this destination.

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

The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $197. 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, Undisclosed Carrier or American Airlines.

What are the most reliable airlines from Chicago to Calgary?

Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Calgary on time: Air Canada (83%), United Airlines (83%), Qatar Airways (72%).

What are the cheapest flights from Chicago to Calgary?

While on average a flight from Chicago to Calgary is generally $1,099, our data shows the cheapest flight currently is $203. When looking at the most popular route, (Chicago O'Hare Intl - Calgary), you can expect to pay $362 for that flight.

Alternative routes for Chicago to Calgary

See prices for flight routes from nearby airports that may be better suited for you.
Moline to Calgaryfrom $889 pp
Peoria to Edmontonfrom $1,410 pp

Top 9 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.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Juneyao AirlinesCheapest$14Average$22FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
FrontierCheapest$80Average$229FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search Frontier flights
Alaska AirlinesCheapest$187Average$376FlexibilityNo cancel feeOn-time75%COVID-19 safety
Search Alaska Airlines flights
Air CanadaCheapest$204Average$494FlexibilityNo cancel feeOn-time67%COVID-19 safety
Search Air Canada flights
American AirlinesCheapest$205Average$326FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
WestJetCheapest$221Average$478FlexibilityNo cancel feeOn-time60%COVID-19 safety
Search WestJet flights
United AirlinesCheapest$242Average$554FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
DeltaCheapest$289Average$523FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
InterjetCheapest$333Average$503FlexibilityNo cancel feeOn-time68%COVID-19 safety
Search Interjet flights

Hourly flight availability from Chicago to Calgary

See what time of day planes typically take off from Chicago to Calgary
0%of flight departuresEarly morningMidnight to 6 am
100%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Chicago to Calgary

See how many times per day planes take to the skies headed from Chicago to Calgary
Sunday4daily flights
Monday4daily flights
Tuesday5daily flights
Wednesday5daily flights
Thursday5daily flights
Friday4daily flights
Saturday4daily flights