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Calgary

$141+ Cheap flights from Illinois to Calgary (YYC)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YYC
Aug 26 — Sep 21
Wed 8/26
Wed 9/2
1 adult, Economy
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Cheap flight deals from Illinois to Calgary

Cheapest flights from Illinois to Calgary
Explore the most affordable flight options available from Illinois to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 27, 2026.

This Jettzy deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Thu 9/1012:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 7/26$263
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Fri 8/2812:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 7/26$264
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Mon 8/2412:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 7/24$268
This FlightHub deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Sat 8/2912:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 7/26$269
This Booking.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/225:30 pm
ORD
-
YYC
Nonstop3h 55m
Multiple Airlines
Mon 11/231:45 am
YYC
-
ORD
1 stop8h 22m
Multiple Airlines
Deal found 7/27$270
This FlightHub deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Sat 8/2212:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 7/24$272
This Booking.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:30 pm
ORD
-
YYC
Nonstop3h 55m
Multiple Airlines
Fri 8/2811:55 pm
YYC
-
ORD
1 stop12h 27m
Multiple Airlines
Deal found 7/24$273
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Wed 8/1912:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 7/24$274
This FlightHub deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/235:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Sat 8/2912:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 7/26$275
This FlightHub deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Sat 8/2912:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 7/24$276
This Gotogate deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:30 pm
ORD
-
YYC
Nonstop3h 55m
Multiple Airlines
Wed 8/269:25 am
YYC
-
ORD
1 stop9h 40m
Multiple Airlines
Deal found 7/22$277
This Kiwi.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:17 pm
STL
-
YYC
1 stop28h 33m
Multiple Airlines
Mon 8/317:00 am
YYC
-
STL
1 stop9h 22m
Multiple Airlines
Deal found 7/25$309

Find flight deals from Illinois to Calgary

Keep the following information in mind while searching for Illinois to Calgary flight deals. Data was last updated July 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$263
(Jettzy)

One-way from

$141
(FlightHub)

Popular in

July

Cheapest in

January

Average price

$449

Good round-trip deal

$385 or less

Good one-way deal

$168 or less
Provider with most accurate pricing for Chicago (CHI)-Calgary flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Calgary flights.
Search Deals
From Illinois to Calgary
Search Deals
One-way flight from Illinois to Calgary
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($74 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Illinois to Calgary.
Search Deals
Price to beat on a one-way flight from Illinois to Calgary.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Calgary that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 27, 2026.
Use the filters below to find and compare flights from Illinois to Calgary that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sun 8/16

5:55 am-9:48 pm

1 stop16h 53m

Calgary

Sat 8/29

12:34 pm-5:06 pm

Nonstop3h 32m

$291

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 8/13

8:44 am-11:32 am

Nonstop3h 48m

Calgary

Mon 8/17

6:00 am-11:59 pm

1 stop16h 59m

$297

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 8/18

6:00 am-6:30 pm

1 stop13h 30m

Calgary

Wed 8/26

9:25 am-8:05 pm

1 stop9h 40m

$300

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 8/25

2:00 pm-11:04 pm

1 stop10h 04m

Calgary

Sat 8/29

6:45 am-3:30 pm

1 stop7h 45m

$306

St. LouisCalgary

STL - YYC

STLYYC

Lambert-St Louis

Sun 10/11

10:35 am-11:00 am

1 stop25h 25m

Calgary

Thu 10/15

6:50 pm-9:40 am

2 stops13h 50m

$332

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 8/19

2:00 pm-11:04 pm

1 stop10h 04m

Calgary

Wed 8/26

12:32 pm-9:33 pm

1 stop8h 01m

$335

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 11/10

9:59 am-12:17 am

2 stops14h 18m

Calgary

Mon 11/16

7:14 am-5:05 pm

1 stop9h 51m

$336
Quickest round-trip

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 9/14

7:45 pm-10:35 pm

Nonstop3h 50m

Calgary

Sat 9/19

1:00 am-10:15 am

1 stop8h 15m

$338

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 10/3

2:05 pm-11:06 pm

1 stop10h 01m

Calgary

Tue 10/6

7:45 am-6:08 pm

1 stop9h 23m

$364

St. LouisCalgary

STL - YYC

STLYYC

Lambert-St Louis

Mon 8/17

4:57 pm-3:15 pm

2 stops23h 18m

Calgary

Fri 8/21

7:00 am-5:22 pm

1 stop9h 22m

$365

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/26

Showing 1-10 of 49 resultsSorted by cheapest first
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Best time to book a flight from Illinois to Calgary

Have a flexible travel schedule? Discover the best time to fly to Calgary from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Calgary

What is the cheapest month to book a flight from Illinois to Calgary?

Currently, January is the cheapest month in which you can book a flight from Illinois to Calgary (average of $224). Flying from Illinois to Calgary in July is currently the most expensive (average of $449). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IL to YYC?

Find hourly flight availability from Illinois to Calgary. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 27, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 42% on flights from Illinois to Calgary by exploring options for tickets at noon.

Weekly flight availability from Illinois to Calgary

Explore weekly flight availability from Illinois to Calgary. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 27, 2026.

The most flights from USIL to YYC are scheduled on a Friday (15 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (12 on average).

How much does it cost to fly round-trip from Illinois to Calgary?

Airfare is typical for this route at the moment.
Illinois to Calgary flights typically cost between $263 and $474 in September.
The cheapest round-trip price found within the last 5 days was $263 on Multiple Airlines (Sep 1-Sep 9).

How far ahead should I book a flight from Illinois to Calgary?

Booking 62 days in advance of your planned departure date is, on average, the best time to get cheap flights from Illinois to Calgary. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from Illinois to Calgary?

Use this chart to determine the cheapest time to fly round-trip from Illinois to Calgary. Price data was last updated on July 25, 2026.

Travelers seeking maximum savings on their Illinois to Calgary flight should consider departing on Thursday at noon when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Calgary. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    For a flight from Illinois to Calgary, you will be flying into Calgary. Calgary (YYC) is just 5.8 mi from the center of the city.

  • How long is the flight from Illinois to Calgary?

    A quick flight from Illinois to Calgary can take about 10h 04m. United Airlines provides one of the quickest options available for as low as $306. The distance between Illinois and Calgary is about 1381 mi. This flight may include one or multiple stops.

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

    To fly one-way, consider booking your trip with Qatar Airways, which is currently one of the cheapest options available, starting at $57. WestJet flights start at $58 while deals on United Airlines start at $62 one-way.

  • What are the most popular routes from Illinois to Calgary?

    When deciding which route to take from Illinois to Calgary consider Chicago O'Hare Intl - Calgary, Chicago Midway - Calgary or Lambert-St Louis - Calgary as they are the most popular.

  • What are the most reliable airlines from Illinois 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 Illinois to Calgary on time: American Airlines (82%), Envoy Air (80%), Air Canada (77%).

  • What are the cheapest flights from Illinois to Calgary?

    The cheapest flight price from Illinois to Calgary is $123. On average you can expect to pay $346. The most popular route, (Chicago O'Hare Intl - Calgary), can usually be booked for $280.

  • Can I find deals for flights from Illinois to Calgary that include hotel bookings?

    Yes. In addition to deals on Illinois to Calgary flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Calgary?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Calgary.

  • Can I find deals for business class flights from Illinois to Calgary?

    Yes. Cheapflights offers flight deals from Illinois to Calgary by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Calgary?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Calgary (average of $224). Flying from Illinois to Calgary in July is currently the most expensive (average of $449). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Calgary?

Book flights to Calgary if you plan to visit one of these locations
Canmore

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Top 5 airlines flying from Illinois to Calgary

Discover the top 5 airlines that operate flights from Illinois to Calgary. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$114Average$229FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$123Average$313FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$135Average$430FlexibilityNo cancel feeOn-time69%
WestJetCheapest$136Average$284FlexibilityNo cancel feeOn-time60%
American AirlinesCheapest$249Average$455FlexibilityNo cancel feeOn-time71%

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