Calgary

$107+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YYC
May 30 — Jun 61
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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 April 30, 2026.

This United Airlines deal was found by Cheapflights users on 4/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/257:44 pm
ORD
-
YYC
Nonstop3h 53m
United Airlines
Sat 5/306:00 am
YYC
-
ORD
1 stop14h 39m
United Airlines
Deal found 4/27$235
This FlightHub deal was found by Cheapflights users on 4/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Tue 6/212:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 4/27$236
This United Airlines deal was found by Cheapflights users on 4/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/257:44 pm
ORD
-
YYC
Nonstop3h 53m
United Airlines
Thu 6/412:28 pm
YYC
-
ORD
Nonstop3h 37m
United Airlines
Deal found 4/25$237
This Justfly.com deal was found by Cheapflights users on 4/30. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:30 pm
ORD
-
YYC
Nonstop3h 55m
Multiple Airlines
Sat 5/307:05 am
YYC
-
ORD
1 stop8h 15m
Multiple Airlines
Deal found 4/30$243
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
Fri 5/225:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Sat 5/3012:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 4/25$244
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:00 am
ORD
-
YYC
1 stop16h 48m
United Airlines
Tue 5/261:27 pm
YYC
-
ORD
1 stop10h 17m
United Airlines
Deal found 4/29$245
This Trip.com deal was found by Cheapflights users on 4/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:30 pm
ORD
-
YYC
Nonstop3h 55m
Multiple Airlines
Wed 5/277:05 am
YYC
-
ORD
1 stop8h 15m
Multiple Airlines
Deal found 4/28$246
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/257:44 pm
ORD
-
YYC
Nonstop3h 53m
United Airlines
Sun 5/318:30 am
YYC
-
ORD
Nonstop3h 37m
United Airlines
Deal found 4/29$247
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
Sat 5/235:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Sun 5/3112:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 4/25$248
This CheapOair deal was found by Cheapflights users on 4/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:30 pm
ORD
-
YYC
Nonstop3h 55m
Multiple Airlines
Fri 5/297:05 am
YYC
-
ORD
1 stop8h 15m
Multiple Airlines
Deal found 4/28$249
This Delta deal was found by Cheapflights users on 4/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/271:59 pm
MDW
-
YYC
1 stop7h 31m
Delta
Fri 5/296:45 am
YYC
-
MDW
1 stop10h 11m
Delta
Deal found 4/26$256
This Delta deal was found by Cheapflights users on 4/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/249:23 am
MDW
-
YYC
2 stops14h 34m
Delta
Sun 5/316:45 am
YYC
-
MDW
1 stop5h 34m
Delta
Deal found 4/26$266

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 April 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$235
(United Airlines)

One-way from

$107
(Air Canada)

Popular in

December

Cheapest in

January

Average price

$379

Good round-trip deal

$364 or less

Good one-way deal

$125 or less
Provider with most accurate pricing for Chicago (CHI)-Calgary flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Calgary flights.
From Illinois to Calgary
One-way flight from Illinois to Calgary
High demand for flights, 5% potential price rise
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in April 2026
Price to beat on a round-trip flight from Illinois to Calgary.
Price to beat on a one-way flight from Illinois to Calgary.

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 April 30, 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

Fri 5/15

2:11 pm-10:57 pm

1 stop9h 46m

Calgary

Tue 5/19

6:45 am-4:51 pm

1 stop9h 06m

$288

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 5/26

12:30 pm-8:30 pm

1 stop9h 00m

Calgary

Tue 6/2

7:45 am-6:50 pm

1 stop10h 05m

$300

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 5/8

2:11 pm-10:57 pm

1 stop9h 46m

Calgary

Fri 5/15

7:45 am-6:50 pm

1 stop10h 05m

$311
Quickest round-trip

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 5/16

7:12 am-1:10 pm

1 stop6h 58m

Calgary

Sat 5/23

12:00 pm-4:40 pm

Nonstop3h 40m

$322

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 6/4

2:11 pm-10:57 pm

1 stop9h 46m

Calgary

Mon 6/8

6:45 am-8:31 pm

2 stops12h 46m

$324

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Sat 5/23

1:22 pm-8:05 pm

1 stop7h 43m

Calgary

Sat 5/30

7:00 am-4:12 pm

1 stop8h 12m

$338

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Mon 5/11

1:22 pm-8:05 pm

1 stop7h 43m

Calgary

Tue 5/19

12:30 am-10:00 am

1 stop8h 30m

$338

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 5/25

5:30 pm-8:25 pm

Nonstop3h 55m

Calgary

Mon 6/1

7:45 am-6:50 pm

1 stop10h 05m

$342

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 5/25

12:30 pm-8:30 pm

1 stop9h 00m

Calgary

Sat 5/30

6:45 am-4:51 pm

1 stop9h 06m

$369

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 7/10

12:27 pm-8:35 pm

1 stop9h 08m

Calgary

Tue 7/14

7:45 am-6:57 pm

1 stop10h 12m

$381

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 53 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

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

Booking 52 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 month to book a flight from Illinois to Calgary?

Currently, November is the cheapest month in which you can book a flight from Illinois to Calgary (average of $60). Flying from Illinois to Calgary in September is currently the most expensive (average of $617). 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 April 30, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 38% on flights from Illinois to Calgary by exploring options for tickets in the afternoon.

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 April 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. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 April 30, 2026.

The most flights from USIL to YYC are scheduled on a Thursday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

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

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 9h 46m. Delta provides one of the quickest options available for as low as $288. 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?

  • 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: Air Canada (67%), United Airlines (67%), American Airlines (65%).

  • What are the cheapest flights from Illinois to Calgary?

    The cheapest flight price from Illinois to Calgary is $107. On average you can expect to pay $779. The most popular route, (Chicago O'Hare Intl - Calgary), can usually be booked for $202.

  • 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, November is the cheapest month in which you can book a flight from Illinois to Calgary (average of $60). Flying from Illinois to Calgary in September is currently the most expensive (average of $617). 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
Airdrie

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Alternative routes for Illinois to Calgary

See prices for flight routes from nearby airports that may be better suited for you.

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 April 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$71Average$247FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$87Average$341FlexibilityNo cancel feeOn-time69%
DeltaCheapest$110Average$191FlexibilityNo cancel feeOn-timeN/A
WestJetCheapest$127Average$262FlexibilityNo cancel feeOn-time60%
American AirlinesCheapest$224Average$424FlexibilityNo cancel feeOn-time71%

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