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$70+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YYC
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap flight deals from Illinois to Calgary

Keep the following information in mind while searching for Illinois to Calgary flight deals. Data was last updated October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$168
(Kiwi.com)

One-way from

$70
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$213

Good round-trip deal

$226 or less

Good one-way deal

$120 or less
Provider with most accurate pricing for Chicago (CHI)-Calgary flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Calgary flights.
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From Illinois to Calgary
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One-way flight from Illinois to Calgary
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Highest demand for flights based on searches. 18% potential increase in price ($70 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Illinois to Calgary.
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Price to beat on a one-way flight from Illinois to Calgary.
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Find 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 October 29, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/52:20 pmORD - YYC
Nonstop3h 55mWestJet
Mon 12/89:00 amYYC - ORD
Nonstop3h 35mWestJet
Deal found 10/27$193
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/131:24 pmORD - YYC
2 stops26h 46mMultiple Airlines
Fri 1/99:00 amYYC - ORD
Nonstop3h 35mMultiple Airlines
Deal found 10/28$203
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Wed 12/108:45 amORD - YYC
Nonstop3h 50mUnited Airlines
Sat 12/1312:37 pmYYC - ORD
Nonstop3h 33mUnited Airlines
Deal found 10/29$215
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:11 amORD - YYC
1 stop13h 58mMultiple Airlines
Tue 12/98:55 amYYC - ORD
1 stop8h 51mMultiple Airlines
Deal found 10/27$219
This United deal was found by Cheapflights users on 10/27. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/28:45 amORD - YYC
Nonstop3h 50mMultiple Airlines
Sat 12/65:35 amYYC - ORD
1 stop8h 20mMultiple Airlines
Deal found 10/27$223
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/72:20 pmORD - YYC
Nonstop3h 55mMultiple Airlines
Mon 11/1012:30 amYYC - ORD
1 stop9h 44mMultiple Airlines
Deal found 10/29$225
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/82:20 pmORD - YYC
Nonstop3h 55mMultiple Airlines
Wed 12/108:55 amYYC - ORD
1 stop8h 51mMultiple Airlines
Deal found 10/29$226
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/101:50 pmMDW - YYC
1 stop8h 07mDelta
Sat 12/136:35 amYYC - MDW
1 stop5h 35mDelta
Deal found 10/28$251
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/171:37 pmMDW - YYC
1 stop23h 07mMultiple Airlines
Sat 1/177:35 pmYYC - MDW
1 stop13h 38mMultiple Airlines
Deal found 10/27$255
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:30 amMDW - YYC
1 stop11h 36mMultiple Airlines
Mon 11/1012:30 amYYC - MDW
1 stop10h 08mMultiple Airlines
Deal found 10/29$269
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/276:05 amMDW - YYC
1 stop14h 04mMultiple Airlines
Thu 12/47:30 amYYC - MDW
2 stops13h 42mMultiple Airlines
Deal found 10/28$274
This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/131:50 pmMDW - YYC
1 stop8h 07mDelta
Fri 1/96:30 amYYC - MDW
1 stop5h 39mDelta
Deal found 10/28$279

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 October 29, 2025.
Use the filters below to find and compare flights from Illinois to Calgary that are best for you.

Fly from

Illinois

Fly to

Calgary

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 1/10

8:45 am-11:35 am

Nonstop3h 50m

Calgary

Sat 1/17

12:37 pm-5:08 pm

Nonstop3h 31m

$215

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 12/2

8:45 am-11:35 am

Nonstop3h 50m

Calgary

Sat 12/6

12:37 pm-5:10 pm

Nonstop3h 33m

$217

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 12/2

8:45 am-11:35 am

Nonstop3h 50m

Calgary

Sat 12/6

5:35 am-2:55 pm

1 stop8h 20m

$223

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 11/8

8:47 am-9:53 pm

1 stop14h 06m

Calgary

Sat 11/15

12:37 pm-5:10 pm

Nonstop3h 33m

$227

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 11/5

8:47 am-2:21 pm

1 stop6h 34m

Calgary

Wed 11/12

12:37 pm-5:10 pm

Nonstop3h 33m

$227

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 12/10

8:45 am-11:35 am

Nonstop3h 50m

Calgary

Sat 12/13

6:15 am-9:08 pm

1 stop13h 53m

$230

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Tue 12/2

1:50 pm-8:57 pm

1 stop8h 07m

Calgary

Sat 12/6

6:35 am-1:10 pm

1 stop5h 35m

$251

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Wed 12/10

1:50 pm-8:57 pm

1 stop8h 07m

Calgary

Sat 12/13

6:35 am-1:10 pm

1 stop5h 35m

$251

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Tue 1/6

1:49 pm-8:56 pm

1 stop8h 07m

Calgary

Wed 1/14

6:30 am-1:09 pm

1 stop5h 39m

$251

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 11/21

1:38 pm-11:10 pm

1 stop10h 32m

Calgary

Mon 12/1

12:41 pm-9:25 pm

1 stop7h 44m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 50 results
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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, April is the cheapest month in which you can book a flight from Illinois to Calgary (average of $80). Flying from Illinois to Calgary in December is currently the most expensive (average of $161). 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 October 29, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 52% on flights from Illinois to Calgary by exploring options for tickets in the evening.

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 December 16, 2024.

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. Sunday at noon 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 3h 50m. United Airlines provides one of the quickest options available for as low as $215. The distance between Illinois and Calgary is about 1381 mi. This flight may include one or multiple stops.

  • 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: Air Canada (74%), United Airlines (74%), British Airways (73%).

  • What are the cheapest flights from Illinois to Calgary?

    The cheapest flight price from Illinois to Calgary is $62. On average you can expect to pay $639. The most popular route, (Chicago O'Hare Intl - Calgary), can usually be booked for $186.

  • 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, April is the cheapest month in which you can book a flight from Illinois to Calgary (average of $80). Flying from Illinois to Calgary in December is currently the most expensive (average of $161). 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

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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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$91Average$339FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$97Average$242FlexibilityNo cancel feeOn-time67%
DeltaCheapest$109Average$296FlexibilityNo cancel feeOn-timeN/A
WestJetCheapest$142Average$231FlexibilityNo cancel feeOn-time60%
American AirlinesCheapest$198Average$520FlexibilityNo cancel feeOn-time71%

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