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$56+ 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 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YYC
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
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 November 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$145
(Kiwi.com)

One-way from

$56
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$250

Good round-trip deal

$240 or less

Good one-way deal

$85 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. 8% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 20, 2025.

This Air Canada deal was found by Cheapflights users on 11/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/267:05 amORD - YYC
1 stop9h 49mAir Canada
Thu 1/15:35 amYYC - ORD
1 stop8h 20mAir Canada
Deal found 11/19$200
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 12/22:49 pmMDW - YYC
1 stop21h 55mMultiple Airlines
Fri 12/59:45 pmYYC - MDW
2 stops15h 14mMultiple Airlines
Deal found 11/18$224
This United Airlines deal was found by Cheapflights users on 11/19. 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.
Tue 12/28:45 amORD - YYC
Nonstop3h 50mUnited Airlines
Tue 12/22:13 pmYYC - ORD
1 stop8h 46mUnited Airlines
Deal found 11/19$226
This United Airlines deal was found by Cheapflights users on 11/18. 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.
Tue 12/168:45 amORD - YYC
Nonstop3h 50mUnited Airlines
Wed 12/176:15 amYYC - ORD
1 stop12h 29mUnited Airlines
Deal found 11/18$230
This Air Canada deal was found by Cheapflights users on 11/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1010:00 amORD - YYC
1 stop9h 54mAir Canada
Sat 12/135:35 amYYC - ORD
1 stop8h 20mAir Canada
Deal found 11/19$232
This United Airlines deal was found by Cheapflights users on 11/19. 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.
Sun 11/308:45 amORD - YYC
Nonstop3h 50mUnited Airlines
Sat 12/612:37 pmYYC - ORD
Nonstop3h 33mUnited Airlines
Deal found 11/19$236
This United Airlines deal was found by Cheapflights users on 11/19. 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 11/268:45 amORD - YYC
Nonstop3h 50mUnited Airlines
Tue 12/912:37 pmYYC - ORD
Nonstop3h 33mUnited Airlines
Deal found 11/19$237
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 11/282:20 pmORD - YYC
Nonstop3h 55mMultiple Airlines
Tue 12/212:30 amYYC - ORD
1 stop17h 16mMultiple Airlines
Deal found 11/19$239
This American Airlines deal was found by Cheapflights users on 11/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/105:18 amORD - YYC
1 stop7h 26mAmerican Airlines
Sat 12/1312:45 pmYYC - ORD
1 stop7h 39mAmerican Airlines
Deal found 11/19$240
This United Airlines deal was found by Cheapflights users on 11/19. 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 11/268:45 amORD - YYC
Nonstop3h 50mUnited Airlines
Wed 12/106:15 amYYC - ORD
1 stop13h 53mUnited Airlines
Deal found 11/19$241
This Air Canada deal was found by Cheapflights users on 11/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/273:35 pmORD - YYC
1 stop9h 09mAir Canada
Wed 12/105:35 amYYC - ORD
1 stop8h 35mAir Canada
Deal found 11/19$243
This Air Canada deal was found by Cheapflights users on 11/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/273:35 pmORD - YYC
1 stop9h 09mAir Canada
Sat 12/65:35 amYYC - ORD
1 stop8h 20mAir Canada
Deal found 11/19$247

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 November 20, 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

Fri 1/23

8:45 am-11:35 am

Nonstop3h 50m

Calgary

Tue 2/3

12:37 pm-5:08 pm

Nonstop3h 31m

$185

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 1/22

8:45 am-11:35 am

Nonstop3h 50m

Calgary

Thu 1/29

12:37 pm-5:08 pm

Nonstop3h 31m

$185

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 1/21

8:45 am-11:35 am

Nonstop3h 50m

Calgary

Wed 1/28

12:37 pm-5:08 pm

Nonstop3h 31m

$185

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 1/27

8:45 am-11:35 am

Nonstop3h 50m

Calgary

Tue 2/3

12:37 pm-5:08 pm

Nonstop3h 31m

$185

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 1/28

12:53 pm-9:53 pm

1 stop10h 00m

Calgary

Tue 2/3

12:37 pm-5:08 pm

Nonstop3h 31m

$195

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sun 1/18

8:45 am-11:35 am

Nonstop3h 50m

Calgary

Mon 1/26

6:15 am-11:59 pm

1 stop16h 44m

$200

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 1/21

8:45 am-11:35 am

Nonstop3h 50m

Calgary

Mon 1/26

6:15 am-9:15 pm

1 stop14h 00m

$200

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 1/28

8:45 am-11:35 am

Nonstop3h 50m

Calgary

Sat 1/31

6:15 am-9:15 pm

1 stop14h 00m

$200

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sun 1/18

5:40 am-1:08 pm

1 stop8h 28m

Calgary

Wed 1/21

6:15 am-2:50 pm

1 stop7h 35m

$206

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 1/9

2:36 pm-9:53 pm

1 stop8h 17m

Calgary

Fri 1/16

6:15 am-7:51 pm

1 stop12h 36m

$212

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Showing 1-10 of 52 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 $81). 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 November 20, 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.

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 November 20, 2025.

The most flights from USIL to YYC are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

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 $185. 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 WestJet, which is currently one of the cheapest options available, starting at $57. United Airlines flights start at $70 while deals on Delta start at $105 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: Qatar Airways (81%), American Airlines (80%), British Airways (80%).

  • 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 $638. The most popular route, (Chicago O'Hare Intl - Calgary), can usually be booked for $159.

  • 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 $81). 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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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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$91Average$237FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$91Average$338FlexibilityNo cancel feeOn-time69%
DeltaCheapest$109Average$294FlexibilityNo cancel feeOn-timeN/A
WestJetCheapest$142Average$232FlexibilityNo cancel feeOn-time60%
American AirlinesCheapest$198Average$521FlexibilityNo cancel feeOn-time71%

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