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$63+ 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
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Fri 4/242:20 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Mon 4/2712:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 1/26$164
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 4/305:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Sun 5/312:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 1/29$168
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 5/75:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Mon 5/1112:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 1/28$169
This FlightHub deal was found by Cheapflights users on 1/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/35:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Fri 5/812:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 1/28$183
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Fri 4/32:20 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Fri 4/109:00 am
YYC
-
ORD
Nonstop3h 35m
WestJet
Deal found 1/26$193
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Wed 4/158:42 am
ORD
-
YYC
Nonstop3h 50m
United Airlines
Wed 4/2212:34 pm
YYC
-
ORD
Nonstop3h 27m
United Airlines
Deal found 1/27$196
This FlightHub deal was found by Cheapflights users on 1/27. 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.
Fri 5/225:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Sat 5/3012:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 1/27$203
This FlightHub deal was found by Cheapflights users on 1/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:30 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Tue 6/912:00 pm
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 1/28$205
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:42 am
ORD
-
YYC
Nonstop3h 50m
United Airlines
Wed 4/296:00 am
YYC
-
ORD
1 stop12h 54m
United Airlines
Deal found 1/26$211
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 3/38:41 am
ORD
-
YYC
Nonstop3h 50m
United Airlines
Tue 3/106:15 am
YYC
-
ORD
1 stop14h 14m
United Airlines
Deal found 1/27$212
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Fri 3/62:20 pm
ORD
-
YYC
Nonstop3h 55m
WestJet
Fri 3/139:00 am
YYC
-
ORD
Nonstop3h 35m
WestJet
Deal found 1/26$215
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/266:25 am
MDW
-
YYC
1 stop13h 44m
Multiple Airlines
Thu 3/57:30 am
YYC
-
MDW
1 stop31h 43m
Multiple Airlines
Deal found 1/29$294

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$164
(Kiwi.com)

One-way from

$63
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$229

Good round-trip deal

$206 or less

Good one-way deal

$89 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. 4% potential increase in price ($12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 29, 2026.
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

Tue 4/28

8:42 am-11:32 am

Nonstop3h 50m

Calgary

Wed 4/29

6:00 am-9:20 pm

1 stop14h 20m

$212

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 4/15

7:00 am-1:53 pm

1 stop7h 53m

Calgary

Wed 4/22

1:27 pm-9:17 pm

1 stop6h 50m

$222

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 4/15

8:20 pm-8:28 am

1 stop13h 08m

Calgary

Fri 4/17

8:45 pm-10:53 am

2 stops13h 08m

$238

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 4/24

2:09 pm-11:00 pm

1 stop9h 51m

Calgary

Mon 4/27

7:40 am-6:07 pm

1 stop9h 27m

$266

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 3/4

6:30 am-8:54 pm

2 stops15h 24m

Calgary

Tue 3/10

6:30 am-6:00 pm

1 stop10h 30m

$277

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 4/15

8:52 am-8:40 pm

2 stops12h 48m

Calgary

Wed 4/22

12:29 pm-9:18 pm

1 stop7h 49m

$277

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 3/3

8:50 am-11:05 pm

2 stops15h 15m

Calgary

Sat 3/7

6:30 am-6:01 pm

1 stop10h 31m

$277

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 3/4

12:29 pm-8:54 pm

1 stop9h 25m

Calgary

Mon 3/9

6:30 am-6:00 pm

1 stop10h 30m

$284

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 4/1

1:19 pm-11:02 pm

1 stop10h 43m

Calgary

Sat 4/11

6:30 am-5:53 pm

1 stop10h 23m

$284

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 3/3

8:50 am-11:05 pm

2 stops15h 15m

Calgary

Mon 3/9

6:30 am-6:00 pm

1 stop10h 30m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 56 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 $78). 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 January 29, 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.

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 January 24, 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 January 29, 2026.

The most flights from USIL to YYC are scheduled on a Monday (8 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (3 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 $212. 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 $55. United Airlines flights start at $62 while deals on American Airlines start at $67 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: Air Canada (57%), United Airlines (57%), American Airlines (56%).

  • What are the cheapest flights from Illinois to Calgary?

    The cheapest flight price from Illinois to Calgary is $54. On average you can expect to pay $345. The most popular route, (Chicago O'Hare Intl - Calgary), can usually be booked for $182.

  • 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 $78). 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$71Average$288FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$80Average$173FlexibilityNo cancel feeOn-time67%
DeltaCheapest$105Average$218FlexibilityNo cancel feeOn-timeN/A
WestJetCheapest$110Average$246FlexibilityNo cancel feeOn-time60%
American AirlinesCheapest$195Average$412FlexibilityNo cancel feeOn-time71%

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