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Illinois

$93+ Cheap flights from Calgary (YYC) to Illinois

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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — ORD
Jan 13 — Jan 201
Tue 1/13
Tue 1/20
1 adult, Economy
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Cheap flight deals from Calgary to Illinois

Cheapest flights from Calgary to Illinois
Explore the most affordable flight options available from Calgary to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/14. 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 12/299:00 amYYC - ORD
Nonstop3h 35mMultiple Airlines
Sun 1/410:49 pmORD - YYC
1 stop14h 12mMultiple Airlines
Deal found 12/14$583
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Sat 12/206:30 amYYC - ORD
1 stop14h 50mAmerican Airlines
Sat 1/39:53 amORD - YYC
Nonstop3h 58mAmerican Airlines
Deal found 12/13$611
This FlightHub deal was found by Cheapflights users on 12/13. 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 12/2212:15 pmYYC - STL
2 stops9h 01mWestJet
Fri 1/27:10 amSTL - YYC
2 stops16h 18mWestJet
Deal found 12/13$612
This Air Canada deal was found by Cheapflights users on 12/13. 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.
Mon 12/225:35 amYYC - STL
1 stop8h 54mAir Canada
Fri 1/24:05 pmSTL - YYC
1 stop9h 09mAir Canada
Deal found 12/13$641
This Air Canada deal was found by Cheapflights users on 12/14. 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.
Sun 12/285:35 amYYC - ORD
1 stop8h 35mAir Canada
Thu 1/112:50 pmORD - YYC
1 stop11h 54mAir Canada
Deal found 12/14$673
This Air Canada deal was found by Cheapflights users on 12/12. 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.
Sat 12/2011:40 pmYYC - ORD
1 stop8h 33mAir Canada
Sat 1/38:40 pmORD - YYC
1 stop16h 44mAir Canada
Deal found 12/12$689
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Fri 12/1212:45 pmYYC - ORD
1 stop8h 33mAmerican Airlines
Fri 12/193:00 pmORD - YYC
1 stop9h 22mAmerican Airlines
Deal found 12/11$696
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Mon 12/226:30 amYYC - STL
1 stop7h 30mAmerican Airlines
Fri 1/26:41 amSTL - YYC
1 stop7h 10mAmerican Airlines
Deal found 12/13$703
This WestJet deal was found by Cheapflights users on 12/13. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/209:35 pmYYC - MDW
2 stops34h 30mWestJet
Sat 12/276:08 pmMDW - YYC
2 stops22h 52mWestJet
Deal found 12/13$983
This Kiwi.com deal was found by Cheapflights users on 12/13. 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 12/209:30 amYYC - MDW
1 stop10h 34mMultiple Airlines
Sat 12/276:08 pmMDW - YYC
2 stops23h 32mMultiple Airlines
Deal found 12/13$1,246
This Orbitz deal was found by Cheapflights users on 12/14. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/285:15 pmYYC - MDW
2 stops14h 34mWestJet
Thu 1/111:48 amMDW - YYC
2 stops22h 18mWestJet
Deal found 12/14$1,258
This Delta deal was found by Cheapflights users on 12/14. 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 12/287:00 amYYC - MDW
2 stops9h 19mDelta
Thu 1/19:50 amMDW - YYC
1 stop10h 19mDelta
Deal found 12/14$1,551

Find flight deals from Calgary to Illinois

Keep the following information in mind while searching for Calgary to Illinois flight deals. Data was last updated December 14, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$155
(Booking.com)

One-way from

$93
(Kiwi.com)

Popular in

July

Cheapest in

April

Average price

$291

Good round-trip deal

$185 or less

Good one-way deal

$154 or less
Provider with most accurate pricing for Calgary-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Calgary-Chicago (CHI) flights.
Search Deals
From Calgary to Illinois
Search Deals
One-way flight from Calgary to Illinois
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Calgary to Illinois.
Search Deals
Price to beat on a one-way flight from Calgary to Illinois.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Calgary to Illinois 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 December 14, 2025.
Use the filters below to find and compare flights from Calgary to Illinois that are best for you.

Fly from

Calgary

Fly to

Illinois

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 1/28

5:35 am-3:10 pm

1 stop8h 35m

Chicago O'Hare Intl

Wed 2/4

7:15 am-8:19 pm

2 stops14h 04m

$167

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 2/19

5:35 am-3:10 pm

1 stop8h 35m

Chicago O'Hare Intl

Sat 2/28

3:55 pm-12:14 am

1 stop9h 19m

$176

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 1/16

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

Mon 1/19

2:20 pm-5:15 pm

Nonstop3h 55m

$181

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 5/26

8:30 am-12:50 pm

Nonstop3h 20m

Chicago O'Hare Intl

Sat 5/30

7:15 am-9:38 pm

1 stop15h 23m

$182

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 1/16

6:15 am-9:15 pm

1 stop14h 00m

Chicago O'Hare Intl

Mon 1/19

7:00 am-9:53 pm

1 stop15h 53m

$188

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 1/28

6:15 am-7:51 pm

1 stop12h 36m

Chicago O'Hare Intl

Wed 2/4

8:45 am-11:35 am

Nonstop3h 50m

$188

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 5/26

6:30 am-2:55 pm

1 stop7h 25m

Chicago O'Hare Intl

Sat 5/30

9:55 am-6:43 pm

1 stop9h 48m

$196

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 1/16

7:00 am-5:44 pm

1 stop9h 44m

Chicago O'Hare Intl

Mon 1/19

2:20 pm-5:15 pm

Nonstop3h 55m

$204

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 1/14

6:15 am-7:51 pm

1 stop12h 36m

Chicago O'Hare Intl

Sun 1/18

5:40 am-1:08 pm

1 stop8h 28m

$206

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 5/26

12:15 pm-4:43 pm

Nonstop3h 28m

Chicago O'Hare Intl

Sat 5/30

5:30 pm-8:19 pm

Nonstop3h 49m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/12

Showing 1-10 of 52 results
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Best time to book a flight from Calgary to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Calgary 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 Calgary to Illinois

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

Currently, April is the cheapest month in which you can book a flight from Calgary to Illinois (average of $108). Flying from Calgary to Illinois in July is currently the most expensive (average of $155). 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 YYC to IL?

Find hourly flight availability from Calgary to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 14, 2025.

One of the essential ways to save on airfare from Calgary to Illinois is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 66% on airfare.

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

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated December 14, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Calgary to Illinois to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,007 reviews
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,094 reviews
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,054 reviews
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
WestJet
7.2
Good
3,201 reviews
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Air Canada
7.1
Good
10,522 reviews
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Food

7.3

Boarding

8.1

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Calgary to Illinois. 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 from for flights from Calgary to Illinois?

    Calgary (YYC) is the airport you will fly out of if you book a flight from Calgary to Illinois. It is only a 5.8 mi journey to Calgary (YYC) from Calgary’s city center.

  • How long is the flight from Calgary to Illinois?

    Airlines like Air Canada, WestJet, and United Airlines fly from Calgary to Illinois in about 3h 20m. The time it takes to get you to your destination can typically vary by up to 5h 15m. There are 1381 mi between Calgary and Illinois. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airlines for a one-way flight from Calgary to Illinois are WestJet ($93), American Airlines ($102), and Air Canada ($102).

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

    Most travelers choose Calgary - Chicago O'Hare Intl, Calgary - Chicago Midway or Calgary - Lambert-St Louis when deciding on the best route from Calgary to Illinois.

  • What are the most reliable airlines from Calgary to Illinois?

    Consider Air Canada (82%), Emirates (82%) or United Airlines (82%) when booking your flight. These represent the most reliable airlines when flying from Calgary to Illinois.

  • What are the cheapest flights from Calgary to Illinois?

    Looking for the cheapest flight from Calgary to Illinois? While on average our users pay $425, our data indicates the cheapest price to be $100. The most popular route (Calgary - Chicago O'Hare Intl), is priced around $182.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Calgary to Illinois 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 Calgary to Illinois?

    Currently, April is the cheapest month in which you can book a flight from Calgary to Illinois (average of $108). Flying from Calgary to Illinois in July is currently the most expensive (average of $155). 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

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Alternative routes for Calgary to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Calgary to Illinois

Discover the top 4 airlines that operate flights from Calgary to Illinois. 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 December 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$101Average$338FlexibilityNo cancel feeOn-time67%
WestJetCheapest$138Average$236FlexibilityNo cancel feeOn-time60%
American AirlinesCheapest$185Average$376FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$232Average$464FlexibilityNo cancel feeOn-time69%

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