Illinois

$113+ 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — ORD
Oct 14 — Oct 211
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Cheap flight deals from Calgary to Illinois

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

Round-trip from

$157
(FlightHub)

One-way from

$113
(Air Canada)

Popular in

December

Cheapest in

April

Average price

$230

Good round-trip deal

$237 or less

Good one-way deal

$222 or less
From Calgary to Illinois
One-way flight from Calgary to Illinois
Highest demand for flights based on searches. 23% potential increase in price ($84 potential increase over avg. RT price).
Cheapest flight prices on average. 6% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in September 2025
Price to beat on a round-trip flight from Calgary to Illinois.
Price to beat on a one-way flight from Calgary to Illinois.

Find 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 September 14, 2025.

This FlightHub deal was found by Cheapflights users on 9/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/312:15 pmYYC - ORD
Nonstop3h 28mWestJet
Sun 10/55:30 pmORD - YYC
Nonstop3h 49mWestJet
Deal found 9/12$157
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/312:15 pmYYC - ORD
Nonstop3h 28mWestJet
Sat 10/41:40 pmORD - YYC
1 stop6h 00mWestJet
Deal found 9/12$159
This Kissandfly.com deal was found by Cheapflights users on 9/13. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/269:00 amYYC - ORD
Nonstop3h 35mWestJet
Sat 11/18:45 amORD - YYC
Nonstop3h 50mWestJet
Deal found 9/13$161
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Tue 10/281:29 pmYYC - ORD
Nonstop3h 25mAmerican Airlines
Tue 11/48:45 pmORD - YYC
1 stop15h 59mAmerican Airlines
Deal found 9/13$168
This Air Canada deal was found by Cheapflights users on 9/13. 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 10/2712:45 amYYC - ORD
1 stop9h 33mAir Canada
Tue 11/410:00 amORD - YYC
1 stop9h 54mAir Canada
Deal found 9/13$176
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/179:00 amYYC - ORD
Nonstop3h 35mWestJet
Fri 1/92:20 pmORD - YYC
Nonstop3h 55mWestJet
Deal found 9/11$183
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Sun 10/269:00 amYYC - ORD
Nonstop3h 35mMultiple Airlines
Sat 11/15:45 pmORD - YYC
2 stops23h 23mMultiple Airlines
Deal found 9/13$188
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2711:15 amYYC - ORD
1 stop11h 29mMultiple Airlines
Fri 10/312:20 pmORD - YYC
Nonstop3h 55mMultiple Airlines
Deal found 9/11$190
This United Airlines deal was found by Cheapflights users on 9/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1812:37 pmYYC - ORD
Nonstop3h 33mUnited Airlines
Wed 1/78:45 amORD - YYC
Nonstop3h 50mUnited Airlines
Deal found 9/11$191
This United Airlines deal was found by Cheapflights users on 9/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2412:38 pmYYC - ORD
Nonstop3h 32mUnited Airlines
Tue 10/288:45 amORD - YYC
Nonstop3h 50mUnited Airlines
Deal found 9/12$193
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:20 amYYC - MDW
1 stop5h 47mDelta
Wed 1/72:00 pmMDW - YYC
1 stop7h 58mDelta
Deal found 9/11$232
This Delta deal was found by Cheapflights users on 9/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:45 amYYC - MDW
1 stop9h 58mDelta
Sat 11/110:40 amMDW - YYC
2 stops13h 22mDelta
Deal found 9/13$243

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 September 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

Sun 10/26

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

Sat 11/1

8:45 am-11:35 am

Nonstop3h 50m

$161

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 2/2

12:37 pm-5:08 pm

Nonstop3h 31m

Chicago O'Hare Intl

Mon 2/9

1:55 pm-9:53 pm

1 stop8h 58m

$172

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 10/28

5:45 am-3:10 pm

1 stop8h 25m

Chicago O'Hare Intl

Tue 11/4

2:00 pm-8:39 pm

1 stop7h 39m

$182

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 11/18

12:37 pm-5:10 pm

Nonstop3h 33m

Chicago O'Hare Intl

Sat 1/10

8:45 am-11:35 am

Nonstop3h 50m

$191

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 11/18

12:37 pm-5:10 pm

Nonstop3h 33m

Chicago O'Hare Intl

Thu 1/8

8:45 am-11:35 am

Nonstop3h 50m

$191

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 11/18

12:37 pm-5:10 pm

Nonstop3h 33m

Chicago O'Hare Intl

Fri 1/9

8:45 am-11:35 am

Nonstop3h 50m

$191

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 11/18

12:37 pm-5:10 pm

Nonstop3h 33m

Chicago O'Hare Intl

Tue 1/6

8:45 am-11:35 am

Nonstop3h 50m

$191

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 11/19

12:37 pm-5:10 pm

Nonstop3h 33m

Chicago O'Hare Intl

Thu 1/8

8:45 am-11:35 am

Nonstop3h 50m

$191

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 10/17

12:38 pm-5:10 pm

Nonstop3h 32m

Chicago O'Hare Intl

Sun 10/19

5:01 am-1:53 pm

1 stop9h 52m

$196

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 11/19

6:20 am-1:07 pm

1 stop5h 47m

Chicago Midway

Wed 1/7

2:00 pm-8:58 pm

1 stop7h 58m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 45 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, August is the cheapest month in which you can book a flight from Calgary to Illinois (average of $245). Flying from Calgary to Illinois in March is currently the most expensive (average of $321). 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 September 14, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Calgary to Illinois as you normally would.

Weekly flight availability from Calgary to Illinois

Explore weekly flight availability from Calgary to Illinois. 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 September 14, 2025.

The most flights from YYC to USIL are scheduled on a Sunday (14 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (8 on average).

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 September 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.
8.0
Very good

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
8.0
Very good
8.0
Very good

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
8.0
Very good

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
8.0
Very good

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
8.0
Very good

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
8.0
Very good

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

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 WestJet, United Airlines, and Air Canada fly from Calgary to Illinois in about 3h 31m. The time it takes to get you to your destination can typically vary by up to 4h 54m. 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 Air Canada ($113), Delta ($138), and American Airlines ($160).

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

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

    Consider Avianca (80%), Air Canada (76%) or United Airlines (76%) 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 $418, our data indicates the cheapest price to be $117. The most popular route (Calgary - Chicago O'Hare Intl), is priced around $193.

  • 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, August is the cheapest month in which you can book a flight from Calgary to Illinois (average of $245). Flying from Calgary to Illinois in March is currently the most expensive (average of $321). 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.

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 September 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$109Average$468FlexibilityNo cancel feeOn-time67%
WestJetCheapest$138Average$233FlexibilityNo cancel feeOn-time60%
American AirlinesCheapest$208Average$385FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$239Average$469FlexibilityNo cancel feeOn-time69%

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