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Cheap flights from Illinois to Calgary from C$ 86

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 26/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YYC
28 Feb — 7 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Illinois to Calgary

Enter your travel dates to find the best prices.

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 29 January 2026.

Fri 24/42:20 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Mon 27/412:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 26/1C$ 223
Thu 30/45:30 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Sun 3/512:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 29/1C$ 228
Thu 7/55:30 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Mon 11/512:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 28/1C$ 229
Sun 3/55:30 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Fri 8/512:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 28/1C$ 248
Fri 3/42:20 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Fri 10/49:00 a.m.
YYC
-
ORD
Nonstop3h 35m
WestJet
Deal found 26/1C$ 262
Wed 15/48:42 a.m.
ORD
-
YYC
Nonstop3h 50m
United Airlines
Wed 22/412:34 p.m.
YYC
-
ORD
Nonstop3h 27m
United Airlines
Deal found 27/1C$ 266
Fri 22/55:30 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Sat 30/512:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 27/1C$ 276
Tue 2/65:30 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Tue 9/612:00 p.m.
YYC
-
ORD
Nonstop3h 40m
WestJet
Deal found 28/1C$ 278
Tue 28/48:42 a.m.
ORD
-
YYC
Nonstop3h 50m
United Airlines
Wed 29/46:00 a.m.
YYC
-
ORD
1 stop12h 54m
United Airlines
Deal found 26/1C$ 286
Tue 3/38:41 a.m.
ORD
-
YYC
Nonstop3h 50m
United Airlines
Wed 11/36:15 a.m.
YYC
-
ORD
1 stop12h 45m
United Airlines
Deal found 27/1C$ 288
Fri 6/32:20 p.m.
ORD
-
YYC
Nonstop3h 55m
WestJet
Fri 13/39:00 a.m.
YYC
-
ORD
Nonstop3h 35m
WestJet
Deal found 26/1C$ 292
Thu 26/26:25 a.m.
MDW
-
YYC
1 stop13h 44m
Multiple Airlines
Thu 5/37:30 a.m.
YYC
-
MDW
1 stop31h 43m
Multiple Airlines
Deal found 29/1C$ 399

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 29 January 2026.

Round-trip from

C$ 223

One-way from

C$ 86

Popular in

December

Cheapest in

May

Average price

C$ 311

Good round-trip deal

C$ 250 or less

Good one-way deal

C$ 87 or less
WestJet
  • WestJet
  • 24/4-27/4
  • Nonstop
  • 7h 35m total
  • Illinois to Calgary
Search Deals
WestJet
  • WestJet
  • 26/4
  • Nonstop
  • 3h 55m total
  • Illinois to Calgary
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 20 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 629,999 searches. Data last updated 29 January 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

Thu 7/5

5:30 p.m.-8:25 p.m.

Nonstop3h 55m

Calgary

Sun 10/5

12:00 p.m.-4:40 p.m.

Nonstop3h 40m

C$ 266

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 27/2

1:20 p.m.-11:05 p.m.

1 stop10h 45m

Calgary

Wed 4/3

6:30 a.m.-4:41 p.m.

2 stops9h 11m

C$ 376

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 4/3

6:30 a.m.-8:54 p.m.

2 stops15h 24m

Calgary

Tue 10/3

6:30 a.m.-6:00 p.m.

1 stop10h 30m

C$ 376

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 7/5

1:55 p.m.-11:06 p.m.

1 stop10h 11m

Calgary

Sun 10/5

6:35 a.m.-4:48 p.m.

1 stop9h 13m

C$ 379

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sun 3/5

2:09 p.m.-11:00 p.m.

1 stop9h 51m

Calgary

Fri 8/5

7:15 a.m.-6:01 p.m.

1 stop9h 46m

C$ 379

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 24/7

5:30 p.m.-8:19 p.m.

Nonstop3h 49m

Calgary

Tue 4/8

12:15 p.m.-4:43 p.m.

Nonstop3h 28m

C$ 383

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 28/5

1:55 p.m.-11:06 p.m.

1 stop10h 11m

Calgary

Sun 31/5

7:15 a.m.-6:01 p.m.

1 stop9h 46m

C$ 386

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Wed 11/2

9:53 a.m.-11:02 p.m.

2 stops14h 09m

Calgary

Wed 11/3

6:30 a.m.-1:25 p.m.

1 stop5h 55m

C$ 406

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 3/3

8:50 a.m.-11:05 p.m.

2 stops15h 15m

Calgary

Sat 7/3

6:30 a.m.-11:56 p.m.

2 stops16h 26m

C$ 406

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 1/7

1:55 p.m.-11:06 p.m.

1 stop10h 11m

Calgary

Wed 8/7

7:15 a.m.-6:01 p.m.

1 stop9h 46m

C$ 409

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/1

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 C$ 106). Flying from Illinois to Calgary in December is currently the most expensive (average of C$ 219). 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 29 January 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 39% on flights from Illinois to Calgary by exploring options for tickets in the evening.

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 29 January 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?

    Calgary (YYC), located 9.3 km from the city centre, is the airport you fly into when you book flights from Illinois to Calgary.

  • How long is the flight from Illinois to Calgary?

    There are many flights that can get you from Illinois to Calgary in 3h 55m. Fly via WestJet, Delta, or American Airlines to get the fastest option. Illinois and Calgary are separated by a distance of 2223 km. Both multi-stop and direct flights can be found to your destination and back.

  • 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 C$ 77. Air Canada flights start at C$ 85 while deals on United Airlines start at C$ 86 one-way.

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

    The most popular route from Illinois to Calgary is Chicago O'Hare Intl - Calgary. You may also consider Chicago Midway - Calgary or Lambert-St Louis - Calgary.

  • 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 C$ 68. On average you can expect to pay C$ 221. The most popular route, (Chicago O'Hare Intl - Calgary), can usually be booked for C$ 247.

  • 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 C$ 106). Flying from Illinois to Calgary in December is currently the most expensive (average of C$ 219). 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

Travelling to a place near Calgary?

Book flights to Calgary if you plan to visit one of these locations
Canmore
Radium Hot Springs
Airdrie
Kananaskis
Drumheller

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Alternative routes for Illinois to Calgary

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

Discover the top airline 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 629,999 searches. Data last updated 29 January 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 156AverageC$ 341FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Illinois to Calgary?

When you search for this flight from Illinois to Calgary, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Illinois to Calgary?

Cheapflights simply makes it quick and affordable to book flights from Illinois to Calgary by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Illinois to Calgary with no change fees?

Yes! Cheapflights helps users easily find flights from Illinois to Calgary with no change fees.

Can Cheapflights notify me if prices for flights from Illinois to Calgary become cheaper?

Of course! You can now track prices for flights from Illinois to Calgary and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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