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Cheap flights from Calgary to Illinois from C$ 139

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Calgary to Illinois departing on 24/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Calgary to Illinois

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
9:00 a.m. - 1:35 p.m.YYC-ORD
3h 35mdirect
WestJet Logo
2:20 p.m. - 5:15 p.m.ORD-YYC
3h 55mdirect
C$ 242WestJet
Find Deal
Fri, 30 Jan - Mon, 2 Mar
Multiple Airlines Logo
9:00 a.m. - 1:35 p.m.YYC-ORD
3h 35mdirect
Multiple Airlines Logo
1:52 p.m. - 10:46 p.m.ORD-YYC
9h 54m1 stop
C$ 287Multiple Airlines
Find Deal
Fri, 30 Jan - Sat, 28 Feb
Air Canada Logo
5:45 a.m. - 2:55 p.m.YYC-ORD
8h 10m1 stop
Air Canada Logo
2:00 p.m. - 8:39 p.m.ORD-YYC
7h 39m1 stop
C$ 302Air Canada
Find Deal
Sat, 31 Jan - Sat, 28 Feb
Delta Logo
7:35 a.m. - 6:45 p.m.YYC-ORD
10h 10m1 stop
Delta Logo
8:50 a.m. - 1:40 p.m.ORD-YYC
5h 50m1 stop
C$ 309Delta
Find Deal
Thu, 11 Dec - Mon, 15 Dec
Delta Logo
12:41 p.m. - 9:21 p.m.YYC-ORD
7h 40m1 stop
Delta Logo
1:35 p.m. - 11:13 p.m.ORD-YYC
10h 38m1 stop
C$ 311Delta
Find Deal
Thu, 11 Dec - Mon, 15 Dec
Air Canada Logo
5:35 a.m. - 3:10 p.m.YYC-ORD
8h 35m1 stop
Air Canada Logo
2:00 p.m. - 8:39 p.m.ORD-YYC
7h 39m1 stop
C$ 312Air Canada
Find Deal
Fri, 30 Jan - Sat, 28 Feb
American Airlines Logo
1:31 p.m. - 1:17 p.m.YYC-STL
22h 46m1 stop
American Airlines Logo
8:01 p.m. - 12:51 p.m.STL-YYC
17h 50m1 stop
C$ 347American Airlines
Find Deal
Mon, 22 Dec - Tue, 30 Dec
United Airlines Logo
2:13 p.m. - 9:08 p.m.YYC-ORD
5h 55m1 stop
United Airlines Logo
8:45 a.m. - 11:35 a.m.ORD-YYC
3h 50mdirect
C$ 361United Airlines
Find Deal
Sat, 6 Dec - Sun, 7 Dec
United Airlines Logo
12:37 p.m. - 5:10 p.m.YYC-ORD
3h 33mdirect
United Airlines Logo
8:45 a.m. - 11:35 a.m.ORD-YYC
3h 50mdirect
C$ 422United Airlines
Find Deal
Thu, 11 Dec - Mon, 15 Dec
American Airlines Logo
1:31 p.m. - 8:35 a.m.YYC-STL
18h 04m1 stop
American Airlines Logo
8:01 p.m. - 12:51 p.m.STL-YYC
17h 50m1 stop
C$ 541American Airlines
Find Deal
Fri, 26 Dec - Tue, 30 Dec

WestJet flights from Calgary to Illinois

Our best WestJet deals on Calgary to Illinois flight tickets
WestJet
30 Jan
YYC9:00 a.m.Calgary
3h 35m
ORD1:35 p.m.Chicago O'Hare Intl
2 Mar
ORD2:20 p.m.Chicago O'Hare Intl
3h 55m
YYC5:15 p.m.Calgary
C$ 242
Find similar
WestJet
19 Dec
YYC9:00 a.m.Calgary
3h 35m
ORD1:35 p.m.Chicago O'Hare Intl
22 Dec
ORD2:20 p.m.Chicago O'Hare Intl
3h 55m
YYC5:15 p.m.Calgary
C$ 389
Find similar
WestJet
2 Jan
YYC9:00 a.m.Calgary
3h 35m
ORD1:35 p.m.Chicago O'Hare Intl
5 Jan
ORD2:20 p.m.Chicago O'Hare Intl
3h 55m
YYC5:15 p.m.Calgary
C$ 419
Find similar

Air Canada flights from Calgary to Illinois

Our best Air Canada deals on Calgary to Illinois flight tickets
Air Canada
31 Jan
YYC5:45 a.m.Calgary
8h 10m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
28 Feb
ORD2:00 p.m.Chicago O'Hare Intl
7h 39m
1 stop
YYC8:39 p.m.Calgary
C$ 302
Find similar
Air Canada
30 Jan
YYC5:35 a.m.Calgary
8h 35m
1 stop
ORD3:10 p.m.Chicago O'Hare Intl
28 Feb
ORD2:00 p.m.Chicago O'Hare Intl
7h 39m
1 stop
YYC8:39 p.m.Calgary
C$ 312
Find similar
Air Canada
22 Feb
YYC8:45 p.m.Calgary
17h 25m
2 stops
ORD3:10 p.m.Chicago O'Hare Intl
25 Mar
ORD3:55 p.m.Chicago O'Hare Intl
9h 04m
1 stop
YYC11:59 p.m.Calgary
C$ 318
Find similar

momondo 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, momondo users made 96,600 searches. Data last updated 30 October 2025.
Use the filters below to find and compare flights from Calgary to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 30/1

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Mon 2/3

2:20 p.m.-5:15 p.m.

Nonstop3h 55m

C$ 242

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 30/1

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Sat 28/2

1:52 p.m.-10:46 p.m.

1 stop9h 54m

C$ 287

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 31/1

5:45 a.m.-2:55 p.m.

1 stop8h 10m

Chicago O'Hare Intl

Sat 28/2

2:00 p.m.-8:39 p.m.

1 stop7h 39m

C$ 302

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 11/12

7:35 a.m.-6:45 p.m.

1 stop10h 10m

Chicago O'Hare Intl

Mon 15/12

8:50 a.m.-1:40 p.m.

1 stop5h 50m

C$ 309

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 11/12

12:41 p.m.-9:21 p.m.

1 stop7h 40m

Chicago O'Hare Intl

Mon 15/12

1:35 p.m.-11:13 p.m.

1 stop10h 38m

C$ 311

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 30/1

5:35 a.m.-3:10 p.m.

1 stop8h 35m

Chicago O'Hare Intl

Sat 28/2

2:00 p.m.-8:39 p.m.

1 stop7h 39m

C$ 312

CalgarySt. Louis

YYC - STL

YYCSTL

Calgary

Mon 22/12

1:31 p.m.-1:17 p.m.

1 stop22h 46m

Lambert-St Louis

Tue 30/12

8:01 p.m.-12:51 p.m.

1 stop17h 50m

C$ 347

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 6/12

2:13 p.m.-9:08 p.m.

1 stop5h 55m

Chicago O'Hare Intl

Sun 7/12

8:45 a.m.-11:35 a.m.

Nonstop3h 50m

C$ 361

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 11/12

12:37 p.m.-5:10 p.m.

Nonstop3h 33m

Chicago O'Hare Intl

Mon 15/12

8:45 a.m.-11:35 a.m.

Nonstop3h 50m

C$ 422

CalgarySt. Louis

YYC - STL

YYCSTL

Calgary

Fri 26/12

1:31 p.m.-8:35 a.m.

1 stop18h 04m

Lambert-St Louis

Tue 30/12

8:01 p.m.-12:51 p.m.

1 stop17h 50m

C$ 541

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Illinois from

How to get the cheapest flight ticket from Calgary to Illinois

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Illinois?

In general, April is the cheapest month to fly from Calgary to Illinois. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 266. If you don’t want to visit Illinois in April, then you should wait until February to fly from Calgary, when ticket prices are also cheap, with an average price of C$ 269.

What is the cheapest day to depart on your flight to Illinois?

According to our data, Friday is the cheapest day to fly to Illinois from Calgary. The lowest ticket price found for a Friday departure recently was C$ 658. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Illinois is Tuesday, with ticket prices averaging around C$ 973.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the afternoon. Flights from Calgary to Illinois during this time can be as low as C$ 368. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 1,550 on average. Flights to Illinois from Calgary at noon are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Calgary to Illinois flight route?

Fly from Calgary to Chicago O'Hare Intl for the best Calgary - Illinois flight prices

How far in advance should I book a flight to Illinois?

You are more likely to see cheaper flights to Illinois from Calgary when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around C$ 375 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Calgary for as low as C$ 224 on momondo.

What cabin class options are available on Calgary to Illinois flights?

There are 4 cabin classes available to choose from on Calgary to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Calgary to Illinois flights?

You could potentially save up to 7% on your flight if you consider stops on a Calgary to Illinois flight.

Cheap Calgary to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Calgary to Illinois

Best price found

C$ 327

Fastest flight time

3h 20m

Direct flights

Every day

Airports in Illinois

1 airport
The best one-way flight to Illinois from Calgary in the past 72 hours is C$ 327. The best round-trip flight deal from Calgary to Illinois found on momondo in the last 72 hours is C$ 406.
The fastest flight from Calgary to Illinois takes 3h 20m
Direct flights go from Calgary to Illinois every day.
There is 1 airport near Illinois: Chicago O'Hare Intl (ORD)
Search flight deals

  • When did momondo last update prices for flights from Calgary Airport to Illinois?

    Prices for flights from Calgary Airport to Illinois were last updated today.

  • How many operators does momondo search for flights from Calgary Airport to Illinois?

  • How old do you have to be to fly from Calgary Airport to Illinois?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Calgary Airport to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The necessary travel and health documents for your Illinois trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Calgary to Illinois?

Best airlines flying from Calgary to Illinois

Compare and see reviews for airlines that fly from Calgary to Illinois with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 151Free CancellationRating
7.1
10,381 reviews
Search Air Canada flights
WestJetPriceFrom C$ 178Free CancellationRating
7.2
3,152 reviews
Search WestJet flights
DeltaPriceFrom C$ 186Free CancellationRating
7.9
7,998 reviews
Search Delta flights
American AirlinesPriceFrom C$ 187Free CancellationRating
7.2
11,035 reviews
Search American Airlines flights
United AirlinesPriceFrom C$ 216Free CancellationRating
7.4
8,998 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Calgary to Illinois?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Calgary to Illinois . Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Calgary to Illinois with flexible booking policies on momondo?

momondo does allow users to show only those flights to Illinois from Calgary which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Calgary to Illinois?

Once all potential Calgary to Illinois flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Calgary to Illinois right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Calgary to Illinois flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Illinois trip

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Find better results for your trip to Illinois

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