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Cheap flights from Calgary to Illinois from C$ 169

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 20/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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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
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
WestJet Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
C$ 279WestJet
Fri, 22 May - Wed, 27 May
WestJet Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
WestJet Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
C$ 284WestJet
Fri, 22 May - Wed, 27 May
Air Canada Logo
6:00 a.m. - 2:55 p.m.
YYC
-
ORD
7h 55m
1 stop
Air Canada Logo
2:15 p.m. - 10:58 p.m.
ORD
-
YYC
9h 43m
1 stop
C$ 338Air Canada
Tue, 21 Apr - Sat, 2 May
American Airlines Logo
1:40 p.m. - 6:25 p.m.
YYC
-
ORD
3h 45mdirect
American Airlines Logo
8:50 p.m. - 11:38 p.m.
ORD
-
YYC
3h 48mdirect
C$ 340American Airlines
Thu, 28 May - Mon, 1 Jun
Air Canada Logo
5:45 a.m. - 3:15 p.m.
YYC
-
ORD
8h 30m
1 stop
Air Canada Logo
2:15 p.m. - 10:58 p.m.
ORD
-
YYC
9h 43m
1 stop
C$ 342Air Canada
Thu, 30 Apr - Sat, 2 May
United Airlines Logo
1:27 p.m. - 9:20 p.m.
YYC
-
ORD
6h 53m
1 stop
United Airlines Logo
7:00 a.m. - 9:48 p.m.
ORD
-
YYC
15h 48m
1 stop
C$ 346United Airlines
Wed, 22 Apr - Sat, 25 Apr
United Airlines Logo
6:00 a.m. - 6:59 p.m.
YYC
-
ORD
11h 59m
1 stop
United Airlines Logo
10:04 p.m. - 1:53 p.m.
ORD
-
YYC
16h 49m
1 stop
C$ 349United Airlines
Sat, 25 Apr - Sat, 25 Apr
Delta Logo
6:40 a.m. - 8:16 p.m.
YYC
-
ORD
12h 36m
2 stops
Delta Logo
2:09 p.m. - 11:00 p.m.
ORD
-
YYC
9h 51m
1 stop
C$ 353Delta
Wed, 22 Apr - Wed, 29 Apr
Delta Logo
6:40 a.m. - 10:28 p.m.
YYC
-
MDW
14h 48m
2 stops
Delta Logo
9:46 a.m. - 11:00 p.m.
MDW
-
YYC
14h 14m
2 stops
C$ 387Delta
Tue, 21 Apr - Sat, 25 Apr
American Airlines Logo
1:40 p.m. - 8:24 a.m.
YYC
-
STL
17h 44m
1 stop
American Airlines Logo
8:03 p.m. - 12:59 p.m.
STL
-
YYC
17h 56m
1 stop
C$ 539American Airlines
Mon, 4 May - Sun, 10 May

WestJet flights from Calgary to Illinois

Our best WestJet deals on Calgary to Illinois flight tickets
WestJet
22 May
YYC12:00 p.m.Calgary
3h 40m
ORD4:40 p.m.Chicago O'Hare Intl
27 May
ORD5:30 p.m.Chicago O'Hare Intl
3h 55m
YYC8:25 p.m.Calgary
C$ 279
WestJet
22 May
YYC12:00 p.m.Calgary
3h 40m
ORD4:40 p.m.Chicago O'Hare Intl
27 May
ORD5:30 p.m.Chicago O'Hare Intl
3h 55m
YYC8:25 p.m.Calgary
C$ 284
WestJet
7 May
YYC12:00 p.m.Calgary
3h 40m
ORD4:40 p.m.Chicago O'Hare Intl
14 May
ORD5:30 p.m.Chicago O'Hare Intl
3h 55m
YYC8:25 p.m.Calgary
C$ 399

Air Canada flights from Calgary to Illinois

Our best Air Canada deals on Calgary to Illinois flight tickets
Air Canada
21 Apr
YYC6:00 a.m.Calgary
7h 55m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
2 May
ORD2:15 p.m.Chicago O'Hare Intl
9h 43m
1 stop
YYC10:58 p.m.Calgary
C$ 338
Air Canada
30 Apr
YYC5:45 a.m.Calgary
8h 30m
1 stop
ORD3:15 p.m.Chicago O'Hare Intl
2 May
ORD2:15 p.m.Chicago O'Hare Intl
9h 43m
1 stop
YYC10:58 p.m.Calgary
C$ 342
Air Canada
24 Apr
YYC5:45 a.m.Calgary
8h 30m
1 stop
ORD3:15 p.m.Chicago O'Hare Intl
5 May
ORD9:55 a.m.Chicago O'Hare Intl
9h 48m
1 stop
YYC6:43 p.m.Calgary
C$ 344

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 21 March 2026.
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

Cheapest round-trip

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 22/5

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

Nonstop3h 40m

Chicago O'Hare Intl

Wed 27/5

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

Nonstop3h 55m

C$ 279

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 22/5

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

Nonstop3h 40m

Chicago O'Hare Intl

Wed 27/5

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

Nonstop3h 55m

C$ 284

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 21/4

6:00 a.m.-2:55 p.m.

1 stop7h 55m

Chicago O'Hare Intl

Sat 2/5

2:15 p.m.-10:58 p.m.

1 stop9h 43m

C$ 338
Quickest round-trip

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 28/5

1:40 p.m.-6:25 p.m.

Nonstop3h 45m

Chicago O'Hare Intl

Mon 1/6

8:50 p.m.-11:38 p.m.

Nonstop3h 48m

C$ 340

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 30/4

5:45 a.m.-3:15 p.m.

1 stop8h 30m

Chicago O'Hare Intl

Sat 2/5

2:15 p.m.-10:58 p.m.

1 stop9h 43m

C$ 342

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 22/4

1:27 p.m.-9:20 p.m.

1 stop6h 53m

Chicago O'Hare Intl

Sat 25/4

7:00 a.m.-9:48 p.m.

1 stop15h 48m

C$ 346

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 25/4

6:00 a.m.-6:59 p.m.

1 stop11h 59m

Chicago O'Hare Intl

Sat 25/4

10:04 p.m.-1:53 p.m.

1 stop16h 49m

C$ 349

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 22/4

6:40 a.m.-8:16 p.m.

2 stops12h 36m

Chicago O'Hare Intl

Wed 29/4

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

1 stop9h 51m

C$ 353

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 21/4

6:40 a.m.-10:28 p.m.

2 stops14h 48m

Chicago Midway

Sat 25/4

9:46 a.m.-11:00 p.m.

2 stops14h 14m

C$ 387

CalgarySt. Louis

YYC - STL

YYCSTL

Calgary

Mon 4/5

1:40 p.m.-8:24 a.m.

1 stop17h 44m

Lambert-St Louis

Sun 10/5

8:03 p.m.-12:59 p.m.

1 stop17h 56m

C$ 539

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, November 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$ 259. If you don’t want to visit Illinois in November, then you should wait until January to fly from Calgary, when ticket prices are also cheap, with an average price of C$ 263.

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$ 582. 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 Sunday, with ticket prices averaging around C$ 1,048.

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 morning. Flights from Calgary to Illinois during this time can be as low as C$ 701. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 1,346 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$ 369 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$ 294 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?

No. A direct flight is the cheapest option for a flight between Calgary to Illinois.

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$ 257

Fastest flight time

3h 27m

Direct flights

Tue, Wed, Thu, Fri and Sat

Airports in Illinois

98 airports
The best one-way flight to Illinois from Calgary in the past 72 hours is C$ 257. The best round-trip flight deal from Calgary to Illinois found on momondo in the last 72 hours is C$ 358.
The fastest flight from Calgary to Illinois takes 3h 27m
Direct flights go from Calgary to Illinois on Tuesday, Wednesday, Thursday, Friday and Saturday. There are no airlines offering direct flights.
There are 98 airports in Illinois. From Calgary there are direct flights to 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$ 120Free CancellationRating
7.1
10,821 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 125Free CancellationRating
7.4
9,451 reviews
Search United Airlines flights
DeltaPriceFrom C$ 147Free CancellationRating
7.9
8,313 reviews
Search Delta flights
WestJetPriceFrom C$ 170Free CancellationRating
7.2
3,299 reviews
Search WestJet flights
American AirlinesPriceFrom C$ 170Free CancellationRating
7.1
11,488 reviews
Search American 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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