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Cheap flights from Calgary to Illinois from C$ 117

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 2/6. 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
12:15 p.m. - 4:43 p.m.
YYC
-
ORD
3h 28mdirect
WestJet Logo
5:30 p.m. - 8:19 p.m.
ORD
-
YYC
3h 49mdirect
C$ 203WestJet
Thu, 21 May - Sat, 30 May
WestJet Logo
12:15 p.m. - 4:43 p.m.
YYC
-
ORD
3h 28mdirect
WestJet Logo
5:30 p.m. - 8:19 p.m.
ORD
-
YYC
3h 49mdirect
C$ 204WestJet
Sun, 24 May - Sat, 30 May
United Airlines Logo
2:13 p.m. - 11:59 p.m.
YYC
-
ORD
8h 46m1 stop
United Airlines Logo
8:45 a.m. - 11:35 a.m.
ORD
-
YYC
3h 50mdirect
C$ 222United Airlines
Tue, 3 Feb - Wed, 4 Feb
Air Canada Logo
8:00 a.m. - 5:48 p.m.
YYC
-
ORD
8h 48m1 stop
Air Canada Logo
3:55 p.m. - 12:14 a.m.
ORD
-
YYC
9h 19m1 stop
C$ 242Air Canada
Tue, 3 Feb - Wed, 4 Feb
United Airlines Logo
6:15 a.m. - 11:59 p.m.
YYC
-
ORD
16h 44m1 stop
United Airlines Logo
8:45 a.m. - 11:35 a.m.
ORD
-
YYC
3h 50mdirect
C$ 251United Airlines
Mon, 2 Feb - Tue, 3 Feb
Multiple Airlines Logo
9:00 a.m. - 1:35 p.m.
YYC
-
ORD
3h 35mdirect
Multiple Airlines Logo
4:19 p.m. - 9:45 p.m.
ORD
-
YYC
30h 26m1 stop
C$ 252Multiple Airlines
Fri, 23 Jan - Sun, 1 Feb
Air Canada Logo
5:35 a.m. - 3:10 p.m.
YYC
-
ORD
8h 35m1 stop
Air Canada Logo
3:55 p.m. - 12:14 a.m.
ORD
-
YYC
9h 19m1 stop
C$ 254Air Canada
Thu, 22 Jan - Mon, 2 Feb
Multiple Airlines Logo
7:00 a.m. - 5:44 p.m.
YYC
-
ORD
9h 44m1 stop
Multiple Airlines Logo
2:20 p.m. - 5:15 p.m.
ORD
-
YYC
3h 55mdirect
C$ 255Multiple Airlines
Fri, 16 Jan - Fri, 23 Jan
Delta Logo
6:30 a.m. - 4:16 p.m.
YYC
-
MDW
8h 46m1 stop
Delta Logo
11:45 a.m. - 8:54 p.m.
MDW
-
YYC
10h 09m1 stop
C$ 309Delta
Sat, 31 Jan - Sat, 7 Feb
Delta Logo
6:30 a.m. - 1:09 p.m.
YYC
-
MDW
5h 39m1 stop
Delta Logo
1:51 p.m. - 8:54 p.m.
MDW
-
YYC
8h 03m1 stop
C$ 336Delta
Fri, 30 Jan - Fri, 6 Feb

Air Canada flights from Calgary to Illinois

Our best Air Canada deals on Calgary to Illinois flight tickets
Air Canada
3 Feb
YYC8:00 a.m.Calgary
8h 48m
1 stop
ORD5:48 p.m.Chicago O'Hare Intl
4 Feb
ORD3:55 p.m.Chicago O'Hare Intl
9h 19m
1 stop
YYC12:14 a.m.Calgary
C$ 242
Find similar
Air Canada
22 Jan
YYC5:35 a.m.Calgary
8h 35m
1 stop
ORD3:10 p.m.Chicago O'Hare Intl
2 Feb
ORD3:55 p.m.Chicago O'Hare Intl
9h 19m
1 stop
YYC12:14 a.m.Calgary
C$ 254
Find similar
Air Canada
20 May
YYC8:00 a.m.Calgary
7h 59m
1 stop
ORD4:59 p.m.Chicago O'Hare Intl
30 May
ORD8:45 a.m.Chicago O'Hare Intl
16h 02m
1 stop
YYC11:47 p.m.Calgary
C$ 278
Find similar

WestJet flights from Calgary to Illinois

Our best WestJet deals on Calgary to Illinois flight tickets
WestJet
21 May
YYC12:15 p.m.Calgary
3h 28m
ORD4:43 p.m.Chicago O'Hare Intl
30 May
ORD5:30 p.m.Chicago O'Hare Intl
3h 49m
YYC8:19 p.m.Calgary
C$ 203
Find similar
WestJet
24 May
YYC12:15 p.m.Calgary
3h 28m
ORD4:43 p.m.Chicago O'Hare Intl
30 May
ORD5:30 p.m.Chicago O'Hare Intl
3h 49m
YYC8:19 p.m.Calgary
C$ 204
Find similar
WestJet
23 Jan
YYC9:00 a.m.Calgary
3h 35m
ORD1:35 p.m.Chicago O'Hare Intl
2 Feb
ORD2:20 p.m.Chicago O'Hare Intl
3h 55m
YYC5:15 p.m.Calgary
C$ 273
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 18 December 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

Thu 21/5

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

Nonstop3h 28m

Chicago O'Hare Intl

Sat 30/5

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

Nonstop3h 49m

C$ 203

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 24/5

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

Nonstop3h 28m

Chicago O'Hare Intl

Sat 30/5

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

Nonstop3h 49m

C$ 204

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 3/2

2:13 p.m.-11:59 p.m.

1 stop8h 46m

Chicago O'Hare Intl

Wed 4/2

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

Nonstop3h 50m

C$ 222

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 3/2

8:00 a.m.-5:48 p.m.

1 stop8h 48m

Chicago O'Hare Intl

Wed 4/2

3:55 p.m.-12:14 a.m.

1 stop9h 19m

C$ 242

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 2/2

6:15 a.m.-11:59 p.m.

1 stop16h 44m

Chicago O'Hare Intl

Tue 3/2

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

Nonstop3h 50m

C$ 251

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 23/1

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

Nonstop3h 35m

Chicago O'Hare Intl

Sun 1/2

4:19 p.m.-9:45 p.m.

1 stop30h 26m

C$ 252

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 22/1

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

1 stop8h 35m

Chicago O'Hare Intl

Mon 2/2

3:55 p.m.-12:14 a.m.

1 stop9h 19m

C$ 254

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 16/1

7:00 a.m.-5:44 p.m.

1 stop9h 44m

Chicago O'Hare Intl

Fri 23/1

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

Nonstop3h 55m

C$ 255

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Sat 31/1

6:30 a.m.-4:16 p.m.

1 stop8h 46m

Chicago Midway

Sat 7/2

11:45 a.m.-8:54 p.m.

1 stop10h 09m

C$ 309

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 30/1

6:30 a.m.-1:09 p.m.

1 stop5h 39m

Chicago Midway

Fri 6/2

1:51 p.m.-8:54 p.m.

1 stop8h 03m

C$ 336

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$ 280.

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$ 609. 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$ 997.

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$ 364. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 1,487 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$ 354 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$ 227 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$ 162

Fastest flight time

3h 27m

Direct flights

Every day

Airports in Illinois

98 airports
The best one-way flight to Illinois from Calgary in the past 72 hours is C$ 162. The best round-trip flight deal from Calgary to Illinois found on momondo in the last 72 hours is C$ 363.
The fastest flight from Calgary to Illinois takes 3h 27m
Direct flights go from Calgary to Illinois every day.
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$ 149Free CancellationRating
7.1
10,534 reviews
Search Air Canada flights
WestJetPriceFrom C$ 176Free CancellationRating
7.2
3,204 reviews
Search WestJet flights
DeltaPriceFrom C$ 184Free CancellationRating
7.9
8,005 reviews
Search Delta flights
American AirlinesPriceFrom C$ 185Free CancellationRating
7.2
11,055 reviews
Search American Airlines flights
United AirlinesPriceFrom C$ 194Free CancellationRating
7.4
9,092 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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