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Cheap flights from Calgary to Illinois from C$ 189

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 30/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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$ 233WestJet
Mon, 18 May - Sun, 24 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$ 237WestJet
Mon, 18 May - Sun, 24 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$ 238WestJet
Sat, 30 May - Sun, 31 May
Multiple Airlines Logo
6:30 a.m. - 2:55 p.m.
YYC
-
ORD
7h 25m
1 stop
Multiple Airlines Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
C$ 265Multiple Airlines
Thu, 21 May - Sat, 30 May
Multiple Airlines Logo
6:30 a.m. - 2:55 p.m.
YYC
-
ORD
7h 25m
1 stop
Multiple Airlines Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
C$ 295Multiple Airlines
Sat, 23 May - Sun, 24 May
Delta Logo
7:45 a.m. - 6:50 p.m.
YYC
-
ORD
10h 05m
1 stop
Delta Logo
12:30 p.m. - 8:30 p.m.
ORD
-
YYC
9h 00m
1 stop
C$ 314Delta
Wed, 20 May - Tue, 26 May
Delta Logo
2:00 p.m. - 12:36 a.m.
YYC
-
STL
9h 36m
1 stop
Delta Logo
2:15 p.m. - 11:13 p.m.
STL
-
YYC
9h 58m
1 stop
C$ 512Delta
Fri, 23 Oct - Sun, 25 Oct
United Airlines Logo
9:30 a.m. - 4:31 p.m.
YYC
-
STL
6h 01m
1 stop
United Airlines Logo
1:36 p.m. - 6:30 p.m.
STL
-
YYC
5h 54m
1 stop
C$ 520United Airlines
Tue, 25 Aug - Wed, 26 Aug
American Airlines Logo
1:40 p.m. - 8:32 a.m.
YYC
-
STL
17h 52m
1 stop
American Airlines Logo
2:36 p.m. - 11:43 p.m.
STL
-
YYC
10h 07m
1 stop
C$ 521American Airlines
Fri, 22 May - Mon, 25 May
American Airlines Logo
1:40 p.m. - 8:32 a.m.
YYC
-
STL
17h 52m
1 stop
American Airlines Logo
7:00 a.m. - 11:43 p.m.
STL
-
YYC
17h 43m
1 stop
C$ 524American Airlines
Fri, 22 May - Mon, 25 May

American Airlines flights from Calgary to Illinois

Our best American Airlines deals on Calgary to Illinois flight tickets
American Airlines
4 Sep
YYC7:00 a.m.Calgary
3h 35m
ORD11:35 a.m.Chicago O'Hare Intl
6 Sep
ORD8:46 p.m.Chicago O'Hare Intl
3h 43m
YYC11:29 p.m.Calgary
C$ 341
American Airlines
28 May
YYC6:45 a.m.Calgary
23h 47m
1 stop
ORD7:32 a.m.Chicago O'Hare Intl
1 Jun
ORD8:55 p.m.Chicago O'Hare Intl
3h 48m
YYC11:43 p.m.Calgary
C$ 354
American Airlines
22 May
YYC6:15 a.m.Calgary
3h 30m
ORD10:45 a.m.Chicago O'Hare Intl
2 Jun
ORD8:55 p.m.Chicago O'Hare Intl
3h 48m
YYC11:43 p.m.Calgary
C$ 363

Delta flights from Calgary to Illinois

Our best Delta deals on Calgary to Illinois flight tickets
Delta
20 May
YYC7:45 a.m.Calgary
10h 05m
1 stop
ORD6:50 p.m.Chicago O'Hare Intl
26 May
ORD12:30 p.m.Chicago O'Hare Intl
9h 00m
1 stop
YYC8:30 p.m.Calgary
C$ 314
Delta
20 May
YYC7:45 a.m.Calgary
10h 05m
1 stop
ORD6:50 p.m.Chicago O'Hare Intl
26 May
ORD12:30 p.m.Chicago O'Hare Intl
9h 00m
1 stop
YYC8:30 p.m.Calgary
C$ 329
Delta
5 Aug
YYC7:45 a.m.Calgary
10h 12m
1 stop
ORD6:57 p.m.Chicago O'Hare Intl
11 Aug
ORD1:55 p.m.Chicago O'Hare Intl
10h 11m
1 stop
YYC11:06 p.m.Calgary
C$ 337

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 5 May 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
Quickest round-trip

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 18/5

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

Nonstop3h 40m

Chicago O'Hare Intl

Sun 24/5

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

Nonstop3h 55m

C$ 233

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 18/5

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

Nonstop3h 40m

Chicago O'Hare Intl

Sun 24/5

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

Nonstop3h 55m

C$ 237

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 30/5

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

Nonstop3h 40m

Chicago O'Hare Intl

Sun 31/5

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

Nonstop3h 55m

C$ 238

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 21/5

6:30 a.m.-2:55 p.m.

1 stop7h 25m

Chicago O'Hare Intl

Sat 30/5

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

Nonstop3h 55m

C$ 265

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 23/5

6:30 a.m.-2:55 p.m.

1 stop7h 25m

Chicago O'Hare Intl

Sun 24/5

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

Nonstop3h 55m

C$ 295

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 20/5

7:45 a.m.-6:50 p.m.

1 stop10h 05m

Chicago O'Hare Intl

Tue 26/5

12:30 p.m.-8:30 p.m.

1 stop9h 00m

C$ 314

CalgarySt. Louis

YYC - STL

YYCSTL

Calgary

Fri 23/10

2:00 p.m.-12:36 a.m.

1 stop9h 36m

Lambert-St Louis

Sun 25/10

2:15 p.m.-11:13 p.m.

1 stop9h 58m

C$ 512

CalgarySt. Louis

YYC - STL

YYCSTL

Calgary

Tue 25/8

9:30 a.m.-4:31 p.m.

1 stop6h 01m

Lambert-St Louis

Wed 26/8

1:36 p.m.-6:30 p.m.

1 stop5h 54m

C$ 520

CalgarySt. Louis

YYC - STL

YYCSTL

Calgary

Fri 22/5

1:40 p.m.-8:32 a.m.

1 stop17h 52m

Lambert-St Louis

Mon 25/5

2:36 p.m.-11:43 p.m.

1 stop10h 07m

C$ 521

CalgarySt. Louis

YYC - STL

YYCSTL

Calgary

Fri 22/5

1:40 p.m.-8:32 a.m.

1 stop17h 52m

Lambert-St Louis

Mon 25/5

7:00 a.m.-11:43 p.m.

1 stop17h 43m

C$ 524

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, March 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$ 84. If you don’t want to visit Illinois in March, then you should wait until September to fly from Calgary, when ticket prices are also cheap, with an average price of C$ 87.

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$ 592. 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$ 1,082.

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$ 696. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 1,328 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 from Calgary 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$ 383 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$ 295 on momondo.

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$ 288

Fastest flight time

3h 25m

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$ 288. The best round-trip flight deal from Calgary to Illinois found on momondo in the last 72 hours is C$ 472.
The fastest flight from Calgary to Illinois takes 3h 25m
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

Frequently asked questions about flying from Calgary to Illinois

  • 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$ 119Free CancellationRating
7.1
10,999 reviews
Search Air Canada flights
DeltaPriceFrom C$ 146Free CancellationRating
7.9
8,460 reviews
Search Delta flights
United AirlinesPriceFrom C$ 166Free CancellationRating
7.4
9,683 reviews
Search United Airlines flights
WestJetPriceFrom C$ 182Free CancellationRating
7.2
3,331 reviews
Search WestJet flights
American AirlinesPriceFrom C$ 193Free CancellationRating
7.1
11,669 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.

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Find better results for your trip to Illinois

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