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Cheap flights from Calgary to Illinois from C$ 217

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 11/10. 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
9:00 a.m. - 1:35 p.m.
YYC
-
ORD
3h 35mdirect
WestJet Logo
2:20 p.m. - 6:15 p.m.
ORD
-
YYC
4h 55mdirect
C$ 355WestJet
Fri, 30 Oct - Mon, 2 Nov
WestJet Logo
9:00 a.m. - 1:35 p.m.
YYC
-
ORD
3h 35mdirect
WestJet Logo
2:20 p.m. - 6:15 p.m.
ORD
-
YYC
4h 55mdirect
C$ 357WestJet
Fri, 30 Oct - Mon, 2 Nov
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$ 371WestJet
Mon, 5 Oct - Tue, 6 Oct
United Airlines Logo
12:37 p.m. - 5:10 p.m.
YYC
-
ORD
3h 33mdirect
United Airlines Logo
9:47 p.m. - 1:56 p.m.
ORD
-
YYC
17h 09m
1 stop
C$ 391United Airlines
Fri, 30 Oct - Mon, 2 Nov
United Airlines Logo
12:28 p.m. - 5:04 p.m.
YYC
-
ORD
3h 36mdirect
United Airlines Logo
7:45 p.m. - 10:37 p.m.
ORD
-
YYC
3h 52mdirect
C$ 394United Airlines
Thu, 2 Jul - Sat, 4 Jul
Air Canada Logo
6:30 a.m. - 2:55 p.m.
YYC
-
ORD
7h 25m
1 stop
Air Canada Logo
8:45 a.m. - 3:57 p.m.
ORD
-
YYC
8h 12m
1 stop
C$ 405Air Canada
Mon, 5 Oct - Tue, 6 Oct
Air Canada Logo
11:55 p.m. - 9:00 a.m.
YYC
-
ORD
8h 05m
1 stop
Air Canada Logo
8:45 a.m. - 3:57 p.m.
ORD
-
YYC
8h 12m
1 stop
C$ 408Air Canada
Mon, 28 Sep - Tue, 6 Oct
Delta Logo
6:45 a.m. - 1:10 p.m.
YYC
-
MDW
5h 25m
1 stop
Delta Logo
9:24 a.m. - 8:35 p.m.
MDW
-
YYC
12h 11m
2 stops
C$ 415Delta
Tue, 1 Sep - Sun, 6 Sep
Delta Logo
7:45 a.m. - 4:50 p.m.
YYC
-
MDW
8h 05m
1 stop
Delta Logo
12:30 p.m. - 11:13 p.m.
MDW
-
YYC
11h 43m
2 stops
C$ 416Delta
Wed, 21 Oct - Sat, 24 Oct
American Airlines Logo
12:45 p.m. - 11:42 p.m.
YYC
-
STL
9h 57m
1 stop
American Airlines Logo
3:32 p.m. - 9:34 p.m.
STL
-
YYC
7h 02m
1 stop
C$ 532American Airlines
Thu, 13 Aug - Mon, 17 Aug

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American Airlines flights from Calgary to Illinois

Our best American Airlines deals on Calgary to Illinois flight tickets
American Airlines
30 Aug
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 56m
YYC11:42 p.m.Calgary
C$ 464
American Airlines
24 Sep
YYC7:00 a.m.Calgary
3h 29m
ORD11:29 a.m.Chicago O'Hare Intl
26 Sep
ORD1:46 p.m.Chicago O'Hare Intl
8h 56m
1 stop
YYC9:42 p.m.Calgary
C$ 466
American Airlines
24 Sep
YYC7:00 a.m.Calgary
3h 29m
ORD11:29 a.m.Chicago O'Hare Intl
10 Oct
ORD9:45 a.m.Chicago O'Hare Intl
3h 45m
YYC12:30 p.m.Calgary
C$ 494

Delta flights from Calgary to Illinois

Our best Delta deals on Calgary to Illinois flight tickets
Delta
30 Oct
YYC7:15 a.m.Calgary
9h 42m
1 stop
ORD5:57 p.m.Chicago O'Hare Intl
2 Nov
ORD1:55 p.m.Chicago O'Hare Intl
10h 18m
1 stop
YYC11:13 p.m.Calgary
C$ 415
Delta
23 Sep
YYC6:45 a.m.Calgary
9h 38m
1 stop
ORD5:23 p.m.Chicago O'Hare Intl
6 Oct
ORD12:15 p.m.Chicago O'Hare Intl
9h 39m
1 stop
YYC8:54 p.m.Calgary
C$ 416
Delta
31 Aug
YYC7:45 a.m.Calgary
9h 34m
1 stop
ORD6:19 p.m.Chicago O'Hare Intl
8 Sep
ORD2:05 p.m.Chicago O'Hare Intl
10h 01m
1 stop
YYC11:06 p.m.Calgary
C$ 418

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 20 June 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 30/10

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

Nonstop3h 35m

Chicago O'Hare Intl

Mon 2/11

2:20 p.m.-6:15 p.m.

Nonstop4h 55m

C$ 355

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 30/10

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

Nonstop3h 35m

Chicago O'Hare Intl

Mon 2/11

2:20 p.m.-6:15 p.m.

Nonstop4h 55m

C$ 357

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 5/10

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

Nonstop3h 40m

Chicago O'Hare Intl

Tue 6/10

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

Nonstop3h 55m

C$ 371

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 30/10

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

Nonstop3h 33m

Chicago O'Hare Intl

Mon 2/11

9:47 p.m.-1:56 p.m.

1 stop17h 09m

C$ 391
Quickest round-trip

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 2/7

12:28 p.m.-5:04 p.m.

Nonstop3h 36m

Chicago O'Hare Intl

Sat 4/7

7:45 p.m.-10:37 p.m.

Nonstop3h 52m

C$ 394

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 5/10

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

1 stop7h 25m

Chicago O'Hare Intl

Tue 6/10

8:45 a.m.-3:57 p.m.

1 stop8h 12m

C$ 405

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 28/9

11:55 p.m.-9:00 a.m.

1 stop8h 05m

Chicago O'Hare Intl

Tue 6/10

8:45 a.m.-3:57 p.m.

1 stop8h 12m

C$ 408

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 1/9

6:45 a.m.-1:10 p.m.

1 stop5h 25m

Chicago Midway

Sun 6/9

9:24 a.m.-8:35 p.m.

2 stops12h 11m

C$ 415

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Wed 21/10

7:45 a.m.-4:50 p.m.

1 stop8h 05m

Chicago Midway

Sat 24/10

12:30 p.m.-11:13 p.m.

2 stops11h 43m

C$ 416

CalgarySt. Louis

YYC - STL

YYCSTL

Calgary

Thu 13/8

12:45 p.m.-11:42 p.m.

1 stop9h 57m

Lambert-St Louis

Mon 17/8

3:32 p.m.-9:34 p.m.

1 stop7h 02m

C$ 532

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$ 88. 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$ 91.

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$ 632. 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$ 722. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 1,310 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$ 418 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$ 307 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 32% 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$ 297

Fastest flight time

3h 20m

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$ 297. The best round-trip flight deal from Calgary to Illinois found on momondo in the last 72 hours is C$ 527.
The fastest flight from Calgary to Illinois takes 3h 20m
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$ 124Free CancellationRating
7.1
11,227 reviews
Search Air Canada flights
DeltaPriceFrom C$ 152Free CancellationRating
7.8
8,421 reviews
Search Delta flights
WestJetPriceFrom C$ 189Free CancellationRating
7.2
3,375 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 191Free CancellationRating
7.4
9,865 reviews
Search United Airlines flights
American AirlinesPriceFrom C$ 200Free CancellationRating
7.1
11,715 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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Popular flights according to clicks in the last 7 days on momondo
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