Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Calgary to Illinois from C$ 236

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 12/10. 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

Discover deals from 900+ travel sites with momondo.

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$ 293WestJet
Fri, 25 Sep - Tue, 29 Sep
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$ 293WestJet
Fri, 16 Oct - Sun, 18 Oct
United Airlines Logo
1:37 p.m. - 4:10 p.m.
YYC
-
ORD
2h 33mdirect
United Airlines Logo
8:40 a.m. - 1:35 p.m.
ORD
-
YYC
4h 55mdirect
C$ 321United Airlines
Sun, 22 Nov - Sat, 28 Nov
United Airlines Logo
12:30 p.m. - 5:05 p.m.
YYC
-
ORD
3h 35mdirect
United Airlines Logo
8:40 a.m. - 11:28 a.m.
ORD
-
YYC
3h 48mdirect
C$ 321United Airlines
Wed, 21 Oct - Sat, 24 Oct
Multiple Airlines Logo
12:30 p.m. - 5:05 p.m.
YYC
-
ORD
3h 35mdirect
Multiple Airlines Logo
3:40 p.m. - 11:27 p.m.
ORD
-
YYC
8h 47m
1 stop
C$ 333Multiple Airlines
Wed, 21 Oct - Sat, 24 Oct
Air Canada Logo
1:00 a.m. - 10:15 a.m.
YYC
-
ORD
8h 15m
1 stop
Air Canada Logo
8:45 a.m. - 3:57 p.m.
ORD
-
YYC
8h 12m
1 stop
C$ 334Air Canada
Sat, 19 Sep - Tue, 29 Sep
Air Canada Logo
1:00 a.m. - 10:15 a.m.
YYC
-
ORD
8h 15m
1 stop
Air Canada Logo
2:15 p.m. - 10:57 p.m.
ORD
-
YYC
9h 42m
1 stop
C$ 338Air Canada
Thu, 24 Sep - Fri, 2 Oct
Multiple Airlines Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
Multiple Airlines Logo
3:40 p.m. - 11:47 p.m.
ORD
-
YYC
9h 07m
1 stop
C$ 350Multiple Airlines
Sun, 20 Sep - Tue, 29 Sep
American Airlines Logo
7:00 a.m. - 11:29 a.m.
YYC
-
ORD
3h 29mdirect
American Airlines Logo
8:30 p.m. - 11:29 p.m.
ORD
-
YYC
3h 59mdirect
C$ 354American Airlines
Wed, 23 Sep - Sun, 27 Sep
American Airlines Logo
7:00 a.m. - 11:29 a.m.
YYC
-
ORD
3h 29mdirect
American Airlines Logo
10:00 a.m. - 12:51 p.m.
ORD
-
YYC
3h 51mdirect
C$ 358American Airlines
Sat, 3 Oct - Sat, 24 Oct

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Air Canada flights from Calgary to Illinois

Our best Air Canada deals on Calgary to Illinois flight tickets
Air Canada
19 Sep
YYC1:00 a.m.Calgary
8h 15m
1 stop
ORD10:15 a.m.Chicago O'Hare Intl
29 Sep
ORD8:45 a.m.Chicago O'Hare Intl
8h 12m
1 stop
YYC3:57 p.m.Calgary
C$ 334
Air Canada
24 Sep
YYC1:00 a.m.Calgary
8h 15m
1 stop
ORD10:15 a.m.Chicago O'Hare Intl
2 Oct
ORD2:15 p.m.Chicago O'Hare Intl
9h 42m
1 stop
YYC10:57 p.m.Calgary
C$ 338
Air Canada
20 Oct
YYC1:00 a.m.Calgary
8h 17m
1 stop
ORD10:17 a.m.Chicago O'Hare Intl
24 Oct
ORD8:45 a.m.Chicago O'Hare Intl
8h 12m
1 stop
YYC3:57 p.m.Calgary
C$ 344

American Airlines flights from Calgary to Illinois

Our best American Airlines deals on Calgary to Illinois flight tickets
American Airlines
23 Sep
YYC7:00 a.m.Calgary
3h 29m
ORD11:29 a.m.Chicago O'Hare Intl
27 Sep
ORD8:30 p.m.Chicago O'Hare Intl
3h 59m
YYC11:29 p.m.Calgary
C$ 354
American Airlines
3 Oct
YYC7:00 a.m.Calgary
3h 29m
ORD11:29 a.m.Chicago O'Hare Intl
24 Oct
ORD10:00 a.m.Chicago O'Hare Intl
3h 51m
YYC12:51 p.m.Calgary
C$ 358
American Airlines
23 Sep
YYC6:45 a.m.Calgary
13h 24m
1 stop
ORD9:09 p.m.Chicago O'Hare Intl
27 Sep
ORD8:30 p.m.Chicago O'Hare Intl
3h 59m
YYC11:29 p.m.Calgary
C$ 376

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 3 August 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 25/9

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

Nonstop3h 40m

Chicago O'Hare Intl

Tue 29/9

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

Nonstop3h 55m

C$ 293

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 16/10

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

Nonstop3h 40m

Chicago O'Hare Intl

Sun 18/10

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

Nonstop3h 55m

C$ 293

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 22/11

1:37 p.m.-4:10 p.m.

Nonstop2h 33m

Chicago O'Hare Intl

Sat 28/11

8:40 a.m.-1:35 p.m.

Nonstop4h 55m

C$ 321

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 21/10

12:30 p.m.-5:05 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Sat 24/10

8:40 a.m.-11:28 a.m.

Nonstop3h 48m

C$ 321

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 21/10

12:30 p.m.-5:05 p.m.

Nonstop3h 35m

Chicago O'Hare Intl

Sat 24/10

3:40 p.m.-11:27 p.m.

1 stop8h 47m

C$ 333

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 19/9

1:00 a.m.-10:15 a.m.

1 stop8h 15m

Chicago O'Hare Intl

Tue 29/9

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

1 stop8h 12m

C$ 334

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 24/9

1:00 a.m.-10:15 a.m.

1 stop8h 15m

Chicago O'Hare Intl

Fri 2/10

2:15 p.m.-10:57 p.m.

1 stop9h 42m

C$ 338

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 20/9

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

Nonstop3h 40m

Chicago O'Hare Intl

Tue 29/9

3:40 p.m.-11:47 p.m.

1 stop9h 07m

C$ 350

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 23/9

7:00 a.m.-11:29 a.m.

Nonstop3h 29m

Chicago O'Hare Intl

Sun 27/9

8:30 p.m.-11:29 p.m.

Nonstop3h 59m

C$ 354
Quickest round-trip

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 3/10

7:00 a.m.-11:29 a.m.

Nonstop3h 29m

Chicago O'Hare Intl

Sat 24/10

10:00 a.m.-12:51 p.m.

Nonstop3h 51m

C$ 358

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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$ 330. 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$ 336.

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$ 626. 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$ 1,099.

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$ 700. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 1,138 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$ 412 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$ 305 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 3% 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$ 346

Fastest flight time

2h 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$ 346. The best round-trip flight deal from Calgary to Illinois found on momondo in the last 72 hours is C$ 631.
The fastest flight from Calgary to Illinois takes 2h 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$ 123Free CancellationRating
7.1
11,424 reviews
Search Air Canada flights
DeltaPriceFrom C$ 143Free CancellationRating
7.8
8,483 reviews
Search Delta flights
WestJetPriceFrom C$ 187Free CancellationRating
7.2
3,426 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 190Free CancellationRating
7.4
10,060 reviews
Search United Airlines flights
American AirlinesPriceFrom C$ 199Free CancellationRating
7.1
11,845 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 2/9
Wed 9/9
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Illinois

Popular Cities in Illinois

Popular flights according to clicks in the last 7 days on momondo
Flights to Fort Lauderdalefrom C$ 220
Flights to Orlandofrom C$ 247
Flights to New Yorkfrom C$ 264
Flights to Los Angelesfrom C$ 175
Flights to Las Vegasfrom C$ 240
Flights to San Franciscofrom C$ 233
Flights to Miamifrom C$ 392
Flights to Honolulufrom C$ 431
Flights to Houstonfrom C$ 340
Flights to Phoenixfrom C$ 215
Flights to Chicagofrom C$ 232
Flights to Tampafrom C$ 212