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Cheap flights from Calgary to Illinois from $115

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 5/10. 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
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
$195WestJet
週四, 4月 30 - 週四, 5月 7
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
$211WestJet
週日, 4月 26 - 週四, 4月 30
WestJet Logo
9:00 am - 1:35 pm
YYC
-
ORD
3h 35mnonstop
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
$214WestJet
週一, 4月 20 - 週一, 4月 27
United Airlines Logo
1:27 pm - 12:30 am
YYC
-
ORD
10h 03m
1 stop
United Airlines Logo
8:42 am - 11:32 am
ORD
-
YYC
3h 50mnonstop
$227United Airlines
週五, 4月 17 - 週二, 4月 21
United Airlines Logo
6:00 am - 9:20 pm
YYC
-
ORD
14h 20m
1 stop
United Airlines Logo
10:04 pm - 1:53 pm
ORD
-
YYC
16h 49m
1 stop
$237United Airlines
週五, 4月 17 - 週一, 4月 20
Air Canada Logo
5:35 am - 3:15 pm
YYC
-
ORD
8h 40m
1 stop
Air Canada Logo
4:15 pm - 12:23 am
ORD
-
YYC
9h 08m
1 stop
$238Air Canada
週五, 4月 17 - 週二, 4月 21
Multiple Airlines Logo
12:30 am - 6:50 am
YYC
-
STL
29h 20m
1 stop
Multiple Airlines Logo
8:23 pm - 7:09 pm
STL
-
YYC
23h 46m
1 stop
$311Multiple Airlines
週一, 4月 13 - 週六, 4月 18
Multiple Airlines Logo
7:00 am - 10:19 pm
YYC
-
MDW
14h 19m
1 stop
Multiple Airlines Logo
6:10 am - 5:10 pm
MDW
-
YYC
12h 00m
1 stop
$323Multiple Airlines
週一, 4月 27 - 週三, 4月 29
American Airlines Logo
1:40 pm - 11:46 pm
YYC
-
STL
9h 06m
1 stop
American Airlines Logo
8:03 pm - 12:59 pm
STL
-
YYC
17h 56m
1 stop
$387American Airlines
週六, 5月 2 - 週一, 5月 11
American Airlines Logo
1:40 pm - 8:24 am
YYC
-
STL
17h 44m
1 stop
American Airlines Logo
5:21 pm - 12:59 pm
STL
-
YYC
20h 38m
1 stop
$399American Airlines
週三, 4月 29 - 週三, 5月 6

American Airlines flights from Calgary to Illinois

Our best American Airlines deals on Calgary to Illinois flight tickets
American Airlines
Sep 3
YYC6:29 amCalgary
3h 25m
ORD10:54 amChicago O'Hare Intl
Sep 6
ORD8:34 pmChicago O'Hare Intl
3h 55m
YYC11:29 pmCalgary
$278
American Airlines
May 20
YYC6:45 amCalgary
16h 03m
1 stop
ORD11:48 pmChicago O'Hare Intl
Jun 1
ORD8:50 pmChicago O'Hare Intl
3h 48m
YYC11:38 pmCalgary
$298
American Airlines
Sep 8
YYC6:29 amCalgary
3h 25m
ORD10:54 amChicago O'Hare Intl
Sep 9
ORD8:25 pmChicago O'Hare Intl
3h 55m
YYC11:20 pmCalgary
$300

Air Canada flights from Calgary to Illinois

Our best Air Canada deals on Calgary to Illinois flight tickets
Air Canada
Apr 17
YYC5:35 amCalgary
8h 40m
1 stop
ORD3:15 pmChicago O'Hare Intl
Apr 21
ORD4:15 pmChicago O'Hare Intl
9h 08m
1 stop
YYC12:23 amCalgary
$238
Air Canada
Apr 28
YYC7:00 amCalgary
7h 15m
1 stop
ORD3:15 pmChicago O'Hare Intl
May 5
ORD3:50 pmChicago O'Hare Intl
8h 08m
1 stop
YYC10:58 pmCalgary
$241
Air Canada
Apr 27
YYC11:40 pmCalgary
8h 30m
1 stop
ORD9:10 amChicago O'Hare Intl
May 4
ORD8:20 pmChicago O'Hare Intl
14h 11m
1 stop
YYC9:31 amCalgary
$242

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 832,500 searches. Data last updated 3月 16, 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

週四 4/30

12:00 pm-4:40 pm

Nonstop3h 40m

Chicago O'Hare Intl

週四 5/7

5:30 pm-8:25 pm

Nonstop3h 55m

$195

CalgaryChicago

YYC - ORD

YYCORD

Calgary

週日 4/26

12:00 pm-4:40 pm

Nonstop3h 40m

Chicago O'Hare Intl

週四 4/30

5:30 pm-8:25 pm

Nonstop3h 55m

$211
Quickest round-trip

CalgaryChicago

YYC - ORD

YYCORD

Calgary

週一 4/20

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

週一 4/27

5:30 pm-8:25 pm

Nonstop3h 55m

$214

CalgaryChicago

YYC - ORD

YYCORD

Calgary

週五 4/17

1:27 pm-12:30 am

1 stop10h 03m

Chicago O'Hare Intl

週二 4/21

8:42 am-11:32 am

Nonstop3h 50m

$227

CalgaryChicago

YYC - ORD

YYCORD

Calgary

週五 4/17

6:00 am-9:20 pm

1 stop14h 20m

Chicago O'Hare Intl

週一 4/20

10:04 pm-1:53 pm

1 stop16h 49m

$237

CalgaryChicago

YYC - ORD

YYCORD

Calgary

週五 4/17

5:35 am-3:15 pm

1 stop8h 40m

Chicago O'Hare Intl

週二 4/21

4:15 pm-12:23 am

1 stop9h 08m

$238

CalgarySt. Louis

YYC - STL

YYCSTL

Calgary

週一 4/13

12:30 am-6:50 am

1 stop29h 20m

Lambert-St Louis

週六 4/18

8:23 pm-7:09 pm

1 stop23h 46m

$311

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

週一 4/27

7:00 am-10:19 pm

1 stop14h 19m

Chicago Midway

週三 4/29

6:10 am-5:10 pm

1 stop12h 00m

$323

CalgarySt. Louis

YYC - STL

YYCSTL

Calgary

週六 5/2

1:40 pm-11:46 pm

1 stop9h 06m

Lambert-St Louis

週一 5/11

8:03 pm-12:59 pm

1 stop17h 56m

$387

CalgarySt. Louis

YYC - STL

YYCSTL

Calgary

週三 4/29

1:40 pm-8:24 am

1 stop17h 44m

Lambert-St Louis

週三 5/6

5:21 pm-12:59 pm

1 stop20h 38m

$399

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?

The cheapest month to fly to Illinois from Calgary is in November. Flight prices, which tend to average around $189, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of November, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $192.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Calgary to Illinois is on a Sunday when prices can be found for as low as $262. Flights from Calgary to Illinois on a Monday will generally be more expensive and average around $485. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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 $350. Flights at noon are often more expensive with an average ticket price of $846.

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 $269 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 $214 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

$210

Fastest flight time

3h 27m

Direct flights

Tue, Wed, Thu, Fri, Sat and Sun

Airports in Illinois

98 airports
The best one-way flight to Illinois from Calgary in the past 72 hours is $210. The best round-trip flight deal from Calgary to Illinois found on momondo in the last 72 hours is $266.
The fastest flight from Calgary to Illinois takes 3h 27m
Direct flights go from Calgary to Illinois on Tuesday, Wednesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is American Airlines.
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 travel and health documents required for your trip to Illinois can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Illinois. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • 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 $101Free CancellationRating
7.1
10,805 reviews
Search Air Canada flights
WestJetPriceFrom $137Free CancellationRating
7.2
3,295 reviews
Search WestJet flights
United AirlinesPriceFrom $168Free CancellationRating
7.4
9,428 reviews
Search United Airlines flights
American AirlinesPriceFrom $185Free CancellationRating
7.1
11,465 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Calgary to Illinois?

It is quick and easy to find Calgary to Illinois flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Illinois that suits you.

Can I find flights from Calgary to Illinois with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Illinois from Calgary with this policy.

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?

Of course. momondo tracks the price of Calgary to Illinois flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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.
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1 adult
週三 4/15
週三 4/22
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