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Cheap flights from Calgary to Illinois from $172

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 10/31. 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 pm - 4:40 pm-
3h 40mnonstop
WestJet Logo
5:30 pm - 8:25 pm-
3h 55mnonstop
$209WestJet
Fri, Oct 16 - Sun, Oct 18
WestJet Logo
12:00 pm - 4:40 pm-
3h 40mnonstop
WestJet Logo
5:30 pm - 8:25 pm-
3h 55mnonstop
$209WestJet
Fri, Sep 25 - Tue, Sep 29
United Airlines Logo
12:30 pm - 5:05 pm-
3h 35mnonstop
United Airlines Logo
8:40 am - 11:28 am-
3h 48mnonstop
$229United Airlines
Wed, Oct 21 - Sat, Oct 24
United Airlines Logo
1:37 pm - 4:10 pm-
2h 33mnonstop
United Airlines Logo
8:40 am - 1:35 pm-
4h 55mnonstop
$229United Airlines
Sun, Nov 22 - Sat, Nov 28
Multiple Airlines Logo
12:30 pm - 5:05 pm-
3h 35mnonstop
Multiple Airlines Logo
3:40 pm - 11:27 pm-
8h 47m
$237Multiple Airlines
Wed, Oct 21 - Sat, Oct 24
Air Canada Logo
1:00 am - 10:15 am-
8h 15m
Air Canada Logo
8:45 am - 3:57 pm-
8h 12m
$238Air Canada
Sat, Sep 19 - Tue, Sep 29
Air Canada Logo
1:00 am - 10:15 am-
8h 15m
Air Canada Logo
2:15 pm - 10:57 pm-
9h 42m
$241Air Canada
Thu, Sep 24 - Fri, Oct 2
Multiple Airlines Logo
12:00 pm - 4:40 pm-
3h 40mnonstop
Multiple Airlines Logo
3:40 pm - 11:47 pm-
9h 07m
$249Multiple Airlines
Sun, Sep 20 - Tue, Sep 29
American Airlines Logo
7:00 am - 11:29 am-
3h 29mnonstop
American Airlines Logo
8:30 pm - 11:29 pm-
3h 59mnonstop
$252American Airlines
Wed, Sep 23 - Sun, Sep 27
American Airlines Logo
7:00 am - 11:29 am-
3h 29mnonstop
American Airlines Logo
10:00 am - 12:51 pm-
3h 51mnonstop
$255American Airlines
Sat, Oct 3 - Sat, Oct 24

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Air Canada flights from Calgary to Illinois

Our best Air Canada deals on Calgary to Illinois flight tickets
Air Canada
Sep 19
YYC1:00 amCalgary
8h 15m
1 stop
ORD10:15 amChicago O'Hare Intl
Sep 29
ORD8:45 amChicago O'Hare Intl
8h 12m
1 stop
YYC3:57 pmCalgary
$238
Air Canada
Sep 24
YYC1:00 amCalgary
8h 15m
1 stop
ORD10:15 amChicago O'Hare Intl
Oct 2
ORD2:15 pmChicago O'Hare Intl
9h 42m
1 stop
YYC10:57 pmCalgary
$241
Air Canada
Oct 20
YYC1:00 amCalgary
8h 17m
1 stop
ORD10:17 amChicago O'Hare Intl
Oct 24
ORD8:45 amChicago O'Hare Intl
8h 12m
1 stop
YYC3:57 pmCalgary
$245

American Airlines flights from Calgary to Illinois

Our best American Airlines deals on Calgary to Illinois flight tickets
American Airlines
Sep 23
YYC7:00 amCalgary
3h 29m
ORD11:29 amChicago O'Hare Intl
Sep 27
ORD8:30 pmChicago O'Hare Intl
3h 59m
YYC11:29 pmCalgary
$252
American Airlines
Oct 3
YYC7:00 amCalgary
3h 29m
ORD11:29 amChicago O'Hare Intl
Oct 24
ORD10:00 amChicago O'Hare Intl
3h 51m
YYC12:51 pmCalgary
$255
American Airlines
Sep 23
YYC6:45 amCalgary
13h 24m
1 stop
ORD9:09 pmChicago O'Hare Intl
Sep 27
ORD8:30 pmChicago O'Hare Intl
3h 59m
YYC11:29 pmCalgary
$268

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 August 4, 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 10/16

12:00 pm-4:40 pm

Nonstop3h 40m

Chicago O'Hare Intl

Sun 10/18

5:30 pm-8:25 pm

Nonstop3h 55m

$209

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 9/25

12:00 pm-4:40 pm

Nonstop3h 40m

Chicago O'Hare Intl

Tue 9/29

5:30 pm-8:25 pm

Nonstop3h 55m

$209

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 10/21

12:30 pm-5:05 pm

Nonstop3h 35m

Chicago O'Hare Intl

Sat 10/24

8:40 am-11:28 am

Nonstop3h 48m

$229

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 11/22

1:37 pm-4:10 pm

Nonstop2h 33m

Chicago O'Hare Intl

Sat 11/28

8:40 am-1:35 pm

Nonstop4h 55m

$229

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 10/21

12:30 pm-5:05 pm

Nonstop3h 35m

Chicago O'Hare Intl

Sat 10/24

3:40 pm-11:27 pm

1 stop8h 47m

$237

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 9/19

1:00 am-10:15 am

1 stop8h 15m

Chicago O'Hare Intl

Tue 9/29

8:45 am-3:57 pm

1 stop8h 12m

$238

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 9/24

1:00 am-10:15 am

1 stop8h 15m

Chicago O'Hare Intl

Fri 10/2

2:15 pm-10:57 pm

1 stop9h 42m

$241

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 9/20

12:00 pm-4:40 pm

Nonstop3h 40m

Chicago O'Hare Intl

Tue 9/29

3:40 pm-11:47 pm

1 stop9h 07m

$249

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 9/23

7:00 am-11:29 am

Nonstop3h 29m

Chicago O'Hare Intl

Sun 9/27

8:30 pm-11:29 pm

Nonstop3h 59m

$252
Quickest round-trip

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 10/3

7:00 am-11:29 am

Nonstop3h 29m

Chicago O'Hare Intl

Sat 10/24

10:00 am-12:51 pm

Nonstop3h 51m

$255

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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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 $235, 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 $239.

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

The cheapest day to depart from Calgary to Illinois is on a Friday when prices can be found for as low as $326. Flights from Calgary to Illinois on a Tuesday will generally be more expensive and average around $552. 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 $376. Flights at noon are often more expensive with an average ticket price of $837.

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 $294 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 $217 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 9% 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

$225

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 $225. The best round-trip flight deal from Calgary to Illinois found on momondo in the last 72 hours is $355.
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 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 $135Free CancellationRating
7.1
11,426 reviews
Search Air Canada flights
United AirlinesPriceFrom $135Free CancellationRating
7.4
10,060 reviews
Search United Airlines flights
WestJetPriceFrom $163Free CancellationRating
7.2
3,426 reviews
Search WestJet flights
American AirlinesPriceFrom $208Free CancellationRating
7.1
11,851 reviews
Search American Airlines flights
DeltaPriceFrom $253Free CancellationRating
7.8
8,483 reviews
Search Delta 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.

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