Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Calgary to Illinois from $100

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 4/24. 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
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? 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

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 am - 1:35 pmYYC-ORD
3h 35mnonstop
WestJet Logo
2:20 pm - 5:15 pmORD-YYC
3h 55mnonstop
$174WestJet
Find Deal
Fri, Jan 30 - Mon, Mar 2
Multiple Airlines Logo
9:00 am - 1:35 pmYYC-ORD
3h 35mnonstop
Multiple Airlines Logo
1:52 pm - 10:46 pmORD-YYC
9h 54m1 stop
$206Multiple Airlines
Find Deal
Fri, Jan 30 - Sat, Feb 28
Air Canada Logo
5:45 am - 2:55 pmYYC-ORD
8h 10m1 stop
Air Canada Logo
2:00 pm - 8:39 pmORD-YYC
7h 39m1 stop
$217Air Canada
Find Deal
Sat, Jan 31 - Sat, Feb 28
Delta Logo
7:35 am - 6:45 pmYYC-ORD
10h 10m1 stop
Delta Logo
8:50 am - 1:40 pmORD-YYC
5h 50m1 stop
$222Delta
Find Deal
Thu, Dec 11 - Mon, Dec 15
Delta Logo
6:30 am - 1:09 pmYYC-MDW
5h 39m1 stop
Delta Logo
10:35 am - 11:15 pmMDW-YYC
13h 40m2 stops
$222Delta
Find Deal
Thu, Jan 29 - Sat, Feb 28
Air Canada Logo
5:35 am - 3:10 pmYYC-ORD
8h 35m1 stop
Air Canada Logo
2:00 pm - 8:39 pmORD-YYC
7h 39m1 stop
$224Air Canada
Find Deal
Fri, Jan 30 - Sat, Feb 28
American Airlines Logo
1:31 pm - 1:17 pmYYC-STL
22h 46m1 stop
American Airlines Logo
8:01 pm - 12:51 pmSTL-YYC
17h 50m1 stop
$249American Airlines
Find Deal
Mon, Dec 22 - Tue, Dec 30
United Airlines Logo
2:13 pm - 9:08 pmYYC-ORD
5h 55m1 stop
United Airlines Logo
8:45 am - 11:35 amORD-YYC
3h 50mnonstop
$259United Airlines
Find Deal
Sat, Dec 6 - Sun, Dec 7
United Airlines Logo
12:37 pm - 5:10 pmYYC-ORD
3h 33mnonstop
United Airlines Logo
8:45 am - 11:35 amORD-YYC
3h 50mnonstop
$303United Airlines
Find Deal
Thu, Dec 11 - Mon, Dec 15
American Airlines Logo
1:31 pm - 8:35 amYYC-STL
18h 04m1 stop
American Airlines Logo
8:01 pm - 12:51 pmSTL-YYC
17h 50m1 stop
$388American Airlines
Find Deal
Fri, Dec 26 - Tue, Dec 30

WestJet flights from Calgary to Illinois

Our best WestJet deals on Calgary to Illinois flight tickets
WestJet
Jan 30
YYC9:00 amCalgary
3h 35m
ORD1:35 pmChicago O'Hare Intl
Mar 2
ORD2:20 pmChicago O'Hare Intl
3h 55m
YYC5:15 pmCalgary
$174
Find similar
WestJet
Dec 19
YYC9:00 amCalgary
3h 35m
ORD1:35 pmChicago O'Hare Intl
Dec 22
ORD2:20 pmChicago O'Hare Intl
3h 55m
YYC5:15 pmCalgary
$279
Find similar
WestJet
Jan 2
YYC9:00 amCalgary
3h 35m
ORD1:35 pmChicago O'Hare Intl
Jan 5
ORD2:20 pmChicago O'Hare Intl
3h 55m
YYC5:15 pmCalgary
$301
Find similar

Air Canada flights from Calgary to Illinois

Our best Air Canada deals on Calgary to Illinois flight tickets
Air Canada
Jan 31
YYC5:45 amCalgary
8h 10m
1 stop
ORD2:55 pmChicago O'Hare Intl
Feb 28
ORD2:00 pmChicago O'Hare Intl
7h 39m
1 stop
YYC8:39 pmCalgary
$217
Find similar
Air Canada
Jan 30
YYC5:35 amCalgary
8h 35m
1 stop
ORD3:10 pmChicago O'Hare Intl
Feb 28
ORD2:00 pmChicago O'Hare Intl
7h 39m
1 stop
YYC8:39 pmCalgary
$224
Find similar
Air Canada
Feb 22
YYC8:45 pmCalgary
17h 25m
2 stops
ORD3:10 pmChicago O'Hare Intl
Mar 25
ORD3:55 pmChicago O'Hare Intl
9h 04m
1 stop
YYC11:59 pmCalgary
$228
Find similar

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 October 30, 2025.
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

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 1/30

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

Mon 3/2

2:20 pm-5:15 pm

Nonstop3h 55m

$174

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 1/30

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

Sat 2/28

1:52 pm-10:46 pm

1 stop9h 54m

$206

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 1/31

5:45 am-2:55 pm

1 stop8h 10m

Chicago O'Hare Intl

Sat 2/28

2:00 pm-8:39 pm

1 stop7h 39m

$217

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 12/11

7:35 am-6:45 pm

1 stop10h 10m

Chicago O'Hare Intl

Mon 12/15

8:50 am-1:40 pm

1 stop5h 50m

$222

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 1/29

6:30 am-1:09 pm

1 stop5h 39m

Chicago Midway

Sat 2/28

10:35 am-11:15 pm

2 stops13h 40m

$222

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 1/30

5:35 am-3:10 pm

1 stop8h 35m

Chicago O'Hare Intl

Sat 2/28

2:00 pm-8:39 pm

1 stop7h 39m

$224

CalgarySt. Louis

YYC - STL

YYCSTL

Calgary

Mon 12/22

1:31 pm-1:17 pm

1 stop22h 46m

Lambert-St Louis

Tue 12/30

8:01 pm-12:51 pm

1 stop17h 50m

$249

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 12/6

2:13 pm-9:08 pm

1 stop5h 55m

Chicago O'Hare Intl

Sun 12/7

8:45 am-11:35 am

Nonstop3h 50m

$259

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 12/11

12:37 pm-5:10 pm

Nonstop3h 33m

Chicago O'Hare Intl

Mon 12/15

8:45 am-11:35 am

Nonstop3h 50m

$303

CalgarySt. Louis

YYC - STL

YYCSTL

Calgary

Fri 12/26

1:31 pm-8:35 am

1 stop18h 04m

Lambert-St Louis

Tue 12/30

8:01 pm-12:51 pm

1 stop17h 50m

$388

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?

The cheapest month to fly to Illinois from Calgary is in April. Flight prices, which tend to average around $191, 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 April, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $193.

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 $175. Flights from Calgary to Illinois on a Saturday will generally be more expensive and average around $502. 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 evening. Flights from Calgary to Illinois during this time can be as low as $215. Flights at noon are often more expensive with an average ticket price of $777.

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 $161 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

$160

Fastest flight time

3h 20m

Direct flights

Every day

Airports in Illinois

1 airport
The best one-way flight to Illinois from Calgary in the past 72 hours is $160. The best round-trip flight deal from Calgary to Illinois found on momondo in the last 72 hours is $268.
The fastest flight from Calgary to Illinois takes 3h 20m
Direct flights go from Calgary to Illinois every day.
There is 1 airport near Illinois: 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 $109Free CancellationRating
7.1
10,377 reviews
Search Air Canada flights
WestJetPriceFrom $138Free CancellationRating
7.2
3,149 reviews
Search WestJet flights
American AirlinesPriceFrom $185Free CancellationRating
7.2
11,030 reviews
Search American Airlines flights
United AirlinesPriceFrom $239Free CancellationRating
7.4
8,998 reviews
Search United 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 11/29
Sat 12/6
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 New Yorkfrom $49
Flights to Los Angelesfrom $47
Flights to Miamifrom $47
Flights to Chicagofrom $49
Flights to Orlandofrom $47
Flights to Las Vegasfrom $39
Flights to San Franciscofrom $39
Flights to Washington, D.C.from $40
Flights to Bostonfrom $60
Flights to Atlantafrom $47
Flights to Dallasfrom $49
Flights to Seattlefrom $53