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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 5/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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 am - 1:35 pm
YYC
-
ORD
3h 35mnonstop
WestJet Logo
2:20 pm - 5:15 pm
ORD
-
YYC
3h 55mnonstop
$168WestJet
ven., mars 6 - lun., mars 9
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
$190WestJet
mer., mai 20 - mar., mai 26
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
$191WestJet
mer., mai 20 - mar., mai 26
Air Canada Logo
11:40 pm - 9:10 am
YYC
-
ORD
8h 30m
1 stop
Air Canada Logo
6:40 pm - 8:28 am
ORD
-
YYC
14h 48m
1 stop
$208Air Canada
lun., mars 30 - mar., avr. 7
Air Canada Logo
7:10 am - 3:10 pm
YYC
-
ORD
7h 00m
1 stop
Air Canada Logo
3:55 pm - 1:14 am
ORD
-
YYC
10h 19m
1 stop
$223Air Canada
mer., mars 4 - mer., mars 11
United Airlines Logo
8:30 am - 1:07 pm
YYC
-
ORD
3h 37mnonstop
United Airlines Logo
7:42 pm - 10:37 pm
ORD
-
YYC
3h 55mnonstop
$229United Airlines
ven., juin 5 - dim., juin 7
Delta Logo
6:45 am - 4:52 pm
YYC
-
ORD
9h 07m
1 stop
Delta Logo
2:11 pm - 10:57 pm
ORD
-
YYC
9h 46m
1 stop
$230Delta
ven., mai 8 - mar., mai 12
Delta Logo
6:30 am - 1:05 pm
YYC
-
MDW
5h 35m
1 stop
Delta Logo
11:45 am - 11:05 pm
MDW
-
YYC
12h 20m
2 stops
$263Delta
mer., févr. 25 - sam., févr. 28
American Airlines Logo
6:30 am - 3:28 pm
YYC
-
STL
7h 58m
1 stop
American Airlines Logo
6:00 am - 3:32 pm
STL
-
YYC
10h 32m
2 stops
$527American Airlines
jeu., févr. 19 - dim., févr. 22
United Airlines Logo
8:30 am - 3:46 pm
YYC
-
STL
6h 16m
1 stop
United Airlines Logo
9:23 am - 10:37 pm
STL
-
YYC
14h 14m
1 stop
$540United Airlines
ven., juil. 31 - dim., août 9

Air Canada flights from Calgary to Illinois

Our best Air Canada deals on Calgary to Illinois flight tickets
Air Canada
Mar 30
YYC11:40 pmCalgary
8h 30m
1 stop
ORD9:10 amChicago O'Hare Intl
Apr 7
ORD6:40 pmChicago O'Hare Intl
14h 48m
1 stop
YYC8:28 amCalgary
$208
Air Canada
Mar 4
YYC7:10 amCalgary
7h 00m
1 stop
ORD3:10 pmChicago O'Hare Intl
Mar 11
ORD3:55 pmChicago O'Hare Intl
10h 19m
1 stop
YYC1:14 amCalgary
$223
Air Canada
Mar 31
YYC9:00 amCalgary
8h 53m
1 stop
ORD6:53 pmChicago O'Hare Intl
Apr 8
ORD10:43 amChicago O'Hare Intl
10h 15m
1 stop
YYC7:58 pmCalgary
$240

WestJet flights from Calgary to Illinois

Our best WestJet deals on Calgary to Illinois flight tickets
WestJet
May 4
YYC12:00 pmCalgary
3h 40m
ORD4:40 pmChicago O'Hare Intl
May 7
ORD5:30 pmChicago O'Hare Intl
3h 55m
YYC8:25 pmCalgary
$161
WestJet
Mar 6
YYC9:00 amCalgary
3h 35m
ORD1:35 pmChicago O'Hare Intl
Mar 9
ORD2:20 pmChicago O'Hare Intl
3h 55m
YYC5:15 pmCalgary
$168
WestJet
May 20
YYC12:00 pmCalgary
3h 40m
ORD4:40 pmChicago O'Hare Intl
May 26
ORD5:30 pmChicago O'Hare Intl
3h 55m
YYC8:25 pmCalgary
$190

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 février 3, 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

CalgaryChicago

YYC - ORD

YYCORD

Calgary

ven. 3/6

9:00 am-1:35 pm

Nonstop3h 35m

Chicago O'Hare Intl

lun. 3/9

2:20 pm-5:15 pm

Nonstop3h 55m

$168

CalgaryChicago

YYC - ORD

YYCORD

Calgary

mer. 5/20

12:00 pm-4:40 pm

Nonstop3h 40m

Chicago O'Hare Intl

mar. 5/26

5:30 pm-8:25 pm

Nonstop3h 55m

$190

CalgaryChicago

YYC - ORD

YYCORD

Calgary

mer. 5/20

12:00 pm-4:40 pm

Nonstop3h 40m

Chicago O'Hare Intl

mar. 5/26

5:30 pm-8:25 pm

Nonstop3h 55m

$191

CalgaryChicago

YYC - ORD

YYCORD

Calgary

lun. 3/30

11:40 pm-9:10 am

1 stop8h 30m

Chicago O'Hare Intl

mar. 4/7

6:40 pm-8:28 am

1 stop14h 48m

$208

CalgaryChicago

YYC - ORD

YYCORD

Calgary

mer. 3/4

7:10 am-3:10 pm

1 stop7h 00m

Chicago O'Hare Intl

mer. 3/11

3:55 pm-1:14 am

1 stop10h 19m

$223

CalgaryChicago

YYC - ORD

YYCORD

Calgary

ven. 6/5

8:30 am-1:07 pm

Nonstop3h 37m

Chicago O'Hare Intl

dim. 6/7

7:42 pm-10:37 pm

Nonstop3h 55m

$229

CalgaryChicago

YYC - ORD

YYCORD

Calgary

ven. 5/8

6:45 am-4:52 pm

1 stop9h 07m

Chicago O'Hare Intl

mar. 5/12

2:11 pm-10:57 pm

1 stop9h 46m

$230

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

mer. 2/25

6:30 am-1:05 pm

1 stop5h 35m

Chicago Midway

sam. 2/28

11:45 am-11:05 pm

2 stops12h 20m

$263

CalgarySt. Louis

YYC - STL

YYCSTL

Calgary

jeu. 2/19

6:30 am-3:28 pm

1 stop7h 58m

Lambert-St Louis

dim. 2/22

6:00 am-3:32 pm

2 stops10h 32m

$527

CalgarySt. Louis

YYC - STL

YYCSTL

Calgary

ven. 7/31

8:30 am-3:46 pm

1 stop6h 16m

Lambert-St Louis

dim. 8/9

9:23 am-10:37 pm

1 stop14h 14m

$540

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 April. Flight prices, which tend to average around $188, 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 November is also cheap. Prices for this month can be found on momondo for an average of $189.

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 $179. Flights from Calgary to Illinois on a Thursday will generally be more expensive and average around $476. 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 $347. Flights at noon are often more expensive with an average ticket price of $799.

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 $256 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 $162 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

$185

Fastest flight time

3h 25m

Direct flights

Every day

Airports in Illinois

98 airports
The best one-way flight to Illinois from Calgary in the past 72 hours is $185. The best round-trip flight deal from Calgary to Illinois found on momondo in the last 72 hours is $216.
The fastest flight from Calgary to Illinois takes 3h 25m
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

  • 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
10,684 reviews
Search Air Canada flights
WestJetPriceFrom $138Free CancellationRating
7.2
3,255 reviews
Search WestJet flights
United AirlinesPriceFrom $168Free CancellationRating
7.4
9,236 reviews
Search United Airlines flights
American AirlinesPriceFrom $185Free CancellationRating
7.2
11,218 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

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jeu. 3/5
jeu. 3/12
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