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Cheap flights from Illinois to Calgary from $107

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Calgary departing on 5/25. 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 Illinois to Calgary

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
$224WestJet
Wed, May 27 - Sat, May 30
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
$225WestJet
Wed, May 27 - Sat, May 30
Air Canada Logo
9:55 am - 6:43 pm
ORD
-
YYC
9h 48m
1 stop
Air Canada Logo
12:50 am - 10:18 am
YYC
-
ORD
8h 28m
1 stop
$243Air Canada
Tue, May 5 - Mon, May 11
Air Canada Logo
8:45 am - 6:43 pm
ORD
-
YYC
10h 58m
2 stops
Air Canada Logo
12:50 am - 10:18 am
YYC
-
ORD
8h 28m
1 stop
$248Air Canada
Tue, May 5 - Mon, May 11
United Airlines Logo
7:42 pm - 10:37 pm
ORD
-
YYC
3h 55mnonstop
United Airlines Logo
12:28 pm - 5:05 pm
YYC
-
ORD
3h 37mnonstop
$265United Airlines
Mon, May 25 - Mon, Jun 1
United Airlines Logo
8:42 am - 11:32 am
ORD
-
YYC
3h 50mnonstop
United Airlines Logo
12:34 pm - 5:03 pm
YYC
-
ORD
3h 29mnonstop
$272United Airlines
Tue, Apr 21 - Sat, Apr 25
Delta Logo
2:12 pm - 8:40 pm
MDW
-
YYC
7h 28m
1 stop
Delta Logo
6:40 am - 1:32 pm
YYC
-
MDW
5h 52m
1 stop
$301Delta
Tue, Apr 14 - Sat, Apr 18
Delta Logo
9:29 am - 11:00 pm
MDW
-
YYC
14h 31m
2 stops
Delta Logo
6:40 am - 1:32 pm
YYC
-
MDW
5h 52m
1 stop
$303Delta
Wed, Apr 22 - Tue, Apr 28
American Airlines Logo
5:21 pm - 12:59 pm
STL
-
YYC
20h 38m
1 stop
American Airlines Logo
1:40 pm - 11:47 am
YYC
-
STL
21h 07m
1 stop
$413American Airlines
Mon, May 4 - Mon, May 11
American Airlines Logo
6:00 am - 12:50 pm
STL
-
YYC
7h 50m
1 stop
American Airlines Logo
12:45 pm - 8:54 am
YYC
-
STL
19h 09m
1 stop
$462American Airlines
Sun, Apr 5 - Mon, Apr 13

Air Canada flights from Illinois to Calgary

Our best Air Canada deals on Illinois to Calgary flight tickets
Air Canada
May 5
ORD9:55 amChicago O'Hare Intl
9h 48m
1 stop
YYC6:43 pmCalgary
May 11
YYC12:50 amCalgary
8h 28m
1 stop
ORD10:18 amChicago O'Hare Intl
$243
Air Canada
May 5
ORD8:45 amChicago O'Hare Intl
10h 58m
2 stops
YYC6:43 pmCalgary
May 11
YYC12:50 amCalgary
8h 28m
1 stop
ORD10:18 amChicago O'Hare Intl
$248
Air Canada
Apr 18
ORD2:00 pmChicago O'Hare Intl
7h 28m
1 stop
YYC8:28 pmCalgary
Apr 24
YYC5:45 amCalgary
8h 30m
1 stop
ORD3:15 pmChicago O'Hare Intl
$254

Delta flights from Illinois to Calgary

Our best Delta deals on Illinois to Calgary flight tickets
Delta
May 7
ORD2:11 pmChicago O'Hare Intl
9h 46m
1 stop
YYC10:57 pmCalgary
May 11
YYC7:45 amCalgary
10h 05m
1 stop
ORD6:50 pmChicago O'Hare Intl
$290
Delta
Apr 22
ORD2:09 pmChicago O'Hare Intl
9h 51m
1 stop
YYC11:00 pmCalgary
Apr 29
YYC6:40 amCalgary
7h 30m
1 stop
ORD3:10 pmChicago O'Hare Intl
$294
Delta
May 16
ORD10:15 amChicago O'Hare Intl
13h 42m
2 stops
YYC10:57 pmCalgary
May 25
YYC6:45 amCalgary
9h 06m
1 stop
ORD4:51 pmChicago O'Hare Intl
$300

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Calgary 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 March 25, 2026.
Use the filters below to find and compare flights from Illinois to Calgary that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 5/27

5:30 pm-8:25 pm

Nonstop3h 55m

Calgary

Sat 5/30

12:00 pm-4:40 pm

Nonstop3h 40m

$224

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 5/27

5:30 pm-8:25 pm

Nonstop3h 55m

Calgary

Sat 5/30

12:00 pm-4:40 pm

Nonstop3h 40m

$225

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 5/5

9:55 am-6:43 pm

1 stop9h 48m

Calgary

Mon 5/11

12:50 am-10:18 am

1 stop8h 28m

$243

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 5/5

8:45 am-6:43 pm

2 stops10h 58m

Calgary

Mon 5/11

12:50 am-10:18 am

1 stop8h 28m

$248

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 5/25

7:42 pm-10:37 pm

Nonstop3h 55m

Calgary

Mon 6/1

12:28 pm-5:05 pm

Nonstop3h 37m

$265
Quickest round-trip

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 4/21

8:42 am-11:32 am

Nonstop3h 50m

Calgary

Sat 4/25

12:34 pm-5:03 pm

Nonstop3h 29m

$272

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Tue 4/14

2:12 pm-8:40 pm

1 stop7h 28m

Calgary

Sat 4/18

6:40 am-1:32 pm

1 stop5h 52m

$301

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Wed 4/22

9:29 am-11:00 pm

2 stops14h 31m

Calgary

Tue 4/28

6:40 am-1:32 pm

1 stop5h 52m

$303

St. LouisCalgary

STL - YYC

STLYYC

Lambert-St Louis

Mon 5/4

5:21 pm-12:59 pm

1 stop20h 38m

Calgary

Mon 5/11

1:40 pm-11:47 am

1 stop21h 07m

$413

St. LouisCalgary

STL - YYC

STLYYC

Lambert-St Louis

Sun 4/5

6:00 am-12:50 pm

1 stop7h 50m

Calgary

Mon 4/13

12:45 pm-8:54 am

1 stop19h 09m

$462

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 Calgary from

How to get the cheapest flight ticket from Illinois to Calgary

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 Calgary?

The month of January is, on average, the cheapest month to fly to Calgary from Illinois, with most prices found around $212. If you aren’t able to travel during the month of January, then book flights to Calgary from Illinois during October instead. Flights to Calgary in October, while not as cheap as those in January, still average around $216.

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

The cheapest day to depart on your flight to Calgary is on a Monday when prices can be found for as low as $294. This is often the case because there is less demand to fly during this day of the week. Flights from Illinois to Calgary on a Saturday will generally be more expensive and average around $337. 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 Calgary?

The cheapest time of day to fly to Calgary is in the afternoon when flights can be purchased for as low as $272. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $439 on average. Flights to Calgary from Illinois in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Illinois to Calgary flight route?

Fly from Chicago O'Hare Intl to Calgary for the best Illinois - Calgary flight prices

How far in advance should I book a flight to Calgary?

You are more likely to see cheaper flights to Calgary from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Calgary for around $281 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Calgary from Illinois for as low as $236 on momondo.

What cabin class options are available on Illinois to Calgary flights?

There are 4 cabin classes available to choose from on Illinois to Calgary 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 Illinois to Calgary flights?

No. A direct flight is the cheapest option for a flight between Illinois to Calgary.

Cheap Illinois to Calgary flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Calgary

Best Price Found

$75

Fastest flight time

3h 50m

Direct flights

Every day

Airports in Calgary

1 airport
The best one-way flight to Calgary from Illinois in the past 72 hours is $75. The best round-trip flight deal from Illinois to Calgary found on momondo in the last 72 hours is $264.
The fastest flight from Illinois to Calgary takes 3h 50m
Direct flights go from Illinois to Calgary every day.
There is 1 airport in Calgary. From Illinois there are direct flights to Calgary (YYC).
Search flight deals

  • When did momondo last update prices for flights from Illinois to Calgary Airport?

    Prices for flights from Illinois to Calgary Airport refresh daily.

  • How many operators does momondo search for flights from Illinois to Calgary Airport?

  • How old do you have to be to fly from Illinois to Calgary Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Calgary Airport.

  • What documentation or ID do you need to fly to Calgary Airport?

    The travel and health documents you'll need for your trip to Calgary Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Calgary Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Illinois to Calgary?

Best airlines flying from Illinois to Calgary

Compare and see reviews for airlines that fly from Illinois to Calgary with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $72Free CancellationRating
7.4
9,477 reviews
Search United Airlines flights
Air CanadaPriceFrom $89Free CancellationRating
7.1
10,838 reviews
Search Air Canada flights
DeltaPriceFrom $105Free CancellationRating
7.9
8,326 reviews
Search Delta flights
WestJetPriceFrom $117Free CancellationRating
7.2
3,301 reviews
Search WestJet flights
American AirlinesPriceFrom $199Free CancellationRating
7.1
11,494 reviews
Search American Airlines flights

Traveling to a place near Calgary?

Book flights to Calgary if you plan to visit one of these locations
Banff
Canmore
Lake Louise
Radium Hot Springs
Airdrie
Drumheller
Kananaskis

Why use momondo?

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

Finding the right flight to Calgary from Illinois is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Calgary quick and easy, saving you time and money.

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

Flights from Illinois to Calgary with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Illinois to Calgary?

momondo helps you find the best flight between Illinois and Calgary by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Illinois to Calgary right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Calgary, momondo offers a useful price alert feature which will track prices for flights to Calgary from Illinois and alert you when they change.

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