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Cheap flights from Illinois to Calgary from $108

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 5/29. 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

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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
$259WestJet
Tue, Jun 2 - Tue, Jun 9
WestJet Logo
6:00 am - 9:48 pm
ORD
-
YYC
16h 48m
1 stop
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
$264WestJet
Sat, May 23 - Fri, May 29
United Airlines Logo
7:44 pm - 10:37 pm
ORD
-
YYC
3h 53mnonstop
United Airlines Logo
12:28 pm - 5:05 pm
YYC
-
ORD
3h 37mnonstop
$268United Airlines
Tue, May 26 - Fri, May 29
United Airlines Logo
6:00 am - 9:48 pm
ORD
-
YYC
16h 48m
1 stop
United Airlines Logo
12:28 pm - 5:05 pm
YYC
-
ORD
3h 37mnonstop
$277United Airlines
Thu, May 28 - Fri, May 29
Multiple Airlines Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
Multiple Airlines Logo
6:30 am - 2:55 pm
YYC
-
ORD
7h 25m
1 stop
$278Multiple Airlines
Tue, Jun 2 - Tue, Jun 9
Delta Logo
1:52 pm - 8:35 pm
MDW
-
YYC
7h 43m
1 stop
Delta Logo
6:45 am - 1:08 pm
YYC
-
MDW
5h 23m
1 stop
$334Delta
Mon, Aug 24 - Fri, Aug 28
Delta Logo
9:59 am - 11:09 pm
MDW
-
YYC
14h 10m
2 stops
Delta Logo
6:45 am - 1:08 pm
YYC
-
MDW
5h 23m
1 stop
$343Delta
Sat, Aug 22 - Fri, Aug 28
Multiple Airlines Logo
6:33 pm - 5:10 pm
STL
-
YYC
23h 37m
1 stop
Multiple Airlines Logo
7:00 am - 8:57 am
YYC
-
STL
24h 57m
1 stop
$369Multiple Airlines
Thu, Jul 30 - Fri, Aug 7
American Airlines Logo
11:39 am - 11:29 pm
MLI
-
YYC
12h 50m
1 stop
American Airlines Logo
7:00 am - 12:08 am
YYC
-
MLI
16h 08m
1 stop
$576American Airlines
Wed, Aug 19 - Thu, Aug 27
American Airlines Logo
8:09 am - 11:29 pm
MLI
-
YYC
16h 20m
2 stops
American Airlines Logo
7:00 am - 12:08 am
YYC
-
MLI
16h 08m
1 stop
$585American Airlines
Wed, Aug 19 - Thu, Aug 27

United Airlines flights from Illinois to Calgary

Our best United Airlines deals on Illinois to Calgary flight tickets
United Airlines
May 26
ORD7:44 pmChicago O'Hare Intl
3h 53m
YYC10:37 pmCalgary
May 29
YYC12:28 pmCalgary
3h 37m
ORD5:05 pmChicago O'Hare Intl
$268
United Airlines
May 28
ORD6:00 amChicago O'Hare Intl
16h 48m
1 stop
YYC9:48 pmCalgary
May 29
YYC12:28 pmCalgary
3h 37m
ORD5:05 pmChicago O'Hare Intl
$277
United Airlines
May 23
ORD8:40 amChicago O'Hare Intl
3h 52m
YYC11:32 amCalgary
May 30
YYC8:30 amCalgary
3h 37m
ORD1:07 pmChicago O'Hare Intl
$281

American Airlines flights from Illinois to Calgary

Our best American Airlines deals on Illinois to Calgary flight tickets
American Airlines
May 26
ORD8:55 pmChicago O'Hare Intl
3h 48m
YYC11:43 pmCalgary
May 29
YYC6:45 amCalgary
12h 36m
1 stop
ORD8:21 pmChicago O'Hare Intl
$283
American Airlines
May 26
ORD8:55 pmChicago O'Hare Intl
3h 48m
YYC11:43 pmCalgary
May 30
YYC6:45 amCalgary
12h 36m
1 stop
ORD8:21 pmChicago O'Hare Intl
$297
American Airlines
May 26
ORD8:55 pmChicago O'Hare Intl
3h 48m
YYC11:43 pmCalgary
May 30
YYC6:15 amCalgary
3h 30m
ORD10:45 amChicago O'Hare Intl
$298

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 May 10, 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

Tue 6/2

5:30 pm-8:25 pm

Nonstop3h 55m

Calgary

Tue 6/9

12:00 pm-4:40 pm

Nonstop3h 40m

$259

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 5/23

6:00 am-9:48 pm

1 stop16h 48m

Calgary

Fri 5/29

12:00 pm-4:40 pm

Nonstop3h 40m

$264
Quickest round-trip

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 5/26

7:44 pm-10:37 pm

Nonstop3h 53m

Calgary

Fri 5/29

12:28 pm-5:05 pm

Nonstop3h 37m

$268

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 5/28

6:00 am-9:48 pm

1 stop16h 48m

Calgary

Fri 5/29

12:28 pm-5:05 pm

Nonstop3h 37m

$277

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 6/2

5:30 pm-8:25 pm

Nonstop3h 55m

Calgary

Tue 6/9

6:30 am-2:55 pm

1 stop7h 25m

$278

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Mon 8/24

1:52 pm-8:35 pm

1 stop7h 43m

Calgary

Fri 8/28

6:45 am-1:08 pm

1 stop5h 23m

$334

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Sat 8/22

9:59 am-11:09 pm

2 stops14h 10m

Calgary

Fri 8/28

6:45 am-1:08 pm

1 stop5h 23m

$343

St. LouisCalgary

STL - YYC

STLYYC

Lambert-St Louis

Thu 7/30

6:33 pm-5:10 pm

1 stop23h 37m

Calgary

Fri 8/7

7:00 am-8:57 am

1 stop24h 57m

$369

MolineCalgary

MLI - YYC

MLIYYC

Moline Quad-City

Wed 8/19

11:39 am-11:29 pm

1 stop12h 50m

Calgary

Thu 8/27

7:00 am-12:08 am

1 stop16h 08m

$576

MolineCalgary

MLI - YYC

MLIYYC

Moline Quad-City

Wed 8/19

8:09 am-11:29 pm

2 stops16h 20m

Calgary

Thu 8/27

7:00 am-12:08 am

1 stop16h 08m

$585

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 November is, on average, the cheapest month to fly to Calgary from Illinois, with most prices found around $60. If you aren’t able to travel during the month of November, then book flights to Calgary from Illinois during October instead. Flights to Calgary in October, while not as cheap as those in November, still average around $61.

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 Friday when prices can be found for as low as $313. 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 $349. 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 $279. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $453 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 from Illinois 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 $308 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 $272 on momondo.

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

$123

Fastest flight time

3h 51m

Direct flights

Every day

Airports in Calgary

1 airport
The best one-way flight to Calgary from Illinois in the past 72 hours is $123. The best round-trip flight deal from Illinois to Calgary found on momondo in the last 72 hours is $328.
The fastest flight from Illinois to Calgary takes 3h 51m
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

Frequently asked questions about flying from Illinois to Calgary

  • 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
Air CanadaPriceFrom $74Free CancellationRating
7.1
11,012 reviews
Search Air Canada flights
United AirlinesPriceFrom $90Free CancellationRating
7.4
9,694 reviews
Search United Airlines flights
DeltaPriceFrom $111Free CancellationRating
7.9
8,454 reviews
Search Delta flights
WestJetPriceFrom $132Free CancellationRating
7.2
3,332 reviews
Search WestJet flights
American AirlinesPriceFrom $231Free CancellationRating
7.1
11,668 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
Airdrie
Radium Hot Springs
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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