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Cheap flights from Illinois to Calgary from $63

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 5/7. 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
$164WestJet
Mon, May 25 - Sat, May 30
WestJet Logo
2:20 pm - 5:15 pm
ORD
-
YYC
3h 55mnonstop
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
$166WestJet
Fri, Apr 24 - Mon, Apr 27
United Airlines Logo
8:42 am - 11:32 am
ORD
-
YYC
3h 50mnonstop
United Airlines Logo
12:34 pm - 5:01 pm
YYC
-
ORD
3h 27mnonstop
$197United Airlines
Wed, Apr 15 - Wed, Apr 22
Delta Logo
2:05 pm - 8:45 pm
MDW
-
YYC
7h 40m
1 stop
Delta Logo
6:30 am - 1:25 pm
YYC
-
MDW
5h 55m
1 stop
$279Delta
Tue, Apr 7 - Sat, Apr 11
Delta Logo
9:34 am - 8:54 pm
MDW
-
YYC
12h 20m
2 stops
Delta Logo
6:30 am - 1:25 pm
YYC
-
MDW
5h 55m
1 stop
$289Delta
Wed, Mar 4 - Wed, Mar 11
Multiple Airlines Logo
6:00 am - 5:10 pm
MDW
-
YYC
12h 10m
1 stop
Multiple Airlines Logo
8:00 pm - 7:31 pm
YYC
-
MDW
22h 31m
2 stops
$310Multiple Airlines
Wed, Apr 29 - Mon, May 4
Multiple Airlines Logo
6:00 am - 5:10 pm
MDW
-
YYC
12h 10m
1 stop
Multiple Airlines Logo
12:50 am - 4:50 pm
YYC
-
MDW
15h 00m
1 stop
$325Multiple Airlines
Thu, Apr 30 - Sat, May 2
American Airlines Logo
6:00 am - 12:50 pm
STL
-
YYC
7h 50m
1 stop
American Airlines Logo
1:30 pm - 11:45 am
YYC
-
STL
21h 15m
1 stop
$420American Airlines
Thu, Apr 2 - Mon, Apr 6
American Airlines Logo
6:00 am - 11:42 pm
MLI
-
YYC
18h 42m
1 stop
American Airlines Logo
6:15 am - 6:21 pm
YYC
-
MLI
11h 06m
1 stop
$435American Airlines
Wed, Jul 1 - Tue, Jul 14
United Airlines Logo
10:46 am - 11:31 am
MLI
-
YYC
25h 45m
1 stop
United Airlines Logo
6:15 am - 10:09 am
YYC
-
MLI
26h 54m
2 stops
$643United Airlines
Mon, Mar 2 - Wed, Mar 4

Delta flights from Illinois to Calgary

Our best Delta deals on Illinois to Calgary flight tickets
Delta
Apr 7
MDW2:05 pmChicago Midway
7h 40m
1 stop
YYC8:45 pmCalgary
Apr 11
YYC6:30 amCalgary
5h 55m
1 stop
MDW1:25 pmChicago Midway
$279
Delta
Mar 4
MDW9:34 amChicago Midway
12h 20m
2 stops
YYC8:54 pmCalgary
Mar 11
YYC6:30 amCalgary
5h 55m
1 stop
MDW1:25 pmChicago Midway
$289
Delta
May 2
MDW9:27 amChicago Midway
12h 13m
2 stops
YYC8:40 pmCalgary
May 9
YYC6:45 amCalgary
10h 11m
1 stop
MDW5:56 pmChicago Midway
$298

Air Canada flights from Illinois to Calgary

Our best Air Canada deals on Illinois to Calgary flight tickets
Air Canada
Apr 28
ORD8:40 amChicago O'Hare Intl
8h 34m
1 stop
YYC4:14 pmCalgary
Apr 29
YYC7:00 amCalgary
7h 15m
1 stop
ORD3:15 pmChicago O'Hare Intl
$219
Air Canada
May 6
ORD3:50 pmChicago O'Hare Intl
8h 08m
1 stop
YYC10:58 pmCalgary
May 9
YYC6:30 amCalgary
7h 25m
1 stop
ORD2:55 pmChicago O'Hare Intl
$224
Air Canada
Mar 2
ORD10:00 amChicago O'Hare Intl
9h 54m
1 stop
YYC6:54 pmCalgary
Mar 9
YYC5:35 amCalgary
8h 35m
1 stop
ORD3:10 pmChicago O'Hare Intl
$229

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 February 4, 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

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 5/25

5:30 pm-8:25 pm

Nonstop3h 55m

Calgary

Sat 5/30

12:00 pm-4:40 pm

Nonstop3h 40m

$164

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 4/24

2:20 pm-5:15 pm

Nonstop3h 55m

Calgary

Mon 4/27

12:00 pm-4:40 pm

Nonstop3h 40m

$166

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 4/15

8:42 am-11:32 am

Nonstop3h 50m

Calgary

Wed 4/22

12:34 pm-5:01 pm

Nonstop3h 27m

$197

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Tue 4/7

2:05 pm-8:45 pm

1 stop7h 40m

Calgary

Sat 4/11

6:30 am-1:25 pm

1 stop5h 55m

$279

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Wed 3/4

9:34 am-8:54 pm

2 stops12h 20m

Calgary

Wed 3/11

6:30 am-1:25 pm

1 stop5h 55m

$289

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Wed 4/29

6:00 am-5:10 pm

1 stop12h 10m

Calgary

Mon 5/4

8:00 pm-7:31 pm

2 stops22h 31m

$310

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Thu 4/30

6:00 am-5:10 pm

1 stop12h 10m

Calgary

Sat 5/2

12:50 am-4:50 pm

1 stop15h 00m

$325

St. LouisCalgary

STL - YYC

STLYYC

Lambert-St Louis

Thu 4/2

6:00 am-12:50 pm

1 stop7h 50m

Calgary

Mon 4/6

1:30 pm-11:45 am

1 stop21h 15m

$420

MolineCalgary

MLI - YYC

MLIYYC

Moline Quad-City

Wed 7/1

6:00 am-11:42 pm

1 stop18h 42m

Calgary

Tue 7/14

6:15 am-6:21 pm

1 stop11h 06m

$435

MolineCalgary

MLI - YYC

MLIYYC

Moline Quad-City

Mon 3/2

10:46 am-11:31 am

1 stop25h 45m

Calgary

Wed 3/4

6:15 am-10:09 am

2 stops26h 54m

$643

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 May is, on average, the cheapest month to fly to Calgary from Illinois, with most prices found around $208. If you aren’t able to travel during the month of May, then book flights to Calgary from Illinois during October instead. Flights to Calgary in October, while not as cheap as those in May, still average around $213.

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 $291. 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 Wednesday will generally be more expensive and average around $325. 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 at noon when flights can be purchased for as low as $251. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $446 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 $271 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 $237 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

$98

Fastest flight time

3h 49m

Direct flights

Every day

Airports in Calgary

1 airport
The best one-way flight to Calgary from Illinois in the past 72 hours is $98. The best round-trip flight deal from Illinois to Calgary found on momondo in the last 72 hours is $205.
The fastest flight from Illinois to Calgary takes 3h 49m
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 $69Free CancellationRating
7.4
9,236 reviews
Search United Airlines flights
Air CanadaPriceFrom $80Free CancellationRating
7.1
10,688 reviews
Search Air Canada flights
DeltaPriceFrom $105Free CancellationRating
7.9
8,146 reviews
Search Delta flights
WestJetPriceFrom $110Free CancellationRating
7.2
3,255 reviews
Search WestJet flights
American AirlinesPriceFrom $195Free CancellationRating
7.2
11,222 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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