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Cheap flights from Illinois to Calgary from C$ 69

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 19/1. 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

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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 p.m. - 8:19 p.m.
ORD
-
YYC
3h 49mdirect
WestJet Logo
12:15 p.m. - 4:43 p.m.
YYC
-
ORD
3h 28mdirect
C$ 219WestJet
Sun, 17 May - Tue, 2 Jun
WestJet Logo
5:30 p.m. - 8:19 p.m.
ORD
-
YYC
3h 49mdirect
WestJet Logo
12:15 p.m. - 4:43 p.m.
YYC
-
ORD
3h 28mdirect
C$ 220WestJet
Sun, 17 May - Sat, 30 May
United Airlines Logo
8:45 a.m. - 11:35 a.m.
ORD
-
YYC
3h 50mdirect
United Airlines Logo
2:13 p.m. - 11:59 p.m.
YYC
-
ORD
8h 46m1 stop
C$ 226United Airlines
Wed, 21 Jan - Wed, 21 Jan
Multiple Airlines Logo
2:20 p.m. - 5:15 p.m.
ORD
-
YYC
3h 55mdirect
Multiple Airlines Logo
5:35 a.m. - 3:10 p.m.
YYC
-
ORD
8h 35m1 stop
C$ 227Multiple Airlines
Mon, 19 Jan - Wed, 28 Jan
Multiple Airlines Logo
8:22 p.m. - 4:15 p.m.
STL
-
YYC
20h 53m2 stops
Multiple Airlines Logo
12:30 a.m. - 6:51 a.m.
YYC
-
STL
29h 21m1 stop
C$ 304Multiple Airlines
Wed, 21 Jan - Sat, 28 Feb
Delta Logo
11:45 a.m. - 8:54 p.m.
MDW
-
YYC
10h 09m1 stop
Delta Logo
6:30 a.m. - 1:06 p.m.
YYC
-
MDW
5h 36m1 stop
C$ 345Delta
Sat, 31 Jan - Tue, 3 Feb
Delta Logo
11:45 a.m. - 8:54 p.m.
MDW
-
YYC
10h 09m1 stop
Delta Logo
6:30 a.m. - 4:14 p.m.
YYC
-
MDW
8h 44m1 stop
C$ 347Delta
Sun, 8 Feb - Sat, 14 Feb
American Airlines Logo
6:44 p.m. - 12:48 p.m.
STL
-
YYC
19h 04m1 stop
American Airlines Logo
1:40 p.m. - 10:20 a.m.
YYC
-
STL
19h 40m1 stop
C$ 465American Airlines
Wed, 14 Jan - Wed, 21 Jan
American Airlines Logo
11:28 a.m. - 12:48 p.m.
MLI
-
YYC
26h 20m1 stop
American Airlines Logo
1:40 p.m. - 7:23 p.m.
YYC
-
MLI
28h 43m1 stop
C$ 489American Airlines
Mon, 12 Jan - Fri, 16 Jan
United Airlines Logo
3:11 p.m. - 11:35 a.m.
STL
-
YYC
21h 24m1 stop
United Airlines Logo
2:13 p.m. - 12:29 p.m.
YYC
-
STL
21h 16m2 stops
C$ 619United Airlines
Tue, 27 Jan - Wed, 28 Jan

United Airlines flights from Illinois to Calgary

Our best United Airlines deals on Illinois to Calgary flight tickets
United Airlines
21 Jan
ORD8:45 a.m.Chicago O'Hare Intl
3h 50m
YYC11:35 a.m.Calgary
21 Jan
YYC2:13 p.m.Calgary
8h 46m
1 stop
ORD11:59 p.m.Chicago O'Hare Intl
C$ 226
Find similar
United Airlines
20 Jan
ORD8:45 a.m.Chicago O'Hare Intl
3h 50m
YYC11:35 a.m.Calgary
22 Jan
YYC12:37 p.m.Calgary
3h 31m
ORD5:08 p.m.Chicago O'Hare Intl
C$ 241
Find similar
United Airlines
18 Jan
ORD5:40 a.m.Chicago O'Hare Intl
8h 28m
1 stop
YYC1:08 p.m.Calgary
22 Jan
YYC12:37 p.m.Calgary
3h 31m
ORD5:08 p.m.Chicago O'Hare Intl
C$ 248
Find similar

Air Canada flights from Illinois to Calgary

Our best Air Canada deals on Illinois to Calgary flight tickets
Air Canada
19 Jan
ORD2:00 p.m.Chicago O'Hare Intl
7h 59m
1 stop
YYC8:59 p.m.Calgary
23 Jan
YYC5:35 a.m.Calgary
8h 35m
1 stop
ORD3:10 p.m.Chicago O'Hare Intl
C$ 239
Find similar
Air Canada
17 Jan
ORD3:35 p.m.Chicago O'Hare Intl
9h 09m
1 stop
YYC11:44 p.m.Calgary
23 Jan
YYC5:35 a.m.Calgary
8h 35m
1 stop
ORD3:10 p.m.Chicago O'Hare Intl
C$ 268
Find similar
Air Canada
17 Jan
ORD3:35 p.m.Chicago O'Hare Intl
9h 09m
1 stop
YYC11:44 p.m.Calgary
25 Jan
YYC5:35 a.m.Calgary
13h 10m
1 stop
ORD7:45 p.m.Chicago O'Hare Intl
C$ 301
Find similar

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 96,600 searches. Data last updated 17 December 2025.
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

Sun 17/5

5:30 p.m.-8:19 p.m.

Nonstop3h 49m

Calgary

Tue 2/6

12:15 p.m.-4:43 p.m.

Nonstop3h 28m

C$ 219

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sun 17/5

5:30 p.m.-8:19 p.m.

Nonstop3h 49m

Calgary

Sat 30/5

12:15 p.m.-4:43 p.m.

Nonstop3h 28m

C$ 220

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 21/1

8:45 a.m.-11:35 a.m.

Nonstop3h 50m

Calgary

Wed 21/1

2:13 p.m.-11:59 p.m.

1 stop8h 46m

C$ 226

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 19/1

2:20 p.m.-5:15 p.m.

Nonstop3h 55m

Calgary

Wed 28/1

5:35 a.m.-3:10 p.m.

1 stop8h 35m

C$ 227

St. LouisCalgary

STL - YYC

STLYYC

Lambert-St Louis

Wed 21/1

8:22 p.m.-4:15 p.m.

2 stops20h 53m

Calgary

Sat 28/2

12:30 a.m.-6:51 a.m.

1 stop29h 21m

C$ 304

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Sat 31/1

11:45 a.m.-8:54 p.m.

1 stop10h 09m

Calgary

Tue 3/2

6:30 a.m.-1:06 p.m.

1 stop5h 36m

C$ 345

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Sun 8/2

11:45 a.m.-8:54 p.m.

1 stop10h 09m

Calgary

Sat 14/2

6:30 a.m.-4:14 p.m.

1 stop8h 44m

C$ 347

St. LouisCalgary

STL - YYC

STLYYC

Lambert-St Louis

Wed 14/1

6:44 p.m.-12:48 p.m.

1 stop19h 04m

Calgary

Wed 21/1

1:40 p.m.-10:20 a.m.

1 stop19h 40m

C$ 465

MolineCalgary

MLI - YYC

MLIYYC

Moline Quad-City

Mon 12/1

11:28 a.m.-12:48 p.m.

1 stop26h 20m

Calgary

Fri 16/1

1:40 p.m.-7:23 p.m.

1 stop28h 43m

C$ 489

St. LouisCalgary

STL - YYC

STLYYC

Lambert-St Louis

Tue 27/1

3:11 p.m.-11:35 a.m.

1 stop21h 24m

Calgary

Wed 28/1

2:13 p.m.-12:29 p.m.

2 stops21h 16m

C$ 619

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 cheapest month to fly to Calgary from Illinois is in May. Flight prices, which tend to average around C$ 290, are often lower during this time because this is during the off-season. 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 C$ 293.

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 Wednesday when prices can be found for as low as C$ 227. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Illinois because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 433.

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

Our data shows that the cheapest Illinois to Calgary flights are usually those with departure times in the evening. Our users have found flights to Calgary in the evening for as low as C$ 217. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 352 on average. Flights to Calgary from Illinois in the morning are generally more expensive because this time of day is more convenient for travellers’ 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 C$ 371 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 C$ 312 on momondo.

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

There are 3 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

C$ 121

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 C$ 121. The best round-trip flight deal from Illinois to Calgary found on momondo in the last 72 hours is C$ 214.
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 are refreshed on a daily basis.

  • 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?

    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 Illinois to Calgary Airport.

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

    The required travel and health documents for your Calgary Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Calgary Airport. We recommend that you seek guidance from your airline or a reliable 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
WestJetPriceFrom C$ 210Free CancellationRating
7.2
3,202 reviews
Search WestJet flights

Travelling 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
Kananaskis
Drumheller
Airdrie

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 recognizable 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?

Yes. momondo enables you to select and highlight flights to Calgary from Illinois with this policy.

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

Once all potential Illinois to Calgary 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 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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