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Cheap flights from Illinois to Calgary from C$ 75

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 21/10. 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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Find the cheapest flights from Illinois to Calgary

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
2:20 p.m. - 5:15 p.m.ORD-YYC
3h 55mdirect
WestJet Logo
9:00 a.m. - 1:35 p.m.YYC-ORD
3h 35mdirect
C$ 202WestJet
Find Deal
Mon, 9 Feb - Fri, 13 Feb
WestJet Logo
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
WestJet Logo
9:00 a.m. - 1:35 p.m.YYC-ORD
3h 35mdirect
C$ 204WestJet
Find Deal
Fri, 24 Oct - Mon, 27 Oct
United Airlines Logo
8:47 a.m. - 11:38 a.m.ORD-YYC
3h 51mdirect
United Airlines Logo
12:38 p.m. - 5:10 p.m.YYC-ORD
3h 32mdirect
C$ 247United Airlines
Find Deal
Sun, 19 Oct - Thu, 23 Oct
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$ 253Multiple Airlines
Find Deal
Fri, 14 Nov - Thu, 20 Nov
United Airlines Logo
8:45 a.m. - 11:35 a.m.ORD-YYC
3h 50mdirect
United Airlines Logo
2:13 p.m. - 8:58 p.m.YYC-ORD
5h 45m1 stop
C$ 258United Airlines
Find Deal
Wed, 12 Nov - Wed, 12 Nov
American Airlines Logo
9:49 a.m. - 12:34 p.m.ORD-YYC
3h 45mdirect
American Airlines Logo
1:29 p.m. - 5:54 p.m.YYC-ORD
3h 25mdirect
C$ 262American Airlines
Find Deal
Fri, 24 Oct - Mon, 27 Oct
Multiple Airlines Logo
9:44 p.m. - 1:53 p.m.ORD-YYC
17h 09m1 stop
Multiple Airlines Logo
11:40 p.m. - 9:15 a.m.YYC-ORD
8h 35m1 stop
C$ 275Multiple Airlines
Find Deal
Fri, 24 Oct - Mon, 27 Oct
Air Canada Logo
10:00 a.m. - 5:04 p.m.ORD-YYC
8h 04m1 stop
Air Canada Logo
5:45 a.m. - 2:55 p.m.YYC-ORD
8h 10m1 stop
C$ 297Air Canada
Find Deal
Sat, 8 Nov - Sat, 15 Nov
Air Canada Logo
10:40 a.m. - 8:57 p.m.ORD-YYC
11h 17m2 stops
Air Canada Logo
1:10 a.m. - 9:51 a.m.YYC-ORD
7h 41m1 stop
C$ 304Air Canada
Find Deal
Sat, 18 Oct - Wed, 22 Oct
American Airlines Logo
6:44 p.m. - 12:48 p.m.STL-YYC
19h 04m1 stop
American Airlines Logo
6:14 a.m. - 9:44 p.m.YYC-STL
14h 30m2 stops
C$ 438American Airlines
Find Deal
Mon, 9 Feb - Fri, 20 Feb

United Airlines flights from Illinois to Calgary

Our best United Airlines deals on Illinois to Calgary flight tickets
United Airlines
19 Oct
ORD8:47 a.m.Chicago O'Hare Intl
3h 51m
YYC11:38 a.m.Calgary
23 Oct
YYC12:38 p.m.Calgary
3h 32m
ORD5:10 p.m.Chicago O'Hare Intl
C$ 247
Find similar
United Airlines
12 Nov
ORD8:45 a.m.Chicago O'Hare Intl
3h 50m
YYC11:35 a.m.Calgary
12 Nov
YYC2:13 p.m.Calgary
5h 45m
1 stop
ORD8:58 p.m.Chicago O'Hare Intl
C$ 258
Find similar
United Airlines
18 Oct
ORD5:01 a.m.Chicago O'Hare Intl
9h 52m
1 stop
YYC1:53 p.m.Calgary
23 Oct
YYC12:38 p.m.Calgary
3h 32m
ORD5:10 p.m.Chicago O'Hare Intl
C$ 259
Find similar

Air Canada flights from Illinois to Calgary

Our best Air Canada deals on Illinois to Calgary flight tickets
Air Canada
8 Nov
ORD10:00 a.m.Chicago O'Hare Intl
8h 04m
1 stop
YYC5:04 p.m.Calgary
15 Nov
YYC5:45 a.m.Calgary
8h 10m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
C$ 297
Find similar
Air Canada
18 Oct
ORD10:40 a.m.Chicago O'Hare Intl
11h 17m
2 stops
YYC8:57 p.m.Calgary
22 Oct
YYC1:10 a.m.Calgary
7h 41m
1 stop
ORD9:51 a.m.Chicago O'Hare Intl
C$ 304
Find similar
Air Canada
7 Feb
ORD10:00 a.m.Chicago O'Hare Intl
9h 54m
1 stop
YYC6:54 p.m.Calgary
12 Feb
YYC5:35 a.m.Calgary
8h 35m
1 stop
ORD3:10 p.m.Chicago O'Hare Intl
C$ 306
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 8 October 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

Mon 9/2

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

Nonstop3h 55m

Calgary

Fri 13/2

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

C$ 202

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 24/10

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

Nonstop3h 49m

Calgary

Mon 27/10

9:00 a.m.-1:35 p.m.

Nonstop3h 35m

C$ 204

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sun 19/10

8:47 a.m.-11:38 a.m.

Nonstop3h 51m

Calgary

Thu 23/10

12:38 p.m.-5:10 p.m.

Nonstop3h 32m

C$ 247

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 14/11

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

Nonstop3h 55m

Calgary

Thu 20/11

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

1 stop8h 35m

C$ 253

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 12/11

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

Nonstop3h 50m

Calgary

Wed 12/11

2:13 p.m.-8:58 p.m.

1 stop5h 45m

C$ 258

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 24/10

9:49 a.m.-12:34 p.m.

Nonstop3h 45m

Calgary

Mon 27/10

1:29 p.m.-5:54 p.m.

Nonstop3h 25m

C$ 262

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 24/10

9:44 p.m.-1:53 p.m.

1 stop17h 09m

Calgary

Mon 27/10

11:40 p.m.-9:15 a.m.

1 stop8h 35m

C$ 275

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 8/11

10:00 a.m.-5:04 p.m.

1 stop8h 04m

Calgary

Sat 15/11

5:45 a.m.-2:55 p.m.

1 stop8h 10m

C$ 297

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 18/10

10:40 a.m.-8:57 p.m.

2 stops11h 17m

Calgary

Wed 22/10

1:10 a.m.-9:51 a.m.

1 stop7h 41m

C$ 304

St. LouisCalgary

STL - YYC

STLYYC

Lambert-St Louis

Mon 9/2

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

1 stop19h 04m

Calgary

Fri 20/2

6:14 a.m.-9:44 p.m.

2 stops14h 30m

C$ 438

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 October. Flight prices, which tend to average around C$ 297, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of October, then book flights to Calgary from Illinois during May instead. Flights to Calgary in May, while not as cheap as those in October, still average around C$ 306.

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$ 230. 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$ 439.

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$ 219. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 346 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$ 402 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$ 311 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$ 88

Fastest flight time

3h 45m

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$ 88. The best round-trip flight deal from Illinois to Calgary found on momondo in the last 72 hours is C$ 273.
The fastest flight from Illinois to Calgary takes 3h 45m
Direct flights go from Illinois to Calgary every day.
There is 1 airport near Calgary: 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$ 213Free CancellationRating
7.2
3,121 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 267Free CancellationRating
7.4
8,965 reviews
Search United Airlines 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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