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Cheap flights from Chicago to Alberta from C$ 79

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Alberta departing on 16/2. 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 Chicago to Alberta

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$ 212WestJet
Find Deal
Mon, 16 Feb - Mon, 23 Feb
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$ 213WestJet
Find Deal
Mon, 26 Jan - Mon, 2 Feb
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$ 215WestJet
Find Deal
Sun, 26 Apr - Sat, 9 May
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$ 216WestJet
Find Deal
Fri, 23 Jan - Mon, 26 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$ 229Multiple Airlines
Find Deal
Fri, 9 Jan - Thu, 15 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$ 230Multiple Airlines
Find Deal
Mon, 5 Jan - Tue, 13 Jan
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$ 233WestJet
Find Deal
Sun, 26 Apr - Sun, 3 May
Delta Logo
1:50 p.m. - 8:57 p.m.MDW-YYC
8h 07m1 stop
Delta Logo
6:35 a.m. - 1:10 p.m.YYC-MDW
5h 35m1 stop
C$ 352Delta
Find Deal
Wed, 10 Dec - Sat, 13 Dec
Delta Logo
10:49 a.m. - 8:57 p.m.MDW-YYC
11h 08m2 stops
Delta Logo
6:35 a.m. - 1:10 p.m.YYC-MDW
5h 35m1 stop
C$ 366Delta
Find Deal
Wed, 10 Dec - Sat, 13 Dec
Delta Logo
9:20 a.m. - 3:55 p.m.MDW-YEG
7h 35m1 stop
Delta Logo
9:15 a.m. - 6:08 p.m.YEG-MDW
7h 53m1 stop
C$ 521Delta
Find Deal
Tue, 31 Mar - Fri, 10 Apr

United Airlines flights from Chicago to Alberta

Our best United Airlines deals on Chicago to Alberta flight tickets
United Airlines
18 Jan
ORD8:45 a.m.Chicago O'Hare Intl
3h 50m
YYC11:35 a.m.Calgary
21 Jan
YYC12:37 p.m.Calgary
3h 31m
ORD5:08 p.m.Chicago O'Hare Intl
C$ 260
Find similar
United Airlines
18 Jan
ORD5:40 a.m.Chicago O'Hare Intl
8h 28m
1 stop
YYC1:08 p.m.Calgary
21 Jan
YYC12:37 p.m.Calgary
3h 31m
ORD5:08 p.m.Chicago O'Hare Intl
C$ 267
Find similar
United Airlines
2 May
ORD12:45 p.m.Chicago O'Hare Intl
9h 53m
1 stop
YYC9:38 p.m.Calgary
9 May
YYC12:30 p.m.Calgary
3h 20m
ORD4:50 p.m.Chicago O'Hare Intl
C$ 274
Find similar

Air Canada flights from Chicago to Alberta

Our best Air Canada deals on Chicago to Alberta flight tickets
Air Canada
9 Jan
ORD2:00 p.m.Chicago O'Hare Intl
11h 14m
1 stop
YYC12:14 a.m.Calgary
15 Jan
YYC11:40 p.m.Calgary
14h 15m
2 stops
ORD2:55 p.m.Chicago O'Hare Intl
C$ 268
Find similar
Air Canada
10 Jan
ORD10:00 a.m.Chicago O'Hare Intl
9h 54m
1 stop
YYC6:54 p.m.Calgary
17 Jan
YYC5:35 a.m.Calgary
8h 20m
1 stop
ORD2:55 p.m.Chicago O'Hare Intl
C$ 283
Find similar
Air Canada
16 Jan
ORD2:00 p.m.Chicago O'Hare Intl
7h 49m
1 stop
YYC8:49 p.m.Calgary
19 Jan
YYC5:35 a.m.Calgary
8h 35m
1 stop
ORD3:10 p.m.Chicago O'Hare Intl
C$ 292
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Alberta 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 18 November 2025.
Use the filters below to find and compare flights from Chicago to Alberta that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 16/2

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

Nonstop3h 55m

Calgary

Mon 23/2

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

Nonstop3h 35m

C$ 212

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 26/1

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

Nonstop3h 55m

Calgary

Mon 2/2

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

Nonstop3h 35m

C$ 213

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sun 26/4

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

Nonstop3h 49m

Calgary

Sat 9/5

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

Nonstop3h 28m

C$ 215

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 23/1

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

Nonstop3h 55m

Calgary

Mon 26/1

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

Nonstop3h 35m

C$ 216

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Fri 9/1

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

Nonstop3h 55m

Calgary

Thu 15/1

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

1 stop8h 35m

C$ 229

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 5/1

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

Nonstop3h 55m

Calgary

Tue 13/1

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

1 stop8h 35m

C$ 230

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sun 26/4

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

Nonstop3h 49m

Calgary

Sun 3/5

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

Nonstop3h 28m

C$ 233

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Wed 10/12

1:50 p.m.-8:57 p.m.

1 stop8h 07m

Calgary

Sat 13/12

6:35 a.m.-1:10 p.m.

1 stop5h 35m

C$ 352

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Wed 10/12

10:49 a.m.-8:57 p.m.

2 stops11h 08m

Calgary

Sat 13/12

6:35 a.m.-1:10 p.m.

1 stop5h 35m

C$ 366

ChicagoEdmonton

MDW - YEG

MDWYEG

Chicago Midway

Tue 31/3

9:20 a.m.-3:55 p.m.

1 stop7h 35m

Edmonton

Fri 10/4

9:15 a.m.-6:08 p.m.

1 stop7h 53m

C$ 521

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 Alberta from

How to get the cheapest flight ticket from Chicago to Alberta

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 Alberta?

The month of October is, on average, the cheapest month to fly to Alberta from Chicago, with most prices found around C$ 299. If you aren’t able to travel during the month of October, then book flights to Alberta from Chicago during May instead. Flights to Alberta in May, while not as cheap as those in October, still average around C$ 309.

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

The cheapest day to depart on your flight to Alberta is on a Wednesday when prices can be found for as low as C$ 231. This is often the case because there is less demand to fly during this day of the week. Flights from Chicago to Alberta on a Sunday will generally be more expensive and average around C$ 442. 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 Alberta?

According to our data, the cheapest time of day to fly to Alberta is in the evening. momondo users have found flights departing from Chicago to Alberta in the evening for as low as C$ 221. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Alberta are more costly in the morning, with an average ticket price of C$ 359. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago to Alberta flight route?

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

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

You are more likely to see cheaper flights to Alberta from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Alberta for around C$ 390 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Alberta from Chicago for as low as C$ 307 on momondo.

What cabin class options are available on Chicago to Alberta flights?

There are 3 cabin classes available to choose from on Chicago to Alberta 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 Chicago to Alberta flights?

You could potentially save up to 38% on your flight if you consider stops on a Chicago to Alberta flight.

Cheap Chicago to Alberta flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Alberta

Best price found

C$ 165

Fastest flight time

3h 49m

Direct flights

Every day

Airports in Alberta

1 airport
The best one-way flight to Alberta from Chicago in the past 72 hours is C$ 165. The best round-trip flight deal from Chicago to Alberta found on momondo in the last 72 hours is C$ 272.
The fastest flight from Chicago to Alberta takes 3h 49m
Direct flights go from Chicago to Alberta every day.
There is 1 airport near Alberta: Calgary (YYC)
Search flight deals

  • When did momondo last update prices for flights from Chicago to Alberta?

    Prices for flights from Chicago to Alberta are updated daily.

  • How many operators does momondo search for flights from Chicago to Alberta?

  • How old do you have to be to fly from Chicago to Alberta?

    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 Chicago to Alberta.

  • What documentation or ID do you need to fly to Alberta?

    The necessary travel and health documents for your Alberta trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Alberta?

Best airlines flying from Chicago to Alberta

Compare and see reviews for airlines that fly from Chicago to Alberta with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 214Free CancellationRating
7.2
3,163 reviews
Search WestJet flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Alberta?

Finding the right flight to Alberta from Chicago 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 Alberta quick and easy, saving you time and money.

Can I find flights from Chicago to Alberta with flexible booking policies on momondo?

Yes. All flights to Alberta from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Alberta?

Once all potential Chicago to Alberta 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 Chicago to Alberta right now. Can momondo alert me if prices change?

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

An easier way to manage your Alberta trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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Find better results for your trip to Alberta

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Popular flights according to clicks in the last 7 days on momondo
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