Cheap flights from Alberta to Chicago from C$ 125

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Alberta to Chicago departing on 24/9. 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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Cheap round-trip flights

WestJet Logo
12:15 p.m. - 4:43 p.m.YYC-ORD
3h 28mdirect
WestJet Logo
5:30 p.m. - 8:19 p.m.ORD-YYC
3h 49mdirect
C$ 184WestJet
Find Deal
Wed, 3 Sep - Tue, 9 Sep
WestJet Logo
8:05 a.m. - 12:39 p.m.YEG-ORD
3h 34mdirect
WestJet Logo
1:40 p.m. - 4:28 p.m.ORD-YEG
3h 48mdirect
C$ 208WestJet
Find Deal
Sat, 6 Sep - Sat, 13 Sep
 Logo
12:15 p.m. - 4:43 p.m.YYC-ORD
3h 28mdirect
 Logo
8:47 a.m. - 11:38 a.m.ORD-YYC
3h 51mdirect
C$ 219
Find Deal
Wed, 24 Sep - Thu, 23 Oct
Air Canada Logo
1:10 a.m. - 9:51 a.m.YYC-ORD
7h 41m1 stop
Air Canada Logo
6:20 p.m. - 1:12 a.m.ORD-YYC
7h 52m1 stop
C$ 228Air Canada
Find Deal
Tue, 2 Sep - Tue, 9 Sep
United Airlines Logo
6:15 a.m. - 6:26 p.m.YYC-ORD
11h 11m1 stop
United Airlines Logo
9:44 p.m. - 1:53 p.m.ORD-YYC
17h 09m1 stop
C$ 241United Airlines
Find Deal
Wed, 24 Sep - Thu, 23 Oct
United Airlines Logo
8:05 a.m. - 12:32 p.m.YEG-ORD
3h 27mdirect
United Airlines Logo
1:27 p.m. - 4:25 p.m.ORD-YEG
3h 58mdirect
C$ 241United Airlines
Find Deal
Wed, 15 Oct - Sun, 19 Oct
Air Canada Logo
1:10 a.m. - 9:51 a.m.YYC-ORD
7h 41m1 stop
Air Canada Logo
8:40 a.m. - 3:50 p.m.ORD-YYC
8h 10m1 stop
C$ 246Air Canada
Find Deal
Tue, 23 Sep - Thu, 23 Oct
 Logo
6:15 a.m. - 7:57 p.m.YYC-ORD
12h 42m1 stop
 Logo
8:30 p.m. - 11:19 p.m.ORD-YYC
3h 49mdirect
C$ 260
Find Deal
Thu, 4 Sep - Wed, 10 Sep
American Airlines Logo
6:29 a.m. - 10:54 a.m.YYC-ORD
3h 25mdirect
American Airlines Logo
6:30 p.m. - 11:50 a.m.ORD-YYC
18h 20m1 stop
C$ 291American Airlines
Find Deal
Fri, 29 Aug - Thu, 4 Sep
American Airlines Logo
6:29 a.m. - 10:54 a.m.YYC-ORD
3h 25mdirect
American Airlines Logo
8:30 p.m. - 11:19 p.m.ORD-YYC
3h 49mdirect
C$ 324American Airlines
Find Deal
Fri, 19 Sep - Sun, 21 Sep

WestJet flights from Alberta to Chicago

Our best WestJet deals on Alberta to Chicago flight tickets
WestJet
3 Sep
YYC12:15 p.m.Calgary
3h 28m
ORD4:43 p.m.Chicago O'Hare Intl
9 Sep
ORD5:30 p.m.Chicago O'Hare Intl
3h 49m
YYC8:19 p.m.Calgary
WestJet
6 Sep
YEG8:05 a.m.Edmonton
3h 34m
ORD12:39 p.m.Chicago O'Hare Intl
13 Sep
ORD1:40 p.m.Chicago O'Hare Intl
3h 48m
YEG4:28 p.m.Edmonton
WestJet
4 Sep
YYC12:15 p.m.Calgary
3h 28m
ORD4:43 p.m.Chicago O'Hare Intl
9 Sep
ORD5:30 p.m.Chicago O'Hare Intl
3h 49m
YYC8:19 p.m.Calgary

United Airlines flights from Alberta to Chicago

Our best United Airlines deals on Alberta to Chicago flight tickets
United Airlines
24 Sep
YYC6:15 a.m.Calgary
11h 11m
1 stop
ORD6:26 p.m.Chicago O'Hare Intl
23 Oct
ORD9:44 p.m.Chicago O'Hare Intl
17h 09m
1 stop
YYC1:53 p.m.Calgary
United Airlines
17 Sep
YEG3:17 p.m.Edmonton
7h 42m
1 stop
ORD11:59 p.m.Chicago O'Hare Intl
21 Sep
ORD7:15 a.m.Chicago O'Hare Intl
15h 49m
1 stop
YEG10:04 p.m.Edmonton
United Airlines
18 Sep
YEG6:00 a.m.Edmonton
12h 57m
1 stop
ORD7:57 p.m.Chicago O'Hare Intl
21 Sep
ORD5:00 a.m.Chicago O'Hare Intl
10h 08m
1 stop
YEG2:08 p.m.Edmonton

momondo Fare Finder

 
Customize your flight search to find flights from Alberta to Chicago 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 1 August 2025.
Use the filters below to find and compare flights from Alberta to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 3/9

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

Nonstop3h 28m

Chicago O'Hare Intl

Tue 9/9

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

Nonstop3h 49m

C$ 184

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 6/9

8:05 a.m.-12:39 p.m.

Nonstop3h 34m

Chicago O'Hare Intl

Sat 13/9

1:40 p.m.-4:28 p.m.

Nonstop3h 48m

C$ 208

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 24/9

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

Nonstop3h 28m

Chicago O'Hare Intl

Thu 23/10

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

Nonstop3h 51m

C$ 219

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 2/9

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

1 stop7h 41m

Chicago O'Hare Intl

Tue 9/9

6:20 p.m.-1:12 a.m.

1 stop7h 52m

C$ 228

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 24/9

6:15 a.m.-6:26 p.m.

1 stop11h 11m

Chicago O'Hare Intl

Thu 23/10

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

1 stop17h 09m

C$ 241

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 15/10

8:05 a.m.-12:32 p.m.

Nonstop3h 27m

Chicago O'Hare Intl

Sun 19/10

1:27 p.m.-4:25 p.m.

Nonstop3h 58m

C$ 241

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 23/9

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

1 stop7h 41m

Chicago O'Hare Intl

Thu 23/10

8:40 a.m.-3:50 p.m.

1 stop8h 10m

C$ 246

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 4/9

6:15 a.m.-7:57 p.m.

1 stop12h 42m

Chicago O'Hare Intl

Wed 10/9

8:30 p.m.-11:19 p.m.

Nonstop3h 49m

C$ 260

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 29/8

6:29 a.m.-10:54 a.m.

Nonstop3h 25m

Chicago O'Hare Intl

Thu 4/9

6:30 p.m.-11:50 a.m.

1 stop18h 20m

C$ 291

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 19/9

6:29 a.m.-10:54 a.m.

Nonstop3h 25m

Chicago O'Hare Intl

Sun 21/9

8:30 p.m.-11:19 p.m.

Nonstop3h 49m

C$ 324

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 Chicago from

How to get the cheapest flight ticket from Alberta to Chicago

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 Chicago?

The month of February is another great option to travel to Chicago, with average flight prices from Alberta averaging around C$ 277.

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

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as C$ 673. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Tuesday because tickets tend to average around C$ 1,015. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

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

In the afternoon is the cheapest time of day to fly from Alberta to Chicago when you can find flight prices for as low as C$ 365. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 1,470 per ticket.

What is the cheapest Alberta to Chicago flight route?

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

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

You are more likely to see cheaper flights to Chicago from Alberta when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 389 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Alberta for as low as C$ 281 on momondo.

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

There are 4 cabin classes available to choose from on Alberta to Chicago 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 Alberta to Chicago flights?

You could potentially save up to 12% on your flight if you consider stops on a Alberta to Chicago flight.

Cheap Alberta to Chicago flight deals and tips

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

Best price found

C$ 125

Fastest flight time

3h 25m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Alberta in the past 72 hours is C$ 125. The best round-trip flight deal from Alberta to Chicago found on momondo in the last 72 hours is C$ 184.
The fastest flight from Alberta to Chicago takes 3h 25m
Direct flights go from Alberta to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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

    Prices for flights from Alberta to Chicago are updated daily.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Alberta to Chicago.

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

    The travel and health documents you'll need for your trip to Chicago 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 Chicago. 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 Alberta to Chicago?


Best airlines flying from Alberta to Chicago

Compare and see reviews for airlines that fly from Alberta to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 150Free CancellationRating
7.1
9,851 reviews
Search Air Canada flights
WestJetPriceFrom C$ 178Free CancellationRating
7.2
2,978 reviews
Search WestJet flights
DeltaPriceFrom C$ 184Free CancellationRating
8.0
7,981 reviews
Search Delta flights
American AirlinesPriceFrom C$ 185Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom C$ 243Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Hammond
Munster
Benton Harbor
Merrillville

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Alberta to Chicago for you.

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

Flights from Alberta to Chicago 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 Alberta to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Alberta.

I’m not ready to book a flight from Alberta to Chicago right now. Can momondo alert me if prices change?

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


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1 adult
Wed 6/8
Wed 13/8

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago