Cheap flights from Alberta to Chicago from $109

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 12/8. 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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0 bags

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Cheap round-trip flights

WestJet Logo
12:15 pm - 4:43 pmYYC-ORD
3h 28mnonstop
WestJet Logo
5:30 pm - 8:19 pmORD-YYC
3h 49mnonstop
$156WestJet
Find Deal
Fri, Oct 3 - Sun, Oct 5
WestJet Logo
8:00 am - 4:43 pmYEG-ORD
7h 43m1 stop
WestJet Logo
5:30 pm - 12:27 amORD-YEG
7h 57m1 stop
$160WestJet
Find Deal
Fri, Oct 17 - Sat, Oct 25
Air Canada Logo
1:00 am - 9:51 amYEG-ORD
7h 51m1 stop
Air Canada Logo
9:55 am - 8:03 pmORD-YEG
11h 08m2 stops
$162Air Canada
Find Deal
Sat, Oct 11 - Sat, Oct 18
Air Canada Logo
1:00 am - 9:51 amYEG-ORD
7h 51m1 stop
Air Canada Logo
3:50 pm - 10:56 pmORD-YEG
8h 06m1 stop
$166Air Canada
Find Deal
Sat, Oct 11 - Sat, Oct 18
United Airlines Logo
12:35 pm - 5:10 pmYYC-ORD
3h 35mnonstop
United Airlines Logo
7:10 am - 9:53 pmORD-YYC
15h 43m1 stop
$172United Airlines
Find Deal
Thu, Dec 11 - Mon, Dec 15
Multiple Airlines Logo
9:30 am - 4:43 pmYEG-ORD
6h 13m1 stop
Multiple Airlines Logo
9:55 am - 8:03 pmORD-YEG
11h 08m2 stops
$172Multiple Airlines
Find Deal
Sun, Oct 12 - Sat, Oct 18
United Airlines Logo
6:15 am - 11:59 pmYYC-ORD
16h 44m1 stop
United Airlines Logo
7:10 am - 9:53 pmORD-YYC
15h 43m1 stop
$178United Airlines
Find Deal
Thu, Dec 11 - Mon, Dec 15
Multiple Airlines Logo
11:40 pm - 3:10 pmYYC-ORD
14h 30m1 stop
Multiple Airlines Logo
2:20 pm - 5:15 pmORD-YYC
3h 55mnonstop
$181Multiple Airlines
Find Deal
Fri, Oct 31 - Fri, Nov 7
Delta Logo
7:45 am - 6:41 pmYYC-ORD
9h 56m1 stop
Delta Logo
6:45 am - 8:47 pmORD-YYC
15h 02m2 stops
$223Delta
Find Deal
Tue, Oct 21 - Thu, Oct 23
Delta Logo
7:45 am - 10:30 pmYYC-ORD
13h 45m2 stops
Delta Logo
1:38 pm - 11:10 pmORD-YYC
10h 32m1 stop
$224Delta
Find Deal
Thu, Nov 27 - Mon, Dec 1

Air Canada flights from Alberta to Chicago

Our best Air Canada deals on Alberta to Chicago flight tickets
Air Canada
Oct 11
YEG1:00 amEdmonton
7h 51m
1 stop
ORD9:51 amChicago O'Hare Intl
Oct 18
ORD9:55 amChicago O'Hare Intl
11h 08m
2 stops
YEG8:03 pmEdmonton
Air Canada
Oct 11
YEG1:00 amEdmonton
7h 51m
1 stop
ORD9:51 amChicago O'Hare Intl
Oct 18
ORD3:50 pmChicago O'Hare Intl
8h 06m
1 stop
YEG10:56 pmEdmonton
Air Canada
Oct 4
YYC1:10 amCalgary
7h 41m
1 stop
ORD9:51 amChicago O'Hare Intl
Oct 7
ORD3:50 pmChicago O'Hare Intl
8h 32m
1 stop
YYC11:22 pmCalgary

United Airlines flights from Alberta to Chicago

Our best United Airlines deals on Alberta to Chicago flight tickets
United Airlines
Dec 11
YYC12:35 pmCalgary
3h 35m
ORD5:10 pmChicago O'Hare Intl
Dec 15
ORD7:10 amChicago O'Hare Intl
15h 43m
1 stop
YYC9:53 pmCalgary
United Airlines
Dec 11
YYC6:15 amCalgary
16h 44m
1 stop
ORD11:59 pmChicago O'Hare Intl
Dec 15
ORD7:10 amChicago O'Hare Intl
15h 43m
1 stop
YYC9:53 pmCalgary
United Airlines
Oct 15
YEG3:17 pmEdmonton
6h 22m
1 stop
ORD10:39 pmChicago O'Hare Intl
Oct 22
ORD1:27 pmChicago O'Hare Intl
3h 58m
YEG4:25 pmEdmonton

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 832,500 searches. Data last updated September 16, 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

Fri 10/3

12:15 pm-4:43 pm

Nonstop3h 28m

Chicago O'Hare Intl

Sun 10/5

5:30 pm-8:19 pm

Nonstop3h 49m

$156

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Fri 10/17

8:00 am-4:43 pm

1 stop7h 43m

Chicago O'Hare Intl

Sat 10/25

5:30 pm-12:27 am

1 stop7h 57m

$160

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 10/11

1:00 am-9:51 am

1 stop7h 51m

Chicago O'Hare Intl

Sat 10/18

9:55 am-8:03 pm

2 stops11h 08m

$162

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 10/11

1:00 am-9:51 am

1 stop7h 51m

Chicago O'Hare Intl

Sat 10/18

3:50 pm-10:56 pm

1 stop8h 06m

$166

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 12/11

12:35 pm-5:10 pm

Nonstop3h 35m

Chicago O'Hare Intl

Mon 12/15

7:10 am-9:53 pm

1 stop15h 43m

$172

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sun 10/12

9:30 am-4:43 pm

1 stop6h 13m

Chicago O'Hare Intl

Sat 10/18

9:55 am-8:03 pm

2 stops11h 08m

$172

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 12/11

6:15 am-11:59 pm

1 stop16h 44m

Chicago O'Hare Intl

Mon 12/15

7:10 am-9:53 pm

1 stop15h 43m

$178

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 10/31

11:40 pm-3:10 pm

1 stop14h 30m

Chicago O'Hare Intl

Fri 11/7

2:20 pm-5:15 pm

Nonstop3h 55m

$181

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 10/21

7:45 am-6:41 pm

1 stop9h 56m

Chicago O'Hare Intl

Thu 10/23

6:45 am-8:47 pm

2 stops15h 02m

$223

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 11/27

7:45 am-10:30 pm

2 stops13h 45m

Chicago O'Hare Intl

Mon 12/1

1:38 pm-11:10 pm

1 stop10h 32m

$224

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 April is, on average, the cheapest month to fly to Chicago from Alberta, with most prices found around $191. If you’re not able to fly to Chicago in April, then February is your next best option. Flight prices from Alberta to Chicago during February average around $195.

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 Sunday when prices can be found for as low as $171. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Alberta to Chicago for around $478.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Alberta to Chicago during this time can be as low as $215. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $727.

What is the cheapest Alberta to Chicago flight route?

Fly from Calgary 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 $273 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 $199 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?

No. A direct flight is the cheapest option for a flight between Alberta to Chicago.

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

$208

Fastest flight time

3h 25m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Alberta in the past 72 hours is $208. The best round-trip flight deal from Alberta to Chicago found on momondo in the last 72 hours is $155.
The fastest flight from Alberta to Chicago takes 3h 25m
Direct flights go from Alberta to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
  • When did momondo last update prices for flights from Alberta to Chicago?

    Prices for flights from Alberta to Chicago refresh 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?

    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 Alberta to Chicago.

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

    The required travel and health documents for your Chicago 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 Chicago. 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 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 $109Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
WestJetPriceFrom $138Free CancellationRating
7.2
3,093 reviews
Search WestJet flights
United AirlinesPriceFrom $143Free CancellationRating
7.4
8,924 reviews
Search United Airlines flights
American AirlinesPriceFrom $208Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Alberta to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

All flight searches from Alberta to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Alberta to Chicago.

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
Thu 10/16
Thu 10/23

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 78.5 mi from Chicago