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Cheap flights from Alberta to Chicago from $148

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 5/28. 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

Enter your travel dates to find the best prices.
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
$254WestJet
Mon, Jun 8 - Sat, Jun 13
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
$255WestJet
Mon, Jun 8 - Sat, Jun 13
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
WestJet Logo
2:20 pm - 5:15 pm
ORD
-
YYC
3h 55mnonstop
$261WestJet
Fri, Oct 23 - Sun, Oct 25
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
$262WestJet
Thu, Oct 22 - Fri, Oct 23
Air Canada Logo
11:55 pm - 9:00 am
YYC
-
ORD
8h 05m
1 stop
Air Canada Logo
3:40 pm - 11:32 pm
ORD
-
YYC
8h 52m
1 stop
$269Air Canada
Mon, Aug 17 - Sat, Aug 22
Delta Logo
7:45 am - 6:19 pm
YYC
-
ORD
9h 34m
1 stop
Delta Logo
12:29 pm - 8:35 pm
ORD
-
YYC
9h 06m
1 stop
$272Delta
Thu, Aug 20 - Mon, Aug 24
Delta Logo
7:45 am - 6:19 pm
YYC
-
ORD
9h 34m
1 stop
Delta Logo
8:28 am - 11:09 pm
ORD
-
YYC
15h 41m
2 stops
$273Delta
Thu, Aug 20 - Sat, Aug 22
Air Canada Logo
6:30 am - 2:55 pm
YYC
-
ORD
7h 25m
1 stop
Air Canada Logo
3:45 pm - 11:00 pm
ORD
-
YYC
8h 15m
1 stop
$274Air Canada
Mon, Aug 17 - Tue, Aug 25
United Airlines Logo
3:42 pm - 8:16 pm
YEG
-
ORD
3h 34mnonstop
United Airlines Logo
6:00 am - 10:04 pm
ORD
-
YEG
17h 04m
1 stop
$325United Airlines
Sat, May 30 - Sat, Jun 13
United Airlines Logo
3:42 pm - 8:16 pm
YEG
-
ORD
3h 34mnonstop
United Airlines Logo
6:00 am - 10:04 pm
ORD
-
YEG
17h 04m
1 stop
$326United Airlines
Sat, May 30 - Sat, Jun 13

American Airlines flights from Alberta to Chicago O'Hare Intl Airport

Our best American Airlines deals on Alberta to Chicago O'Hare Intl Airport flight tickets
American Airlines
May 21
YYC1:40 pmCalgary
3h 45m
ORD6:25 pmChicago O'Hare Intl
May 27
ORD8:55 pmChicago O'Hare Intl
3h 48m
YYC11:43 pmCalgary
$269
American Airlines
May 21
YYC1:40 pmCalgary
3h 45m
ORD6:25 pmChicago O'Hare Intl
May 27
ORD3:02 pmChicago O'Hare Intl
7h 41m
1 stop
YYC9:43 pmCalgary
$271
American Airlines
May 27
YYC1:40 pmCalgary
3h 45m
ORD6:25 pmChicago O'Hare Intl
May 30
ORD11:50 amChicago O'Hare Intl
10h 53m
1 stop
YYC9:43 pmCalgary
$275

Air Canada flights from Alberta to Chicago O'Hare Intl Airport

Our best Air Canada deals on Alberta to Chicago O'Hare Intl Airport flight tickets
Air Canada
May 21
YYC7:20 amCalgary
8h 39m
1 stop
ORD4:59 pmChicago O'Hare Intl
May 27
ORD7:44 pmChicago O'Hare Intl
3h 53m
YYC10:37 pmCalgary
$267
Air Canada
Aug 17
YYC11:55 pmCalgary
8h 05m
1 stop
ORD9:00 amChicago O'Hare Intl
Aug 22
ORD3:40 pmChicago O'Hare Intl
8h 52m
1 stop
YYC11:32 pmCalgary
$269
Air Canada
Aug 17
YYC6:30 amCalgary
7h 25m
1 stop
ORD2:55 pmChicago O'Hare Intl
Aug 25
ORD3:45 pmChicago O'Hare Intl
8h 15m
1 stop
YYC11:00 pmCalgary
$274

momondo Fare Finder

 
Customize your flight search to find flights from Alberta to Chicago O'Hare Intl Airport 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 May 18, 2026.
Use the filters below to find and compare flights from Alberta to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 6/8

12:00 pm-4:40 pm

Nonstop3h 40m

Chicago O'Hare Intl

Sat 6/13

5:30 pm-8:25 pm

Nonstop3h 55m

$254

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 6/8

12:00 pm-4:40 pm

Nonstop3h 40m

Chicago O'Hare Intl

Sat 6/13

5:30 pm-8:25 pm

Nonstop3h 55m

$255

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 10/23

12:00 pm-4:40 pm

Nonstop3h 40m

Chicago O'Hare Intl

Sun 10/25

2:20 pm-5:15 pm

Nonstop3h 55m

$261

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 10/22

12:00 pm-4:40 pm

Nonstop3h 40m

Chicago O'Hare Intl

Fri 10/23

5:30 pm-8:25 pm

Nonstop3h 55m

$262

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 8/17

11:55 pm-9:00 am

1 stop8h 05m

Chicago O'Hare Intl

Sat 8/22

3:40 pm-11:32 pm

1 stop8h 52m

$269

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 8/20

7:45 am-6:19 pm

1 stop9h 34m

Chicago O'Hare Intl

Mon 8/24

12:29 pm-8:35 pm

1 stop9h 06m

$272

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 8/20

7:45 am-6:19 pm

1 stop9h 34m

Chicago O'Hare Intl

Sat 8/22

8:28 am-11:09 pm

2 stops15h 41m

$273

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 8/17

6:30 am-2:55 pm

1 stop7h 25m

Chicago O'Hare Intl

Tue 8/25

3:45 pm-11:00 pm

1 stop8h 15m

$274

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 5/30

3:42 pm-8:16 pm

Nonstop3h 34m

Chicago O'Hare Intl

Sat 6/13

6:00 am-10:04 pm

1 stop17h 04m

$325

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 5/30

3:42 pm-8:16 pm

Nonstop3h 34m

Chicago O'Hare Intl

Sat 6/13

6:00 am-10:04 pm

1 stop17h 04m

$326

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 O'Hare Intl Airport

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 O'Hare Intl Airport?

The month of April is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Alberta averaging around $78.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Sunday when prices can be found for as low as $317. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Alberta because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $485.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Alberta in the morning is the least expensive time of day to depart. momondo users have found prices as low as $359 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $852. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Alberta to Chicago O'Hare Intl flight route?

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

How far in advance should I book a flight from Alberta to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Alberta when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $284 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Alberta for as low as $185 on momondo.

Can stopping save me money on Alberta to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Alberta to Chicago O'Hare Intl Airport.

Cheap Alberta to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Alberta to Chicago O'Hare Intl Airport

Best Price Found

$178

Fastest flight time

3h 27m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Alberta in the past 72 hours is $178. The best round-trip flight deal from Alberta to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $188.
The fastest flight from Alberta to Chicago O'Hare Intl Airport takes 3h 27m
Direct flights go from Alberta to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Alberta to Chicago O'Hare Intl Airport

  • When did momondo last update prices for flights from Alberta to Chicago O'Hare Intl Airport?

    Prices for flights from Alberta to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from Alberta to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Alberta to Chicago O'Hare Intl Airport?

    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 O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport 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 Alberta to Chicago O'Hare Intl Airport?

Best airlines flying from Alberta to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Alberta to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $109Free CancellationRating
7.1
11,060 reviews
Search Air Canada flights
United AirlinesPriceFrom $135Free CancellationRating
7.4
9,737 reviews
Search United Airlines flights
WestJetPriceFrom $137Free CancellationRating
7.2
3,339 reviews
Search WestJet flights
American AirlinesPriceFrom $208Free CancellationRating
7.1
11,650 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Orland Park
New Buffalo
Oak Brook
Kenosha
Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Elgin
Tinley Park

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?

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

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 not ready to book a flight from Alberta to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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