HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$98+ Cheap flights from Alberta to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — CHI
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Alberta to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Alberta to Chicago

Keep the following information in mind while searching for Alberta to Chicago flight deals. Data was last updated julio 30, 2025.

Round-trip from

$150
(Flightnetwork)

One-way from

$98
(Mytrip)

Popular in

December

Cheapest in

April

Average price

$363

Good round-trip deal

$203 or less

Good one-way deal

$171 or less
From Alberta to Chicago (CHI)
Search Deals
One-way flight from Alberta to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 23% potential increase in price ($86 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals
Price to beat on a round-trip flight from Alberta to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Alberta to Chicago (CHI).
Search Deals

Find flight deals from Alberta to Chicago

Cheapest flights from Alberta to Chicago
Explore the most affordable flight options available from Alberta to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 30, 2025.

This Flightnetwork deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/68:05 amYEG - ORD
Nonstop3h 34mWestJet
sáb. 9/131:40 pmORD - YEG
Nonstop3h 48mWestJet
Deal found 7/30$150
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/412:15 pmYYC - ORD
Nonstop3h 28mWestJet
mar. 9/95:30 pmORD - YYC
Nonstop3h 49mWestJet
Deal found 7/30$153
This Trip.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/2412:15 pmYYC - ORD
Nonstop3h 28mMultiple Airlines
jue. 10/238:47 amORD - YYC
Nonstop3h 51mMultiple Airlines
Deal found 7/30$158
This Air Canada deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/21:10 amYYC - ORD
1 stop7h 41mAir Canada
mar. 9/96:20 pmORD - YYC
1 stop7h 52mAir Canada
Deal found 7/29$165
This Trip.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/246:15 amYYC - ORD
1 stop11h 11mUnited Airlines
jue. 10/239:44 pmORD - YYC
1 stop17h 09mUnited Airlines
Deal found 7/30$174
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/186:00 amYEG - ORD
1 stop12h 57mUnited Airlines
dom. 9/215:00 amORD - YEG
1 stop10h 08mUnited Airlines
Deal found 7/30$180
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/46:45 amYYC - ORD
1 stop14h 00mAmerican Airlines
dom. 9/78:30 pmORD - YYC
Nonstop3h 49mAmerican Airlines
Deal found 7/27$207
This Air Canada deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/295:45 amYEG - ORD
1 stop8h 10mAir Canada
sáb. 11/112:50 pmORD - YEG
1 stop9h 50mAir Canada
Deal found 7/29$211
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/37:55 amYYC - ORD
1 stop8h 35mDelta
mar. 9/91:00 pmORD - YYC
1 stop10h 57mDelta
Deal found 7/28$224
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/19:30 amYEG - ORD
1 stop6h 13mDelta
mié. 10/1510:30 amORD - YEG
2 stops11h 42mDelta
Deal found 7/30$238
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/16:00 amYEG - MDW
2 stops11h 35mDelta
mié. 10/159:20 amMDW - YEG
1 stop7h 39mDelta
Deal found 7/30$244
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/199:30 amYEG - ORD
1 stop6h 13mMultiple Airlines
dom. 9/2112:53 pmORD - YEG
2 stops10h 34mMultiple Airlines
Deal found 7/29$247

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated julio 30, 2025.
Use the filters below to find and compare flights from Alberta to Chicago that are best for you.

Fly from

Alberta

Fly to

Chicago

Route

Depart

Return

Price

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

sáb. 9/6

8:05 am-12:39 pm

Nonstop3h 34m

Chicago O'Hare Intl

sáb. 9/13

1:40 pm-4:28 pm

Nonstop3h 48m

$150

CalgaryChicago

YYC - ORD

YYCORD

Calgary

jue. 9/4

12:15 pm-4:43 pm

Nonstop3h 28m

Chicago O'Hare Intl

mar. 9/9

5:30 pm-8:19 pm

Nonstop3h 49m

$153

CalgaryChicago

YYC - ORD

YYCORD

Calgary

mié. 9/24

12:15 pm-4:43 pm

Nonstop3h 28m

Chicago O'Hare Intl

jue. 10/23

8:47 am-11:38 am

Nonstop3h 51m

$158

CalgaryChicago

YYC - ORD

YYCORD

Calgary

mar. 9/2

1:10 am-9:51 am

1 stop7h 41m

Chicago O'Hare Intl

mar. 9/9

6:20 pm-1:12 am

1 stop7h 52m

$165

CalgaryChicago

YYC - ORD

YYCORD

Calgary

mié. 9/24

6:15 am-6:26 pm

1 stop11h 11m

Chicago O'Hare Intl

jue. 10/23

9:44 pm-1:53 pm

1 stop17h 09m

$174

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

jue. 9/18

6:00 am-7:57 pm

1 stop12h 57m

Chicago O'Hare Intl

dom. 9/21

5:00 am-2:08 pm

1 stop10h 08m

$180

CalgaryChicago

YYC - ORD

YYCORD

Calgary

jue. 9/4

6:45 am-9:45 pm

1 stop14h 00m

Chicago O'Hare Intl

dom. 9/7

8:30 pm-11:19 pm

Nonstop3h 49m

$207

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

mié. 10/29

5:45 am-2:55 pm

1 stop8h 10m

Chicago O'Hare Intl

sáb. 11/1

12:50 pm-9:40 pm

1 stop9h 50m

$211

CalgaryChicago

YYC - ORD

YYCORD

Calgary

mié. 9/3

7:55 am-5:30 pm

1 stop8h 35m

Chicago O'Hare Intl

mar. 9/9

1:00 pm-10:57 pm

1 stop10h 57m

$224

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

mié. 10/1

9:30 am-4:43 pm

1 stop6h 13m

Chicago O'Hare Intl

mié. 10/15

10:30 am-9:12 pm

2 stops11h 42m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 47 results
1
2
3
...
5

Best time to book a flight from Alberta to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Alberta with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Alberta to Chicago

What is the cheapest month to book a flight from Alberta to Chicago?

Currently, August is the cheapest month in which you can book a flight from Alberta to Chicago (average of $245). Flying from Alberta to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from AB to CHI?

Find hourly flight availability from Alberta to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Alberta to Chicago as you normally would.

Weekly flight availability from Alberta to Chicago

Explore weekly flight availability from Alberta to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated julio 30, 2025.

The most flights from CAAB to CHI are scheduled on a Monday (16 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated julio 30, 2025.
Read reviews from past customers who have flown Porter Airlines, Delta, and United Airlines from Alberta to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
318 reviews

Boarding

8.2

Crew

8.7

Comfort

8.0

Overall

8.0

Food

7.6

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
318 reviews
Porter Airlines
8.0
Very good
318 reviews

Boarding

8.2

Crew

8.7

Comfort

8.0

Overall

8.0

Food

7.6

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Delta
8.0
Very good
7,980 reviews
Porter Airlines
8.0
Very good
318 reviews

Boarding

8.2

Crew

8.7

Comfort

8.0

Overall

8.0

Food

7.6

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
United Airlines
7.4
Good
8,896 reviews
Porter Airlines
8.0
Very good
318 reviews

Boarding

8.2

Crew

8.7

Comfort

8.0

Overall

8.0

Food

7.6

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
American Airlines
7.2
Good
10,000 reviews
Porter Airlines
8.0
Very good
318 reviews

Boarding

8.2

Crew

8.7

Comfort

8.0

Overall

8.0

Food

7.6

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
WestJet
7.2
Good
2,975 reviews
Porter Airlines
8.0
Very good
318 reviews

Boarding

8.2

Crew

8.7

Comfort

8.0

Overall

8.0

Food

7.6

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

Related info for your journey

Find useful and relevant information for your journey from Alberta to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Alberta to Chicago one-way?

    For one-way options, check prices for WestJet. According to our data, you can fly for as low as $98. Users have also found prices from $112 and $116 on Air Canada and United Airlines, respectively.

  • What are the most popular routes from Alberta to Chicago?

    The most popular route from Alberta to Chicago is Calgary - Chicago O'Hare Intl. You may also consider Edmonton - Chicago O'Hare Intl or Calgary - Chicago Midway.

  • What are the most reliable airlines from Alberta to Chicago?

    No one likes to see their flight delayed. When booking a flight from Alberta to Chicago consider choosing Avianca (87%), Envoy Air (85%) or Air Canada (81%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Alberta to Chicago?

    While on average a flight from Alberta to Chicago is generally $350, our data shows the cheapest flight currently is $127. When looking at the most popular route, (Calgary - Chicago O'Hare Intl), you can expect to pay $186 for that flight.

  • Can I find deals for flights from Alberta to Chicago that include hotel bookings?

    Yes. In addition to deals on Alberta to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Alberta to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Alberta to Chicago.

  • Can I find deals for business class flights from Alberta to Chicago?

    Yes. Cheapflights offers flight deals from Alberta to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Alberta to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Alberta to Chicago (average of $245). Flying from Alberta to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Alberta to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Pearson Intl to O'Hare Intl flights
Toronto Island to Midway flights
Pearson Intl to Midway flights
Pierre Elliott Trudeau Intl to O'Hare Intl flights
Vancouver Intl to O'Hare Intl flights
Pierre Elliott Trudeau Intl to Midway flights
Toronto Island to O'Hare Intl flights
Pearson Intl to St. Louis flights
Calgary to O'Hare Intl flights
Winnipeg to O'Hare Intl flights
Québec City to O'Hare Intl flights
Ottawa to O'Hare Intl flights
Vancouver Intl to Midway flights
Edmonton to O'Hare Intl flights
Québec City to Midway flights
Calgary to Midway flights
Ottawa to Midway flights
Abbotsford to O'Hare Intl flights
Winnipeg to Midway flights
Edmonton to Midway flights
Pierre Elliott Trudeau Intl to St. Louis flights
Halifax to O'Hare Intl flights
Vancouver Intl to St. Louis flights
Halifax to Midway flights
Saskatoon to O'Hare Intl flights
Victoria to O'Hare Intl flights
Victoria to Midway flights
Ottawa to St. Louis flights
Hamilton to O'Hare Intl flights
London to O'Hare Intl flights
Moncton to O'Hare Intl flights
Calgary to St. Louis flights
Nanaimo to O'Hare Intl flights
Edmonton to St. Louis flights
Regina to O'Hare Intl flights
Pearson Intl to Peoria flights
Winnipeg to St. Louis flights
Ottawa to Bloomington flights
London to Midway flights
Kelowna to O'Hare Intl flights
Vancouver Intl to Paducah flights
St John to O'Hare Intl flights
Halifax to Peoria flights
Vancouver Intl to Peoria flights
Comox to O'Hare Intl flights

Top 4 airlines flying from Alberta to Chicago

Discover the top 4 airlines that operate flights from Alberta to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated julio 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$109Average$484FlexibilityNo cancel feeOn-time67%
WestJetCheapest$137Average$227FlexibilityNo cancel feeOn-time60%
United AirlinesCheapest$143Average$358FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$219Average$389FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.