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$112+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — CHI
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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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 June 12, 2025.

Round-trip from

$150
(Kiwi.com)

One-way from

$112
(Air Canada)

Popular in

December

Cheapest in

April

Average price

$244

Good round-trip deal

$183 or less

Good one-way deal

$140 or less
From Alberta to Chicago (CHI)
Search Deals
One-way flight from Alberta to Chicago (CHI)
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Highest demand for flights based on searches. 22% potential increase in price ($82 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Alberta to Chicago (CHI).
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Price to beat on a one-way flight from Alberta to Chicago (CHI).
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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 June 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Thu 7/3112:15 pmYYC - ORD
Nonstop3h 29mWestJet
Mon 8/45:30 pmORD - YYC
Nonstop3h 49mWestJet
Deal found 6/11$150
This American Airlines deal was found by Cheapflights users on 6/12. 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.
Fri 6/136:29 amYYC - ORD
Nonstop3h 25mAmerican Airlines
Tue 6/171:28 pmORD - YYC
1 stop9h 29mAmerican Airlines
Deal found 6/12$174
This oojo deal was found by Cheapflights users on 6/11. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/48:00 amYEG - ORD
1 stop7h 43mWestJet
Mon 9/85:30 pmORD - YEG
1 stop7h 57mWestJet
Deal found 6/11$176
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Tue 6/1712:38 pmYYC - ORD
Nonstop3h 32mUnited Airlines
Tue 6/245:02 amORD - YYC
1 stop14h 19mUnited Airlines
Deal found 6/11$191
This Air Canada deal was found by Cheapflights users on 6/11. 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.
Sat 9/61:10 amYYC - ORD
1 stop7h 41mAir Canada
Wed 9/176:20 pmORD - YYC
1 stop7h 52mAir Canada
Deal found 6/11$201
This Air Canada deal was found by Cheapflights users on 6/11. 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.
Tue 10/2812:55 amYEG - ORD
1 stop8h 44mAir Canada
Sat 11/13:35 pmORD - YEG
1 stop8h 30mAir Canada
Deal found 6/11$204
This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
Mon 7/148:00 amYYC - ORD
2 stops12h 30mMultiple Airlines
Wed 7/235:30 pmORD - YYC
Nonstop3h 49mMultiple Airlines
Deal found 6/12$210
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Wed 10/296:00 amYEG - ORD
1 stop16h 59mUnited Airlines
Sat 11/17:10 amORD - YEG
1 stop15h 54mUnited Airlines
Deal found 6/11$210
This Delta deal was found by Cheapflights users on 6/11. 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.
Sat 9/136:35 amYYC - ORD
2 stops14h 11mDelta
Fri 9/191:55 pmORD - YYC
1 stop10h 17mDelta
Deal found 6/11$225
This Delta deal was found by Cheapflights users on 6/11. 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.
Tue 6/176:45 amYYC - MDW
1 stop9h 55mDelta
Tue 6/241:47 pmMDW - YYC
1 stop8h 10mDelta
Deal found 6/11$240
This Delta deal was found by Cheapflights users on 6/10. 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.
Fri 9/128:00 amYEG - ORD
1 stop7h 43mDelta
Mon 9/1510:35 amORD - YEG
2 stops12h 52mDelta
Deal found 6/10$249
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
Wed 7/28:05 amYEG - ORD
Nonstop3h 34mMultiple Airlines
Wed 7/306:02 pmORD - YEG
2 stops21h 55mMultiple Airlines
Deal found 6/10$262

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 June 12, 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

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 7/31

12:15 pm-4:44 pm

Nonstop3h 29m

Chicago O'Hare Intl

Mon 8/4

5:30 pm-8:19 pm

Nonstop3h 49m

$150

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Thu 9/4

8:00 am-4:43 pm

1 stop7h 43m

Chicago O'Hare Intl

Mon 9/8

5:30 pm-12:27 am

1 stop7h 57m

$176

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 9/13

6:45 am-9:24 pm

1 stop13h 39m

Chicago O'Hare Intl

Sat 9/20

8:30 pm-11:19 pm

Nonstop3h 49m

$200

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 9/6

1:10 am-9:51 am

1 stop7h 41m

Chicago O'Hare Intl

Wed 9/17

6:20 pm-1:12 am

1 stop7h 52m

$201

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Tue 10/28

12:55 am-10:39 am

1 stop8h 44m

Chicago O'Hare Intl

Sat 11/1

3:35 pm-11:05 pm

1 stop8h 30m

$204

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 7/14

8:00 am-9:30 pm

2 stops12h 30m

Chicago O'Hare Intl

Wed 7/23

5:30 pm-8:19 pm

Nonstop3h 49m

$210

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 10/29

6:00 am-11:59 pm

1 stop16h 59m

Chicago O'Hare Intl

Sat 11/1

7:10 am-10:04 pm

1 stop15h 54m

$210

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 9/13

6:35 am-9:46 pm

2 stops14h 11m

Chicago O'Hare Intl

Fri 9/19

1:55 pm-11:12 pm

1 stop10h 17m

$225

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Tue 9/9

6:40 am-5:37 pm

1 stop9h 57m

Chicago Midway

Wed 9/17

1:00 pm-8:54 pm

2 stops8h 54m

$240

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Fri 9/12

8:00 am-4:43 pm

1 stop7h 43m

Chicago O'Hare Intl

Mon 9/15

10:35 am-10:27 pm

2 stops12h 52m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 42 results
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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 June 12, 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 June 12, 2025.

The most flights from CAAB to CHI are scheduled on a Monday (14 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 June 12, 2025.
Read through reviews of airlines operating flights from Alberta to Chicago, such as Alaska Airlines, Porter Airlines and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Porter Airlines
8.0
Very good
288 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,494 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Crew

8.5

Entertainment

7.1

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 Air Canada. According to our data, you can fly for as low as $112. Users have also found prices from $114 and $117 on WestJet 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 (91%), Air Canada (84%) or United Airlines (84%) 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 $527, our data shows the cheapest flight currently is $109. When looking at the most popular route, (Calgary - Chicago O'Hare Intl), you can expect to pay $191 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 Alberta?

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

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Alternative routes for Alberta to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$109Average$388FlexibilityNo cancel feeOn-time67%
WestJetCheapest$139Average$262FlexibilityNo cancel feeOn-time60%
United AirlinesCheapest$143Average$360FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$205Average$356FlexibilityNo cancel feeOn-time71%

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