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$108+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — CHI
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$135
(Kiwi.com)

One-way from

$108
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$201

Good round-trip deal

$122 or less

Good one-way deal

$196 or less
Provider with most accurate pricing for Calgary-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Calgary-Chicago (CHI) flights.
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From Alberta to Chicago (CHI)
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One-way flight from Alberta to Chicago (CHI)
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Highest demand for flights based on searches. 19% potential increase in price ($71 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/16. 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.
Sat 5/2412:15 pmYYC - ORD
Nonstop3h 29mWestJet
Sat 5/315:30 pmORD - YYC
Nonstop3h 49mWestJet
Deal found 4/16$130
This Flightnetwork deal was found by Cheapflights users on 4/16. 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.
Sat 5/38:10 amYYC - ORD
1 stop7h 38mMultiple Airlines
Fri 5/95:30 pmORD - YYC
Nonstop3h 49mMultiple Airlines
Deal found 4/16$154
This Air Canada deal was found by Cheapflights users on 4/16. 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 5/248:30 amYYC - ORD
Nonstop3h 33mAir Canada
Sat 5/315:55 pmORD - YYC
1 stop8h 08mAir Canada
Deal found 4/16$159
This oojo deal was found by Cheapflights users on 4/16. 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.
Wed 6/258:05 amYEG - ORD
Nonstop3h 34mWestJet
Sat 6/281:40 pmORD - YEG
Nonstop3h 48mWestJet
Deal found 4/16$172
This United Airlines deal was found by Cheapflights users on 4/16. 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.
Fri 5/212:43 pmYYC - ORD
Nonstop3h 27mUnited Airlines
Wed 5/75:05 amORD - YYC
1 stop9h 48mUnited Airlines
Deal found 4/16$178
This United Airlines deal was found by Cheapflights users on 4/17. 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.
Sun 8/318:05 amYEG - ORD
Nonstop3h 40mUnited Airlines
Wed 9/31:20 pmORD - YEG
Nonstop4h 05mUnited Airlines
Deal found 4/17$189
This Air Canada deal was found by Cheapflights users on 4/17. 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.
Fri 9/51:00 amYEG - ORD
1 stop9h 23mAir Canada
Tue 9/97:15 amORD - YEG
1 stop15h 49mAir Canada
Deal found 4/17$197
This Delta deal was found by Cheapflights users on 4/16. 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.
Wed 5/77:40 amYYC - ORD
1 stop9h 40mDelta
Mon 5/121:40 pmORD - YYC
1 stop10h 21mDelta
Deal found 4/16$222
This Delta deal was found by Cheapflights users on 4/17. 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 5/106:30 amYYC - MDW
1 stop10h 17mDelta
Sat 5/179:20 amMDW - YYC
2 stops14h 41mDelta
Deal found 4/17$223
This Kiwi.com deal was found by Cheapflights users on 4/17. 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.
Sat 5/248:00 amYEG - ORD
1 stop7h 44mMultiple Airlines
Sun 5/256:00 amORD - YEG
2 stops12h 57mMultiple Airlines
Deal found 4/17$227
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Mon 8/46:29 amYYC - ORD
Nonstop3h 25mAmerican Airlines
Sun 8/108:25 pmORD - YYC
Nonstop4h 04mAmerican Airlines
Deal found 4/17$243
This Delta deal was found by Cheapflights users on 4/17. 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.
Wed 9/39:30 amYEG - ORD
1 stop6h 13mDelta
Tue 9/98:55 amORD - YEG
2 stops14h 32mDelta
Deal found 4/17$245

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 April 17, 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

Sat 5/24

12:15 pm-4:44 pm

Nonstop3h 29m

Chicago O'Hare Intl

Sat 5/31

5:30 pm-8:19 pm

Nonstop3h 49m

$130

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 5/3

8:10 am-4:48 pm

1 stop7h 38m

Chicago O'Hare Intl

Fri 5/9

5:30 pm-8:19 pm

Nonstop3h 49m

$154

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sat 5/24

8:30 am-1:03 pm

Nonstop3h 33m

Chicago O'Hare Intl

Sat 5/31

5:55 pm-1:03 am

1 stop8h 08m

$159

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 6/25

8:05 am-12:39 pm

Nonstop3h 34m

Chicago O'Hare Intl

Sat 6/28

1:40 pm-4:28 pm

Nonstop3h 48m

$172

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Fri 5/2

12:43 pm-5:10 pm

Nonstop3h 27m

Chicago O'Hare Intl

Wed 5/7

5:05 am-1:53 pm

1 stop9h 48m

$178

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sun 8/31

8:05 am-12:45 pm

Nonstop3h 40m

Chicago O'Hare Intl

Wed 9/3

1:20 pm-4:25 pm

Nonstop4h 05m

$189

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Fri 9/5

1:00 am-11:23 am

1 stop9h 23m

Chicago O'Hare Intl

Tue 9/9

7:15 am-10:04 pm

1 stop15h 49m

$197

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Wed 5/7

7:40 am-6:20 pm

1 stop9h 40m

Chicago O'Hare Intl

Mon 5/12

1:40 pm-11:01 pm

1 stop10h 21m

$222

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Sat 5/10

6:30 am-5:47 pm

1 stop10h 17m

Chicago Midway

Sat 5/17

9:20 am-11:01 pm

2 stops14h 41m

$223

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 5/24

8:00 am-4:44 pm

1 stop7h 44m

Chicago O'Hare Intl

Sun 5/25

6:00 am-5:57 pm

2 stops12h 57m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 44 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 April 17, 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 April 17, 2025.

The most flights from CAAB to CHI are scheduled on a Thursday (8 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (5 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 April 17, 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
9,882 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,882 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Porter Airlines
8.0
Very good
281 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,917 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
KLM
7.8
Good
1,329 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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 $108. Users have also found prices from $114 and $118 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 Air Canada (84%), Emirates (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 $503, our data shows the cheapest flight currently is $140. When looking at the most popular route, (Calgary - Chicago O'Hare Intl), you can expect to pay $148 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
Hammond
Benton Harbor
Porter
Lansing
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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$123Average$429FlexibilityNo cancel feeOn-time67%
WestJetCheapest$139Average$276FlexibilityNo cancel feeOn-time60%
United AirlinesCheapest$143Average$364FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$205Average$359FlexibilityNo cancel feeOn-time71%

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