Chicago

$86+ 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 3/13. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — CHI
Dec 27 — Jan 31
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Cheap flight deals from Alberta to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Alberta (CAAB) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 22, 2024.

Round-trip from

$181
(United)

One-way from

$86
(Trip.com)
From Alberta to Chicago (CHI)
One-way flight from Alberta to Chicago (CHI)

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 December 22, 2024.

This American Airlines deal was found by Cheapflights users on 12/21. 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.
Thu 12/266:29 amYYC - ORD
1 stop15h 40mAmerican Airlines
Wed 1/17:09 amORD - YYC
1 stop15h 46mAmerican Airlines
Deal found 12/21$302
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
Tue 12/319:45 amYEG - ORD
1 stop6h 53mMultiple Airlines
Tue 1/73:00 pmORD - YEG
2 stops26h 50mMultiple Airlines
Deal found 12/22$385
This Air Canada deal was found by Cheapflights users on 12/21. 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 12/2412:55 amYYC - ORD
1 stop8h 59mAir Canada
Thu 1/212:56 pmORD - YYC
1 stop11h 22mAir Canada
Deal found 12/21$425
This Delta deal was found by Cheapflights users on 12/21. 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 12/257:00 amYYC - ORD
2 stops13h 17mDelta
Wed 1/17:30 amORD - YYC
1 stop11h 43mDelta
Deal found 12/21$490
This Air Canada deal was found by Cheapflights users on 12/22. 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.
Sun 12/2912:45 amYEG - ORD
1 stop7h 12mAir Canada
Tue 1/72:05 pmORD - YEG
1 stop7h 47mAir Canada
Deal found 12/22$531
This Delta deal was found by Cheapflights users on 12/22. 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.
Sun 12/2912:05 amYEG - ORD
2 stops15h 35mDelta
Wed 1/86:45 amORD - YEG
2 stops10h 39mDelta
Deal found 12/22$573
This WestJet deal was found by Cheapflights users on 12/22. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3112:05 amYEG - ORD
2 stops15h 35mWestJet
Wed 1/81:40 pmORD - YEG
2 stops11h 54mWestJet
Deal found 12/22$580
This FlightHub deal was found by Cheapflights users on 12/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/259:45 amYEG - MDW
1 stop6h 26mWestJet
Fri 1/36:25 pmMDW - YEG
2 stops31h 09mWestJet
Deal found 12/21$675
This Kiwi.com deal was found by Cheapflights users on 12/21. 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 12/259:45 amYEG - MDW
1 stop6h 26mMultiple Airlines
Sun 1/58:41 pmMDW - YEG
1 stop18h 29mMultiple Airlines
Deal found 12/21$731
This United Airlines deal was found by Cheapflights users on 12/21. 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 12/272:09 pmYYC - ORD
1 stop8h 50mUnited Airlines
Wed 1/18:45 amORD - YYC
Nonstop3h 54mUnited Airlines
Deal found 12/21$734
This Kiwi.com deal was found by Cheapflights users on 12/21. 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 12/284:35 pmYYC - MDW
1 stop16h 14mMultiple Airlines
Sat 1/44:06 pmMDW - YYC
1 stop8h 44mMultiple Airlines
Deal found 12/21$783
This Justfly.com deal was found by Cheapflights users on 12/21. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2512:20 amYYC - ORD
2 stops17h 28mWestJet
Sat 1/47:30 amORD - YYC
1 stop29h 20mWestJet
Deal found 12/21$825

Find flights from Alberta to Chicago within your budget

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 December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 3/17

7:20 pm-9:33 am

1 stop13h 13m

Chicago O'Hare Intl

Tue 3/18

12:58 pm-11:18 pm

1 stop11h 20m

$181

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 1/9

8:30 am-6:38 pm

1 stop9h 08m

Chicago O'Hare Intl

Sat 1/11

6:28 pm-1:18 am

1 stop7h 50m

$193

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 5/22

12:15 pm-4:44 pm

Nonstop3h 29m

Chicago O'Hare Intl

Sun 5/25

5:30 pm-8:19 pm

Nonstop3h 49m

$197

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 1/19

6:35 am-5:29 pm

1 stop9h 54m

Chicago O'Hare Intl

Sun 1/26

1:45 pm-11:18 pm

1 stop10h 33m

$216

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Fri 2/7

6:35 am-5:43 pm

1 stop10h 08m

Chicago Midway

Sun 2/9

9:33 am-8:53 pm

2 stops12h 20m

$216

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Fri 5/30

8:00 am-4:44 pm

1 stop7h 44m

Chicago O'Hare Intl

Sat 5/31

5:30 pm-12:27 am

1 stop7h 57m

$244

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Tue 3/18

12:45 am-4:38 pm

1 stop14h 53m

Chicago O'Hare Intl

Tue 3/25

5:43 pm-12:00 pm

1 stop19h 17m

$245

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Thu 1/23

12:30 am-5:53 pm

1 stop16h 23m

Chicago Midway

Sun 1/26

12:43 pm-10:55 pm

1 stop11h 12m

$283

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Thu 2/6

12:45 am-5:53 pm

1 stop16h 08m

Chicago Midway

Sun 2/9

12:43 pm-11:38 pm

1 stop11h 55m

$325

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 3/15

1:05 am-10:54 am

1 stop8h 49m

Chicago O'Hare Intl

Wed 3/19

8:30 pm-8:37 am

1 stop13h 07m

$331

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 40 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.

Travel insights for flights from Alberta to Chicago

Get recent, data-driven insights about flights from Alberta to Chicago including ideal travel times, pricing trends, and more.

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 $317). 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 December 22, 2024.

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 December 22, 2024.

The most flights from CAAB to CHI are scheduled on a Sunday (4 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 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 December 22, 2024.
Read through reviews of airlines operating flights from Alberta to Chicago, such as Alaska Airlines, Air Canada and WestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
9,537 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Entertainment

7.1

Overall

8.0

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

8.0
Very good
9,537 reviews
8.0
Very good
9,537 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Entertainment

7.1

Overall

8.0

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

8.0
Very good
8,594 reviews
8.0
Very good
9,537 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Entertainment

7.1

Overall

8.0

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

7.9
Good
283 reviews
8.0
Very good
9,537 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Entertainment

7.1

Overall

8.0

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

7.4
Good
9,028 reviews
8.0
Very good
9,537 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Entertainment

7.1

Overall

8.0

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

7.2
Good
10,000 reviews
8.0
Very good
9,537 reviews

Boarding

8.2

Crew

8.5

Comfort

7.9

Entertainment

7.1

Overall

8.0

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

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 $86. Users have also found prices from $97 and $113 on Air Canada and United Airlines, respectively.

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

  • 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 (80%), Emirates (80%) or United Airlines (80%) 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 $573, our data shows the cheapest flight currently is $106. When looking at the most popular route, (Calgary - Chicago O'Hare Intl), you can expect to pay $155 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 $317). 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

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Top 5 airlines flying from Alberta to Chicago

Discover the top 5 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 December 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$186Average$327FlexibilityNo cancel feeOn-time60%
Air CanadaCheapest$213Average$470FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$219Average$443FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$226Average$415FlexibilityNo cancel feeOn-time69%
DeltaCheapest$268Average$332FlexibilityNo cancel feeOn-timeN/A
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