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$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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — CHI
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$166
(Kiwi.com)

One-way from

$103
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$200

Good round-trip deal

$149 or less

Good one-way deal

$139 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. 9% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Trip.com deal was found by Cheapflights users on 2/19. 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.
Thu 2/2711:30 amYYC - ORD
Nonstop3h 26mWestJet
Sun 3/24:45 pmORD - YYC
Nonstop3h 51mWestJet
Deal found 2/19$159
This Air Canada deal was found by Cheapflights users on 2/19. 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.
Mon 4/78:30 amYYC - ORD
1 stop9h 24mAir Canada
Thu 4/1010:53 amORD - YYC
1 stop10h 30mAir Canada
Deal found 2/19$175
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Thu 3/202:01 pmYYC - ORD
1 stop7h 44mUnited Airlines
Thu 3/275:00 amORD - YYC
1 stop10h 21mUnited Airlines
Deal found 2/20$189
This flygcity.se deal was found by Cheapflights users on 2/19. 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 flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/211:30 amYYC - ORD
Nonstop3h 26mMultiple Airlines
Sun 3/95:00 amORD - YYC
1 stop10h 21mMultiple Airlines
Deal found 2/19$210
This Delta deal was found by Cheapflights users on 2/20. 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 5/137:15 amYYC - ORD
1 stop9h 46mDelta
Sat 5/179:30 amORD - YYC
2 stops14h 37mDelta
Deal found 2/20$220
This Delta deal was found by Cheapflights users on 2/20. 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.
Mon 3/36:35 amYYC - MDW
1 stop10h 08mDelta
Wed 3/51:26 pmMDW - YYC
1 stop8h 27mDelta
Deal found 2/20$220
This WestJet deal was found by Cheapflights users on 2/20. 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.
Sat 5/3110:00 amYEG - ORD
1 stop5h 44mWestJet
Mon 6/25:30 pmORD - YEG
1 stop7h 57mWestJet
Deal found 2/20$241
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 4/86:40 amYEG - MDW
1 stop8h 01mMultiple Airlines
Tue 4/1510:13 amMDW - YEG
2 stops13h 34mMultiple Airlines
Deal found 2/19$249
This Delta deal was found by Cheapflights users on 2/20. 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 5/317:00 amYEG - ORD
2 stops13h 04mDelta
Mon 6/25:30 pmORD - YEG
1 stop7h 57mDelta
Deal found 2/20$249
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 3/2612:45 amYEG - ORD
1 stop9h 05mMultiple Airlines
Mon 3/318:33 pmORD - YEG
1 stop16h 27mMultiple Airlines
Deal found 2/20$263
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 3/153:45 pmYYC - MDW
1 stop12h 45mMultiple Airlines
Wed 3/199:25 amMDW - YYC
1 stop8h 37mMultiple Airlines
Deal found 2/19$291
This Air Canada deal was found by Cheapflights users on 2/19. 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 4/2612:05 amYEG - ORD
1 stop8h 56mAir Canada
Mon 5/58:25 pmORD - YEG
1 stop12h 59mAir Canada
Deal found 2/19$293

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 February 20, 2025.

Fly from

Alberta

Fly to

Chicago

Route

Depart

Return

Price

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 4/14

11:30 am-3:56 pm

Nonstop3h 26m

Chicago O'Hare Intl

Sun 4/20

4:45 pm-7:36 pm

Nonstop3h 51m

$159

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Mon 4/7

8:30 am-6:54 pm

1 stop9h 24m

Chicago O'Hare Intl

Thu 4/10

10:53 am-8:23 pm

1 stop10h 30m

$175

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Thu 3/20

2:01 pm-10:45 pm

1 stop7h 44m

Chicago O'Hare Intl

Thu 3/27

5:00 am-2:21 pm

1 stop10h 21m

$189

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Sun 3/2

11:30 am-3:56 pm

Nonstop3h 26m

Chicago O'Hare Intl

Sun 3/9

5:00 am-2:21 pm

1 stop10h 21m

$210

CalgaryChicago

YYC - ORD

YYCORD

Calgary

Tue 5/13

7:15 am-6:01 pm

1 stop9h 46m

Chicago O'Hare Intl

Sat 5/17

9:30 am-11:07 pm

2 stops14h 37m

$220

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

Mon 3/3

6:35 am-5:43 pm

1 stop10h 08m

Chicago Midway

Wed 3/5

1:26 pm-8:53 pm

1 stop8h 27m

$220

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 5/31

10:00 am-4:44 pm

1 stop5h 44m

Chicago O'Hare Intl

Mon 6/2

5:30 pm-12:27 am

1 stop7h 57m

$241

EdmontonChicago

YEG - MDW

YEGMDW

Edmonton

Tue 4/8

6:40 am-3:41 pm

1 stop8h 01m

Chicago Midway

Tue 4/15

10:13 am-10:47 pm

2 stops13h 34m

$249

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Sat 5/31

7:00 am-9:04 pm

2 stops13h 04m

Chicago O'Hare Intl

Mon 6/2

5:30 pm-12:27 am

1 stop7h 57m

$249

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

Wed 3/26

12:45 am-10:50 am

1 stop9h 05m

Chicago O'Hare Intl

Mon 3/31

8:33 pm-12:00 pm

1 stop16h 27m

$263

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

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 $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 February 20, 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 February 20, 2025.

The most flights from CAAB to CHI are scheduled on a Thursday (8 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 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 February 20, 2025.
Read through reviews of airlines operating flights from Alberta to Chicago, such as Alaska Airlines, Delta and Porter Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,697 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,697 reviews
Alaska Airlines
8.0
Very good
9,697 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta
8.0
Very good
8,219 reviews
Alaska Airlines
8.0
Very good
9,697 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Porter Airlines
7.9
Good
276 reviews
Alaska Airlines
8.0
Very good
9,697 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

United Airlines
7.4
Good
8,765 reviews
Alaska Airlines
8.0
Very good
9,697 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,697 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 $103. Users have also found prices from $110 and $120 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 (90%), Emirates (90%) or United Airlines (90%) 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 $381, our data shows the cheapest flight currently is $94. When looking at the most popular route, (Calgary - Chicago O'Hare Intl), you can expect to pay $183 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
New Buffalo
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 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$143Average$299FlexibilityNo cancel feeOn-time60%
Air CanadaCheapest$154Average$473FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$219Average$443FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$239Average$530FlexibilityNo cancel feeOn-time69%
DeltaCheapest$268Average$327FlexibilityNo cancel feeOn-timeN/A
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