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$113+ 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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
YYC — CHI
mai 4 — mai 111
dom 5/4
dom 5/11
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 abril 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$186
(United Airlines)

One-way from

$113
(Air Canada)

Popular in

December

Cheapest in

May

Average price

$205

Good round-trip deal

$143 or less

Good one-way deal

$147 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)
Search Deals
One-way flight from Alberta to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($73 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% 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 abril 29, 2025.

This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 5/238:30 amYYC - ORD
Nonstop3h 33mUnited Airlines
ter 5/277:10 amORD - YYC
1 stop15h 38mUnited Airlines
Deal found 4/28$186
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 6/1012:15 pmYYC - ORD
Nonstop3h 29mWestJet
ter 6/245:30 pmORD - YYC
Nonstop3h 49mWestJet
Deal found 4/28$191
This Air Canada deal was found by Cheapflights users on 4/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 5/238:10 amYYC - ORD
1 stop7h 41mAir Canada
ter 5/274:43 pmORD - YYC
1 stop9h 20mAir Canada
Deal found 4/28$192
This FlightHub deal was found by Cheapflights users on 4/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 8/308:05 amYEG - ORD
Nonstop3h 34mWestJet
sáb 9/61:40 pmORD - YEG
Nonstop3h 48mWestJet
Deal found 4/29$210
This Air Canada deal was found by Cheapflights users on 4/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 5/258:05 amYEG - ORD
Nonstop3h 40mAir Canada
qua 6/47:10 amORD - YEG
1 stop15h 54mAir Canada
Deal found 4/28$212
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 8/136:29 amYYC - ORD
Nonstop3h 25mAmerican Airlines
seg 8/188:34 pmORD - YYC
Nonstop3h 55mAmerican Airlines
Deal found 4/28$218
This United deal was found by Cheapflights users on 4/28. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 5/121:30 pmYYC - ORD
1 stop6h 47mMultiple Airlines
ter 5/132:22 pmORD - YYC
1 stop9h 16mMultiple Airlines
Deal found 4/28$222
This Delta deal was found by Cheapflights users on 4/28. 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.
seg 5/266:30 amYYC - MDW
1 stop5h 45mDelta
seg 6/29:20 amMDW - YYC
2 stops14h 41mDelta
Deal found 4/28$223
This Delta deal was found by Cheapflights users on 4/28. 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.
qua 5/286:30 amYYC - ORD
1 stop6h 58mDelta
qui 5/293:33 pmORD - YYC
2 stops8h 28mDelta
Deal found 4/28$223
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 8/318:05 amYEG - ORD
Nonstop3h 27mUnited Airlines
sáb 9/61:27 pmORD - YEG
Nonstop3h 58mUnited Airlines
Deal found 4/29$223
This Vliegwinkel deal was found by Cheapflights users on 4/29. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 5/298:30 amYYC - ORD
Nonstop3h 33mSWISS
sex 6/67:58 pmORD - YYC
1 stop12h 27mSWISS
Deal found 4/29$230
This United deal was found by Cheapflights users on 4/29. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 9/310:15 amYEG - ORD
2 stops22h 26mMultiple Airlines
sáb 9/63:50 pmORD - YEG
1 stop8h 06mMultiple Airlines
Deal found 4/29$246

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 abril 29, 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

sex 5/23

8:30 am-1:03 pm

Nonstop3h 33m

Chicago O'Hare Intl

ter 5/27

7:10 am-9:48 pm

1 stop15h 38m

$186

CalgaryChicago

YYC - ORD

YYCORD

Calgary

ter 6/10

12:15 pm-4:44 pm

Nonstop3h 29m

Chicago O'Hare Intl

ter 6/24

5:30 pm-8:19 pm

Nonstop3h 49m

$191

CalgaryChicago

YYC - ORD

YYCORD

Calgary

sex 5/23

8:10 am-4:51 pm

1 stop7h 41m

Chicago O'Hare Intl

ter 5/27

4:43 pm-1:03 am

1 stop9h 20m

$192

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

sáb 8/30

8:05 am-12:39 pm

Nonstop3h 34m

Chicago O'Hare Intl

sáb 9/6

1:40 pm-4:28 pm

Nonstop3h 48m

$210

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

dom 5/25

8:05 am-12:45 pm

Nonstop3h 40m

Chicago O'Hare Intl

qua 6/4

7:10 am-10:04 pm

1 stop15h 54m

$212

CalgaryChicago

YYC - ORD

YYCORD

Calgary

qua 8/13

6:29 am-10:54 am

Nonstop3h 25m

Chicago O'Hare Intl

seg 8/18

8:34 pm-11:29 pm

Nonstop3h 55m

$218

CalgaryChicago

YYC - ORD

YYCORD

Calgary

seg 5/12

1:30 pm-9:17 pm

1 stop6h 47m

Chicago O'Hare Intl

ter 5/13

2:22 pm-10:38 pm

1 stop9h 16m

$222

CalgaryChicago

YYC - MDW

YYCMDW

Calgary

seg 5/26

6:30 am-1:15 pm

1 stop5h 45m

Chicago Midway

seg 6/2

9:20 am-11:01 pm

2 stops14h 41m

$223

CalgaryChicago

YYC - ORD

YYCORD

Calgary

qua 5/28

2:00 pm-9:40 pm

1 stop6h 40m

Chicago O'Hare Intl

seg 6/2

11:03 am-11:01 pm

2 stops12h 58m

$223

EdmontonChicago

YEG - ORD

YEGORD

Edmonton

dom 8/31

8:05 am-12:32 pm

Nonstop3h 27m

Chicago O'Hare Intl

sáb 9/6

1:27 pm-4:25 pm

Nonstop3h 58m

$223

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 43 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 abril 29, 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 abril 29, 2025.

The most flights from CAAB to CHI are scheduled on a Tuesday (6 on average). You will have fewer flight options on Thursday, 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 abril 29, 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
9,961 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.2

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
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.2

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
285 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.2

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
7,929 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
SWISS
7.5
Good
1,588 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.2

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
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.2

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 $113. Users have also found prices from $116 and $117 on American Airlines 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 Calgary - Chicago Midway or Edmonton - Chicago O'Hare Intl.

  • 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 $495, our data shows the cheapest flight currently is $100. When looking at the most popular route, (Calgary - Chicago O'Hare Intl), you can expect to pay $192 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 abril 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$123Average$468FlexibilityNo cancel feeOn-time67%
WestJetCheapest$139Average$270FlexibilityNo cancel feeOn-time60%
United AirlinesCheapest$143Average$374FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$205Average$354FlexibilityNo cancel feeOn-time71%

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