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$78+ Cheap flights from Chicago (CHI) to Calgary (YYC)

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 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYC
Dec 8 — Dec 151
Sun 12/8
Sun 12/15
1 adult, Economy
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Find cheap flights from Chicago to Calgary with Cheapflights

1. Tell us where you want to go
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2. Select your favorite providers
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3. Compare prices and book
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The best prices from Chicago to Calgary are usually found in September or April, booked 36 days in advance, depart on a Thursday or Wednesday and return on a Wednesday

Cheap flight deals from Chicago to Calgary

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Calgary (YYC). 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 3, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

December

Cheapest in

September

Round-trip from

$217
(Air Canada)

One-way from

$78
(Trip.com)
Provider with most accurate pricing for Chicago (CHI)-Calgary flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Calgary flights.
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High demand for flights, 40% potential price rise
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Best time to find cheap flights, 19% potential price drop
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From Chicago (CHI) to Calgary
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One-way flight from Chicago (CHI) to Calgary
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Find flight deals from Chicago to Calgary

Cheapest flights from Chicago to Calgary
Explore the most affordable flight options available from Chicago to Calgary. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 3, 2024.

This Air Canada deal was found by Cheapflights users on 12/2. 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 12/79:50 amORD - YYC
1 stop10h 28mAir Canada
Sat 12/148:30 amYYC - ORD
1 stop9h 06mAir Canada
Deal found 12/2$287
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 12/242:25 pmORD - YYC
1 stop10h 25mMultiple Airlines
Tue 12/3110:30 amYYC - ORD
2 stops21h 07mMultiple Airlines
Deal found 12/3$342
This Delta deal was found by Cheapflights users on 12/2. 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 12/141:50 pmORD - YYC
1 stop10h 26mDelta
Thu 12/196:30 amYYC - ORD
1 stop10h 35mDelta
Deal found 12/2$409
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 12/244:06 pmMDW - YYC
1 stop8h 44mMultiple Airlines
Sun 12/296:55 pmYYC - MDW
1 stop9h 38mMultiple Airlines
Deal found 12/3$411
This United Airlines deal was found by Cheapflights users on 12/2. 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 12/188:45 amORD - YYC
Nonstop3h 54mUnited Airlines
Mon 12/232:09 pmYYC - ORD
1 stop8h 01mUnited Airlines
Deal found 12/2$567
This Delta deal was found by Cheapflights users on 12/3. 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 12/169:30 amMDW - YYC
2 stops12h 02mDelta
Thu 12/197:00 amYYC - MDW
1 stop9h 44mDelta
Deal found 12/3$580
This American Airlines deal was found by Cheapflights users on 12/2. 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.
Wed 12/45:00 amORD - YYC
1 stop7h 45mAmerican Airlines
Sun 12/812:45 pmYYC - ORD
1 stop18h 44mAmerican Airlines
Deal found 12/2$717
This FlightHub deal was found by Cheapflights users on 12/2. 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 12/1112:05 pmMDW - YYC
1 stop10h 58mPorter Airlines
Mon 12/167:10 amYYC - MDW
1 stop26h 10mPorter Airlines
Deal found 12/2$732
This Mytrip deal was found by Cheapflights users on 12/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/89:38 amMDW - YYC
3 stops24h 28mWestJet
Tue 12/105:15 pmYYC - MDW
2 stops19h 16mWestJet
Deal found 12/2$752
This Expedia deal was found by Cheapflights users on 12/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1110:45 amORD - YYC
1 stop11h 25mWestJet
Sun 12/1512:20 amYYC - ORD
2 stops17h 28mWestJet
Deal found 12/2$771

Find flights from Chicago to Calgary within your budget

Customize your flight search to find flights from Chicago to Calgary 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 2,700,776 searches. Data last updated December 3, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 1/20

8:50 am-11:39 am

Nonstop3h 49m

Calgary

Wed 1/29

12:41 pm-5:15 pm

Nonstop3h 34m

$217

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Thu 1/9

5:02 pm-11:44 am

1 stop19h 42m

Calgary

Mon 1/13

9:45 pm-1:34 pm

2 stops14h 49m

$225

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 1/20

8:50 am-11:39 am

Nonstop3h 49m

Calgary

Wed 1/29

12:41 pm-5:15 pm

Nonstop3h 34m

$236

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 1/20

7:10 am-9:41 pm

1 stop15h 31m

Calgary

Wed 1/29

12:41 pm-5:15 pm

Nonstop3h 34m

$241

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Wed 1/22

1:26 pm-8:53 pm

1 stop8h 27m

Calgary

Wed 1/29

6:35 am-5:47 pm

1 stop10h 12m

$246

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Mon 1/20

1:26 pm-8:53 pm

1 stop8h 27m

Calgary

Wed 1/29

6:35 am-5:47 pm

1 stop10h 12m

$250

ChicagoCalgary

MDW - YYC

MDWYYC

Chicago Midway

Fri 1/10

6:40 am-8:04 pm

1 stop14h 24m

Calgary

Sun 1/12

9:45 pm-3:33 pm

2 stops16h 48m

$253

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Mon 1/20

1:35 pm-11:18 pm

1 stop10h 43m

Calgary

Wed 1/29

6:35 am-9:15 pm

2 stops13h 40m

$259

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 5/24

5:30 pm-8:19 pm

Nonstop3h 49m

Calgary

Sat 5/31

12:15 pm-4:44 pm

Nonstop3h 29m

$304

ChicagoCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Tue 3/18

6:00 am-9:50 pm

1 stop16h 50m

Calgary

Wed 3/26

1:22 pm-5:53 pm

Nonstop3h 31m

$345

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

Showing 1-10 of 24 results
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Compare providers for flights from Chicago to Calgary

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Calgary in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
GotogatePrice Accuracy2 starsTrust Score*2 stars
MytripPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Calgary flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Calgary flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Calgary flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Calgary flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Calgary flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Calgary

Have a flexible travel schedule? Discover the best time to fly to Calgary from Chicago 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 Chicago to Calgary

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

How far ahead should I book a flight from Chicago to Calgary?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Calgary. Price data was last updated on November 22, 2024.

The best time to book flights from Chicago to Calgary is 36 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago to Calgary?

Currently, January is the cheapest month in which you can book a flight from Chicago to Calgary (average of $300). Flying from Chicago to Calgary in March is currently the most expensive (average of $439). 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 CHI to YYC?

Find hourly flight availability from Chicago to Calgary. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 3, 2024.