$87 Find Cheap Flights from Chicago to Calgary

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Find cheap flights from Chicago to Calgary starting at $87.

Book one-way or return flights from Chicago to Calgary from as little as $87. Choose from the popular airlines below and book your flight today!

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Chicago to Calgary? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Chicago to Calgary. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find cheap airlines flights from Chicago to Calgary

View airlines operating flights from Chicago to Calgary. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

WestJet

From $87

Frontier Airlines

From $93

United Airlines

From $95

Delta Air Lines

From $100

Air Canada

From $115

Alaska Airlines

From $115

American Airlines

From $134

Southwest Airlines

From $137

Spirit Airlines

From $152

Sun Country Airlines

From $155

ANA airlines

Find more flights and airlines

Find cheap flights from Chicago to Calgary by different airports

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Calgary.

Cheapest
ORD
17:55
3h 45m
Direct
YYC
20:40
O'Hare International Airport - Calgary International Airport
Thu, Jun 20WestJet
$87
MDW
12:29
35h 41m
2 transfer
YYC
23:10
Midway International Airport - Calgary International Airport
Wed, May 1Frontier Airlines
$93
MDW
12:29
35h 41m
2 transfer
YYC
23:10
Midway International Airport - Calgary International Airport
Wed, May 1Frontier Airlines
$93
Find More Flights

Frequently Asked Questions

When are flight tickets from Chicago (CHI) to Calgary (YYC) the cheapest?
Airlines adjust prices for flights from Chicago to Calgary based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Chicago (CHI) to Calgary (YYC) cost?
According to Trip.com's data, the lowest price is around $483.
How long does it take to fly from Chicago (CHI) to Calgary (YYC) and what is the distance?
It takes around 3 hours 48 minutes to fly from Chicago (CHI) to Calgary (YYC).
What is the transportation method from the main airport to downtown in Calgary?
- The distance from Calgary International Airport to downtown is about 9km. It takes about 20 minutes by taxi.
What are the most popular airlines that fly from Chicago (CHI) to Calgary (YYC)?
Airlines with flights from Chicago (CHI) to Calgary (YYC): United Airlines, Air Canada and Emirates.

How to find a cheap flight from Chicago to Calgary

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Calgary. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

Save up to £10 per person when booking your flights on Trip.com

Chicago to Calgary Flight Information

Cheapest nonstop flight price	$87
Cheapest round-trip ticket price	$191
Off-season for travel	December
Peak season for travel	July
Flight distance	2,248.84km
Average flight time	3 hours 48 minutes
Popular airline	United Airlines