Book Cheap WestJet flight from Calgary (YYC) to Chicago (ORD) from CA $154

Find The Best Day to Book a Cheap WestJet Flights From Calgary to Chicago

Cheapest WestJet Flights from Calgary (YYC) to Chicago (ORD)

The cheapest flights to O'Hare Intl. found within the past 7 days were CA $241 round trip and CA $154 one way. Prices and availability subject to change. Additional terms may apply.

ORD From YYC Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago
Swissotel - Chicago
Virgin Hotels Chicago
Don't see what you're looking for?
See all available trips from Calgary Intl. to O'Hare Intl.
View all trips

Frequently asked questions

Can I catch a flight from Calgary Intl. Airport (YYC) to O'Hare Airport right now?
For any present O’Hare Airport travel advice and quarantine requirements, go to the Covid-19 Travel Advisor. Look before you arrange your flight, so you don’t get caught up.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to O’Hare Intl. Airport (ORD), please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Grab a great WestJet flight from YYC to ORD 

To find a great deal on WestJet flights with Travelocity, simply enter your origin and destination airports, pick your travel dates, and hit search. From here, you can sort by price, flight duration, and arrival/departure time. You can also filter to find nonstop flights. 

Flying WestJet Calgary to Chicago gives you fights to choose from. With that direct flight time of , you’ll be touching down before you know it.  

 

Find cheap flights with WestJet between Calgary and Chicago 

WestJet has a range of great fares on stacks of flights, and to find the most affordable for you, there are a few tricks you can try. Booking in advance, for example, is a great way to grab a fantastic deal. Also, choose the cheapest month, if you can. One-way flights from Calgary to Chicago with WestJet are February.  

The more flexible you are, the more affordable flights you’re likely to find. Consider one-way flights and connecting flights, as well as standard roundtrip and direct options. Even if you’re flying today, cheap last-minute flights are easy to find by entering your travel dates and hitting search.  

 

Reasons to book your WestJet flights with Travelocity 

Travelocity makes it easy to book a seat, anywhere in the world. The vast inventory, fast search, and advanced filters put some of the best deals on the planet in one place. Whether you’re traveling on business, with friends, family, or on your own, take your pick from some fantastic options. And with free cancellation and pay later options, you can travel more and worry less.  

WestJet Airports
Hop on a(n) WestJet flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
ATLUSAHartsfield-Jackson Atlanta Intl.85
YYCCANCalgary Intl.45
MSPUSAMinneapolis - St. Paul Intl.36
SEAUSASeattle - Tacoma Intl.28
YYZCANPearson Intl.26
DTWUSADetroit Metropolitan Wayne County26
LAXUSALos Angeles Intl.23
YVRCANVancouver Intl.21
SLCUSASalt Lake City Intl.13
YEGCANEdmonton Intl.9

Travelers ❤️ these 🏨 after their flight to Chicago

Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
4 out of 5
O'Hare International Airport, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
7.8/10 Good! (2,055 reviews)
"Timely service"

Reviewed on 17 Dec. 2024

Hilton Chicago O'Hare Airport
Hampton Inn Chicago-O'Hare International Airport
Hampton Inn Chicago-O'Hare International Airport
2.5 out of 5
3939 N Mannheim Rd, Schiller Park, IL
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,545 reviews)
"The property was descent"

Reviewed on 19 Dec. 2024

Hampton Inn Chicago-O'Hare International Airport
Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel
Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel
3 out of 5
6600 Mannheim Road, building 2, Rosemont, IL
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
8.8/10 Excellent! (1,647 reviews)
"Great"

Reviewed on 21 Dec. 2024

Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.