
Book Cheap WestJet flight from Calgary (YYC) to Chicago (ORD) from CA $207
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 $343 round trip and CA $207 one way. Prices and availability subject to change. Additional terms may apply.
ORD From YYC Economy Coach Packages on Similar Airlines



Frequently asked questions
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 May.
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.
Airport code | Country | Airport name | Number of flights |
|---|---|---|---|
| ATL | USA | Hartsfield-Jackson Atlanta Intl. | 85 |
| YYC | CAN | Calgary Intl. | 45 |
| MSP | USA | Minneapolis - St. Paul Intl. | 36 |
| SEA | USA | Seattle - Tacoma Intl. | 28 |
| YYZ | CAN | Pearson Intl. | 26 |
| DTW | USA | Detroit Metropolitan Wayne County | 26 |
| LAX | USA | Los Angeles Intl. | 23 |
| YVR | CAN | Vancouver Intl. | 21 |
| SLC | USA | Salt Lake City Intl. | 13 |
| YEG | CAN | Edmonton Intl. | 9 |
Travelers ❤️ these 🏨 after their flight to Chicago

Hilton Chicago O'Hare Airport
Everything was clean and the staff was very friendly and helpful!
Reviewed on Mar 25, 2026

Hyatt Regency O'Hare Chicago
Hotel currently undergoing renovations and it was very noisy in the morning. Coffee maker didn't work and there was no microwave in room. Restaurant was pretty good.
Reviewed on Mar 26, 2026

Holiday Inn Chicago O'Hare – Rosemont by IHG
z
Reviewed on Mar 26, 2026
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