$94 Cheap Flights from Chicago (ORD) to Calgary (YYC)

View $94 flight on Tue, Jun 17, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Calgary International Airport (YYC)

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Cheap Flights from Chicago to Calgary (ORD-YYC)

Prices were available within the past 7 days and start at $94 for one-way flights and $183 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Tue, May 27 - Wed, Jun 18
ORD
Chicago
YYC
Calgary
$183 Roundtrip, found 1 day ago
$183
Roundtrip
found 1 day ago
Select United flight, departing Tue, May 27 from Chicago to Calgary, returning Wed, Jun 18, priced at $183 found 1 day ago
Air Canada
Sun, May 11 - Sun, May 18
ORD
Chicago
YYC
Calgary
$185 Roundtrip, found 2 days ago
$185
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sun, May 11 from Chicago to Calgary, returning Sun, May 18, priced at $185 found 2 days ago
Air Canada
Tue, May 27 - Wed, Jun 18
ORD
Chicago
YYC
Calgary
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select Air Canada flight, departing Tue, May 27 from Chicago to Calgary, returning Wed, Jun 18, priced at $190 found 1 day ago
Air Canada
Mon, May 12 - Tue, May 13
ORD
Chicago
YYC
Calgary
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Select Air Canada flight, departing Mon, May 12 from Chicago to Calgary, returning Tue, May 13, priced at $193 found 1 day ago
Air Canada
Mon, May 12 - Tue, May 13
ORD
Chicago
YYC
Calgary
$195 Roundtrip, found 1 day ago
$195
Roundtrip
found 1 day ago
Select Air Canada flight, departing Mon, May 12 from Chicago to Calgary, returning Tue, May 13, priced at $195 found 1 day ago
Air Canada
Mon, May 12 - Tue, May 13
ORD
Chicago
YYC
Calgary
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select Air Canada flight, departing Mon, May 12 from Chicago to Calgary, returning Tue, May 13, priced at $200 found 1 day ago
Air Canada
Tue, May 27 - Wed, Jun 18
ORD
Chicago
YYC
Calgary
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select Air Canada flight, departing Tue, May 27 from Chicago to Calgary, returning Wed, Jun 18, priced at $202 found 1 day ago
American Airlines
Sun, Jun 22 - Tue, Jul 1
ORD
Chicago
YYC
Calgary
$203 Roundtrip, found 1 day ago
$203
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Jun 22 from Chicago to Calgary, returning Tue, Jul 1, priced at $203 found 1 day ago
Delta
Sun, May 11 - Wed, May 14
ORD
Chicago
YYC
Calgary
$208 Roundtrip, found 1 day ago
$208
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, May 11 from Chicago to Calgary, returning Wed, May 14, priced at $208 found 1 day ago
Air Canada
Thu, May 15 - Fri, May 23
ORD
Chicago
YYC
Calgary
$209 Roundtrip, found 2 days ago
$209
Roundtrip
found 2 days ago
Select Air Canada flight, departing Thu, May 15 from Chicago to Calgary, returning Fri, May 23, priced at $209 found 2 days ago
Flights from Chicago (ORD) to Calgary (YYC)
Origin airport
O'Hare Intl.
Destination airport
Calgary Intl.
Airlines serving
Air Canada, Alaska Airlines, American Airlines, Delta, United, WestJet
Roundtrip price
$183
Distance
1381 mi

Chicago to Calgary Flights

The cheapest times to fly from Chicago to Calgary

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Calgary are during the month of May. You can find some of the cheapest flights from Chicago to Calgary with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Calgary

Sunday is one of the best days to book for cheap flights from Chicago to Calgary: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Calgary

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Calgary in 2025. You can also book with separate airlines for your outbound and return journeys, from $94 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Calgary flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Calgary airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Calgary Intl. Airport (YYC) cost?
Cheap round-trip flights from O’Hare Intl. Airport (ORD) to Calgary Intl. Airport (YYC) start at $169. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Air Canada and United flight leaving ORD on May 16 2025 and touching down at YYC. The price was last updated on April 29 2025 and has not changed since.
What is the cheapest month to fly from ORD to YYC?
Grab a low fare by booking your nonstop flight from ORD to YYC in June. You can find a one-way American Airlines flight for $67 leaving on June 22 2025. This price is based on the cheapest direct flight found on Expedia for this route in the next 330 days. The price was last updated on April 29 2025 and remains unchanged.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Calgary Intl. Airport (YYC)?
You can fly nonstop from O’Hare Intl. Airport (ORD) to Calgary Intl. Airport (YYC) on a United Airlines flight.
What is the cheapest airline that flies from ORD to YYC?
At the moment, the cheapest airline operating one-way flights from ORD to YYC is United. You can jet off on this route from $67. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from ORD on May 28 2025. Prices were last updated on April 29 2025 and have not changed since.
How many flights per day from O'Hare Intl. Airport (ORD) to Calgary Intl. Airport (YYC)?
On average, there’s only 1 direct flight operating from O’Hare Intl. Airport (ORD) to Calgary Intl. Airport (YYC) every day. If this doesn’t fit your travel plans, think about flights with layovers. Just customize your search results on Expedia to include one or more stops to find the next best option.
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Calgary Intl. Airport (YYC)?
More passengers fly between ORD and YYC at 8 AM than at any other time of day. Looking for a quieter experience? Consider flying outside peak hours and there’s a chance you’ll save on your fare as well.
What day of the week has the most flights from ORD to YYC?
Depart on a Sunday if you’re looking for the best selection of flights from O’Hare Intl. Airport (ORD) to Calgary Intl. Airport (YYC).
What is the earliest flight from O'Hare Intl. Airport (ORD) to Calgary Intl. Airport (YYC)?
The first flight of the day departing from O’Hare Intl. Airport (ORD) is at around 8:50AM UTC-6. Catch this flight and you’ll reach Calgary Intl. Airport (YYC) at approximately 11:39AM UTC-7. The total flight duration is 3h 49m.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Calgary Intl. Airport (YYC)?
The average flight duration from ORD to YYC is 3 hours and 49 minutes, covering a distance of 1,400 mi.
What airline has the least delays from ORD to YYC?
Consider booking with AVIANCA if you’d like to fly straight from O’Hare Intl. Airport (ORD) to Calgary Intl. Airport (YYC) without any holdups. This airline has the best track record for punctuality, with an on-time performance of 92%. Want to get notified of any changes? You can keep an eye on your flight status using the Expedia App.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Calgary Intl. Airport (YYC)?
To avoid possible delays on the O’Hare Intl. Airport (ORD) to Calgary Intl. Airport (YYC) route, aim to travel before 3 PM. Flights after this time have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Calgary from O'Hare Intl. Airport (ORD)?
If you’re on a direct flight from O’Hare Intl. Airport (ORD) to Calgary, Calgary Intl. Airport (YYC) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Calgary Intl. Airport (YYC) last-minute?
Booking your ticket from ORD to YYC right before your getaway is usually more expensive. But if there’s some wiggle room with your travel times and dates, you could grab a cheap last-minute fare.
Is it cheaper to book an ORD to YYC flight and hotel package?
Compared with arranging hotels and flights separately, booking an ORD to YYC flight and hotel package with Expedia could lead to significant savings. What’s more, having everything in one place will take the hassle out of travel planning. Just pick your flights and choose from our wide range of hotels, then customize your trip with extras like activities, tours and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Calgary Intl. Airport (YYC)?
In most cases, you can modify or cancel your ORD to YYC flight. However, additional fees may apply, especially if your booking was made over 24 hours ago. Check your itinerary for the airline’s fees and rules on flight changes, or if you’d like further information, visit our Customer Service portal.

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