Book Cheap American Airlines flight from Calgary (YYC) to Chicago (ORD) from CA $231

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

Cheapest American Airlines Flights from Calgary (YYC) to Chicago (ORD)

The cheapest flights to O'Hare Intl. found within the past 7 days were CA $451 round trip and CA $231 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.
Pendry Chicago
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Emily Hotel
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 Intl. Airport (ORD) right now?
It’s always wise to learn about any travel advice reports and quarantine requirements in place in your destination. Ensure you go to our Covid-19 Travel Advisor for up-to-date information on booking a flight to ORD from YYC Calgary International Airport.
What terminal is American Airlines at YYC Calgary International Airport?
Once you receive the boarding pass for your American Airlines flight from YYC to ORD, you should be able to see which terminals you’ll be flying in and out of. Your airline will have the answers if you can’t find those details on your ticket.
Are there American Airlines non-stop flights from YYC to ORD?
There aren’t any direct flights with American Airlines from YYC to O’Hare Airport. You will have a stopover, so use the time to stretch out those legs before boarding your next flight.
How long is an American Airlines flight from YYC to ORD?
Watch your favorite TV show, listen to a podcast or just recline your seat and close your eyes. Whatever interests you, you’ll need to find a way to entertain yourself during the 6 hours and 4 minutes that it takes to fly from YYC to ORD with American Airlines.
How many direct and indirect flights does American Airlines fly from YYC to ORD?
American Airlines currently operates no fewer than 2 flights per day from YYC Calgary International Airport to ORD.
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 Airport, 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 American Airlines flight from YYC to ORD 

To find a great deal on American Airlines 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 American Airlines 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 American Airlines between Calgary and Chicago 

American Airlines 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 American Airlines are September.  

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 American Airlines 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.  

American Airlines Airports
Hop on a(n) American Airlines flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
DFWUSADallas-Fort Worth Intl.599
CLTUSACharlotte-Douglas Intl.536
ORDUSAO'Hare Intl.317
PHLUSAPhiladelphia Intl.247
MIAUSAMiami Intl.193
DCAUSARonald Reagan Washington National152
PHXUSASky Harbor Intl.141
LAXUSALos Angeles Intl.81
LGAUSALaGuardia72
BOSUSALogan Intl.57

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
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
7.8/10 Good! (2,059 reviews)
"All was great"

Reviewed on 11 Nov. 2024

Hilton Chicago O'Hare 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! (1,535 reviews)
"Very nice and professional ladies at the front desk."

Reviewed on 13 Nov. 2024

Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel
Crowne Plaza Chicago Ohare Hotel & Conf Ctr, and IHG Hotel
Crowne Plaza Chicago Ohare Hotel & Conf Ctr, and IHG Hotel
3.5 out of 5
5440 N River Rd, Rosemont, IL
Stay at this 3.5-star business-friendly hotel in Rosemont. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.6/10 Excellent! (1,867 reviews)
"Clean and comfortable. Room was modern. Walkable to restaurants."

Reviewed on 11 Nov. 2024

Crowne Plaza Chicago Ohare Hotel & Conf Ctr, and 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.