Cheap Flight Tickets from Chicago (ORD) to Calgary (YYC), Starting at $296

Good to Know: Cheapest and Fastest ORD - YYC Flights

Useful information for finding best airline tickets from Chicago O'Hare International to Calgary International on your next trip.

Cheapest Round Trip Flight

$296

AS Alaska Airlines • 1 stop • 12h 34m

Sep 22 – Sep 24

The cheapest round trip flight from Chicago to Calgary (ORD-YYC-ORD) is currently $296

🔍 Search Flights

Fastest Flight

12h 3m

The fastest nonstop flight from Chicago to Calgary (ORD-YYC) takes 12h 3m

Top Airlines Flying from Chicago to Calgary

Alaska Airlines -AS

Alaska Airlines

Latest Flight Deals from Chicago (ORD) to Calgary (YYC)

Compare and book low fare round-trip air tickets from Chicago to Calgary. Ideal for travelers with confirmed return itineraries.

Sep 22 - Sep 24, Economy
AS
Chicago → Calgary
12h 34m
3:52 PM - 10:46 PM • 1 stop
AS
Chicago → Calgary
20h 42m
6:33 AM - 8:15 PM • 2 stops
$296
Alaska Airlines
Sep 22 - Sep 24, Economy
AS
Chicago → Calgary
15h 24m
2:22 PM - 10:46 PM • 2 stops
AS
Chicago → Calgary
20h 42m
6:33 AM - 8:15 PM • 2 stops
$298
Alaska Airlines
Sep 22 - Sep 24, Economy
AS
Chicago → Calgary
47h 28m
2:22 PM - 6:10 PM • 2 stops
AS
Chicago → Calgary
12h 1m
6:33 AM - 2:54 PM • 1 stop
$304
Alaska Airlines
Sep 22 - Sep 24, Economy
AS
Chicago → Calgary
18h 30m
8:00 AM - 6:10 PM • 1 stop
AS
Chicago → Calgary
12h 1m
6:33 AM - 2:54 PM • 1 stop
$450
Alaska Airlines
Sep 22 - Sep 24, Economy
AS
Chicago → Calgary
12h 3m
3:52 PM - 10:15 PM • 1 stop
AS
Chicago → Calgary
12h 1m
6:33 AM - 2:54 PM • 1 stop
$1012
Alaska Airlines
Sep 22 - Sep 24, Economy
AS
Chicago → Calgary
18h 30m
8:00 AM - 6:10 PM • 1 stop
WS
Chicago → Calgary
5h 40m
12:00 PM - 4:40 PM • nonstop
$1294
Alaska Airlines

Fly from Chicago to Calgary with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Calgary? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to Calgary Flights

What are the airports in Chicago?
MDW,ORD
What’s the most popular airline flying from ORD to YYC?
The most popular airline flying from Chicago to Calgary are
Can I fly from ORD to YYC non-stop?
NO
Which airlines fly nonstop between Chicago and Calgary?
The non-stop flights between Chicago and Calgary are .
What’s the earliest departure time from ORD to YYC Airport?
The earliest flight leaves ORD at 8:00 am and lands in YYC - Calgary International
What are the airports in Calgary?
YYC
Can I make changes to my Chicago to Calgary flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from ORD to YYC?
Read the fare rules of the Chicago to Calgary air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and Calgary?
operate flights between Chicago and Calgary
How long does a flight from Chicago to Calgary take?
It takes approximately 3 hour to fly non-stop from ORD to YYC, which is 1385.16 miles by air.
Which airlines provide the cheapest flights from Chicago (ORD) to Calgary (YYC) ?
In the past couple of days, the cheapest tickets to YYC from ORD were found on AS : USD 304
Do I need a passport to fly between ORD and YYC?
Yes
What’s the latest departure time from ORD to YYC ?
The last flight leaves ORD at 3:52 pm

Chicago (ORD) to Calgary (YYC): Airport Information

Origin Airport Chicago O'Hare International , Chicago, US
Destination Airport Calgary International , Calgary, CA
Distance 1385 miles

More Flight Options for Chicago (ORD) and Calgary (YYC)

Why Fareleaders for ORD to YYC Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on Chicago to Calgary flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on ORD to YYC flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of Chicago to Calgary flights and secure the best deals—we never add any service fees.
Get Fare Drop Alert
Be the first to know when fares drop for the Chicago (ORD) to Calgary (YYC)
Terms and Conditions*