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Uncover the best deals on Chicago to Calgary flights by comparing fares from hundreds of airlines and agencies.
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
$574
Air Canada
• 1 stop
• 12h 16m
Nov 05 – Nov 08
The cheapest round trip flight from Chicago to Calgary (ORD-YYC-ORD) is currently $574
Cheapest Direct Flight
$716
United Airlines
• nonstop
• 5h 55m
Nov 05
The cheapest nonstop flight from Chicago to Calgary (ORD-YYC) is currently $716
Fastest Flight
5h 55m
The fastest nonstop flight from Chicago to Calgary (ORD-YYC) takes 5h 55m
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.
Nov 05 - Nov 08, Economy
Chicago → Calgary
12h 16m
4:30 PM - 12:06 AM • 1 stop
Chicago → Calgary
13h 23m
1:20 AM - 9:23 AM • 1 stop
Air Canada
Nov 05 - Nov 08, Economy
Chicago → Calgary
15h 44m
10:15 AM - 7:59 PM • 1 stop
Chicago → Calgary
13h 23m
1:20 AM - 9:23 AM • 1 stop
Air Canada
Nov 05 - Nov 08, Economy
Chicago → Calgary
13h 56m
8:45 AM - 5:54 PM • 1 stop
Chicago → Calgary
11h 43m
1:37 PM - 5:10 PM • nonstop
Air Canada
Nov 05 - Nov 08, Economy
Chicago → Calgary
22h 18m
9:42 AM - 11:20 PM • 1 stop
Chicago → Calgary
15h 5m
7:30 AM - 4:35 PM • 1 stop
Porter Airline
Nov 05 - Nov 08, Economy
Chicago → Calgary
13h 41m
7:00 AM - 3:21 PM • 1 stop
Chicago → Calgary
24h 3m
4:30 PM - 7:13 AM • 1 stop
United Airlines
Looking for the fastest way to Calgary? These direct flight options from ORD to YYC offer both convenience and value—no layovers, just straight to your destination.
Nov 05 - Nov 08, Economy
Chicago → Calgary
5h 55m
8:40 AM - 12:35 PM • nonstop
Chicago → Calgary
5h 33m
1:37 PM - 5:10 PM • nonstop
United Airlines
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?
Yes, you can fly ORD to YYC non-stop on
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 7:00 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 AC : USD 731
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 4:30 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 |
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