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Good to Know: Cheapest and Fastest YYC - ORD Flights
Useful information for finding best airline tickets from Calgary International to Chicago O'Hare International on your next trip.
Cheapest Round Trip Flight
$672
Porter Airline
• 1 stop
• 10h 15m
Nov 04 – Nov 09
The cheapest round trip flight from Calgary to Chicago (YYC-ORD-YYC) is currently $672
Cheapest Direct Flight
$679
Air Canada
• nonstop
• 5h 33m
Nov 04
The cheapest nonstop flight from Calgary to Chicago (YYC-ORD) is currently $679
Fastest Flight
5h 33m
The fastest nonstop flight from Calgary to Chicago (YYC-ORD) takes 5h 33m
Latest Flight Deals from Calgary (YYC) to Chicago (ORD)
Compare and book low fare round-trip air tickets from Calgary to Chicago. Ideal for travelers with confirmed return itineraries.
Nov 04 - Nov 09, Economy
Calgary → Chicago
10h 15m
7:30 AM - 7:41 PM • 1 stop
Calgary → Chicago
10h 26m
8:45 PM - 12:45 PM • 1 stop
Porter Airline
Nov 04 - Nov 09, Economy
Calgary → Chicago
8h 22m
3:06 PM - 9:30 PM • 1 stop
Calgary → Chicago
9h 18m
1:55 PM - 12:06 AM • 1 stop
United Airlines
Nov 05 - Nov 10, Economy
Calgary → Chicago
14h 10m
1:20 AM - 11:57 AM • 1 stop
Calgary → Chicago
13h 59m
3:56 PM - 10:53 PM • 1 stop
Air Canada
Nov 05 - Nov 10, Economy
Calgary → Chicago
16h 43m
1:56 PM - 11:59 PM • 1 stop
Calgary → Chicago
13h 31m
5:00 AM - 1:11 PM • 1 stop
American Airlines
Nov 05 - Nov 10, Economy
Calgary → Chicago
25h 5m
7:00 AM - 10:05 PM • 2 stops
Calgary → Chicago
10h 52m
6:23 AM - 1:15 PM • 1 stop
WestJet Airlines
Looking for the fastest way to Chicago? These direct flight options from YYC to ORD offer both convenience and value—no layovers, just straight to your destination.
Nov 04 - Nov 09, Economy
Calgary → Chicago
5h 33m
1:37 PM - 5:10 PM • nonstop
Calgary → Chicago
5h 55m
8:40 AM - 12:35 PM • nonstop
Air Canada
Nov 04 - Nov 09, Economy
Calgary → Chicago
5h 33m
1:37 PM - 5:10 PM • nonstop
Calgary → Chicago
5h 55m
8:40 AM - 12:35 PM • nonstop
United Airlines
Nov 05 - Nov 10, Economy
Calgary → Chicago
14h 10m
1:37 PM - 5:10 PM • nonstop
Calgary → Chicago
13h 59m
8:43 AM - 12:35 PM • nonstop
Air Canada
FAQs on Calgary to Chicago Flights
What are the airports in Calgary?
YYC
What’s the most popular airline flying from YYC to ORD?
The most popular airline flying from Calgary to Chicago are
Can I fly from YYC to ORD non-stop?
Yes, you can fly YYC to ORD non-stop on
Which airlines fly nonstop between Calgary and Chicago?
The non-stop flights between Calgary and Chicago are .
What’s the earliest departure time from YYC to ORD Airport?
The earliest flight leaves YYC at 1:20 am and lands in ORD - Chicago O'Hare International
What are the airports in Chicago?
MDW,ORD
Can I make changes to my Calgary to Chicago 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 YYC to ORD?
Read the fare rules of the Calgary to Chicago 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 Calgary and Chicago?
operate flights between Calgary and Chicago
How long does a flight from Calgary to Chicago take?
It takes approximately 3 hour to fly non-stop from YYC to ORD, which is 1385.16 miles by air.
Which airlines provide the cheapest flights from Calgary (YYC) to Chicago (ORD) ?
In the past couple of days, the cheapest tickets to ORD from YYC were found on WS : USD 1781
Do I need a passport to fly between YYC and ORD?
Yes
What’s the latest departure time from YYC to ORD ?
The last flight leaves YYC at 3:06 pm
Calgary (YYC) to Chicago (ORD): Airport Information
| Origin Airport | Calgary International , Calgary, CA |
| Destination Airport | Chicago O'Hare International , Chicago, US |
| Distance | 1385 miles |
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