$125 Cheap flights from Calgary Intl. to O'Hare Intl. (YYC to ORD)

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Find The Best Dates To Fly from Calgary Intl. to O'Hare Intl.

Amazing YYC to ORD Flight Deals

The cheapest flights to O'Hare Intl. found within the past 7 days were $202 round trip and $125 one way. Prices and availability subject to change. Additional terms may apply.

Thu, May 16 - Sat, May 18
YYC
Calgary
ORD
Chicago
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select WestJet flight, departing Thu, May 16 from Calgary to Chicago, returning Sat, May 18, priced at $202 found 1 day ago
Thu, May 30 - Thu, Jun 6
YYC
Calgary
ORD
Chicago
$203 Roundtrip, found 5 hours ago
$203
Roundtrip
found 5 hours ago
Select WestJet flight, departing Thu, May 30 from Calgary to Chicago, returning Thu, Jun 6, priced at $203 found 5 hours ago
Tue, May 14 - Fri, May 17
YYC
Calgary
ORD
Chicago
$226 Roundtrip, found 3 days ago
$226
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, May 14 from Calgary to Chicago, returning Fri, May 17, priced at $226 found 3 days ago
Wed, Jul 24 - Mon, Jul 29
YYC
Calgary
ORD
Chicago
$231 Roundtrip, found 2 days ago
$231
Roundtrip
found 2 days ago
Select WestJet flight, departing Wed, Jul 24 from Calgary to Chicago, returning Mon, Jul 29, priced at $231 found 2 days ago
Mon, Aug 26 - Fri, Sep 13
YYC
Calgary
ORD
Chicago
$233 Roundtrip, found 17 hours ago
$233
Roundtrip
found 17 hours ago
Select WestJet flight, departing Mon, Aug 26 from Calgary to Chicago, returning Fri, Sep 13, priced at $233 found 17 hours ago
Wed, Aug 21 - Wed, Aug 21
YYC
Calgary
ORD
Chicago
$234 Roundtrip, found 22 hours ago
$234
Roundtrip
found 22 hours ago
Select WestJet flight, departing Wed, Aug 21 from Calgary to Chicago, returning Wed, Aug 21, priced at $234 found 22 hours ago
Thu, Sep 26 - Thu, Oct 3
YYC
Calgary
ORD
Chicago
$242 Roundtrip, found 3 hours ago
$242
Roundtrip
found 3 hours ago
Select WestJet flight, departing Thu, Sep 26 from Calgary to Chicago, returning Thu, Oct 3, priced at $242 found 3 hours ago
Thu, May 16 - Fri, May 17
YYC
Calgary
ORD
Chicago
$242 Roundtrip, found 3 days ago
$242
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, May 16 from Calgary to Chicago, returning Fri, May 17, priced at $242 found 3 days ago
Sat, May 11 - Fri, May 17
YYC
Calgary
ORD
Chicago
$244 Roundtrip, found 3 days ago
$244
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, May 11 from Calgary to Chicago, returning Fri, May 17, priced at $244 found 3 days ago
Thu, May 30 - Thu, Jun 6
YYC
Calgary
ORD
Chicago
$245 Roundtrip, found 5 hours ago
$245
Roundtrip
found 5 hours ago
Select WestJet flight, departing Thu, May 30 from Calgary to Chicago, returning Thu, Jun 6, priced at $245 found 5 hours ago

Frequently asked questions

Can I catch a flight from Calgary Intl. Airport (YYC) to O'Hare Airport right now?
It’s always wise to find out about any quarantine requirements and travel advice reports in place in your destination city. Be sure to go to our Covid-19 Travel Advisor for up-to-date info on flying to ORD from Calgary Intl. Airport (YYC).
Are there direct flights from YYC to O'Hare Intl. Airport (ORD)?
If you’d like to travel as fast as possible from YYC Calgary International Airport to ORD, look up Air Canada, Delta and United Airlines. No airlines provide nonstop flights between the two locations, so you’ll need to make at least one stopover.
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.
How long is the flight from YYC Calgary International Airport to ORD?
It typically takes about 8 hours and 46 minutes to journey from YYC to ORD. You’ll be cruising at altitude for a while, so keep yourself amused with a podcast or flick through your favorite novel.
What is the flight distance from YYC Calgary International Airport to O'Hare Airport?
You’ll have to journey around 1,400 mi from Calgary Intl. Airport (YYC) to ORD before you can officially begin your thrilling adventures. Pick out a beverage when the drink cart rolls by and watch one or two of your favorite TV shows. You’ll have more than enough time!
What airlines fly from YYC to O'Hare Intl. Airport (ORD)?
With no direct flights available, it will be in your best interest to plan well in advance when you’re traveling between Calgary Intl. Airport (YYC) and ORD. Find a convenient route with the least amount of connections and save yourself some time.
What airlines have practices regarding COVID-19 in place and use social distancing?
From the moment you enter the departure terminal to when you leave the arrivals terminal, if you’re flying with United Airlines, American Airlines or Delta you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
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.

 

Traveling From
Calgary Intl.
Traveling To
O'Hare Intl.
Shortest Flight Time
5 hours 30 mins
Earliest Departure Time
8:30AM CDT
Latest Departure Time
12:40PM CDT
Lowest Flight Price
$202

Route Info

Flight path for flights from Calgary International Airport to O'Hare International Airport


Origin:
YYC - Calgary International Airport
Destination:
ORD - O'Hare International Airport
Distance:
1,389.00 miles


Airlines & Aircraft Used on YYC to ORD Flight Routes


Airline Carrier
Aircraft
Air Canada
Boeing 737-800 (winglets) pax
Air Canada
Canadair Regional Jet 200
Delta Air Lines
Airbus A320-100/200
Delta Air Lines
Airbus A321-100/200
United Airlines
Airbus A320-100/200
United Airlines
Boeing 737-800 pax

Discover our best flights from Calgary YYC to Chicago ORD. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Calgary YYC to Chicago ORD at the right price  

Airfares to Chicago ORD from Calgary YYC currently cost between $202 and $245. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Calgary YYC to Chicago ORD 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Calgary YYC to Chicago ORD on Travelocity starting at $125. Prices and availability subject to change. Additional terms may apply. 

 

Get to Chicago ORD from Calgary YYC quicker with direct flights. 

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to ORD from YYC to take around 5 hour(s) 30 min(s).  

 

Find our cheapest airfares for flights from Calgary YYC to Chicago ORD

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to ORD from YYC. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Calgary YYC to Chicago ORD today 

If you’re flexible about when you travel, May is usually the cheapest month to fly from Calgary YYC to Chicago ORD. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Chicago ORD from Calgary YYC 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to ORD from YYC have this option.  

 

Travel with confidence when you book flights to Chicago ORD from Calgary YYC with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*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.