Book Cheap United flight from Calgary (YYC) to Chicago (ORD) from CA $220

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

Cheapest United Flights from Calgary (YYC) to Chicago (ORD)

The cheapest flights to O'Hare Intl. found within the past 7 days were CA $287 round trip and CA $220 one way. Prices and availability subject to change. Additional terms may apply.

Tue, Oct. 28 - Sun, Nov. 2
YYC
Calgary
ORD
Chicago
CA $287 Roundtrip, found 1 day ago
CA $287
Roundtrip
found 1 day ago
Select United flight, departing Tue, Oct. 28 from Calgary to Chicago, returning Sun, Nov. 2, priced at CA $287 found 1 day ago
Tue, Oct. 28 - Sun, Nov. 2
YYC
Calgary
ORD
Chicago
CA $295 Roundtrip, found 1 day ago
CA $295
Roundtrip
found 1 day ago
Select United flight, departing Tue, Oct. 28 from Calgary to Chicago, returning Sun, Nov. 2, priced at CA $295 found 1 day ago

ORD From YYC Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
per person
Sep 22 - Sep 26
just found
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
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Frequently asked questions

Can I catch a flight from YYC Calgary International Airport to O'Hare Intl. Airport (ORD) right now?
It's prudent to learn about any travel advice reports and quarantine requirements in effect in your destination. Make sure you visit our Covid-19 Travel Advisor for up-to-date information on catching a flight to O'Hare Airport.
What terminal is United Airlines at YYC?
While it's difficult to say exactly which terminal your United Airlines flight from YYC to ORD will leave from, we can tell you that it's likely you'll be jumping off the plane at terminal 1.
Are there United Airlines non-stop flights from YYC to ORD?
Yes, you can go straight from Calgary Intl. Airport (YYC) to O'Hare Airport with United Airlines and escape the hassles of stopovers. The less time you spend waiting around in the airport, the more time you'll have for new experiences.
How long is a United Airlines flight from YYC to ORD?
As it will take about 4 hours and 10 minutes for your United Airlines flight to head from YYC Calgary International Airport to O'Hare Airport, consider sticking a few travel games in your carry-on bag. You never know — the person beside you might welcome the chance to play to break up the journey.
What type of aircraft does United Airlines fly from YYC to ORD?
Pull your seat belt tight and get comfortable on the Airbus A319. This aircraft is commonly used on the YYC to ORD route when flying with United Airlines.
How many direct and indirect flights does United Airlines fly from YYC to ORD?
Organizing a trip between YYC Calgary International Airport and O'Hare Intl. Airport (ORD) is easy. There are no fewer than 10 United Airlines flights operating between YYC and ORD each week.
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 ORD, 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 United flight from YYC to ORD 

To find a great deal on United 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 United Calgary to Chicago gives you 2 fights to choose from. With that direct flight time of 31, you’ll be touching down before you know it.  

 

Find cheap flights with United between Calgary and Chicago 

United 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 United are October.  

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 United 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.  

United Airports
Hop on a(n) United flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
ORDUSAO'Hare Intl.227
DENUSADenver Intl.226
IAHUSAGeorge Bush Intercontinental136
IADUSAWashington Dulles Intl.100
SFOUSASan Francisco Intl.64
LAXUSALos Angeles Intl.23
EWRUSALiberty Intl.20
FRADEUFrankfurt Intl.19
NRTJPNNarita Intl.19
PEKCHNCapital Intl.16

Travelers ❤️ these 🏨 after their flight to Chicago

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3.5 out of 5
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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 ...
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Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Book a stay at this eco-certified hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
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"This hotel is a mainstay for me. I have enjoyed it many times. The staff is the key. They are always friendly! A couple tiny things (and I mean TINY)....there were no pens in my room. I realized i had forgotten my pen and there were none to be found! And again, TINY issue....but I made coffeexin ..."

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Hyatt Regency O'Hare Chicago
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.