ORD - YYC

$86 Find Cheap Flights from Chicago O'Hare Airport to Calgary

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Calgary departing on 5/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Calgary

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Calgary, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Calgary, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$188
Overall average: $201
WestJet
Wed 5/27Fri 5/29
ORD - YYC • Non-stop
Cheapest non-stop
$197
Typical prices: $152-$304
WestJet
Wed 5/27Fri 5/29
ORD - YYC • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Economy Plus offers six inches more legroom.
Expect long security lines at ORD during peak times.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $188 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, United Airlines and WestJet. Average duration is 4h 00m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 74% on-time
Best time • Fewest delays
Insights
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Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 42% compared to booking last minute.
Insights
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When to travel
Cheapest • 29% price drop
Most popular
Good to know
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Calgary!
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Flight Deals

Cheap Flights from O'Hare Intl to Calgary (ORD-YYC)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Calgary that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Calgary

Wed, May 27 - Fri, May 29
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
$188WestJet
Wed, May 27 - Thu, May 28
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
$190WestJet
Wed, May 27 - Fri, May 29
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
$197WestJet
Sat, Apr 25 - Fri, May 1
Air Canada Logo
2:00 pm - 8:28 pm
ORD
-
YYC
7h 28m
1 stop
Air Canada Logo
12:50 am - 10:18 am
YYC
-
ORD
8h 28m
1 stop
$226Air Canada
Thu, May 7 - Sun, May 10
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
$232WestJet
Mon, May 25 - Wed, Jun 3
United Airlines Logo
7:42 pm - 10:37 pm
ORD
-
YYC
3h 55mnonstop
United Airlines Logo
12:28 pm - 5:05 pm
YYC
-
ORD
3h 37mnonstop
$233United Airlines
Wed, May 27 - Sat, Jun 6
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
$236WestJet
Wed, May 27 - Tue, Jun 2
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
$238WestJet
Thu, Apr 30 - Thu, May 7
Multiple Airlines Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
Multiple Airlines Logo
6:30 am - 4:59 pm
YYC
-
ORD
9h 29m
1 stop
$240Multiple Airlines
Tue, May 26 - Mon, Jun 1
United Airlines Logo
6:00 am - 9:48 pm
ORD
-
YYC
16h 48m
1 stop
United Airlines Logo
8:30 am - 1:07 pm
YYC
-
ORD
3h 37mnonstop
$243United Airlines
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Calgary flights

Get data-powered insights and trends into flights from O'Hare Intl to Calgary to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Calgary?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Calgary clicked on KAYAK for each day over the last 12 months.

When flying from Chicago O'Hare Airport to Calgary, you should consider leaving on a Friday and avoid Wednesdays if you are looking for the best rates. For your return to Chicago O'Hare Airport, you’ll find the best rates on Sundays and the most expensive ones on Mondays.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Calgary?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Calgary, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Calgary is May, where tickets cost $201 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $373 and $365 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Calgary?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Calgary, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Calgary, you should book around 4 weeks before departure, which saves you about 42% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Expert advice

Expert advice for your flight from O'Hare Intl to Calgary

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on WestJet, United Airlines, Air Canada and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Kaitlyn McInnis

Kaitlyn McInnis

Expert on YYC

Kaitlyn is a guidebook author and travel writer splitting her time between Atlantic Canada and Istanbul, Türkiye. She has visited over fifty countries and all seven continents, so she is very familiar with many hotels, airports and airlines around the globe. But her favorite type of vacation is sunbathing by the sea with a good book in hand.

Good to know

Low seasonNovember
Cheapest flight$86
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Chicago O'Hare Airport to Calgary

When to book flights from O'Hare Intl to Calgary

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Calgary based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago O'Hare Airport to Calgary flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Calgary?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Calgary was $86 for a one-way ticket and $188 for a round-trip.

  • Do I need a passport to fly between Chicago O'Hare Airport and Calgary?

    A passport is required to fly from Chicago O'Hare Airport to Calgary.

  • Which airports will I be using when flying from Chicago O'Hare Airport to Calgary?

    On your way to Calgary, you’ll fly out from Chicago O'Hare Intl. You’ll be landing at Calgary.

  • Which airlines offer Wi-Fi service onboard planes from Chicago O'Hare Airport to Calgary?

    American Airlines, Air Canada, United Airlines, and WestJet offer inflight Wi-Fi service on the Chicago O'Hare Airport to Calgary flight route.

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to Calgary?

    The Boeing 737-700 is the aircraft model that flies most regularly on the Chicago O'Hare Airport to Calgary flight route.

  • Which airline alliances offer flights from Chicago O'Hare Airport to Calgary?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Chicago O'Hare Airport and Calgary, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Chicago O'Hare Airport to Calgary?

    There are nonstop flights from Chicago O'Hare Airport to Calgary on a daily basis.

  • Which is the best airline for flights from Chicago to Calgary, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Calgary are Delta and United Airlines. With an average price for the route of $273 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $320 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Calgary?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to Calgary.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Calgary?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Calgary from Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to Calgary?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Calgary with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and YYC can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Calgary?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Calgary from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Calgary

  • Looking for a cheap flight? 25% of our users found flights on this route for $75 or less one-way and $245 or less round-trip.

Prefer to fly direct from Chicago O'Hare Airport to Calgary?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to Calgary.
Find which airlines fly direct from Chicago O'Hare Intl Airport to Calgary Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Calgary

Monday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Tuesday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Wednesday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Thursday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Friday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Saturday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Sunday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

See more direct flights

Direct returns

Calgary to Chicago O'Hare Intl

Monday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Tuesday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Wednesday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Thursday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Friday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Saturday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

Sunday

American Airlines,United Airlines,WestJet

American Airlines,United Airlines, +1 more

See more direct flights

Reviews of the top 5 airlines serving from O'Hare Intl to Calgary

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Calgary. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Calgary? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8293 reviews
8.1Boarding
8.5Crew
7.2Food
7.9Comfort
7.8Entertainment
Airline reviews

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

2.0 MediocreSusan, Mar 2026
JAX - ATL
Read more Delta reviews

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

With Aeromexico it ended up good but with Delta it was bad because we did everything through Delta... Showed up at the Delta terminal... It was the wrong place! Nothing ever told us to go to the Aeromexico terminal. It said "in partnership with Aeromexico" but I was never instructed to check in with them or go to their terminal. We had to haul @$$ running through the airport and almost didn't make it thanks to this poor communication. 👎🏽

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

Could not get my connecting flight boarding pass until four hrs before departure! Ver annoying especially since the staff could not explain why!

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Flight was delayed by 3/4 of an hour. Overall flight was good.

No pre boarding kiosk to check in, baggage claim detected luggage didn’t leave the airport, poorly managed recovery of lost luggage, and blame lost tag from conveyor to TSA/security, very poor from TSA/security check to delivery, crucial if compensation will go thru and will likely wait for months unlike United,

Waited at airport from 10 am till 4 pm and no flight due to fog. Ugh.

Plane was one hour late. Hardly any space for our carry-ons. Stressful to catch connections.

Plane seating was uncomfortable, very tight fitting for someone my height, did not recline and overall un enjoyable

Overall service is good. Just thought foods need to upgrade for economy class

No communication from Kayak or West Jet. Booked extra flights, flights cancelled, no one answers calls. Will be disputing charges.

Leg room is a problem the plane was dirty and there were no movies available on the app

The gate personnel and flight attendants were all friendly and diligent. The poor attendants from London to Calgary were 2 colleagues short, as one of their team broke her leg on the way to work, and the other stayed with the invited colleague. I felt bad for the crew, but they did a great job regardless.

Flight delayed missed connecting flight crew not very helpful very frustrating customer service

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

Our original flight was cancelled due to mechanical reasons. This cancellation caused us to miss our connection and we were not able to get another flight for 3 days and then needed to make an extra connection to get there. Air Canada did not rebook our flight for us, it took several hours of talking with staff in the airport and making phone calls to get the flights rebooked. We never received a voucher for our hotel and meals while we were waiting for our next flight and it was only after talking to several staff that we were provided some general information about how we could be reimbursed. We tried entering our ticket information in the website provided, but it did not recognize our flight information. When we asked someone on the phone about this they said we'd need to contact the customer relations department, but that it's not possible to reach them on the phone. I don't understand what company would have a customer relations department that you can't talk to. We spent about $1,000 for hotels and meals for our family while waiting for a flight home and I'm not confident we will ever get reimbursed for this. I understand that mechanical issues can happen to any airline, but this is the 4th time that this has happened to my wife and I on Air Canada and we have only flown Air Canada about 8 times, so this is not a good track record. Also, when we did finally get a flight home (which was also delayed due to mechanical problems), we were told we couldn't bring a standard carry on even though the information on our ticket clearly indicated that we could bring a carry on bag. The staff at the gate were not understanding about this situation.

We were happy with the service and cost of checking a bag

Very nice staff members are very nice and friendly helpful

Short flight. Everything was fine except the flight was delayed twice for a total of an hour.

The internet connection was perfect, and the updated entertainment systems that allow me to connect my Bluetooth earbuds was excellent

There labor disputes cancelled my flight less than 24 hours before my boarding time but there customer service/website was easy enough to navigate and they rebooked me for no upcharge.

It was good to receive a card for my birthday

Very bad, flight was cancelled due to strike and staff was unable to rebook us

It would have been better if it wasn’t cancelled

Flying in the Dreamliner is always comfortable. Though the food options for Air Canada aren't great.

Everything you need to know for your flight from O'Hare Intl to Calgary

Information on your arrival and departure airports