ORD - YLW

$124 Find Cheap Flights from Chicago to Kelowna

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Kelowna departing on 10/11. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Kelowna, 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 Kelowna, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Chicago to Kelowna (ORD-YLW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Kelowna 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 Chicago to Kelowna

Tue, Jul 15 - Tue, Jul 22
WestJet Logo
5:30 pm - 11:39 pmORD-YLW
8h 09m1 stop
WestJet Logo
7:00 am - 4:44 pmYLW-ORD
7h 44m1 stop
$207WestJet
Find Deal
Wed, Jul 30 - Wed, Aug 6
WestJet Logo
5:30 pm - 9:49 pmORD-YLW
6h 19m1 stop
WestJet Logo
6:30 pm - 4:44 pmYLW-ORD
20h 14m1 stop
$239WestJet
Find Deal
Wed, Jul 30 - Wed, Aug 6
 Logo
5:30 pm - 9:49 pmORD-YLW
6h 19m1 stop
 Logo
2:36 pm - 11:59 pmYLW-ORD
7h 23m1 stop
Tue, Jul 29 - Tue, Aug 5
 Logo
5:30 pm - 9:09 amORD-YLW
17h 39m1 stop
 Logo
8:15 pm - 9:09 amYLW-ORD
10h 54m2 stops
Fri, Oct 10 - Tue, Oct 21
Alaska Airlines Logo
8:00 am - 1:56 pmORD-YLW
7h 56m1 stop
Alaska Airlines Logo
2:46 pm - 11:59 pmYLW-ORD
7h 13m1 stop
$320Alaska Airlines
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Tue, Oct 14 - Tue, Oct 21
Air Canada Logo
3:40 pm - 10:31 pmORD-YLW
8h 51m1 stop
Air Canada Logo
11:25 pm - 9:13 amYLW-ORD
7h 48m1 stop
$326Air Canada
Find Deal
Fri, Oct 10 - Tue, Oct 21
Air Canada Logo
3:40 pm - 10:46 pmORD-YLW
9h 06m1 stop
Air Canada Logo
8:35 pm - 10:53 amYLW-ORD
12h 18m2 stops
$331Air Canada
Find Deal
Fri, Sep 19 - Sun, Sep 21
Alaska Airlines Logo
2:07 pm - 1:57 pmORD-YLW
25h 50m2 stops
Alaska Airlines Logo
2:47 pm - 11:59 pmYLW-ORD
7h 12m1 stop
$378Alaska Airlines
Find Deal
Sun, Jun 29 - Mon, Jun 30
United Airlines Logo
3:35 pm - 10:33 pmORD-YLW
8h 58m1 stop
United Airlines Logo
8:35 pm - 5:38 amYLW-ORD
7h 03m1 stop
$395United Airlines
Find Deal
Sun, Jun 29 - Mon, Jun 30
United Airlines Logo
5:00 am - 4:58 pmORD-YLW
13h 58m2 stops
United Airlines Logo
7:30 pm - 5:38 amYLW-ORD
8h 08m1 stop
$405United Airlines
Find Deal
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KAYAK's insights & trends for Chicago to Kelowna flights

Get data-powered insights and trends into flights from Chicago to Kelowna 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 to Kelowna?

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

When flying from Chicago to Kelowna, you should consider leaving on a Friday and avoid Mondays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Tuesdays and the most expensive ones on Thursdays.

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

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 Kelowna, 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 Kelowna is August, where tickets cost $287 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $1,202 and $1,099 respectively.

Good to know

Low seasonAugust
High seasonMarch
Cheapest flight$124
Best time to beat the crowds with an average 56% drop in price.
Most popular time to fly with an average 72% increase in price.
Flight from Chicago to Kelowna

When to book flights from Chicago to Kelowna

Are your dates flexible? Find out the best times to travel from Chicago to Kelowna 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 to Kelowna flights

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

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Kelowna was $124 for a one-way ticket and $207 for a round-trip.

  • Do I need a passport to fly between Chicago and Kelowna?

    A passport is required to fly from Chicago to Kelowna.

  • Which airports will I be using when flying from Chicago to Kelowna?

    Chicago airport is called Chicago O'Hare Intl and the only airport in Kelowna is Kelowna.

  • Which aircraft models fly most regularly from Chicago to Kelowna?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Kelowna?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Chicago and Kelowna, with Star Alliance being the most commonly used for this route.

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

    The two airlines most popular with KAYAK users for flights from Chicago to Kelowna are Alaska Airlines and United Airlines. With an average price for the route of $630 and an overall rating of 8.0, Alaska Airlines is the most popular choice. United Airlines is also a great choice for the route, with an average price of $1,214 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to Kelowna?

    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 to Kelowna.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kelowna from Chicago 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 to Kelowna?

    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 Kelowna with an airline and back to Chicago with another airline. Booking your flights between Chicago and YLW 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 to Kelowna?

    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 Kelowna from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top 3 airlines serving from Chicago to Kelowna

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Kelowna. 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 Chicago to Kelowna? 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.
8.0
Alaska AirlinesOverall score based on 10000 reviews
7.1Food
8.1Boarding
7.8Comfort
8.5Crew
7.1Entertainment
Airline reviews

Both flights were delayed going to our destination and leaving, and communication about the delays was not great by the airlines, now the crews were phenomenal and great to be around!!

6.0 GoodAnna, Jun 2025SEA - BUR
Read more Alaska Airlines reviews

Both flights were delayed going to our destination and leaving, and communication about the delays was not great by the airlines, now the crews were phenomenal and great to be around!!

Both flights were delayed due to an incident at SEA. The problem really rests with inadequate customer & plane facilities for Skywest at SEA. You feel like you are in a cattle enclosure. And planes were sitting on taxiways waiting for parking so every plane was late. SEA appears to be over capacity. It is not a fun passenger experience waiting. But crews and flights were all fine. Alaska needs to step up.

Really good except my daughter's tv broke during the flight so she could watch tv

Staff are helpful and patient. I don’t appreciate the almost 5 hours delay and also the delay of our luggage and being switched from one carousel to another to pick them up.

Delayed. It's not our first flight with them either, it's actually our 3rd and all 3 were delayed by hours each time. It was a myriad of delays. On one flight we boarded after being delayed for a little over an hr, only to be told we were going to sit in the plane for another hour before departing. Once landed, we waited another 40ish min to get to our gate. On another flight, flight was delayed just under 3 hrs but atleast we got to wait it out at the airport terminal. Its just a bad experience overall flying with Alaska Airlines.

Flight was delayed for weather, then delayed for mechanical, then just cancelled. Once mechanical problems started I wish you had just started offering rebooking options (at the same airport). I felt my trip was not a priority for you. I called you, I asked for a better option (than changing airports), then I had to literally run around the airport making it happen. Do better.

Staff were great but we were delayed on the tarmac for over an hour.

Great crew, smooth flight and landing. Wish they would offer Dr. Pepper and a choice of flavors of pretzels.

I would've liked to have the seat tablets like before to view movies, with long travels not everyone carries tablets to view movies. And phones are not worth it because screens to small.

It was horrible. Last minute gate change, delays, more delays and then we had to wait for a stweardess to onboard. No explanation for the wait. No apologies. We got to RDM way past schedule @ 1:30 am!!!! Stressful and exhausting. We'd avoid flying Alaska ever again.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

Easy boarding and comfortable seating were plusses. Enjoyed the experience and good service from the captain and crew. Many thanks...!

Miserable staff as it was a late/delayed flight and crew wasn’t in the best spirits. Completely understood as neither was most of the passengers. Still unacceptable l.

It was a short flight, and no entertainment. That was not a problem for us, but there is no option for "not applicable". There was a bit of turbulence, so there was no food service.

All was good except for the seats, not very comfy.

2.5 hour delay sitting in the plane on the tarmac, you tell me how the experience was

This flight didn't happen for me because of overbooking.

Poor air traffic controller staffing led to a 50%reduction on flights so we got to wait 4 hrs for our flight! Very disorganized at the gate Poor communication with customers

It was delayed by almost 90 minutes and that messed up our plans but it was beyond UA’s control that is what we heard

Everything was simple and easy. The lady at the gate was super friendly, I wish I had her name to share. She's a little older, dark-haired. You can tell she likes her job and would be a great influence on any young people training with her.

Crammed in like cattle waited 30 mins for late connecting flight (flight didn’t wait for me for me when I missed my connection at 2 different airports on outward journey)

Everything you need to know for your flight from Chicago to Kelowna

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