ORD - YLW

$96 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 2/20. 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 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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Everything you should know

Cheapest round-trip
$201
Multiple Airlines
Wed 2/18Sun 2/22
ORD - YLW • 2 stops
Cheapest one-way
$96
WestJet
Fri 2/20
ORD - YLW • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Kelowna!
Flight Deals
Booking Insights
Flight 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

Wed, Feb 18 - Sun, Feb 22
Multiple Airlines Logo
8:10 am - 6:56 pm
ORD
-
YLW
12h 46m2 stops
Multiple Airlines Logo
6:20 am - 1:35 pm
YLW
-
ORD
29h 15m1 stop
$201Multiple Airlines
Sat, Jan 31 - Sat, Feb 7
Multiple Airlines Logo
8:00 am - 6:59 pm
ORD
-
YLW
12h 59m2 stops
Multiple Airlines Logo
9:05 am - 11:50 pm
YLW
-
ORD
12h 45m1 stop
$253Multiple Airlines
Thu, Feb 26 - Sun, Mar 1
Multiple Airlines Logo
9:00 am - 7:08 pm
ORD
-
YLW
12h 08m2 stops
Multiple Airlines Logo
7:55 pm - 1:35 pm
YLW
-
ORD
15h 40m1 stop
$255Multiple Airlines
Thu, Jan 8 - Tue, Jan 13
Multiple Airlines Logo
6:06 pm - 1:15 pm
ORD
-
YLW
21h 09m1 stop
Multiple Airlines Logo
7:55 pm - 12:08 pm
YLW
-
ORD
14h 13m2 stops
$257Multiple Airlines
Wed, Jan 21 - Sun, Jan 25
Multiple Airlines Logo
2:18 pm - 7:10 pm
ORD
-
YLW
30h 52m2 stops
Multiple Airlines Logo
7:55 pm - 1:35 pm
YLW
-
ORD
15h 40m1 stop
$258Multiple Airlines
Fri, Jan 30 - Mon, Feb 2
WestJet Logo
2:20 pm - 7:10 pm
ORD
-
YLW
6h 50m1 stop
WestJet Logo
5:20 am - 1:35 pm
YLW
-
ORD
6h 15m1 stop
$260WestJet
Wed, Mar 11 - Mon, Mar 16
Multiple Airlines Logo
3:54 pm - 9:12 pm
ORD
-
YLW
7h 18m1 stop
Multiple Airlines Logo
5:20 am - 1:35 pm
YLW
-
ORD
6h 15m1 stop
$267Multiple Airlines
Wed, Mar 11 - Sun, Mar 15
Multiple Airlines Logo
7:00 am - 11:12 pm
ORD
-
YLW
18h 12m2 stops
Multiple Airlines Logo
7:55 pm - 1:35 pm
YLW
-
ORD
15h 40m1 stop
$269Multiple Airlines
Tue, Jan 13 - Sun, Jan 18
Air Canada Logo
3:35 pm - 11:13 pm
ORD
-
YLW
9h 38m1 stop
Air Canada Logo
5:20 am - 2:41 pm
YLW
-
ORD
7h 21m1 stop
$285Air Canada
Wed, Mar 11 - Mon, Mar 16
Delta Logo
3:59 pm - 11:53 pm
ORD
-
YLW
9h 54m2 stops
Delta Logo
5:20 am - 1:35 pm
YLW
-
ORD
6h 15m1 stop
$287Delta
Booking Insights

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.

Good to know

Low seasonDecember
Cheapest flight$96
Best time to beat the crowds with an average 48% drop in price.
Most popular time to fly with an average 49% 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 $96 for a one-way ticket and $201 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?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Kelowna, with oneworld 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 $650 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 $947 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.

Reviews of the 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 11478 reviews
8.1Boarding
8.5Crew
7.0Entertainment
7.8Comfort
7.1Food
Airline reviews

Great …check-in was a little messy but went by quick.

10.0 ExcellentTony, Dec 2025
RDU - SEA
Read more Alaska Airlines reviews

Great …check-in was a little messy but went by quick.

I don’t think Alaska coordinates with Kayak. I did not get a “check-in” email inviting me to check in 24 hours in advance. Had to wait 20+ minutes to get a wheel chair.

Alaska Airlines has horrible customer service. After sitting in a packed airplane for over an hour, they decided to cancel our flight and had us deplane. Instead of helping us nearby, we had to ride two trains (in Seattle Airport), from the S-Gates to the C-Gates; only to stand in a line for 3 and a half hours. Throughout the 3 hours, there was often 1 agent at the customer service counter to help the passengers trying to get information and accommodation on a flight that they cancelled. Do better!

The plane was delayed which was annoying. No seat back screens is a bummer. Staff if great

I got my seat changed last minute so a parent coumd sit with their child wich i found out was a teenager

See previous. It was the flight from Honolulu to Kapalua that was cancelled.

Poor, the last leg of our trip was cancelled and we didn't know about it until we arrived at the airport. Another flight on the same airline was not available until three days later which would have ruined our vacation. Luckily we were able to get re-blooked on another airline after spending hours at the airport.

I wish you would have just canceled the Saturday flight from sea to rdd on Dec 13. the diversion cost me more time and money than if I had just rebooked to Sacramento. It was a huge headache and cost.

The delays were awful and the constant gate changes were annoying and the forceful bag checking was rude.

The flight attendants were excellent and I was in the back of the plane. Much much better than recent JetBlue experiences on that route and better than Delta on that route.

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

Nothing specific. Cabin temperature was too high for some reason.

Over 40 years ago my AC return flight was canceled, during this last summer the same thing happened. AC denied everything Canadian like paying for accommodations and basic necessities. So why would I ever want to fly AC again? This last flight my wife took the return flight had problems and left late, so I guess they are getting better. However I have no faith in this airline so I drove to this last destination! I'll never fly AC again!!!

Great check in process in LA and good service The check in process as well as at the gate is way better in the US versus canada 🇨🇦

Boarding was so so after zone 3 was called all other zones went in

For goodness sake, board from the back of the plane to the front and assign overhead space. It would fix everything. Seriously.

Fair. What's the point of partnering with United if we cannot use the lounge. My wife is a frequent flier with United but we were refused access to Air Canada lounge

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

My flight from New York to Canada and Canada to Brisbane was canceled, so I had to take united airlines instead flight from New York to Dubai then layover in Dubai 8 hours then from Dubai to Brisbane it was extremely difficult for me , it was a nightmare flying with Canadian airlines unfortunately.

Real smooth and easy, Real good leg room in coach!

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.

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

Information on your arrival and departure airports