YLW - ORD

$190 Find Cheap Flights from Kelowna to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Kelowna to Chicago departing on 7/31. 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 Chicago O'Hare Intl Airport

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

Cheap Flights from Kelowna to Chicago (YLW-ORD)

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

Thu, Jul 31 - Thu, Aug 7
Alaska Airlines Logo
2:36 pm - 11:59 pmYLW-ORD
7h 23m1 stop
Alaska Airlines Logo
1:03 pm - 1:46 pmORD-YLW
26h 43m1 stop
$381Alaska Airlines
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Thu, Jul 31 - Thu, Aug 7
Alaska Airlines Logo
2:36 pm - 11:59 pmYLW-ORD
7h 23m1 stop
Alaska Airlines Logo
2:03 pm - 1:46 pmORD-YLW
25h 43m2 stops
$391Alaska Airlines
Find Deal
Thu, Jul 31 - Thu, Aug 7
Logo
7:00 am - 9:30 pmYLW-ORD
36h 30m3 stops
Logo
5:30 pm - 7:09 amORD-YLW
15h 39m1 stop
$395
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Thu, Jul 31 - Thu, Aug 7
Logo
7:00 am - 9:30 pmYLW-ORD
36h 30m3 stops
Logo
5:30 pm - 9:21 amORD-YLW
17h 51m2 stops
$423
Find Deal
Thu, Jul 31 - Thu, Aug 7
Logo
8:45 pm - 8:55 amYLW-ORD
34h 10m3 stops
Logo
7:08 am - 11:16 pmORD-YLW
18h 08m3 stops
$470
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Tue, Jul 29 - Thu, Jul 31
United Airlines Logo
8:35 pm - 5:38 amYLW-ORD
7h 03m1 stop
United Airlines Logo
5:00 am - 10:33 pmORD-YLW
19h 33m2 stops
$495United Airlines
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Tue, Jul 29 - Thu, Jul 31
Alaska Airlines Logo
2:36 pm - 11:39 pmYLW-ORD
31h 03m2 stops
Alaska Airlines Logo
7:00 am - 1:46 pmORD-YLW
32h 46m2 stops
$616Alaska Airlines
Find Deal
Thu, Jul 31 - Wed, Aug 6
Alaska Airlines Logo
2:36 pm - 11:59 pmYLW-ORD
7h 23m1 stop
Alaska Airlines Logo
12:59 am - 1:46 pmORD-YLW
14h 47m2 stops
$906Alaska Airlines
Find Deal
Useful Info

KAYAK's insights & trends for Kelowna to Chicago flights

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

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

Your flight ticket price will generally be cheaper if you fly to Chicago on a Tuesday and more expensive on a Thursday. On your return trip to Kelowna, you should consider flying back on a Friday, and avoid Mondays for better deals.

Find deals

Good to know

Low seasonJune
High seasonNovember
Cheapest flight$190
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 18% increase in price.
Flight from Kelowna to Chicago

When to book flights from Kelowna to Chicago

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

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

    In the last 3 days, the lowest price for a flight from Kelowna to Chicago O'Hare Intl Airport was $190 for a one-way ticket and $381 for a round-trip.

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

    Yes

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

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

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

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

  • Which airline alliances offer flights from Kelowna to Chicago?

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

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

    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 Kelowna to Chicago.

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

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

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

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

Reviews of the top airline flying from Kelowna to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Kelowna to Chicago. 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 Kelowna to Chicago? 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.
7.1
Air CanadaOverall score based on 9572 reviews
7.0Comfort
7.8Crew
6.3Food
6.8Entertainment
7.3Boarding
Airline reviews

Good flight, friendly crew and overall - good service on United Airlines.

8.0 ExcellentAnonymous, Jun 2025YVR - LAX
Read more Air Canada reviews

Good flight, friendly crew and overall - good service on United Airlines.

Good overall but I’m 5’10 and seating is always tight

flight landed late almost 1.00hr and we 4 passengers missed our connected flight to indianapolis, we need to get the hotel and taxi for the next day flight to home in indianapolis, cost us $ 300 more

Or the greatest and it ended up picking us up from Chicago to Toronto not sure who was tesponsible for the 4 hr delay. United should have been properly prepared for a scheduled flight from Austin to Chicago and they were not.

My flight was overbooked and they would not let me board. I had to book another flight and pay the full amount of that flight. I did not get any help at all from Air Canada or United Airlines.

Everything was made rather simple, so I appreciate that. All the people I dealt with from entering the airport in Jacksonville to my lonnnnnnng walk to my next gate in Chicago were excellent and very helpful.

Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…

flight was delayed 6 hours for weather, then cancelled because of the crash in toronto, but none of the links to cancel or rebook my flights are working

Ok Did not like that the second leg of flight was moved earlier making it a rush to make it

Minimal food offered (crackers). Had to clean the seat with a wet wipe because of dried food.

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

Information on your arrival and departure airports

Kelowna (YLW)
O'Hare Intl (ORD)

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