YLW - ORD

C$ 201 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 O'Hare Intl departing on 3/9. 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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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 O'Hare Intl

Thu, 16 Oct - Sat, 18 Oct
WestJet Logo
7:00 a.m. - 4:43 p.m.YLW-ORD
7h 43m1 stop
WestJet Logo
5:30 p.m. - 11:39 p.m.ORD-YLW
8h 09m1 stop
C$ 316WestJet
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Thu, 16 Oct - Sat, 18 Oct
WestJet Logo
7:00 a.m. - 4:43 p.m.YLW-ORD
7h 43m1 stop
WestJet Logo
1:40 p.m. - 9:49 p.m.ORD-YLW
10h 09m2 stops
C$ 348WestJet
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Fri, 29 Aug - Mon, 1 Sep
Air Canada Logo
8:35 p.m. - 2:54 p.m.YLW-ORD
16h 19m1 stop
Air Canada Logo
7:41 p.m. - 9:11 a.m.ORD-YLW
15h 30m1 stop
C$ 625Air Canada
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Fri, 29 Aug - Mon, 1 Sep
Alaska Airlines Logo
2:47 p.m. - 11:59 p.m.YLW-ORD
31h 12m2 stops
Alaska Airlines Logo
6:20 a.m. - 1:57 p.m.ORD-YLW
9h 37m1 stop
C$ 651Alaska Airlines
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Fri, 29 Aug - Mon, 1 Sep
Logo
2:00 p.m. - 11:43 a.m.YLW-ORD
19h 43m2 stops
Logo
10:49 a.m. - 7:24 p.m.ORD-YLW
10h 35m2 stops
C$ 654
Find Deal
Fri, 29 Aug - Mon, 1 Sep
Logo
10:10 a.m. - 11:43 a.m.YLW-ORD
23h 33m3 stops
Logo
10:49 a.m. - 7:24 p.m.ORD-YLW
10h 35m2 stops
C$ 658
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Wed, 13 Aug - Sun, 17 Aug
United Airlines Logo
7:30 p.m. - 5:38 a.m.YLW-ORD
8h 08m1 stop
United Airlines Logo
5:00 a.m. - 5:03 p.m.ORD-YLW
14h 03m2 stops
C$ 866United Airlines
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Wed, 13 Aug - Sun, 17 Aug
Air Canada Logo
8:35 p.m. - 5:38 a.m.YLW-ORD
7h 03m1 stop
Air Canada Logo
7:35 p.m. - 9:13 a.m.ORD-YLW
15h 38m1 stop
C$ 891Air Canada
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Wed, 13 Aug - Sun, 17 Aug
United Airlines Logo
7:30 p.m. - 5:38 a.m.YLW-ORD
8h 08m1 stop
United Airlines Logo
3:40 p.m. - 10:33 p.m.ORD-YLW
8h 53m1 stop
C$ 968United Airlines
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Wed, 17 Sep - Sat, 20 Sep
Alaska Airlines Logo
2:47 p.m. - 12:03 a.m.YLW-ORD
7h 16m1 stop
Alaska Airlines Logo
8:00 a.m. - 1:57 p.m.ORD-YLW
7h 57m1 stop
C$ 1,257Alaska Airlines
Find Deal
Booking Insights

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

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

How much is a round-trip flight from Kelowna to Chicago O'Hare Intl Airport?

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Good to know

Low seasonJune
Cheapest flightC$ 201
Best time to beat the crowds (33% less expensive on average)
Most popular time to fly (18% more expensive on average)
Flight from Kelowna to Chicago

When to book flights from Kelowna to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Kelowna to O'Hare Intl 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 C$ 146 for a one-way ticket and C$ 229 for a round-trip.

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

    When flying out of Kelowna you will be using Kelowna. You will be landing at Chicago, also known as 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?

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

  • 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 O'Hare Intl

 
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 O'Hare Intl? 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 9851 reviews
7.1Comfort
7.3Boarding
7.8Crew
6.8Entertainment
6.3Food
Airline reviews

Bad service as well. Another 3hr delayed flight from chicago to Charlotte.

4.0 OkayAnonymous, Jul 2025YVR - ORD
Read more Air Canada reviews

Bad service as well. Another 3hr delayed flight from chicago to Charlotte.

Very bad service the way back we was on the way for r two days very bad condition and waiting for luggage till now

United had no (zero) record of our flight. It took over an hour of us standing in line with surly employee while others waited to get resolved. I have never experienced such poor service and poor empathy.

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

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

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

Information on your arrival and departure airports

Kelowna (YLW)
O'Hare Intl (ORD)

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