YLW - ORD

C$ 153 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 19/1. 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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Flight 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 O'Hare Intl

Tue, 16 Dec - Tue, 6 Jan
United Airlines Logo
10:25 a.m. - 11:10 p.m.YLW-ORD
10h 45m2 stops
United Airlines Logo
7:00 a.m. - 10:58 p.m.ORD-YLW
17h 58m2 stops
C$ 373United Airlines
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Tue, 16 Dec - Sat, 3 Jan
United Airlines Logo
10:25 a.m. - 5:00 a.m.YLW-ORD
16h 35m2 stops
United Airlines Logo
3:40 p.m. - 10:58 p.m.ORD-YLW
9h 18m1 stop
C$ 448United Airlines
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Tue, 16 Dec - Wed, 7 Jan
Alaska Airlines Logo
5:35 p.m. - 11:59 p.m.YLW-ORD
28h 24m1 stop
Alaska Airlines Logo
7:45 a.m. - 12:34 p.m.ORD-YLW
6h 49m1 stop
C$ 484Alaska Airlines
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Tue, 16 Dec - Sat, 3 Jan
United Airlines Logo
10:25 a.m. - 11:59 p.m.YLW-ORD
11h 34m2 stops
United Airlines Logo
7:10 a.m. - 10:58 p.m.ORD-YLW
17h 48m2 stops
C$ 508United Airlines
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Sun, 21 Dec - Tue, 6 Jan
United Airlines Logo
10:25 a.m. - 11:59 p.m.YLW-ORD
11h 34m2 stops
United Airlines Logo
9:00 a.m. - 8:09 p.m.ORD-YLW
13h 09m2 stops
C$ 528United Airlines
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Fri, 19 Dec - Mon, 5 Jan
United Airlines Logo
5:20 a.m. - 11:59 p.m.YLW-ORD
16h 39m2 stops
United Airlines Logo
7:05 a.m. - 10:58 p.m.ORD-YLW
17h 53m2 stops
C$ 529United Airlines
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Fri, 19 Dec - Mon, 5 Jan
Air Canada Logo
8:55 p.m. - 2:41 p.m.YLW-ORD
15h 46m1 stop
Air Canada Logo
1:05 p.m. - 8:09 p.m.ORD-YLW
9h 04m1 stop
C$ 551Air Canada
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Sat, 20 Dec - Tue, 6 Jan
Air Canada Logo
8:55 p.m. - 2:41 p.m.YLW-ORD
15h 46m1 stop
Air Canada Logo
3:40 p.m. - 10:58 p.m.ORD-YLW
9h 18m1 stop
C$ 583Air Canada
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Fri, 19 Dec - Fri, 2 Jan
WestJet Logo
5:20 a.m. - 1:35 p.m.YLW-ORD
6h 15m1 stop
WestJet Logo
2:20 p.m. - 7:10 p.m.ORD-YLW
6h 50m1 stop
C$ 669WestJet
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Sun, 21 Dec - Mon, 5 Jan
WestJet Logo
4:00 p.m. - 1:35 p.m.YLW-ORD
19h 35m1 stop
WestJet Logo
2:20 p.m. - 7:10 p.m.ORD-YLW
6h 50m1 stop
C$ 705WestJet
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Everything you should know

Top airlines
United Airlines
Cheapest • from C$ 373 (round-trip)
Air Canada
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Cheapest round-trip
C$ 373
United Airlines
Tue 16/12Tue 6/1
YLW - ORD • 2 stops
Cheapest one-way flights
C$ 153
WestJet
Mon 19/1
YLW - ORD • 1 stop
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
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.

Which airlines provide the cheapest flights from Kelowna to Chicago?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Kelowna to Chicago were found on United Airlines (C$ 373) and Alaska Airlines (C$ 484).

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Good to know

Low seasonJune
Cheapest flightC$ 153
Best time to beat the crowds (31% less expensive on average)
Most popular time to fly (22% 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$ 111 for a one-way ticket and C$ 270 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 10000 reviews
6.8Entertainment
7.8Crew
7.3Boarding
6.3Food
7.1Comfort
Airline reviews

I’ve wasted 7 hours of my time because of the delayed. ;(

2.0 MediocreAnonymous, Sep 2025YLW - YVR
Read more Air Canada reviews

I’ve wasted 7 hours of my time because of the delayed. ;(

I had boarding pass on my phone. Husband and I were seated together. Agent printed out boarding passes and we were separated for the flight

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…

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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