YLW - ORD

$146 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 6/13. 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

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

 
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.

Recent round-trip flight deals from Kelowna to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from Kelowna to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
WestJet Logo
8:00 am - 4:44 pmYLW-ORD
6h 44m1 stop
WestJet Logo
5:30 pm - 11:49 pmORD-YLW
8h 19m1 stop
$320WestJet
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Fri, Aug 29 - Tue, Sep 2
Delta Logo
1:05 pm - 12:03 amYLW-ORD
8h 58m1 stop
Delta Logo
7:40 am - 4:43 pmORD-YLW
11h 03m2 stops
$328Delta
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Mon, Jun 9 - Sat, Jun 14
Air Canada Logo
8:35 pm - 5:38 amYLW-ORD
7h 03m1 stop
Air Canada Logo
8:48 am - 4:57 pmORD-YLW
10h 09m1 stop
$337Air Canada
Find Deal
Mon, Jun 9 - Sat, Jun 14
Air Canada Logo
10:00 am - 8:04 pmYLW-ORD
8h 04m1 stop
Air Canada Logo
5:00 am - 12:11 pmORD-YLW
9h 11m2 stops
$352Air Canada
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Fri, Aug 29 - Tue, Sep 2
United Airlines Logo
5:45 am - 11:04 pmYLW-ORD
15h 19m2 stops
United Airlines Logo
5:02 am - 7:57 pmORD-YLW
16h 55m2 stops
$359United Airlines
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Mon, Jun 9 - Sat, Jun 14
United Airlines Logo
5:45 am - 11:04 pmYLW-ORD
15h 19m2 stops
United Airlines Logo
7:10 am - 7:58 pmORD-YLW
14h 48m2 stops
$363United Airlines
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Fri, Jun 13 - Fri, Jun 20
Logo
6:00 am - 9:26 amYLW-ORD
25h 26m2 stops
Logo
6:17 pm - 4:30 pmORD-YLW
24h 13m3 stops
$448
Find Deal
Fri, Jun 13 - Fri, Jun 20
Logo
6:35 pm - 6:51 amYLW-ORD
34h 16m3 stops
Logo
6:17 pm - 6:00 pmORD-YLW
25h 43m3 stops
$483
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Fri, Jun 13 - Fri, Jun 20
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
$721Alaska Airlines
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Fri, Jun 13 - Thu, Jun 19
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
$782Alaska Airlines
Find Deal
Mon, Jun 23 - Sun, Jun 29
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.

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Good to know

Low seasonDecember
High seasonNovember
Cheapest flight$146
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly with an average 12% 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 $146 for a one-way ticket and $320 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?

    Star Alliance, SkyTeam, 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 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.

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.
7.0
Air CanadaOverall score based on 9245 reviews
7.0Comfort
7.3Boarding
6.3Food
7.8Crew
6.8Entertainment
Airline reviews

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.

2.0 MediocreAnonymous, Apr 2025CHS - ORD
Read more Air Canada reviews

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.

There is not enough space between two chairs and raws.

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…

It was a lovely flight. Very attentive crew, comfortable seats, good food and entertainment. Highly recommended. Only difficulty was with their app.

Boarding was challenging as we had to use the stairs from the tarmac. Stairs are okay but a roller bag makes it challenging.

Once again our Air Canada flight was delayed! I'm hopeful competition arrives with other airlines soon and maybe they will make a better effort to be on time!

The only issues I have are the seats are very small and so is the overhead storage. You should mention that while booking flights. I had plenty of knee room but I am wider than my seat, and I am not fat at all. The Mitsubishi 900 models need to be upgraded to western size people. I do not know how a 300 pound woman fit into those seats. I had to continuously lean away from the aisle to keep people and flight crew from bumping into my shoulder. 3 hour flight so no entertainment or food, just snacks and a drink, which was no big deal. The buttery/garlic pretzels were pretty tasty.

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 Chicago

Information on your arrival and departure airports

O'Hare Intl (ORD)
Kelowna (YLW)

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