Find flights
Deals
Insights
When to book
FAQs & Tips
Airlines

ORD - YLW

$179 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 5/15. 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
0 bags
Sat 6/8
Sat 6/15

Search 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
In the last 7 days travelers have searched 43,968,530 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
2:15 pm - 10:14 pmORD-YLW
9h 59m1 stop
11:15 pm - 9:01 amYLW-ORD
7h 46m1 stop
$382Air Canada
Find Deal
Tue, Jul 16 - Fri, Jul 19
7:39 pm - 10:27 amORD-YLW
16h 48m1 stop
7:30 pm - 5:48 amYLW-ORD
8h 18m1 stop
$416Air Canada
Find Deal
Tue, May 14 - Sat, May 18
7:39 pm - 10:27 amORD-YLW
16h 48m1 stop
8:30 pm - 8:58 amYLW-ORD
10h 28m2 stops
$427Air Canada
Find Deal
Tue, May 14 - Sat, May 18
5:55 pm - 11:48 pmORD-YLW
7h 53m1 stop
6:35 pm - 1:11 pmYLW-ORD
16h 36m2 stops
Tue, Jul 16 - Fri, Jul 19
5:55 pm - 11:48 pmORD-YLW
7h 53m1 stop
4:00 pm - 4:57 pmYLW-ORD
22h 57m1 stop
$534WestJet
Find Deal
Thu, Jul 18 - Thu, Jul 25
10:20 am - 10:27 pmORD-YLW
14h 07m2 stops
2:00 pm - 4:57 pmYLW-ORD
24h 57m1 stop
$553WestJet
Find Deal
Fri, Jul 19 - Thu, Jul 25
8:45 am - 10:44 pmORD-YLW
15h 59m2 stops
11:10 am - 7:58 pmYLW-ORD
6h 48m1 stop
$582United Airlines
Find Deal
Thu, Jul 18 - Thu, Jul 25
8:45 am - 10:44 pmORD-YLW
15h 59m2 stops
5:55 am - 11:59 pmYLW-ORD
16h 04m2 stops
$640United Airlines
Find Deal
Thu, Jul 18 - Thu, Jul 25
6:00 am - 6:58 pmORD-YLW
14h 58m2 stops
7:00 am - 9:42 pmYLW-ORD
12h 42m2 stops
$646Delta
Find Deal
Thu, Jul 18 - Thu, Jul 25
6:00 am - 6:58 pmORD-YLW
14h 58m2 stops
7:00 am - 9:42 pmYLW-ORD
12h 42m2 stops
$677Delta
Find Deal
Fri, Jul 19 - Thu, Jul 25

Flights from Chicago to Kelowna - Travel Insights & Trends

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 is the cheapest month to fly from Chicago O'Hare Intl Airport to Kelowna?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago O'Hare Intl Airport to Kelowna, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago O'Hare Intl Airport to Kelowna is November, where tickets cost $237 on average. On the other hand, the most expensive months are December and July, where the average cost of tickets is $725 and $702 respectively.

Which airlines provide the cheapest flights from Chicago to Kelowna?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Chicago to Kelowna found by KAYAK users in the last 72 hours was for $382 on Air Canada, followed by WestJet ($534). One-way flight deals have also been found from as low as $179 on Air Canada and from $1,085 on Aeromexico.

Good to know

Low season

March

High season

January

Cheapest flight

$179
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 31% lower on average.
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 $179 for a one-way ticket and $382 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?

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

  • 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.

See more FAQs

Top airline flying 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.
7.0
Air CanadaOverall score based on 6918 reviews
6.2Food
7.0Comfort
7.8Crew
6.8Entertainment
7.2Boarding
Airline reviews

Everything went smoothly and as expected. We were on time and one flight arrived early.

10.0 ExcellentAnonymous, May 2024SAN - YVR
Read more about Air Canada reviews

Everything went smoothly and as expected. We were on time and one flight arrived early.

Flight was delayed 1.5 hrs due to problem with a previous flight to mine; I was informed appropriately via Text & Email, however, website did not keep up with messages sent by nearly an hour. When checking-in warm & friendly reception at check-in desk until female Air Canada Rep noticed my flight number and instantly pivoted to a condescending & sarcastic comments about getting my bag checked in since I’m running so late; then tone instantly changed again few minutes later when she muttered, “Oh, they’ve delayed it” another sign systems & worse front line staff, not fully informed or simply not reading their flight status updates. Flight crew were very friendly & did a great job trying to make up lost time due to the delay.

It was great, love the experience and will definitely recommend 👌. Communication was great

It was great to check carryon luggage at no charge when there was no room for ours. A hidden benefit of having low-tier tickets. Also great to stay off plane as long as possible. Airline gave us seats we wanted on this last leg, again at no charge.

We had a good flight, service was good and lots of leg room. Service was good and the staff were friendly.

Short flight, crew members were very nice, so much so I'll take the return flight next weekend

It was fine. The seating was tight. My husband is 6' 2", so we were glad to get seats with no one in front of him. I was glad that the plane wasn't packed so I could spread out.

Seating is comfortable, boarding is well organized. Toilets are very small. Even though I’m petite, still find no room to move around. Toilet paper holder hanging loosely, eventually they fell on the floor. The small sink is too shallow that causes water splashing on the floor. It doesn’t look pleasant. I didn’t purchase food or watch the entertainment, so no comments.

I liked Seattle but nothing air Canada did there was any good at all neither was kayak as when I purchased my flights the price I purchased at was not what kayak charged to my card and there has been no responses to my emails ....

Flew in Business Class. The new AC lounge at SFO is one of the best I’ve been to with a spacious design and an open air deck. Flight itself was on-time and as expected overall.

Book cheap flights from Chicago to Kelowna

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Kelowna found on KAYAK in the last 72 hours.
5/15Wed
1 stopAir Canada
15h 48mORD-YLW
$179
6/2Sun
2 stops
29h 45mORD-YLW
$230
6/2Sun
3 stops
27h 00mORD-YLW
$264
5/15Wed
2 stops
14h 25mORD-YLW
$322
6/2Sun
1 stopAir Canada
9h 02mORD-YLW
$326
5/15Wed
3 stops
22h 54mORD-YLW
$577
6/1Sat
2 stopsAeromexico
34h 07mORD-YLW
$1,085
5/14Tue
2 stopsAeromexico
34h 07mORD-YLW
$1,429

Search by stops

Search by airline

Search by price

Last minute flights from Chicago to Kelowna

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Kelowna that are departing in the next 10 days.
5/14Tue
multi-stopAir Canada
16h 48mORD-YLW
5/18Sat
multi-stopAir Canada
8h 18mYLW-ORD
$416
5/14Tue
multi-stopAir Canada
16h 48mORD-YLW
5/18Sat
multi-stopAir Canada
10h 28mYLW-ORD
$427
5/10Fri
multi-stop
32h 13mORD-YLW
5/13Mon
multi-stop
31h 35mYLW-ORD
$725
5/10Fri
multi-stop
15h 35mORD-YLW
5/13Mon
multi-stop
11h 46mYLW-ORD
$734
5/10Fri
multi-stop
28h 13mORD-YLW
5/13Mon
multi-stop
21h 40mYLW-ORD
$747
5/14Tue
multi-stopAir Canada
11h 57mORD-YLW
5/18Sat
multi-stopAir Canada
11h 24mYLW-ORD
$772
5/14Tue
multi-stopAir Canada
15h 51mORD-YLW
5/18Sat
multi-stopAir Canada
11h 24mYLW-ORD
$859
5/10Fri
multi-stopAir Canada
24h 51mORD-YLW
5/13Mon
multi-stopAir Canada
8h 18mYLW-ORD
$968
5/10Fri
multi-stop
24h 44mORD-YLW
5/13Mon
multi-stop
15h 59mYLW-ORD
$1,298

Search by stops

Search by airline

Search by price

Chicago - Kelowna Flights

Departure:

Chicago (undefined)United States

Destination:

Kelowna (YLW)Canada

Return flight deals:

Kelowna - Chicago

Cabin classes: