Find flights
Deals
Insights
When to book
FAQs & Tips
Airlines

ORD - YLW

$334 Find cheap flights from Chicago to Kelowna

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Kelowna departing on 7/5. 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
Wed 7/10
Wed 7/17

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 42,898,604 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
4:00 pm - 10:14 pmORD-YLW
8h 14m1 stop
11:15 pm - 8:36 amYLW-ORD
7h 21m1 stop
$334Air Canada
Find Deal
Fri, Jul 5 - Mon, Jul 8
5:55 pm - 11:48 pmORD-YLW
7h 53m1 stop
7:40 pm - 4:57 pmYLW-ORD
19h 17m1 stop
$344WestJet
Find Deal
Thu, Aug 22 - Sun, Aug 25
7:42 pm - 9:29 amORD-YLW
15h 47m1 stop
11:15 pm - 9:01 amYLW-ORD
7h 46m1 stop
$358Air Canada
Find Deal
Wed, Aug 21 - Sun, Aug 25
5:55 pm - 11:48 pmORD-YLW
7h 53m1 stop
8:55 pm - 4:57 pmYLW-ORD
18h 02m2 stops
$449WestJet
Find Deal
Thu, Aug 22 - Sun, Aug 25
8:35 pm - 11:08 pmORD-YLW
28h 33m2 stops
7:15 am - 5:59 pmYLW-ORD
32h 44m3 stops
Fri, Jul 5 - Mon, Jul 8
8:35 pm - 11:08 pmORD-YLW
28h 33m2 stops
11:30 pm - 5:40 pmYLW-ORD
16h 10m2 stops
Fri, Jul 5 - Mon, Jul 8
5:55 pm - 5:46 pmORD-YLW
25h 51m2 stops
10:05 am - 4:57 pmYLW-ORD
28h 52m2 stops
$503WestJet
Find Deal
Thu, Aug 22 - Sun, Aug 25
7:00 am - 11:55 amORD-YLW
30h 55m3 stops
7:15 am - 5:59 pmYLW-ORD
32h 44m3 stops
Fri, Jul 5 - Mon, Jul 8
7:10 am - 9:48 pmORD-YLW
16h 38m2 stops
7:40 pm - 4:57 pmYLW-ORD
19h 17m1 stop
$546WestJet
Find Deal
Wed, Aug 21 - Sun, Aug 25
1:55 am - 10:06 amORD-YLW
34h 11m2 stops
8:55 pm - 1:07 pmYLW-ORD
14h 12m2 stops
$3,409Aeromexico
Find Deal
Fri, Jul 5 - Fri, Jul 26

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.

Good to know

Low season

March

High season

May

Cheapest flight

$334
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly and prices are also 48% 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 $334 for a round-trip ticket.

  • 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.

  • Which is the best airline for flights from Chicago to Kelowna, WestJet or Air Canada?

    The two airlines most popular with KAYAK users for flights from Chicago to Kelowna are WestJet and Air Canada. With an average price for the route of $429 and an overall rating of 7.4, WestJet is the most popular choice. Air Canada is also a great choice for the route, with an average price of $611 and an overall rating of 7.0.

  • 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 airlines 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.
7.4
WestJetOverall score based on 2847 reviews
6.4Food
8.1Crew
7.6Boarding
7.3Comfort
6.4Entertainment
Airline reviews

Our trip was booked to be 2 hours after arriving in Calgary but it was changed until the next morning forcing us to stay overnight in Calgary with no compensation

2.0 MediocreAnonymous, May 2024YYC - YQQ
Read more about WestJet reviews

Our trip was booked to be 2 hours after arriving in Calgary but it was changed until the next morning forcing us to stay overnight in Calgary with no compensation

All as expected. Flight on time and journey was uneventful

The on time performance and the ease of boarding are great. The crew were cordial. During landing the pilot made a hard landing with some swerve that was a bit rough but other than that everything else is as smooth as it can be.

1.5 hours late departing YVR for a 14-minute flight. Packed waiting area. Full plane. Families with tired, screaming kids. 40-minute wait for baggage at YYJ. For a Dash-8. Obviously there was some kind of breakdown but there was no communication from anyone. Most of this was not WestJet's fault but it was an unpleasant night overall. I fell asleep in a chair waiting for the luggage carousel to start.

Horrible, flight on the way to Vegas was delayed significantly and then on my way back my second flight was cancelled

Difficult to say. Over crowded but that is the fault of the airplane not WestJet

If they have a tv for movie or map during 5h flight could be better and the food can purchase on flight are ok with that.

I have purposely avoided West Jet for our last four trips as our friends experienced unreasonable difficulties with receiving a refund during COVID. You didn't provide a flight for whatever reason, give people their money back. Do you want people to use your airline again? I grudgingly used WestJet this time as it was direct flights. I was pleasantly surprised. I had more space than I expected and the in flight entertainment was also not expected.

We requested 2 wheel chairs upon arrival. On board an attendant told us to remain in our seats until everyone was off the plane. we were in row 11 and thought we would be off early. After all were off, a different attendant said we should leave, and that the chairs were gone. One was available for my friend who had just spent 9 days in hospital but I had to walk quite some distance. Eventually a cart arrived to take us the rest of the way. This was over an hour after our arrival. The staff at the terminal did their best to help us but if we had been allowed off with the other passengers, our ride home would have been an hour earlier.

We had to walk up a stairway at PVR which was not illuminated at all. I was carrying carry on luggage and stumbled a few times due to the poor lighting.

For such a long flight they should offer tea or coffee in between two meals.

Excellent host on board. Not so friendly check-in staff. Older plane with no food or entertainment due to short flight. Friendly captain and crew.

Flew SEA-CA, then CA-NRT. First flight was short but very uncomfortable, dirty, and had very small overhead storage space. The seats and fans were not cleaned and had visible dirt on them. Second flight was perfect.

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.

Book cheap flights from Chicago to Kelowna

One-way flight deals

multi-stopMultiple Airlines
1594 miORD-YLW

Search by stops

Chicago - Kelowna Flights

Departure:

Chicago (ORD)United States

Destination:

Kelowna (YLW)Canada

Return flight deals:

Kelowna - Chicago

Cabin classes: