Cheap Flights from Chicago to Kelowna

Travellers and cabin class

Compare Chicago to Kelowna flight deals

Find the cheapest month or even day of the year to fly to Kelowna

Book the best Kelowna fare with no extra fees

Find the cheapest month to fly from Chicago to Kelowna

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Kelowna flights are currently cheapest in June.

Chicago to Kelowna: Alternative routes

Compare routes from Chicago to Kelowna below. You may find an airport to fly into that's cheaper, faster, or easier than Kelowna.

Chicago to Kelowna: Flight information

The things to know before you go.
Cheapest flight foundRs37,368
Cheapest month to flyJune

Finding cheap flights from Chicago to Kelowna: Frequently asked questions

The best price we found for a return flight from Chicago to Kelowna is Rs75,241. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Kelowna. But we found flights with one stop from Rs75,241.
As of May 2025, there are no flights flying from Chicago to Kelowna.
The cheapest month to fly from Chicago to Kelowna is usually May 2025.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Kelowna Airport on Saturday, 14 June 2025.
No airlines currently offer direct flights between Chicago and Kelowna Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Kelowna but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Kelowna is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Kelowna is Air Canada .

Flying from Chicago to Kelowna International Airport (YLW): what you need to know

  • Start your travel planning by considering where you'll catch your flight from Chicago to Kelowna International Airport (YLW). O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the main airports in Chicago.

  • Kelowna International Airport is located in Kelowna. The city operates in the UTC-7 timezone and is 2 hours behind Chicago.

  • To ensure you get on your flight from Chicago to YLW, leave plenty of time for things like check-in and baggage drop. Arriving two hours ahead of international departures and one hour before domestic flights is the standard rule.

  • August is a busy travel month. If you're taking off then or around a major holiday like Thanksgiving or Christmas, be there even earlier. Aim for at least two hours ahead for domestic flights and as much as four hours for international journeys.

Airports in Chicago

O'Hare International Airport (ORD)

  • Consider adding a stopover to potentially save on your flight from Chicago to YLW. Simply uncheck 'Direct flights only' when browsing departures from O'Hare International Airport (ORD). Break up the journey at one of these popular options:

    • Calgary International Airport (YYC)

    • Pearson International Airport (YYZ)

    • Vancouver International Airport (YVR)

  • ORD is around 40 kilometres from central Chicago. To help work out how to get there, use Google Maps. This useful travel app will show you the quickest route and your public transport options.

  • Want a leisurely start to your holiday? Stay near O'Hare International Airport. Whether you're catching an early flight from Chicago to Kelowna International Airport or just don't want to be rushed, these hotels are just the thing:

Chicago Midway International Airport (MDW)

About Kelowna International Airport (YLW)

Getting from Kelowna International Airport (YLW) to central Kelowna

  • Kelowna International Airport to central Kelowna is around 20 minutes by car. It's approximately 14 kilometres away. See what options are available, such as cabs, car rentals or ride-sharing.

  • Travelling by public transport typically takes 48 minutes.

How to find the cheapest flights from Chicago to Kelowna International Airport (YLW)

  • For a one-way ticket from Chicago to Kelowna International Airport, Rs37,368 is the cheapest price. You can also book a return trip starting from Rs75,790. These are currently the lowest fares but are subject to change based on availability.

  • We recommend booking as soon as you can to get cheap tickets from Chicago to YLW. You're more likely to bag a bargain and have more options for departure times and dates.

  • If you're flexible with your travel plans, take advantage of the 'Whole month' tool. It'll show you the lowest price in each month when searching for your ticket from Chicago to Kelowna International Airport.

  • Log into your online account or use the app to set up a Price Alert. You'll get notified right away if there's an incredible deal on this route. It's simple to do, and it'll save you time searching for flight tickets from Chicago to YLW every day.

  • Use the filters to tailor your flights from Chicago to Kelowna International Airport. Pick your ideal departure and arrival times, airlines and number of stops. You can also sort your results by 'Cheapest' to see the best deals.

The best time to fly from Chicago to Kelowna International Airport (YLW)

  • July is the busiest month to board a flight from Chicago to Kelowna International Airport while May is the quietest. To work out the best time to go to Kelowna, consider the pace you like to travel at.

  • Schedule your flight from Chicago to YLW for August if you're eager to visit the city during its warmest month. You can expect temperatures in Kelowna to range from 12ºC to 29ºC.

  • Search for cheap flights from Chicago to Kelowna International Airport in December if you like travelling in cooler conditions. Temperatures are at their lowest then, ranging between -11ºC and 2ºC on average.

More about Kelowna

Complete your Kelowna trip with a car rental

  • We use the same magic that helped you find your cheap flight from Chicago to Kelowna International Airport to track down your ideal ride. Browse our car rentals in Kelowna and easily compare your options. Plus we give you all the info you need to know, from the most popular car type to the best time to book.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.