Cheap flights from Chicago to Kelowna

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

Flight deals from Chicago to Kelowna

Looking for a cheap last-minute deal or the best return flight from Chicago to Kelowna? Find the lowest prices on one-way and return tickets right here.

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 April.

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 foundP27,441
Cheapest month to flyApril

Finding cheap flights from Chicago to Kelowna: Frequently asked questions

The best price we found for a return flight from Chicago to Kelowna is P27,441. 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 P27,441.
As of February 2026, there are no flights flying from Chicago to Kelowna.
The cheapest month to fly from Chicago to Kelowna is usually April.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Kelowna Airport on Thursday, 9 April 2026.
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 United .

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

  • Set your travel plans in motion by considering where you'll take off for your flight from Chicago to Kelowna International Airport (YLW). O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the two main airports in Chicago.

  • Kelowna is two hours behind Chicago. Kelowna International Airport is located in Kelowna, which runs on the UTC-7 timezone.

  • Give yourself plenty of time to catch your flight from Chicago to YLW. A good rule of thumb is to arrive at least two hours before international departures and an hour ahead for domestic flights.

  • If you're jetting off during a major holiday or other peak period, allow extra time. Get there two hours ahead of domestic flights and up to four hours before international departures. Lines at check-in and security will be longer.

Airports in Chicago

O'Hare International Airport (ORD)

  • Consider adding a stopover to find cheap flights from Chicago to YLW. Simply uncheck 'Direct flights only' when searching for departures from O'Hare International Airport (ORD). Break up the journey at one of these airports:

    • Pearson International Airport (YYZ)

    • Vancouver International Airport (YVR)

    • Calgary International Airport (YYC)

  • ORD is about 40 kilometres from central Chicago. If you're driving, ride-sharing or catching a cab from the centre, it'll take you 35 minutes or so to get there, depending on traffic conditions. If you're taking public transport, expect the trip time to be around 55 minutes.

  • Catching an early flight from Chicago to Kelowna International Airport? Avoid the last-minute rush to the terminal (and get a little more snooze time) by choosing one of these stays near O'Hare International Airport:

  • 74.85% of flights that depart O'Hare International Airport touch down at their destination on time.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Squeeze in an extra adventure with a stopover on your flight from Chicago to Kelowna International Airport. Check out these connections between Chicago Midway International Airport and YLW:

    • Phoenix Sky Harbour International Airport (PHX)

    • Harry Reid Airport (formerly McCarran Airport) (LAS)

    • Cancun International Airport (CUN)

  • You can arrive at MDW from central Chicago in approximately 20 minutes by car, depending on traffic. The ride on public transport will take roughly 45 minutes to cover the 19 kilometres or so.

  • Want to treat yourself to an extra night away before catching your Chicago to YLW flight? Kick back in a hotel near Chicago Midway International Airport before your holiday officially starts. These stays are calling your name:

  • 77.88% of all departures from Chicago Midway International Airport meet their expected arrival time.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • The journey time to RFD from central Chicago is around 4 hours 15 minutes on public transport. If you prefer to travel by car, it'll take you about 1 hour 25 minutes to cover the 137 kilometres or so.

  • Sleep a little longer, move a little slower, and still make your Chicago to Kelowna International Airport flight with time to spare. These hotels near Chicago Rockford International Airport make departure day effortless if you're jetting off early:

  • The on-time performance rating of RFD is 76.19%. In simpler terms, that's how often flights departing this airport reach their final stop as planned.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Kelowna International Airport (YLW)

Getting from Kelowna International Airport (YLW) to central Kelowna

  • From Kelowna International Airport, central Kelowna is around 14 kilometres away. It takes about 20 minutes to get to the city centre by car.

  • It takes roughly 50 minutes if you're travelling by public transport.

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

  • The lowest price we've found for a one-way ticket from Chicago to Kelowna International Airport is P6,819. For a return flight on this route, the best price is P27,441. Depending on the availability and when you book, these fares could change.

  • To find cheap flights from Chicago to YLW, book ahead. Airlines tend to offer lower fares when tickets first go on sale.

  • The 'Whole month' tool will show you the cheapest Chicago to Kelowna International Airport tickets across each month. It's a good way to snap up a bargain if your travel dates are flexible.

  • Snapping up a cheap plane ticket from Chicago to YLW is a piece of cake with Price Alerts. Simply set up one of these automatic alerts and we'll get in touch as soon as a better deal is available.

  • Tailor your travel plans using filters. Select your preferred arrival and departure times, total journey duration and airlines. You can also sort your results by 'Cheapest,' 'Fastest' or 'Best' flights from Chicago to Kelowna International Airport.

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

  • It's time to figure out when to book your flight from Chicago to Kelowna International Airport (YLW). July is the peak month for travel to Kelowna. If you like your getaways a little more chill, think about going in May.

  • Before locking in your Chicago to YLW plane ticket, consider the type of weather you enjoy. August is the warmest month in Kelowna, with temperatures ranging from 12ºC (54ºF) to 29ºC (84ºF).

  • December has temperatures of between -11ºC (12ºF) and 2ºC (36ºF). Look for cheap tickets from Chicago to Kelowna International Airport around that time if you like cooler conditions.

More about Kelowna

  • When it comes to searching for somewhere to rest your head, you'll find the most popular stays in Kelowna right here. Explore these options as soon as you've locked in your flight from Chicago to Kelowna International Airport:

  • Your visit to Kelowna should come with a bit of sightseeing. Highlights that should be on your list include Lake Okanagan, The View Winery and Vineyard and Waterfront Park.

Explore more of Canada

  • Vancouver is just one of the many places in Canada waiting to be explored once you've seen the sights of Kelowna. Around 274 kilometres away to the west, top sights here include Stanley Park, Stanley Park Seawall and Stanley Park Seawall.

  • If you're interested in discovering another well-known destination in Canada, head for Surrey, roughly 257 kilometres west of Kelowna. Vinoscenti Vineyards, Green Timbers Urban Forest and Queen Mary Park are among its highlights.

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