$150 Cheap Flights from Kelowna (YLW) to Chicago (ORD)

Bundle Your Flight + Hotel & Save!

Featured airlines

Top nine airline logos for desktop

Cheap Flights from Kelowna to Chicago (YLW-ORD)

Prices were available within the past 7 days and start at $150 for one-way flights and $277 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
WestJet
Air Canada
Air Canada
Air Canada
Delta
Air Canada
WestJet
Air Canada
Air Canada
Flights from Kelowna (YLW) to Chicago (ORD)
Origin airport
Kelowna Intl.
Destination airport
O'Hare Intl.
Airlines serving
WestJet
Roundtrip price
$276
Distance
1594 mi

Kelowna to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Kelowna to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Kelowna to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is $150 now!

Frequently asked questions

Is it cheaper to buy a plane ticket from YLW to ORD last minute?
When it comes to booking your flights, it’s better to be prepared. While it may be possible to pick up a deal on a Kelowna Intl. Airport (YLW) to O’Hare Intl. Airport (ORD) flight at the last minute, prices usually don’t get cheaper as the departure date nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to lock in a domestic flight is between 28 – 35 days ahead. For international trips it’s three to four months.
What airports do you fly into for Chicago from Kelowna?
O’Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT) are your choices when heading off from Kelowna to Chicago. Approximately 16 mi northwest of the heart of Chicago, O’Hare Intl. Airport (ORD) is the city’s main hub. Consider things such as flight schedules and the distance to your hotel before choosing an airport. Wrigley Field and Millennium Park are a couple of great attractions to visit when you reach your destination.
Can I change the date of my flight from Kelowna Intl. Airport to O'Hare Intl. Airport (ORD)?
Life can throw a spanner in your plans, so Expedia is here to help make things easy. First, access your YLW to O’Hare Airport itinerary through the Expedia Trips portal and check the fare rules about what sorts of changes are allowed. If you purchased your fare in the last 24 hours, some airlines will allow you to cancel for free and book new flights. If you booked more than 24 hours ago, get in touch with us via our Customer Service portal so we can help you further.
Chicago nearby Airports
Kelowna nearby Airports
*Available to One Key members.