CA $217 Cheap Flights from Kelowna (YLW) to Chicago (ORD)

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Cheap flights from Kelowna (YLW) to Chicago (ORD)

Prices were available within the past 7 days and start at CA $217 for one-way flights and CA $373 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Tue., Jun. 25 - Sat., Jul. 6
YLW
Kelowna
ORD
Chicago
CA $373 Roundtrip, found 4 days ago
CA $373
Roundtrip
found 4 days ago
Select Air Canada flight, departing Tue., Jun. 25 from Kelowna to Chicago, returning Sat., Jul. 6, priced at CA $373 found 4 days ago
WestJet
Sat., Aug. 10 - Sun., Aug. 11
YLW
Kelowna
ORD
Chicago
CA $380 Roundtrip, found 2 days ago
CA $380
Roundtrip
found 2 days ago
Select WestJet flight, departing Sat., Aug. 10 from Kelowna to Chicago, returning Sun., Aug. 11, priced at CA $380 found 2 days ago
United
Thu., Sep. 12 - Mon., Sep. 16
YLW
Kelowna
ORD
Chicago
CA $380 Roundtrip, found 2 days ago
CA $380
Roundtrip
found 2 days ago
Select United flight, departing Thu., Sep. 12 from Kelowna to Chicago, returning Mon., Sep. 16, priced at CA $380 found 2 days ago
Air Canada
Mon., Aug. 12 - Wed., Aug. 14
YLW
Kelowna
ORD
Chicago
CA $388 Roundtrip, found 2 days ago
CA $388
Roundtrip
found 2 days ago
Select Air Canada flight, departing Mon., Aug. 12 from Kelowna to Chicago, returning Wed., Aug. 14, priced at CA $388 found 2 days ago
Air Canada
Thu., Sep. 19 - Tue., Oct. 1
YLW
Kelowna
ORD
Chicago
CA $394 Roundtrip, found 6 days ago
CA $394
Roundtrip
found 6 days ago
Select Air Canada flight, departing Thu., Sep. 19 from Kelowna to Chicago, returning Tue., Oct. 1, priced at CA $394 found 6 days ago
United
Wed., Sep. 25 - Sat., Sep. 28
YLW
Kelowna
ORD
Chicago
CA $396 Roundtrip, found 2 days ago
CA $396
Roundtrip
found 2 days ago
Select United flight, departing Wed., Sep. 25 from Kelowna to Chicago, returning Sat., Sep. 28, priced at CA $396 found 2 days ago
Air Canada
Tue., Jul. 23 - Tue., Jul. 30
YLW
Kelowna
ORD
Chicago
CA $396 Roundtrip, found 2 days ago
CA $396
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue., Jul. 23 from Kelowna to Chicago, returning Tue., Jul. 30, priced at CA $396 found 2 days ago
Air Canada
Mon., Sep. 16 - Tue., Oct. 1
YLW
Kelowna
ORD
Chicago
CA $402 Roundtrip, found 6 days ago
CA $402
Roundtrip
found 6 days ago
Select Air Canada flight, departing Mon., Sep. 16 from Kelowna to Chicago, returning Tue., Oct. 1, priced at CA $402 found 6 days ago
Air Canada
Fri., Sep. 27 - Sun., Oct. 13
YLW
Kelowna
ORD
Chicago
CA $410 Roundtrip, found 6 days ago
CA $410
Roundtrip
found 6 days ago
Select Air Canada flight, departing Fri., Sep. 27 from Kelowna to Chicago, returning Sun., Oct. 13, priced at CA $410 found 6 days ago
United
Sat., Oct. 5 - Sat., Oct. 12
YLW
Kelowna
ORD
Chicago
CA $415 Roundtrip, found 4 days ago
CA $415
Roundtrip
found 4 days ago
Select United flight, departing Sat., Oct. 5 from Kelowna to Chicago, returning Sat., Oct. 12, priced at CA $415 found 4 days ago
Flight from Kelowna to Chicago (YLW - ORD) route information
Origin airport
Kelowna Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, Delta, United, WestJet
Roundtrip price
CA $373
Distance
2551 km

Kelowna to Chicago Flights

Ready for an adventure? Thought so! Prepare to see the sights when you book your trip from Kelowna to Chicago with Expedia.ca. Whether you’re visiting for business or pleasure, we know how important it is to bring home travel stories. Maybe your tales will include the best dinner of your life, or the weirdest street art you saw in the city, or the concert that turned you into a fan of a new band. Whatever it is, your new favourite anecdote is right around the corner. Book your trip from YLW to ORD and begin your journey!

Getting a cheap deal on your trip sets the tone for the perfect holiday. And with Expedia.ca, you know you can travel from Kelowna to Chicago on the cheap, with enough money left over for a stellar time in the city. That could mean more tours with the kids, more concerts with the spouse, more dessert amongst co-workers, or even front row seats to a sports game if you’re travelling solo. It’s your holiday! Make it great.

Travelling shouldn’t cost an arm and a leg before you even get to relax on the plane’s armrests. Count on Expedia.ca to get you the best discounts on flights from YLW to ORD. And remember this: You can also save big when you bundle. Add a hotel or car rental deal to your flight and witness those savings add up. Hey, more money for more souvenirs, right? Right! Pack your bags and we’ll see you on the route.

Combine your Chicago flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from with Expedia Canada. Use us as your top travel destination and have the confidence that you’re getting a bargain!

Frequently asked questions

How much is a flight from Kelowna Intl. Airport to ORD?
Round-trip tickets between YLW and ORD start from CA $373. This is based on fares available within the last 7 days on Expedia for flights departing within the next year — book ASAP so you don’t miss out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Kelowna Intl. Airport to O'Hare Airport?
The majority of flights can be canceled online, but every airline has a different set of terms and conditions. If you do decide to cancel your flight, go to our Customer Service Portal and follow the instructions.
How do I find cheap flights from Kelowna Intl. Airport to O'Hare Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Kelowna Intl. Airport (YLW) to O’Hare Airport flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Kelowna Intl. Airport (YLW) to O'Hare Intl. Airport (ORD)?
The flight distance from Kelowna Intl. Airport to ORD is 2,600 kilometers. Bring a drink, some snacks and an interesting novel to read. Keep yourself busy in the air and the time will fly by.
Which airlines fly direct from YLW to O'Hare Airport?
Flying directly between Kelowna Intl. Airport and ORD isn’t possible at the moment. However, you’ll still be able to book a flight to Chicago with at least one stop.
Are Kelowna Intl. Airport (YLW) to ORD flight tickets cheaper when they're purchased at the last minute?
Flight prices are always on the move, so it’s no sure thing. While last-minute flight deals between YLW and ORD are possible, it’s also a good idea to monitor prices well before you fly. In fact, some air carriers publish their prices up to a year ahead of the departure date. Expedia is continuously updating the best bargains around, so check back often and be ready to book when the fares dip.
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CA $595.15
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CA $460.80
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