
CA $288 Cheap Flights from Kelowna (YLW) to Chicago (CHI)
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Find the cheapest flights on Expedia from Kelowna (YLW) to Chicago (CHI). Flight ticket prices change frequently based on availability and demand. We send price‑drop alerts to make air travel simple and flexible. The lowest one-way fare found on Expedia for this route in the past 7 days starts at CA $288 for travel on December 13, 2026.
Cheap Flights from Kelowna to Chicago (YLW-CHI)
Prices were available within the past 7 days and start at CA $288 for one-way flights and CA $519 for roundtrip, for the period specified. Prices and availability are subject to change.
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One way
Roundtrip
Tue, Apr 27 - Wed, May 12 · YLW · ORD · Roundtrip
Mon, Apr 26 - Wed, May 12 · YLW · ORD · Roundtrip
Fri, Jan 22 - Sun, Jan 24 · YLW · ORD · Roundtrip
Mon, Mar 29 - Mon, Apr 19 · YLW · ORD · Roundtrip
Wed, Mar 24 - Fri, Apr 9 · YLW · ORD · Roundtrip
Fri, Apr 9 - Sat, Apr 17 · YLW · ORD · Roundtrip
Sun, Apr 25 - Sun, May 2 · YLW · ORD · Roundtrip
Fri, Dec 4 - Mon, Dec 7 · YLW · ORD · Roundtrip
Wed, Jan 20 - Thu, Jan 21 · YLW · ORD · Roundtrip
Sun, Dec 6 - Sun, Dec 13 · YLW · ORD · Roundtrip
Alternative airports near Chicago
Prices were available within the past 7 days. Prices and availability are subject to change.
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Kelowna to Chicago Flights
The easy way to book your flights from Kelowna to Chicago
With Expedia, it’s simple to find and book flights to Chicago from Kelowna whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 5 airlines that cover this route. There are nonstop flights to CHI-All Airports, too.
Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Kelowna to Chicago today, tomorrow, or this week.
Save dollars with cheap flights from Kelowna Intl., YLW to CHI-All Airports, CHI
Sort your search results by price to find great deals on your flight from Kelowna to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Kelowna currently is just CA $519 rising to CA $748.
Here are more money-saving tips:
- Fly in April when flight prices are normally at their lowest
- Book about a month to 6 weeks before you travel for the best prices to Chicago
- Avoid peak season and weekends when flights can cost more
- Early morning and late-night flights are sometimes cheaper, so try varying your travel times
- One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!
Reasons to choose Expedia for your flight to Chicago from Kelowna
Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.
Travel information
| Origin airport | Kelowna Intl. Airport |
|---|---|
| Destination airport | Chicago Midway Airport |
| Distance | 2,588 km away |
| Roundtrip price | CA $519 |
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