Cheap flights from Kelowna to Chicago Midway Airport from C$ 442
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 22/11. Fares are subject to change and may not be available on all flights or dates of travel.
Cheap flight deals from Kelowna to Midway
Cheapest flights from Kelowna to MidwayExplore the most affordable flight options available from Kelowna to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 9 October 2026.
Explore the most affordable flight options available from Kelowna to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 9 October 2026.
Best flights from Kelowna to MidwayDiscover carefully curated flight deals from Kelowna to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 9 October 2026.
Discover carefully curated flight deals from Kelowna to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 9 October 2026.
Last-minute flights from Kelowna to MidwayDiscover last-minute flight deals from Kelowna to Midway. Data last updated 9 October 2026 and is based on user searches.
Discover last-minute flight deals from Kelowna to Midway. Data last updated 9 October 2026 and is based on user searches.
One-way flights from Kelowna to MidwaySearch for one-way flight options from Kelowna to Midway. Find affordable one-way fares based on user searches. Data last updated 9 October 2026.
Search for one-way flight options from Kelowna to Midway. Find affordable one-way fares based on user searches. Data last updated 9 October 2026.
Find flight deals from Kelowna to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Kelowna (YLW) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 9 October 2026.
Cheapflights Fare Finder
Use the filters below to find and compare flights from Kelowna to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
KelownaChicago
YLW Kelowna - MDW Chicago Midway
YLWMDW
Kelowna
Sun 22/11
11:55 a.m.-7:47 p.m.
3 stops53h 52m
Chicago Midway
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
KelownaChicago
YLW Kelowna - MDW Chicago Midway
YLWMDW
Kelowna
Sat 30/1
10:10 a.m.-12:13 p.m.
3 stops48h 03m
Chicago Midway
Wed 31/12
12:00 a.m.-10:00 p.m.
Nonstop0h 00m
KelownaChicago
YLW Kelowna - MDW Chicago Midway
YLWMDW
Kelowna
Thu 29/10
8:25 p.m.-10:03 a.m.
2 stops11h 38m
Chicago Midway
Sat 31/10
11:33 a.m.-10:20 p.m.
2 stops12h 47m
Best time to book a flight from Kelowna to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Kelowna with our price prediction graph.
Related info for your journey
Find useful and relevant information for your journey from Kelowna to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Kelowna to Midway
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Complete your trip
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Direct flights to Illinois
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Other flights to Midway
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Kelowna and Midway flights
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Other flights from Kelowna
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Popular flight searches
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How does Cheapflights help users find flights from Kelowna to Midway?
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Can Cheapflights find flights from Kelowna to Midway with no change fees?
Yes, we can. To see specific flights from Kelowna to Midway with no change fees, users can toggle flexible booking options after using the search form above to find flights.
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