$145+ Cheap flights from Chicago (CHI) to Kelowna (YLW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YLW
Apr 22 — Apr 291
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Kelowna with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Kelowna
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Cheapest flights from Chicago to KelownaExplore the most affordable flight options available from Chicago to Kelowna. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 23, 2026.
Explore the most affordable flight options available from Chicago to Kelowna. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 23, 2026.
This Trip.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/35:30 pm
ORD
- YLW
1 stop8h 20m
WestJet
Sun 5/106:05 am
YLW
- ORD
1 stop8h 35m
WestJet
Deal found 3/19![WestJet logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/265:30 pm
ORD
- YLW
1 stop6h 35m
WestJet
Thu 4/307:50 am
YLW
- ORD
1 stop6h 50m
WestJet
Deal found 3/21![WestJet logo]()
$323
This Air Canada deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/252:00 pm
ORD
- YLW
1 stop10h 11m
Air Canada
Wed 4/295:20 am
YLW
- ORD
1 stop7h 25m
Air Canada
Deal found 3/21![Air Canada logo]()
$342
This Justfly.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:30 pm
ORD
- YLW
1 stop8h 20m
WestJet
Mon 5/188:15 pm
YLW
- ORD
1 stop18h 25m
WestJet
Deal found 3/22![WestJet logo]()
$346
This Orbitz deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:00 am
ORD
- YLW
1 stop10h 47m
Multiple Airlines
Thu 5/77:50 am
YLW
- ORD
1 stop6h 50m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$347
This Air Canada deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/254:15 pm
ORD
- YLW
1 stop7h 56m
Air Canada
Tue 4/2811:15 pm
YLW
- ORD
1 stop7h 55m
Air Canada
Deal found 3/19![Air Canada logo]()
$350
This Trip.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/35:30 pm
ORD
- YLW
1 stop8h 20m
WestJet
Mon 6/810:55 am
YLW
- ORD
1 stop27h 45m
WestJet
Deal found 3/18![WestJet logo]()
$352
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/11:24 pm
MDW
- YLW
2 stops10h 41m
Delta
Mon 5/46:05 am
YLW
- MDW
2 stops9h 53m
Delta
Deal found 3/22![Delta logo]()
$526
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:22 pm
MDW
- YLW
2 stops12h 28m
Delta
Tue 6/96:05 am
YLW
- MDW
2 stops10h 26m
Delta
Deal found 3/18![Delta logo]()
$527
This Mytrip deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/811:00 am
MDW
- YLW
2 stops12h 48m
Multiple Airlines
Thu 4/94:00 pm
YLW
- MDW
3 stops21h 20m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$639
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:22 pm
MDW
- YLW
2 stops12h 28m
Delta
Mon 6/88:15 pm
YLW
- MDW
2 stops13h 41m
Delta
Deal found 3/18![Delta logo]()
$703
This Mytrip deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2911:00 am
MDW
- YLW
3 stops14h 50m
Multiple Airlines
Mon 5/412:05 pm
YLW
- MDW
3 stops19h 40m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$729
Best flights from Chicago to KelownaDiscover carefully curated flight deals from Chicago to Kelowna that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 23, 2026.
Discover carefully curated flight deals from Chicago to Kelowna that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/35:30 pm
ORD
- YLW
2 stops19h 25m
Multiple Airlines
Tue 6/97:50 am
YLW
- ORD
1 stop6h 50m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$392
This Air Canada deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:25 am
ORD
- YLW
2 stops13h 23m
Air Canada
Tue 4/2810:25 am
YLW
- ORD
1 stop7h 50m
Air Canada
Deal found 3/22![Air Canada logo]()
$418
This United Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:25 am
ORD
- YLW
2 stops13h 23m
United Airlines
Wed 4/2910:25 am
YLW
- ORD
2 stops12h 04m
United Airlines
Deal found 3/21![United Airlines logo]()
$434
This Trip.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/215:30 pm
ORD
- YLW
1 stop8h 20m
WestJet
Sun 5/247:50 am
YLW
- ORD
1 stop6h 50m
WestJet
Deal found 3/19![WestJet logo]()
$487
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/51:24 pm
MDW
- YLW
2 stops10h 41m
Delta
Tue 5/126:05 am
YLW
- MDW
2 stops10h 28m
Delta
Deal found 3/21![Delta logo]()
$526
This Kiwi.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:00 am
ORD
- YLW
1 stop8h 47m
Multiple Airlines
Wed 4/296:30 pm
YLW
- ORD
2 stops13h 53m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$446
This Mytrip deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/35:30 pm
ORD
- YLW
1 stop8h 20m
Multiple Airlines
Sun 5/103:15 pm
YLW
- ORD
3 stops17h 31m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$450
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/11:24 pm
MDW
- YLW
2 stops10h 41m
Delta
Mon 5/46:05 am
YLW
- MDW
2 stops9h 53m
Delta
Deal found 3/22![Delta logo]()
$526
This United Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/304:15 pm
ORD
- YLW
1 stop7h 56m
United Airlines
Mon 5/42:50 pm
YLW
- ORD
2 stops18h 20m
United Airlines
Deal found 3/22![United Airlines logo]()
$534
This Delta deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/41:36 pm
ORD
- YLW
2 stops10h 29m
Delta
Mon 5/116:05 am
YLW
- ORD
2 stops12h 09m
Delta
Deal found 3/20![Delta logo]()
$526
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/51:36 pm
ORD
- YLW
2 stops10h 29m
Delta
Tue 5/126:05 am
YLW
- ORD
2 stops10h 00m
Delta
Deal found 3/21![Delta logo]()
$526
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:22 pm
MDW
- YLW
2 stops12h 28m
Delta
Tue 6/96:05 am
YLW
- MDW
2 stops10h 26m
Delta
Deal found 3/18![Delta logo]()
$527
This Mytrip deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/41:22 pm
MDW
- YLW
3 stops22h 18m
WestJet
Mon 6/83:10 pm
YLW
- MDW
3 stops15h 32m
WestJet
Deal found 3/18![WestJet logo]()
$796
This Mytrip deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2911:00 am
MDW
- YLW
3 stops14h 50m
Multiple Airlines
Mon 5/412:05 pm
YLW
- MDW
3 stops19h 40m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$729
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:22 pm
MDW
- YLW
2 stops12h 28m
Delta
Mon 6/88:15 pm
YLW
- MDW
2 stops13h 41m
Delta
Deal found 3/18![Delta logo]()
$703
This Mytrip deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/211:22 pm
MDW
- YLW
3 stops32h 58m
Multiple Airlines
Sun 5/2412:40 pm
YLW
- MDW
2 stops19h 00m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$819
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/301:24 pm
MDW
- YLW
2 stops12h 26m
Delta
Mon 5/46:05 am
YLW
- MDW
2 stops9h 53m
Delta
Deal found 3/22![Delta logo]()
$823
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/31:24 pm
MDW
- YLW
2 stops12h 26m
Delta
Sun 5/106:05 am
YLW
- MDW
2 stops10h 28m
Delta
Deal found 3/19![Delta logo]()
$876
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/171:00 pm
MDW
- YLW
2 stops11h 05m
Delta
Mon 6/226:05 am
YLW
- MDW
2 stops10h 26m
Delta
Deal found 3/18![Delta logo]()
$877
Last-minute flights from Chicago to KelownaDiscover last-minute flight deals from Chicago to Kelowna. Data last updated March 23, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Kelowna. Data last updated March 23, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/811:00 am
MDW
- YLW
2 stops12h 48m
Multiple Airlines
Thu 4/94:00 pm
YLW
- MDW
3 stops21h 20m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$639
This Air Canada deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/252:00 pm
ORD
- YLW
1 stop10h 11m
Air Canada
Wed 4/295:20 am
YLW
- ORD
1 stop7h 25m
Air Canada
Deal found 3/21![Air Canada logo]()
$342
This Air Canada deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/254:15 pm
ORD
- YLW
1 stop7h 56m
Air Canada
Tue 4/2811:15 pm
YLW
- ORD
1 stop7h 55m
Air Canada
Deal found 3/19![Air Canada logo]()
$350
This United Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:25 am
ORD
- YLW
2 stops13h 23m
United Airlines
Wed 4/295:20 am
YLW
- ORD
1 stop7h 25m
United Airlines
Deal found 3/21![United Airlines logo]()
$418
This FlightHub deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:00 am
ORD
- YLW
1 stop8h 47m
Multiple Airlines
Wed 4/293:15 pm
YLW
- ORD
1 stop23h 25m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$421
This Kiwi.com deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/265:30 pm
ORD
- YLW
1 stop6h 35m
WestJet
Thu 4/307:50 am
YLW
- ORD
1 stop6h 50m
WestJet
Deal found 3/21![WestJet logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/265:30 pm
ORD
- YLW
1 stop6h 35m
Multiple Airlines
Thu 4/3010:55 am
YLW
- ORD
2 stops28h 05m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$396
This WestJet deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/272:12 pm
MDW
- YLW
2 stops11h 38m
WestJet
Fri 5/12:30 pm
YLW
- MDW
2 stops26h 06m
WestJet
Deal found 3/18![WestJet logo]()
$1,221
This United Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/293:40 pm
ORD
- YLW
1 stop9h 13m
United Airlines
Mon 5/46:05 pm
YLW
- ORD
2 stops15h 50m
United Airlines
Deal found 3/22![United Airlines logo]()
$424
This Mytrip deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2911:00 am
MDW
- YLW
3 stops14h 50m
Multiple Airlines
Mon 5/412:05 pm
YLW
- MDW
3 stops19h 40m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$729
This Trip.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/305:30 pm
ORD
- YLW
1 stop8h 20m
WestJet
Mon 5/46:05 am
YLW
- ORD
1 stop8h 35m
WestJet
Deal found 3/22![WestJet logo]()
$425
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/301:24 pm
MDW
- YLW
2 stops12h 26m
Delta
Mon 5/46:05 am
YLW
- MDW
2 stops9h 53m
Delta
Deal found 3/22![Delta logo]()
$823
One-way flights from Chicago to KelownaSearch for one-way flight options from Chicago to Kelowna. Find affordable one-way fares based on user searches. Data last updated March 23, 2026.
Search for one-way flight options from Chicago to Kelowna. Find affordable one-way fares based on user searches. Data last updated March 23, 2026.
This Air Canada deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/93:40 pm
ORD
- YLW
1 stop9h 13m
Air Canada
Deal found 3/22![Air Canada logo]()
$145
This Air Canada deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/273:40 pm
ORD
- YLW
1 stop9h 10m
Air Canada
Deal found 3/22![Air Canada logo]()
$148
This Air Canada deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/233:45 pm
ORD
- YLW
1 stop8h 06m
Air Canada
Deal found 3/22![Air Canada logo]()
$153
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/285:30 pm
ORD
- YLW
1 stop6h 35m
Delta
Deal found 3/22![Delta logo]()
$174
This Air Canada deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:40 pm
ORD
- YLW
1 stop18h 01m
Air Canada
Deal found 3/22![Air Canada logo]()
$178
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2211:30 am
ORD
- YLW
2 stops12h 35m
Delta
Deal found 3/22![Delta logo]()
$184
This United Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/245:00 am
ORD
- YLW
2 stops10h 14m
United Airlines
Deal found 3/22![United Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/255:30 pm
ORD
- YLW
1 stop16h 50m
WestJet
Deal found 3/22![WestJet logo]()
$193
This Air Canada deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/79:20 pm
ORD
- YLW
1 stop15h 21m
Air Canada
Deal found 3/22![Air Canada logo]()
$215
This Air Canada deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/162:15 pm
ORD
- YLW
1 stop9h 46m
Air Canada
Deal found 3/18![Air Canada logo]()
$266
This Mytrip deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/88:23 pm
MDW
- YLW
2 stops28h 50m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$357
This Mytrip deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:05 pm
MDW
- YLW
2 stops22h 58m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$499
Find flight deals from Chicago to Kelowna
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Kelowna (YLW). 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 March 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $318 (Trip.com) |
One-way from | $145 (Air Canada) |
Popular in | October |
Cheapest in | March |
Average price | $168 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Kelowna that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 23, 2026.
Use the filters below to find and compare flights from Chicago to Kelowna that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoKelowna
ORD - YLW
ORDYLW
Chicago O'Hare Intl
Wed 6/3
5:30 pm-10:55 am
2 stops19h 25m
Kelowna
Tue 6/9
7:50 am-4:40 pm
1 stop6h 50m
$392
ChicagoKelowna
ORD - YLW
ORDYLW
Chicago O'Hare Intl
Sat 4/25
6:25 am-5:48 pm
2 stops13h 23m
Kelowna
Tue 4/28
10:25 am-8:15 pm
1 stop7h 50m
$418
ChicagoKelowna
ORD - YLW
ORDYLW
Chicago O'Hare Intl
Sat 4/25
6:25 am-5:48 pm
2 stops13h 23m
Kelowna
Wed 4/29
10:25 am-12:29 am
2 stops12h 04m
$434
ChicagoKelowna
ORD - YLW
ORDYLW
Chicago O'Hare Intl
Sat 4/25
8:00 am-2:47 pm
1 stop8h 47m
Kelowna
Wed 4/29
6:30 pm-10:23 am
2 stops13h 53m
$446
ChicagoKelowna
ORD - YLW
ORDYLW
Chicago O'Hare Intl
Sun 5/3
5:30 pm-11:50 pm
1 stop8h 20m
Kelowna
Sun 5/10
3:15 pm-10:46 am
3 stops17h 31m
$450
Quickest round-trip
ChicagoKelowna
ORD - YLW
ORDYLW
Chicago O'Hare Intl
Thu 5/21
5:30 pm-11:50 pm
1 stop8h 20m
Kelowna
Sun 5/24
7:50 am-4:40 pm
1 stop6h 50m
$487
ChicagoKelowna
MDW - YLW
MDWYLW
Chicago Midway
Tue 5/5
1:24 pm-10:05 pm
2 stops10h 41m
Kelowna
Tue 5/12
6:05 am-6:33 pm
2 stops10h 28m
$526
ChicagoKelowna
MDW - YLW
MDWYLW
Chicago Midway
Fri 5/1
1:24 pm-10:05 pm
2 stops10h 41m
Kelowna
Mon 5/4
6:05 am-5:58 pm
2 stops9h 53m
$526
ChicagoKelowna
ORD - YLW
ORDYLW
Chicago O'Hare Intl
Mon 5/4
1:36 pm-10:05 pm
2 stops10h 29m
Kelowna
Mon 5/11
6:05 am-8:14 pm
2 stops12h 09m
$526
ChicagoKelowna
ORD - YLW
ORDYLW
Chicago O'Hare Intl
Tue 5/5
1:36 pm-10:05 pm
2 stops10h 29m
Kelowna
Tue 5/12
6:05 am-6:05 pm
2 stops10h 00m
$526
Showing 1-10 of 33 resultsSorted by cheapest first
- Most accurate provider: When it comes to deals on Chicago-Kelowna flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Kelowna flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Kelowna flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Kelowna flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Kelowna flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Kelowna
Have a flexible travel schedule? Discover the best time to fly to Kelowna from Chicago with our price prediction graph.
CHI-YLW
ORD-YLW
MDW-YLW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Kelowna
CHI-YLW
ORD-YLW
MDW-YLW
How much does it cost to fly round-trip from Chicago to Kelowna?
Related info for your journey
Find useful and relevant information for your journey from Chicago to Kelowna. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Kelowna?
Book flights to Kelowna if you plan to visit one of these locationsSalmon Arm
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Other flights to Kelowna
Explore flights to Kelowna departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on March 23, 2026.
Chicago and Kelowna flights
Browse other Chicago and Kelowna flight options. Last updated on March 23, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on March 23, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Chicago to Kelowna
Discover the top 2 airlines that operate flights from Chicago to Kelowna. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$306 | Average$468 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$342 | Average$588 | FlexibilityNo cancel fee | On-time75% |