Kailua-Kona (KOA) to Chicago (MDW) flight deal in economy from $449
KOAKona International Airport
Kailua-Kona, United States
MDWMidway International Airport
Chicago, United States
$1,635 USD
-73%$449 USD
Verified about 6 hours agoDecember 2026
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Extremely Rare Availability
1% of dates checked are available within 10% of the lowest price
Friday, December 11th, 2026
8 round-trip options
Returning
Wed, Dec 16, 2026•5 Day Trip
$2,089 USD
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Thu, Dec 17, 2026•6 Day Trip
$2,089 USD
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Fri, Dec 18, 2026•7 Day Trip
$3,388 USD
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Sat, Dec 19, 2026•8 Day Trip
$3,418 USD
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Sun, Dec 20, 2026•9 Day Trip
$3,358 USD
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Wed, Dec 23, 2026•12 Day Trip
$3,368 USD
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Thu, Dec 24, 2026•13 Day Trip
$3,318 USD
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Fri, Dec 25, 2026•14 Day Trip
$3,318 USD