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 3 hours agoSeptember 2026
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Extremely Rare Availability
1% of dates checked are available within 10% of the lowest price
Monday, September 28th, 2026
8 round-trip options
Returning
Sat, Oct 3, 2026•5 Day Trip
$1,208 USD
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Tue, Oct 6, 2026•8 Day Trip
$599 USD
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Wed, Oct 7, 2026•9 Day Trip
$552 USD
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Thu, Oct 8, 2026•10 Day Trip
$1,054 USD
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Fri, Oct 9, 2026•11 Day Trip
$1,422 USD
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Sat, Oct 10, 2026•12 Day Trip
$1,287 USD
Returning
Sun, Oct 11, 2026•13 Day Trip
$1,412 USD
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Mon, Oct 12, 2026•14 Day Trip
$1,768 USD