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
Wednesday, September 16th, 2026
9 round-trip options
Returning
Mon, Sep 21, 2026•5 Day Trip
$1,011 USD
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Tue, Sep 22, 2026•6 Day Trip
$708 USD
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Wed, Sep 23, 2026•7 Day Trip
$1,005 USD
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Thu, Sep 24, 2026•8 Day Trip
$975 USD
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Sat, Sep 26, 2026•10 Day Trip
$1,877 USD
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Sun, Sep 27, 2026•11 Day Trip
$2,296 USD
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Mon, Sep 28, 2026•12 Day Trip
$1,877 USD
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Tue, Sep 29, 2026•13 Day Trip
$1,877 USD
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Wed, Sep 30, 2026•14 Day Trip
$1,877 USD