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 4 hours agoOctober 2026
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Extremely Rare Availability
1% of dates checked are available within 10% of the lowest price
Thursday, October 22nd, 2026
6 round-trip options
Returning
Sat, Oct 31, 2026•9 Day Trip
$672 USD
Returning
Sun, Nov 1, 2026•10 Day Trip
$1,412 USD
Returning
Mon, Nov 2, 2026•11 Day Trip
$1,247 USD
Returning
Tue, Nov 3, 2026•12 Day Trip
$1,157 USD
Returning
Wed, Nov 4, 2026•13 Day Trip
$1,157 USD
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Thu, Nov 5, 2026•14 Day Trip
$1,346 USD