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
Sunday, October 25th, 2026
5 round-trip options
Returning
Wed, Nov 4, 2026•10 Day Trip
$1,416 USD
Returning
Thu, Nov 5, 2026•11 Day Trip
$1,605 USD
Returning
Fri, Nov 6, 2026•12 Day Trip
$1,528 USD
Returning
Sat, Nov 7, 2026•13 Day Trip
$1,313 USD
Returning
Sun, Nov 8, 2026•14 Day Trip
$1,551 USD