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
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Extremely Rare Availability
1% of dates checked are available within 10% of the lowest price
Saturday, December 12th, 2026
7 round-trip options
Returning
Thu, Dec 17, 2026•5 Day Trip
$1,737 USD
Returning
Fri, Dec 18, 2026•6 Day Trip
$3,036 USD
Returning
Sat, Dec 19, 2026•7 Day Trip
$3,066 USD
Returning
Sun, Dec 20, 2026•8 Day Trip
$3,006 USD
Returning
Wed, Dec 23, 2026•11 Day Trip
$3,016 USD
Returning
Thu, Dec 24, 2026•12 Day Trip
$2,966 USD
Returning
Fri, Dec 25, 2026•13 Day Trip
$2,966 USD