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
Tuesday, December 22nd, 2026
7 round-trip options
Returning
Wed, Dec 30, 2026•8 Day Trip
$4,898 USD
Returning
Thu, Dec 31, 2026•9 Day Trip
$1,927 USD
Returning
Fri, Jan 1, 2027•10 Day Trip
$1,802 USD
Returning
Sat, Jan 2, 2027•11 Day Trip
$4,898 USD
Returning
Sun, Jan 3, 2027•12 Day Trip
$4,898 USD
Returning
Mon, Jan 4, 2027•13 Day Trip
$3,398 USD
Returning
Tue, Jan 5, 2027•14 Day Trip
$1,207 USD