Chicago (MDW) to Kailua-Kona (KOA) flight deal in economy from $449

Delta Air LinesDLDelta Air Lines
Round Trip•Economy
United StatesMDW

Midway International Airport

Chicago, United States
United StatesKOA

Kona International Airport

Kailua-Kona, United States
$1,262 USD
-64%$449 USD
Verified about 3 hours ago
Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price

Tuesday, September 29th, 2026

7 round-trip options

Returning
Sun, Oct 4, 2026•5 Day Trip
$746 USD
Google Flights
Returning
Mon, Oct 5, 2026•6 Day Trip
$552 USD
Google Flights
Returning
Tue, Oct 6, 2026•7 Day Trip
$552 USD
Google Flights
Returning
Wed, Oct 7, 2026•8 Day Trip
$855 USD
Google Flights
Returning
Fri, Oct 9, 2026•10 Day Trip
$552 USD
Google Flights
Returning
Sat, Oct 10, 2026•11 Day Trip
$798 USD
Google Flights
Returning
Tue, Oct 13, 2026•14 Day Trip
$1,328 USD
Google Flights