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 4 hours ago
Extremely Rare Availability
3% of dates checked are available within 10% of the lowest price

Tuesday, October 20th, 2026

6 round-trip options

Returning
Sun, Oct 25, 2026•5 Day Trip
$1,466 USD
Google Flights
Returning
Mon, Oct 26, 2026•6 Day Trip
$602 USD
Google Flights
Returning
Tue, Oct 27, 2026•7 Day Trip
$723 USD
Google Flights
Returning
Wed, Oct 28, 2026•8 Day Trip
$795 USD
Google Flights
Returning
Thu, Oct 29, 2026•9 Day Trip
$755 USD
Google Flights
Returning
Sat, Oct 31, 2026•11 Day Trip
$1,115 USD
Google Flights