
$238 Cheap flight deals from Chicago (CHI) to Hawaii Island (KOA)
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This Weekend's Flight Deals from Chicago to Hawaii Island
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $238 One Way, $493 Round Trip from Chicago to Hawaii Island
Prices starting at $493 for return flights and $238 for one-way flights to Hawaii Island were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Hawaii Island economy flight packages

Kona Reef, A Raintree Vacation Club Resort
Jul 25 - Jul 31
Chicago (CHI) to Kailua-Kona (KOA)
Kailua-Kona (KOA) to Chicago (CHI)
Reviewed on Jan 4, 2025

OUTRIGGER Kona Resort & Spa
Jul 25 - Jul 31
Chicago (CHI) to Kailua-Kona (KOA)
Kailua-Kona (KOA) to Chicago (CHI)
Reviewed on Jun 13, 2026

Hilton Waikoloa Village
Jul 25 - Jul 31
Chicago (CHI) to Kailua-Kona (KOA)
Kailua-Kona (KOA) to Chicago (CHI)
Reviewed on Feb 19, 2026
Hawaii Island first class flight packages

Kona Islander Vacation Club
Aug 14 - Aug 20
Chicago (ORD) to Kailua-Kona (KOA)
Reviewed on Apr 14, 2026

Lea Casa at Casa de Emdeko
Aug 14 - Aug 20
Chicago (ORD) to Kailua-Kona (KOA)
Reviewed on Nov 26, 2025

OUTRIGGER Kona Resort & Spa
Aug 14 - Aug 20
Chicago (ORD) to Kailua-Kona (KOA)
Reviewed on Jun 13, 2026
More About Flying To Hawaii Island from Chicago
Route Information for Flights from Chicago to Hawaii Island
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | KOA |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Hawaii Island
Planning a trip is rarely straight forward, especially when searching for cheap deals. At Orbitz.com, we make it easier than anywhere else by providing you with guaranteed low prices. So if you are looking for Chicago to Hawaii Island flights at low cost, you will not be disappointed.
Cruising for a bargain deal
Regardless of your destination, we always provide you fantastic bargains for your trip, and that includes on hotels and even cruises. We offer budget air fares on flights from Chicago to Hawaii Island so you can reach your destination with more money in your pocket to spend.
Cheap Chicago to Hawaii Island flights that lead to rewards
Get rewarded for your cheap Chicago to Hawaii Island flights by earning miles and points for your airline loyalty or frequent flyer program. Rack up the miles by flying cheaply with Orbitz so you can earn free flights and other savings with your favorite airlines. Just enter your frequent flyer number when booking your discount fare on flights from Chicago to Hawaii Island on Orbtiz.com.
Quality combinations
If you require budget Chicago to Hawaii Island flights and a bargain hotel to go with it, Orbitz will wow you with the great combinations we can offer. The quality is always high and always a superb value.
Even last minute bookings on our apps
You do not need to be tied to your desktop computer to make your booking. With our cutting-edge mobile tools, you can search for those low cost deals anywhere, anytime. Our app gives you the freedom to secure flights from Chicago to Hawaii Island at the very last minute from your mobile device.
Flights from Chicago
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Hawaii Island Airports
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.



