$184 Cheap flight deals from Chicago (CHI) to Kailua-Kona (KOA)

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This Weekend's Flight Deals from Chicago to Kailua-Kona

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.

Fri, Jun 21 - Fri, Jun 28
ORD
O'Hare Intl.
KOA
Kona Intl.
$610 Roundtrip, found 1 day ago
$610
Roundtrip
found 1 day ago
Select United flight, departing Fri, Jun 21 from O'Hare Intl. to Kona Intl., returning Fri, Jun 28, priced at $610 found 1 day ago

Airfares from $184 One Way, $355 Round Trip from Chicago to Kailua-Kona

Prices starting at $355 for return flights and $184 for one-way flights to Kailua-Kona were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 25 - Wed, Oct 30
ORD
Chicago
KOA
Kailua-Kona
$355 Roundtrip, found 2 days ago
$355
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Fri, Oct 25 from Chicago to Kailua-Kona, returning Wed, Oct 30, priced at $355 found 2 days ago
Sat, Oct 19 - Wed, Oct 23
ORD
Chicago
KOA
Kailua-Kona
$366 Roundtrip, found 2 days ago
$366
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Sat, Oct 19 from Chicago to Kailua-Kona, returning Wed, Oct 23, priced at $366 found 2 days ago
Wed, Oct 23 - Fri, Nov 8
ORD
Chicago
KOA
Kailua-Kona
$367 Roundtrip, found 3 days ago
$367
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Oct 23 from Chicago to Kailua-Kona, returning Fri, Nov 8, priced at $367 found 3 days ago
Fri, Sep 20 - Fri, Sep 27
ORD
Chicago
KOA
Kailua-Kona
$444 Roundtrip, found 1 day ago
$444
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 20 from Chicago to Kailua-Kona, returning Fri, Sep 27, priced at $444 found 1 day ago
Fri, Aug 30 - Tue, Sep 3
MDW
Chicago
KOA
Kailua-Kona
$492 Roundtrip, found 5 days ago
$492
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Aug 30 from Chicago to Kailua-Kona, returning Tue, Sep 3, priced at $492 found 5 days ago

Kailua-Kona economy flight packages

Price found within the past 48 hours. Click for updated prices.
Kona Reef, A Raintree Vacation Club Resort
3.0-star property

Kona Reef, A Raintree Vacation Club Resort

8.4/10 Very Good! (312 reviews)

Jul 17 - Jul 24

7 night stay

Chicago (CHI) to Kailua-Kona (KOA)

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
B-12 needs to be finished and needs more update then cabinet fronts

Reviewed on Feb 5, 2024

Aston Kona by the Sea
4.0-star property

Aston Kona by the Sea

8.8/10 Excellent! (983 reviews)

Jul 28 - Aug 4

7 night stay

Chicago (CHI) to Kailua-Kona (KOA)

United • Non-stop • Coach

Kailua-Kona (KOA) to Chicago (CHI)

Delta • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
Our room was beautifully furnished and had a lovely view of the ocean and Kona sunset. The kitchen was great and had all the appliances we needed: toaster, hot water pot, rice cooker, microwave, large refrigerator/freezer, etc. We liked that it was located away from "downtown" Kona so wasn't so busy and crowded. The one thing that would have been nice is a firmer bed (it was rather soft). We would definitely consider staying here again.

Reviewed on Oct 9, 2023

OUTRIGGER Kona Resort and Spa
4.0-star property

OUTRIGGER Kona Resort and Spa

8.2/10 Very Good! (971 reviews)

Jul 28 - Aug 4

7 night stay

Chicago (CHI) to Kailua-Kona (KOA)

United • Non-stop • Coach

Kailua-Kona (KOA) to Chicago (CHI)

Delta • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
We had a wonderful stay and our room was beautiful and newly renovated. They have an adults only pool which was a huge plus. Our only quibble was the lack of restaurant options, there was only one open one during our stay. Unfortunately there are no other restaurant or store options outside the resort that you can walk to. Otherwise it’s a beautiful resort with a very attentive staff.

Reviewed on Apr 16, 2024

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More About Flying To Kailua-Kona from Chicago

Route Information for Flights from Chicago to Kailua-Kona

Origin Airport IATA Code
CHI
Destination Airport IATA Code
KOA
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Kailua-Kona

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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.