$234 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.

Sun, May 4 - Mon, May 19
ORD
O'Hare Intl.
KOA
Kona Intl.
$637 Roundtrip, found 2 days ago
$637
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, May 4 from O'Hare Intl. to Kona Intl., returning Mon, May 19, priced at $637 found 2 days ago
Fri, May 2 - Fri, May 16
ORD
O'Hare Intl.
ITO
Hilo Intl.
$736 Roundtrip, found 1 day ago
$736
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, May 2 from O'Hare Intl. to Hilo Intl., returning Fri, May 16, priced at $736 found 1 day ago
Sun, May 4 - Thu, May 8
ORD
O'Hare Intl.
MUE
Waimea-Kohala
$880 Roundtrip, found 6 days ago
$880
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Sun, May 4 from O'Hare Intl. to Waimea-Kohala, returning Thu, May 8, priced at $880 found 6 days ago

Airfares from $234 One Way, $469 Round Trip from Chicago to Kailua-Kona

Prices starting at $469 for return flights and $234 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.

Tue, Aug 19 - Thu, Aug 28
ORD
Chicago
KOA
Kona Coast
$469 Roundtrip, found 14 hours ago
$469
Roundtrip
found 14 hours ago
Select Bargain Flight flight, departing Tue, Aug 19 from Chicago to Kona Coast, returning Thu, Aug 28, priced at $469 found 14 hours ago
Wed, Aug 27 - Mon, Sep 8
ORD
Chicago
KOA
Kona Coast
$479 Roundtrip, found 2 hours ago
$479
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Aug 27 from Chicago to Kona Coast, returning Mon, Sep 8, priced at $479 found 2 hours ago
Wed, Aug 27 - Mon, Sep 8
ORD
Chicago
KOA
Kona Coast
$493 Roundtrip, found 2 hours ago
$493
Roundtrip
found 2 hours ago
Select United flight, departing Wed, Aug 27 from Chicago to Kona Coast, returning Mon, Sep 8, priced at $493 found 2 hours ago
Wed, Aug 27 - Mon, Sep 8
ORD
Chicago
KOA
Kona Coast
$493 Roundtrip, found 2 hours ago
$493
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Aug 27 from Chicago to Kona Coast, returning Mon, Sep 8, priced at $493 found 2 hours ago
Thu, Aug 21 - Sat, Aug 30
MDW
Chicago
KOA
Kona Coast
$559 Roundtrip, found 8 hours ago
$559
Roundtrip
found 8 hours ago
Select Delta flight, departing Thu, Aug 21 from Chicago to Kona Coast, returning Sat, Aug 30, priced at $559 found 8 hours ago

Kailua-Kona economy flight packages

Price found within the past 48 hours. Click for updated prices.
Kona Islander Vacation Club
2.5-star property

Kona Islander Vacation Club

7/10 Good! (316 reviews)

May 26 - May 29

3 night stay

Chicago (CHI) to Kailua-Kona (KOA)

Southwest Airlines • Non-stop • Coach

Kailua-Kona (KOA) to Chicago (CHI)

American Airlines • Non-stop • Coach
per person
found 3 hours ago
It was a lovely place to stay and had a beautiful view!!

Reviewed on Apr 12, 2024

Lea Casa at Casa de Emdeko
3.5-star property

Lea Casa at Casa de Emdeko

9/10 Wonderful! (47 reviews)

Jun 18 - Jun 22

4 night stay

Chicago (ORD) to Kailua-Kona (KOA)

Alaska Airlines • Non-stop • Coach

Kailua-Kona (KOA) to Chicago (ORD)

JetBlue Airways • Non-stop • Coach
per person
found 1 day ago
Staying at a one bedroom condo had nice advantages compared to a hotel we normally use. There was ample lighting inside, liked the full size bathroom and kitchen. The drawback that I noticed was the musty mildew smell which irritated my throat and made it uncomfortable to sleep. Tho it didn’t seem to bother my wife. Also noticed two cockroaches inside. Probably an extra pest control service would take care of that.

Reviewed on Jul 27, 2024

Hilltop Vacation Rental
3.0-star property

Hilltop Vacation Rental

8.8/10 Excellent! (86 reviews)

Jun 18 - Jun 22

4 night stay

Chicago (ORD) to Kailua-Kona (KOA)

Alaska Airlines • Non-stop • Coach

Kailua-Kona (KOA) to Chicago (ORD)

JetBlue Airways • Non-stop • Coach
per person
found 1 day ago
This is a very economical but charming place to stay. It has more of an Airbnb feel to it. The setting is quite wonderful. I think for it to be convenient it helped a lot to have a vehicle. Good small refrigerator, small microwave and a Keureg coffee maker, but not much else for food preparation and eating. I enjoyed the chickens.

Reviewed on Nov 5, 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.