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Lowest round trip fares by airline from Chicago and Kailua-Kona

Cheapest prices ($351 One Way, $522 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Kailua-Kona

Kona Seaside Hotel

Kona Seaside Hotel

2 out of 5
75-5646 Palani Rd, Kailua-Kona, HI, 96740
The price is $229 per night from May 25 to May 26
Stay at this business-friendly hotel in Kailua-Kona. Enjoy free WiFi, onsite parking, and a 24-hour front desk. Our guests praise the helpful staff and the comfy ...
4.1/5 Very Good! (7 reviews)
"Very clean, walking distance to everything. Plus all if the staff was wobderful"

Reviewed on Dec 8, 2019

Kona Seaside Hotel
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
78-6842 Alii Dr, Kailua-Kona, HI, 96740
Stay at this 3.5-star golf resort in Kailua-Kona. Enjoy free WiFi, free parking, and a children's pool. Our guests praise the pool and the helpful staff in our ...
4.5/5 Wonderful! (15 reviews)
"Love this place. Was great to have full kitchen and washer/dryer."

Reviewed on May 8, 2022

Kona Coast Resort
Royal Kona Resort

Royal Kona Resort

3.5 out of 5
75-5852 Alii Dr, Kailua-Kona, HI, 96740
The price is $240 per night from May 30 to May 31
Stay at this 3.5-star beach hotel in Kailua-Kona. Enjoy free WiFi, 2 bars/lounges, and a full-service spa. Our guests praise the pool and the helpful staff in ...
4.5/5 Wonderful! (19 reviews)
"closeto downtown, marina, stores and more!"

Reviewed on Feb 21, 2022

Royal Kona Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Chicago to Kailua-Kona

Origin Chicago
Destination Kailua-Kona
Number of Daily Flights
Earliest Flight Departure Date
Latest Flight Departure Date
Popular Airlines

Chicago to Kailua-Kona

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.