$231 Cheap flight deals from Chicago (CHI) to Hilo (KOA)

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This Weekend's Flight Deals from Chicago to Hilo

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, Jun 15 - Wed, Jun 18
ORD
O'Hare Intl.
KOA
Kona Intl.
$695 Roundtrip, found 2 days ago
$695
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Jun 15 from O'Hare Intl. to Kona Intl., returning Wed, Jun 18, priced at $695 found 2 days ago
Sat, Jun 14 - Tue, Jun 17
ORD
O'Hare Intl.
ITO
Hilo Intl.
$864 Roundtrip, found 22 hours ago
$864
Roundtrip
found 22 hours ago
Select Southwest Airlines flight, departing Sat, Jun 14 from O'Hare Intl. to Hilo Intl., returning Tue, Jun 17, priced at $864 found 22 hours ago
Sat, Jun 14 - Sun, Jun 15
MDW
Midway Intl.
KOA
Kona Intl.
$923 Roundtrip, found 5 days ago
$923
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Jun 14 from Midway Intl. to Kona Intl., returning Sun, Jun 15, priced at $923 found 5 days ago
Sun, Jun 15 - Thu, Jun 19
ORD
O'Hare Intl.
MUE
Waimea-Kohala
$1,323 Roundtrip, found 6 days ago
$1,323
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Sun, Jun 15 from O'Hare Intl. to Waimea-Kohala, returning Thu, Jun 19, priced at $1,323 found 6 days ago

Airfares from $231 One Way, $456 Round Trip from Chicago to Hilo

Prices starting at $456 for return flights and $231 for one-way flights to Hilo 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, Oct 14 - Thu, Oct 23
ORD
Chicago
KOA
Kona Coast
$456 Roundtrip, found 12 hours ago
$456
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Tue, Oct 14 from Chicago to Kona Coast, returning Thu, Oct 23, priced at $456 found 12 hours ago
Mon, Sep 22 - Fri, Sep 26
ORD
Chicago
KOA
Kona Coast
$463 Roundtrip, found 1 day ago
$463
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Mon, Sep 22 from Chicago to Kona Coast, returning Fri, Sep 26, priced at $463 found 1 day ago
Sat, Nov 15 - Thu, Nov 20
ORD
Chicago
KOA
Kona Coast
$463 Roundtrip, found 2 hours ago
$463
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sat, Nov 15 from Chicago to Kona Coast, returning Thu, Nov 20, priced at $463 found 2 hours ago
Thu, Aug 21 - Fri, Aug 29
ORD
Chicago
KOA
Kona Coast
$508 Roundtrip, found 3 hours ago
$508
Roundtrip
found 3 hours ago
Select United flight, departing Thu, Aug 21 from Chicago to Kona Coast, returning Fri, Aug 29, priced at $508 found 3 hours ago
Thu, Aug 21 - Sat, Aug 30
MDW
Chicago
KOA
Kona Coast
$589 Roundtrip, found 3 hours ago
$589
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Thu, Aug 21 from Chicago to Kona Coast, returning Sat, Aug 30, priced at $589 found 3 hours ago

Hilo economy flight packages

Price found within the past 48 hours. Click for updated prices.
Volcano Hale
2.0-star property

Volcano Hale

8/10 Very Good! (185 reviews)

Jul 16 - Jul 20

4 night stay

Chicago (CHI) to Hilo (ITO)

United • Non-stop roundtrip • Coach
per person
found 1 day ago
A very nice low cost alternative to expensive Hawaii. At night you can hear frogs, crickets, birds and rain drops which makes for a serene backdrop while sleeping.

Reviewed on May 21, 2025

Kona Reef, A Raintree Vacation Club Resort
3.0-star property

Kona Reef, A Raintree Vacation Club Resort

8.6/10 Excellent! (419 reviews)

Jul 7 - Jul 11

4 night stay

Chicago (CHI) to Kailua-Kona (KOA)

Delta • Non-stop • Coach

Kailua-Kona (KOA) to Chicago (CHI)

American Airlines • Non-stop • Coach
per person
found 1 day ago
Pool, hot tub and a beautiful ocean view. Accommodations were adequate.

Reviewed on Jan 4, 2025

Hilltop Vacation Rental
3.0-star property

Hilltop Vacation Rental

8.8/10 Excellent! (85 reviews)

Jul 16 - Jul 20

4 night stay

Chicago (CHI) to Kailua-Kona (KOA)

United • Non-stop roundtrip • 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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Hilo first class flight packages

Price found within the past 48 hours. Click for updated prices.
Mauna Kea Beach Hotel, Autograph Collection
4.5-star property

Mauna Kea Beach Hotel, Autograph Collection

9.4/10 Exceptional! (455 reviews)

Jul 14 - Jul 21

7 night stay

Chicago (ORD) to Kailua-Kona (KOA)

United • Non-stop roundtrip • FirstClass
per person
found 1 day ago
The hotel is very special. The views are spectacular and the staff is excellent. we upgraded to a deluxe room because when we arrived There was construction going on in the area where our room was going to be situated. The food is very expensive so we found ourselves going out for meals. That said, the Manta restaurant has wonderful food, I recommend the lamb chops 😊. You definitely need a car if you stay at the hotel. It is isolated and wherever you go it’s 15-20 minutes to get there. I recommend going to the Queens marketplace to the gourmet grocery shop. Also to the lava breakfast restaurant in Waikoloa Village. This was my third visit to the hotel and the hotel could use some updating But overall it’s a wonderful hotel. However, I would advise against the luau. For two the price of the luau was $450. The food was subpar, and I’m being kind, and the show other than the fire twirler was nothing special.

Reviewed on Mar 24, 2024

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More About Flying To Hilo from Chicago

Route Information for Flights from Chicago to Hilo

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

Chicago to Hilo

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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.