$180 Cheap flight deals from Chicago (CHI) to Hanalei (LIH)

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This Weekend's Flight Deals from Chicago to Hanalei

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, Dec 28 - Sun, Jan 4
ORD
O'Hare Intl.
LIH
Lihue
$1,575 Roundtrip, found 5 days ago
$1,575
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sun, Dec 28 from O'Hare Intl. to Lihue, returning Sun, Jan 4, priced at $1,575 found 5 days ago

Airfares from $180 One Way, $353 Round Trip from Chicago to Hanalei

Prices starting at $353 for return flights and $180 for one-way flights to Hanalei 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, Jan 27 - Tue, Feb 3
ORD
Chicago
LIH
Kauai
$353 Roundtrip, found 6 hours ago
$353
Roundtrip
found 6 hours ago
Select Alaska Airlines flight, departing Tue, Jan 27 from Chicago to Kauai, returning Tue, Feb 3, priced at $353 found 6 hours ago
Tue, Jan 20 - Tue, Feb 3
ORD
Chicago
LIH
Kauai
$357 Roundtrip, found 2 days ago
$357
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Tue, Jan 20 from Chicago to Kauai, returning Tue, Feb 3, priced at $357 found 2 days ago
Tue, Feb 3 - Mon, Feb 9
ORD
Chicago
LIH
Kauai
$357 Roundtrip, found 3 hours ago
$357
Roundtrip
found 3 hours ago
Select Alaska Airlines flight, departing Tue, Feb 3 from Chicago to Kauai, returning Mon, Feb 9, priced at $357 found 3 hours ago
Mon, Jan 26 - Tue, Feb 3
ORD
Chicago
LIH
Kauai
$358 Roundtrip, found 2 days ago
$358
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Mon, Jan 26 from Chicago to Kauai, returning Tue, Feb 3, priced at $358 found 2 days ago
Tue, Jan 20 - Mon, Jan 26
ORD
Chicago
LIH
Kauai
$362 Roundtrip, found 3 days ago
$362
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Tue, Jan 20 from Chicago to Kauai, returning Mon, Jan 26, priced at $362 found 3 days ago

Hanalei economy flight packages

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kauaʻi Beach Resort & Spa
4.0-star property

OUTRIGGER Kauaʻi Beach Resort & Spa

8.4/10 Very Good! (1,427 reviews)

Feb 3 - Feb 10

7 night stay

Chicago (CHI) to Lihue (LIH)

Alaska Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,002, price is now $1,226 per person
$1,226
per person
found 23 hours ago
This is a beautiful property and we enjoyed our 5 night stay, very much. The staff was lovely, which is so important. Amanda at the pool bar was awesome and deserves recognition for being very aware of our parties needs, everyday! Our housekeepers were sweet and one was always singing quietly, which I loved because it reminded me of my mom. The things I thought could be improved would be the mattresses, the price for self parking and price/quality of some of the food we had at the lounge and the restaurant. Our mattress was very uncomfortable and slanted a bit at the top. We had a few good food items but also a few items that were not great and overpriced, specifically the steak and eggs and the fish and chips. The steak was tough and lacked flavor and I asked if the fish and chips were good abd beer battered and was toldby our waiter they were, which they were not. I received a pile of fries with 2 tiny, breaded fish strips that appeared to be store bought and not tasty at all. Not what I was expecting

Reviewed on Aug 20, 2025

The Cliffs at Princeville by ResorTime
2.0-star property

The Cliffs at Princeville by ResorTime

No reviews

Feb 3 - Feb 10

7 night stay

Chicago (CHI) to Lihue (LIH)

Alaska Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,065, price is now $1,310 per person
$1,310
per person
found 23 hours ago
1 Hotel Hanalei Bay
5.0-star property

1 Hotel Hanalei Bay

9.2/10 Wonderful! (275 reviews)

Feb 3 - Feb 10

7 night stay

Chicago (CHI) to Lihue (LIH)

Alaska Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $5,934, price is now $3,832 per person
$3,832
per person
found 23 hours ago
Views were gorgeous and property is well maintained. The staff was extremely nice.

Reviewed on Jun 29, 2025

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More About Flying To Hanalei from Chicago

Route Information for Flights from Chicago to Hanalei

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

Chicago to Hanalei

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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.