$159 Find Cheap Flights from Chicago O'Hare Airport to Kaua'i

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Kaua'i departing on 1/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Kaua'i

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Kaua'i.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Kaua'i.
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Book Cheap O'Hare Intl to Kaua'i Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Kaua'i that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Kaua'i

Tue, Feb 24 - Wed, Mar 4
Multiple Airlines Logo
3:07 pm - 12:47 pm
ORD
-
LIH
25h 40m1 stop
Multiple Airlines Logo
6:48 am - 11:59 pm
LIH
-
ORD
13h 11m2 stops
$348Multiple Airlines
Tue, Feb 24 - Wed, Mar 4
Multiple Airlines Logo
8:20 am - 10:22 pm
ORD
-
LIH
18h 02m2 stops
Multiple Airlines Logo
6:48 am - 11:59 pm
LIH
-
ORD
13h 11m2 stops
$353Multiple Airlines
Wed, Feb 25 - Tue, Mar 3
Multiple Airlines Logo
3:07 pm - 1:49 pm
ORD
-
LIH
26h 42m2 stops
Multiple Airlines Logo
6:48 am - 11:59 pm
LIH
-
ORD
13h 11m2 stops
$354Multiple Airlines
Mon, Feb 23 - Tue, Mar 3
Multiple Airlines Logo
3:07 pm - 12:47 pm
ORD
-
LIH
25h 40m1 stop
Multiple Airlines Logo
7:45 pm - 11:59 pm
LIH
-
ORD
24h 14m2 stops
$358Multiple Airlines
Tue, Feb 24 - Thu, Mar 5
Multiple Airlines Logo
8:20 am - 10:22 pm
ORD
-
LIH
18h 02m2 stops
Multiple Airlines Logo
9:00 pm - 11:59 pm
LIH
-
ORD
22h 59m2 stops
$363Multiple Airlines
Mon, Feb 23 - Wed, Mar 4
Multiple Airlines Logo
3:07 pm - 2:30 pm
ORD
-
LIH
27h 23m2 stops
Multiple Airlines Logo
6:00 am - 11:59 pm
LIH
-
ORD
13h 59m2 stops
$364Multiple Airlines
Wed, Feb 18 - Tue, Feb 24
Multiple Airlines Logo
8:20 am - 6:17 am
ORD
-
LIH
25h 57m2 stops
Multiple Airlines Logo
4:50 pm - 11:59 pm
LIH
-
ORD
27h 09m1 stop
$368Multiple Airlines
Tue, Feb 24 - Mon, Mar 2
Multiple Airlines Logo
8:20 am - 10:22 pm
ORD
-
LIH
18h 02m2 stops
Multiple Airlines Logo
2:56 pm - 2:58 pm
LIH
-
ORD
20h 02m1 stop
$369Multiple Airlines
Mon, Feb 23 - Tue, Mar 3
Alaska Airlines Logo
8:20 am - 12:47 pm
ORD
-
LIH
32h 27m1 stop
Alaska Airlines Logo
4:50 pm - 11:59 pm
LIH
-
ORD
27h 09m1 stop
$373Alaska Airlines
Mon, Feb 23 - Mon, Mar 2
Alaska Airlines Logo
8:20 am - 12:47 pm
ORD
-
LIH
32h 27m1 stop
Alaska Airlines Logo
2:56 pm - 2:58 pm
LIH
-
ORD
20h 02m1 stop
$374Alaska Airlines
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Kaua'i flights

Get data-powered insights and trends into flights from O'Hare Intl to Kaua'i to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago O'Hare Intl Airport to Kaua'i flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Kaua'i from Chicago O'Hare Intl Airport found in the last 72 hours was to Lihue, at $610 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Lihue (LIH), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $610.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Kaua'i?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $440, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Kaua'i?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Kaua'i, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Kaua'i is February, when tickets cost $488 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $885 and $832 respectively.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Kaua'i?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Kaua'i clicked on KAYAK for each day over the last 12 months.

For Chicago O'Hare Airport to Kaua'i, Tuesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Kaua'i back to Chicago O'Hare Airport, the best deals are generally found on Thursday, with Tuesday being the most expensive.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Kaua'i?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Kaua'i, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Kaua'i, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$159
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Chicago O'Hare Airport to Lihue

FAQs - booking Kaua'i flights

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Kaua'i?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to Kaua'i.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Kaua'i?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago O'Hare Airport to Kaua'i is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to Kaua'i?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago O'Hare Airport to Kaua'i with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Kaua'i?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago O'Hare Airport to Kaua'i up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Kaua'i?

    The cheapest time of day to fly to Kaua'i is generally in the evening, when round-trip flights cost $546 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Kaua'i is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $810.

Reviews of the top 5 airlines serving from O'Hare Intl to Kaua'i

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Kaua'i. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Kaua'i? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 11499 reviews
8.5Crew
7.1Food
7.8Comfort
7.0Entertainment
8.1Boarding
Airline reviews

See previous. It was the flight from Honolulu to Kapalua that was cancelled.

8.0 ExcellentEvie, Dec 2025
SAN - HNL
Read more Alaska Airlines reviews

See previous. It was the flight from Honolulu to Kapalua that was cancelled.

Short trip from Honolulu to Kauai. Not a major issue. Only concern was the drop off of the luggage for departure. Only one person handling all of the passengers. She was busting her butt.

The flight was delayed so we didn’t get into San Diego until almost 1 AM. Otherwise, it was lovely.

Good. Flight was good. Crew was good. Wish they offered coffee refills. Wish I didn’t have to pay for headphones. Otherwise good for a commercial flight.

Should have been forthcoming for reason for delay. Should have been able to check in for seat I'd like.

It was fine. It was a 30 minute flight so there was water or fruit juice and no food. Which was totally fine. The check in, gate and flight crew were all excellent.

I didn’t order food so can’t really say how it was. Overall, it was a great experience.

It was a pleasant experience. Considering we paid over $3000 for first class there really wasn’t anything special about first class. All the seats looked the same and everyone got the same great customer service. The only thing that was different between first class and couch was the drinks and the meal. We wouldn’t waste that much $ on first class on that plane again.

Once again, Hawaiian Airlines upon checking in for our return flight, told us that we hadn’t paid for our extra comfort seats. This had happened on our incoming flight as well. Hawaiian Airlines had changed our flight and put us in standard seats. I sent them confirmation emails and receipts showing that I had paid for extra comfort seats and they ignored me and refused to accept my proof of payment. I ended up having to pay for our extra comfort seats again. On our return flight, once again, we were told we hadn’t paid for our extra comfort seats, which we had. I argued until a supervisor was summoned and researched further in their system and found that we had paid for them. If I hadn’t insisted, we would’ve been forced to buy our seats again or be assigned a standard seat. This kind of Customer Service is totally unacceptable. I would never use Hawaiian Airlines again if I have a choice.

Flight was delayed 14 hours! We missed an entire day of our vacation and had to pay for hotel that we didn’t use

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

Wasn't a Delta issue I don't think, but seems there was a Delta flight at each of the 2 Dallas airports at the same exact time, both to Atlanta. I was evidently booked on the one at Love Airport, but the Carey transport shuttle took me to DFW instead and I ended up missing the flight by just a few minutes. Was able to book a Southwest flight from Love Airport, but was a big loss of time and an inconvenience.

Great. I had to modify a flight. That was easy and free. Thank You

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Everything you need to know for your flight to Kaua'i

Information on your arrival and departure airports