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Find cheap flights from Chicago to Kaua'i from $458

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Kaua'i departing on 10/23. 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
0 bags
Wed 5/29
Wed 6/5

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Best Kaua'i Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Lihue
Lihue1 stop$458

Good to know

Low season

July

High season

March

Cheapest flight

$458
Best time to beat the crowds but there is an average 23% increase in price.
Most popular time to fly with an average 8% 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 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 to Kaua'i.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kaua'i from Chicago 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 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 to Kaua'i with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago 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 to Kaua'i from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 4 airlines serving from Chicago to Kaua'i

 
Need help choosing which airline to fly with from Chicago 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 9116 reviews
7.9Comfort
8.6Crew
8.2Boarding
7.3Entertainment
7.3Food
Airline reviews

Command crew was excellent in handling dangerous flying conditions (weather).

8.0 ExcellentAnonymous, Apr 2024SEA - MCI
Read more about Alaska Airlines reviews

Command crew was excellent in handling dangerous flying conditions (weather).

I really like Alaska airline, it's my favorite airline❤️

While the flight and the legroom was good boarding took a long time. The different groups Boarding made no sense as those in the back of the flight boarded last causing delays as people try to find room for their luggage in the upper bins. While there were plenty of seats on the flights We were spaced so that some rows were filled and others were empty. My first flight was very crowded and uncomfortable. On the way back both flights did not have Wi-Fi nor the entertainment package. We were only made aware of this a few hours before the flight. Since the flight was in the morning, I was asleep and was not able to download Books or other media to my phone. This is my first time flying Alaska airlines and I will admit to thinking twice before I do so again.

Our flight was delayed by six hours, our plane never left Portland the night before but the airline didn’t inform anyone till two hours before a six am flight. The plane, our plane never left the west coast! No plane no flight, simply let folks know when you know, not hours and hours later. No one apologized, no one said much of anything, we were just expected to wait quietly and await instructions.

I liked the fast internet and twice serving of snacks and drinks. Paid food options could have included more.

I’m a first time mom and traveled with my 18mo old boy and it was not a great experience with the flight attendants. They were not friendly or helpful at all. It’s hard enough traveling with a toddler and have people be rude and unkind does not help.

Pretty terrible. The aisles on this flight were too narrow so we had to carry our baby, care seat, luggage, travel stroller step by step down the aisle slowing down a lot of passengers in the process. Not only was this a safety hazard but remember that scene from game of thrones where Cersei walks naked through the streets? It felt about as excruciating as that except both me and my husband were carrying 50lbs of weight while everyone from the flight attendants and passengers dolled out comments like “that stroller doesn’t fit in the overhead compartment and you should check it at the gate” when it is a travel stroller that absolutely fits and did fit in the overhead compartment. The flight said it was 30 min delayed but in actuality we did not take off until 1.5 hours past the original time. It was absolutely terrible. Alaska also charged us 200 dollars just in baggage fees even tho we took the time to buy two check on baggages via their app and bought an extra seat for our child and they still refused to overlook our first time flying with them. Everyone in general looked super miserable and traveling with them with a child is pretty much untenable. Lastly I originally thought I had booked an AM flight for my family but it was a PM flight which I knew was not going to end well since we had a 1.5 year old with us on a flight that gets in 9p. I ended up calling Alaska to try to change the first leg for a change fee, and would even have accepted half of a refund to book a completely different flight but of course they refused and absolutely allowed no flexibility to plans so I guess my revenge was our baby cried for 3 out of the four hour flight and hopefully convinced every miserable person on that flight to never fly Alaska again 🤷🏻‍♀️

Window seat and a packed plane. A very uncomfortable flight.

My flights went about as good as they could be. I’ll always take Alaska when possible.

The pilot and crew did everything they possibly could on an airline flight to make everyone comfortable and fed and informed and both flights to and from were flawless and safe and I couldn't imagine flying on another airline when I visit the Hawaiian islands

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Plane was so old it had cigarette butt trays in the seat

Everything was good, hard to really comfortable on a flight that long.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

Book cheap flights from Chicago to Kaua'i

Recent round-trip flight deals

10/23Wed
1 stopDelta
16h 54mORD-LIH
10/28Mon
1 stopDelta
11h 25mLIH-ORD
$458
9/4Wed
2 stopsDelta
16h 22mORD-LIH
9/11Wed
1 stopDelta
11h 25mLIH-ORD
$463
8/13Tue
1 stopUnited Airlines
11h 57mORD-LIH
8/27Tue
1 stopUnited Airlines
10h 58mLIH-ORD
$526
10/1Tue
2 stopsAlaska Airlines
31h 56mORD-LIH
10/8Tue
2 stopsAlaska Airlines
26h 37mLIH-ORD
$554
5/29Wed
1 stopAlaska Airlines
32h 51mORD-LIH
6/5Wed
1 stopAlaska Airlines
29h 30mLIH-ORD
$563
8/22Thu
1 stopAmerican Airlines
11h 06mORD-LIH
8/29Thu
1 stopAmerican Airlines
10h 21mLIH-ORD
$594
8/13Tue
1 stopUnited Airlines
18h 52mORD-LIH
8/27Tue
1 stopUnited Airlines
30h 55mLIH-ORD
$609
5/28Tue
2 stops
27h 37mORD-LIH
6/4Tue
3 stops
36h 19mLIH-ORD
$614
5/28Tue
2 stops
27h 37mORD-LIH
6/4Tue
1 stop
11h 25mLIH-ORD
$619
6/27Thu
1 stopAmerican Airlines
11h 15mORD-LIH
7/4Thu
1 stopAmerican Airlines
10h 22mLIH-ORD
$737

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Recent one-way flight deals

10/9Wed
2 stopsDelta
14h 45mMDW-LIH
$586

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Last minute flights from Chicago to Kaua'i

Last minute flight, train and bus deals

5/1Wed
multi-stopAmerican Airlines
11h 11mORD-LIH
5/7Tue
multi-stopAmerican Airlines
11h 20mLIH-ORD
$522
5/2Thu
multi-stopAmerican Airlines
16h 36mORD-LIH
5/5Sun
multi-stopAmerican Airlines
13h 00mLIH-ORD
$527
4/30Tue
multi-stopDelta
29h 25mORD-LIH
5/2Thu
multi-stopDelta
11h 43mLIH-ORD
$583
4/30Tue
multi-stopDelta
18h 05mORD-LIH
5/2Thu
multi-stopDelta
11h 43mLIH-ORD
$584
5/1Wed
multi-stopDelta
15h 58mORD-LIH
5/7Tue
multi-stopDelta
18h 10mLIH-ORD
$585
5/1Wed
multi-stopDelta
15h 58mORD-LIH
5/7Tue
multi-stopDelta
10h 49mLIH-ORD
$633
5/1Wed
multi-stopDelta
14h 45mORD-LIH
5/7Tue
multi-stopDelta
15h 32mLIH-ORD
$637
5/2Thu
multi-stopUnited Airlines
18h 03mORD-LIH
5/5Sun
multi-stopUnited Airlines
15h 00mLIH-ORD
$692
5/1Wed
multi-stopAmerican Airlines
11h 11mORD-LIH
5/4Sat
multi-stopAmerican Airlines
13h 08mLIH-ORD
$695
5/2Thu
multi-stopUnited Airlines
19h 42mORD-LIH
5/5Sun
multi-stopUnited Airlines
16h 33mLIH-ORD
$1,494

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Flights to Kaua'i

Return flight deals:

Kaua'i - Chicago

Cabin classes:

$234
$328
$256
$27

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