$212 Find Cheap Flights from Kaua'i to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 11/11. 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

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Flight Deals

Cheap Flights from Kaua'i to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Kaua'i to Chicago 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 Kaua'i to Chicago

Thu, Sep 24 - Wed, Sep 30
Delta Logo
9:50 pm - 5:13 pm
LIH
-
ORD
14h 23m
1 stop
Delta Logo
6:15 am - 5:40 pm
ORD
-
LIH
16h 25m
2 stops
$430Delta
Thu, Sep 24 - Wed, Sep 30
Delta Logo
8:32 pm - 4:14 pm
LIH
-
ORD
14h 42m
2 stops
Delta Logo
6:15 am - 5:40 pm
ORD
-
LIH
16h 25m
2 stops
$435Delta
Thu, Jul 9 - Thu, Jul 16
United Airlines Logo
1:17 pm - 5:57 am
LIH
-
ORD
11h 40m
1 stop
United Airlines Logo
1:00 pm - 8:14 pm
ORD
-
LIH
12h 14m
1 stop
$447United Airlines
Tue, Aug 11 - Tue, Aug 18
Delta Logo
8:41 pm - 1:41 pm
LIH
-
ORD
12h 00m
1 stop
Delta Logo
6:00 am - 5:41 pm
ORD
-
LIH
16h 41m
2 stops
$451Delta
Thu, Jul 9 - Thu, Jul 16
United Airlines Logo
2:31 pm - 7:16 am
LIH
-
ORD
11h 45m
1 stop
United Airlines Logo
1:00 pm - 8:14 pm
ORD
-
LIH
12h 14m
1 stop
$452United Airlines
Tue, Aug 25 - Sat, Aug 29
American Airlines Logo
12:59 pm - 7:06 am
LIH
-
ORD
13h 07m
1 stop
American Airlines Logo
11:00 am - 8:09 pm
ORD
-
LIH
14h 09m
1 stop
$454American Airlines
Thu, Jul 9 - Thu, Jul 16
United Airlines Logo
1:01 pm - 5:46 am
LIH
-
ORD
11h 45m
1 stop
United Airlines Logo
1:00 pm - 8:14 pm
ORD
-
LIH
12h 14m
1 stop
$477United Airlines
Thu, Sep 24 - Wed, Sep 30
American Airlines Logo
1:25 pm - 5:59 am
LIH
-
ORD
11h 34m
1 stop
American Airlines Logo
9:10 pm - 11:48 am
ORD
-
LIH
19h 38m
1 stop
$482American Airlines
Wed, Aug 12 - Tue, Aug 18
Southwest Logo
7:10 pm - 12:05 pm
LIH
-
MDW
11h 55m
2 stops
Southwest Logo
6:50 am - 4:10 pm
MDW
-
LIH
14h 20m
2 stops
$665Southwest
Wed, Aug 12 - Tue, Aug 18
Southwest Logo
7:10 pm - 12:05 pm
LIH
-
MDW
11h 55m
2 stops
Southwest Logo
10:15 am - 4:10 pm
MDW
-
LIH
10h 55m
1 stop
$667Southwest
Useful Info

Good to know

Cheapest flight$212
Flight from Lihue to Chicago O'Hare Airport

FAQs for booking flights from Kaua'i to Chicago

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

    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 Kaua'i to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from 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 Kaua'i to Chicago?

    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 Chicago with an airline and back to Kaua'i with another airline.

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

    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 Chicago from Kaua'i up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Kaua'i to Chicago

 
Need help choosing which airline to fly with from Kaua'i to Chicago? 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.
7.4
United AirlinesOverall score based on 9842 reviews
7.3Comfort
8.1Crew
6.6Food
7.1Entertainment
7.7Boarding
Airline reviews

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

2.0 MediocreLynn, Jun 2026
DCA - ORD
Read more United Airlines reviews

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

Boarded early, left early, arrived 40 mins early! A win win for me!

These airplanes should be illegal. The seats are two tight, it is a safety issue. Wheelchair support was ridiculously slow. We almost missed our flight.

This flight is a quick way to get to Chicago, but a bit expensive.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Everything you need to know for your flight to Chicago

Cabin class types available on flights to Kaua'i

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.