$212 Find Cheap Flights from Chicago to Kaua'i - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Kaua'i departing on 10/16. 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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Book Cheap Chicago 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 Chicago 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 Chicago to Kaua'i

Wed, Oct 28 - Sun, Nov 1
Delta Logo
12:50 pm - 7:14 pm
ORD
-
LIH
11h 24m
1 stop
Delta Logo
10:51 pm - 1:29 pm
LIH
-
ORD
10h 38m
1 stop
$424Delta
Wed, Sep 9 - Wed, Sep 16
Delta Logo
12:50 pm - 7:10 pm
ORD
-
LIH
11h 20m
1 stop
Delta Logo
9:54 pm - 1:29 pm
LIH
-
ORD
10h 35m
1 stop
$424Delta
Thu, Nov 5 - Wed, Nov 11
American Airlines Logo
5:30 am - 1:16 pm
ORD
-
LIH
11h 46m
1 stop
American Airlines Logo
10:35 pm - 2:43 pm
LIH
-
ORD
12h 08m
1 stop
$424American Airlines
Sat, Aug 22 - Thu, Aug 27
American Airlines Logo
11:00 am - 8:09 pm
ORD
-
LIH
14h 09m
1 stop
American Airlines Logo
12:59 pm - 5:00 am
LIH
-
ORD
11h 01m
1 stop
$424American Airlines
Wed, Aug 26 - Wed, Sep 2
United Airlines Logo
7:00 am - 3:40 pm
ORD
-
LIH
13h 40m
1 stop
United Airlines Logo
1:00 pm - 4:45 am
LIH
-
ORD
10h 45m
1 stop
$424United Airlines
Wed, Sep 9 - Wed, Sep 16
United Airlines Logo
7:00 am - 3:40 pm
ORD
-
LIH
13h 40m
1 stop
United Airlines Logo
1:03 pm - 5:42 am
LIH
-
ORD
11h 39m
1 stop
$424United Airlines
Thu, Sep 10 - Thu, Sep 17
Alaska Airlines Logo
2:18 pm - 11:36 am
ORD
-
LIH
26h 18m
1 stop
Alaska Airlines Logo
10:45 am - 1:22 pm
LIH
-
ORD
21h 37m
1 stop
$424Alaska Airlines
Tue, Oct 20 - Thu, Oct 29
Multiple Airlines Logo
7:20 am - 4:35 pm
ORD
-
LIH
14h 15m
2 stops
Multiple Airlines Logo
6:00 am - 11:59 pm
LIH
-
ORD
12h 59m
2 stops
$427Multiple Airlines
Sat, Aug 22 - Thu, Aug 27
Multiple Airlines Logo
2:18 pm - 11:36 am
ORD
-
LIH
26h 18m
1 stop
Multiple Airlines Logo
7:21 pm - 7:21 pm
LIH
-
ORD
19h 00m
2 stops
$429Multiple Airlines
Tue, Oct 6 - Thu, Oct 15
Alaska Airlines Logo
7:20 am - 11:35 am
ORD
-
LIH
33h 15m
1 stop
Alaska Airlines Logo
10:43 am - 1:25 pm
LIH
-
ORD
21h 42m
1 stop
$464Alaska Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Kaua'i flights

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

Can I save money by flying with a layover from Chicago 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 $465, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago 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 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 to Kaua'i is January, when tickets cost $485 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $975 and $781 respectively.

How far in advance should I book a flight from Chicago 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 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 to Kaua'i, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Find deals

Good to know

Low season

November

Cheapest flight

$212
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 34% 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 from Chicago 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 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 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 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 to Kaua'i up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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

Cabin class types available on flights to Chicago

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.
First Class flights from Chicago to Kaua'ifrom $307
Business Class flights from Chicago to Kaua'ifrom $377
Premium Economy Class flights from Chicago to Kaua'ifrom $54
Economy Class flights from Chicago to Kaua'ifrom $81