Kaua'i

$217+ Cheap flights from Illinois to Kaua'i

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — LIH
Mar 5 — Mar 121
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Cheap flight deals from Illinois to Kaua'i

Cheapest flights from Illinois to Kaua'i
Explore the most affordable flight options available from Illinois to Kaua'i. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/18:20 am
ORD
-
LIH
1 stop33h 36m
Alaska Airlines
Wed 3/44:50 pm
LIH
-
ORD
1 stop27h 09m
Alaska Airlines
Deal found 1/31$388
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/28:20 am
ORD
-
LIH
2 stops27h 42m
Multiple Airlines
Wed 3/44:50 pm
LIH
-
ORD
1 stop27h 09m
Multiple Airlines
Deal found 1/31$395
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/38:20 am
ORD
-
LIH
1 stop32h 27m
Alaska Airlines
Wed 3/44:50 pm
LIH
-
ORD
1 stop27h 09m
Alaska Airlines
Deal found 1/31$401
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/28:20 am
ORD
-
LIH
2 stops18h 02m
Multiple Airlines
Tue 3/103:50 pm
LIH
-
ORD
1 stop18h 08m
Multiple Airlines
Deal found 1/31$402
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/38:20 am
ORD
-
LIH
2 stops27h 42m
Multiple Airlines
Wed 3/44:50 pm
LIH
-
ORD
1 stop18h 08m
Multiple Airlines
Deal found 1/31$404
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/18:20 am
ORD
-
LIH
1 stop33h 36m
Multiple Airlines
Tue 3/109:00 pm
LIH
-
ORD
2 stops12h 58m
Multiple Airlines
Deal found 1/31$406
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:20 am
ORD
-
LIH
2 stops26h 37m
Multiple Airlines
Thu 3/54:50 pm
LIH
-
ORD
1 stop27h 09m
Multiple Airlines
Deal found 1/31$408
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/18:20 am
ORD
-
LIH
1 stop33h 36m
Multiple Airlines
Thu 3/56:32 pm
LIH
-
ORD
2 stops14h 39m
Multiple Airlines
Deal found 1/31$411
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:31 pm
ORD
-
LIH
1 stop22h 08m
Multiple Airlines
Tue 3/172:09 pm
LIH
-
ORD
2 stops38h 34m
Multiple Airlines
Deal found 2/2$413
This Alaska Airlines deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/33:07 pm
ORD
-
LIH
1 stop25h 40m
Alaska Airlines
Tue 3/173:50 pm
LIH
-
ORD
1 stop22h 12m
Alaska Airlines
Deal found 2/2$414
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:20 am
ORD
-
LIH
2 stops18h 02m
Multiple Airlines
Tue 3/173:50 pm
LIH
-
ORD
1 stop22h 12m
Multiple Airlines
Deal found 2/2$415
This Delta deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/249:34 am
MDW
-
LIH
2 stops14h 15m
Delta
Tue 3/1010:05 pm
LIH
-
MDW
2 stops14h 49m
Delta
Deal found 2/2$435

Find flight deals from Illinois to Kaua'i

Keep the following information in mind while searching for Illinois to Kaua'i flight deals. Data was last updated February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$388
(Alaska Airlines)

One-way from

$217
(Southwest)

Popular in

December

Cheapest in

January

Average price

$528
Provider with most accurate pricing for Chicago (CHI)-Lihue flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Lihue flights.
From Illinois to Kaua'i
One-way flight from Illinois to Kaua'i
Highest demand for flights based on searches. 11% potential increase in price ($82 potential increase over avg. RT price).
Cheapest flight prices on average. 7% potential price decrease ($47 potential savings vs. average RT price).
Average for round-trip flights in February 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Kaua'i that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
Use the filters below to find and compare flights from Illinois to Kaua'i that are best for you.

Fly from

Illinois

Fly to

Kaua'i

Route

Depart

Return

Price

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Mon 3/2

8:20 am-8:02 am

2 stops27h 42m

Lihue

Wed 3/4

4:50 pm-11:59 pm

1 stop27h 09m

$395

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Wed 2/25

8:20 am-6:17 am

2 stops25h 57m

Lihue

Wed 3/4

4:50 pm-11:59 pm

1 stop27h 09m

$408

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Tue 3/3

3:07 pm-12:47 pm

1 stop25h 40m

Lihue

Tue 3/10

3:50 pm-11:59 pm

1 stop27h 09m

$414

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Mon 3/2

8:20 am-10:22 pm

2 stops18h 02m

Lihue

Tue 3/10

6:32 pm-2:58 pm

2 stops15h 26m

$414

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Tue 3/3

8:20 am-12:47 pm

1 stop32h 27m

Lihue

Tue 3/10

2:20 pm-2:58 pm

2 stops19h 38m

$421

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Tue 2/24

3:07 pm-1:49 pm

2 stops26h 42m

Lihue

Tue 3/3

4:50 pm-11:59 pm

1 stop27h 09m

$421

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Tue 2/24

9:25 am-5:14 pm

1 stop11h 49m

Lihue

Tue 3/3

10:30 pm-2:53 pm

1 stop12h 23m

$422

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Tue 3/3

3:07 pm-12:47 pm

1 stop25h 40m

Lihue

Fri 3/6

6:00 am-11:56 pm

2 stops13h 56m

$424

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Wed 3/11

3:07 pm-1:49 pm

2 stops27h 42m

Lihue

Tue 3/17

3:50 pm-7:02 pm

1 stop22h 12m

$424

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Tue 2/24

8:20 am-6:57 am

2 stops26h 37m

Lihue

Wed 3/4

11:19 pm-4:33 pm

1 stop13h 14m

$425

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Showing 1-10 of 53 results
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Best time to book a flight from Illinois to Kaua'i

Have a flexible travel schedule? Discover the best time to fly to Kaua'i from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Kaua'i

What is the cheapest month to book a flight from Illinois to Kaua'i?

Currently, September is the cheapest month in which you can book a flight from Illinois to Kaua'i (average of $237). Flying from Illinois to Kaua'i in July is currently the most expensive (average of $545). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Kaua'i. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Illinois to Kaua'i?

    Airlines like Alaska Airlines, Delta, and Southwest fly from Illinois to Kaua'i in about 14h 15m. The time it takes to get you to your destination can typically vary by up to 11h 25m. The distance between Illinois and Kaua'i is about 4289 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Illinois to Kaua'i one-way?

    $188 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on United Airlines and Hawaiian Airlines, with prices starting from $211 and $211, respectively.

  • Can I find deals for flights from Illinois to Kaua'i that include hotel bookings?

    Yes. In addition to deals on Illinois to Kaua'i flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Kaua'i?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Kaua'i.

  • Can I find deals for business class flights from Illinois to Kaua'i?

    Yes. Cheapflights offers flight deals from Illinois to Kaua'i by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Kaua'i?

    Currently, September is the cheapest month in which you can book a flight from Illinois to Kaua'i (average of $237). Flying from Illinois to Kaua'i in July is currently the most expensive (average of $545). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Illinois to Kaua'i

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Illinois to Kaua'i

Discover the top 5 airlines that operate flights from Illinois to Kaua'i. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$251Average$543FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$405Average$687FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$422Average$635FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$443Average$720FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$468Average$911FlexibilityNo cancel feeOn-time63%

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