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Kaua'i

$296+ Cheap flights from Chicago (CHI) 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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LIH
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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Cheap flight deals from Chicago to Kaua'i

Keep the following information in mind while searching for Chicago to Kaua'i flight deals. Data was last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$421
(American Airlines)

One-way from

$296
(Delta)

Popular in

December

Cheapest in

April

Average price

$623
Provider with most accurate pricing for Chicago (CHI)-Lihue flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Lihue flights.
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From Chicago (CHI) to Kaua'i
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One-way flight from Chicago (CHI) to Kaua'i
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Highest demand for flights based on searches. 1% potential increase in price ($9 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Find flight deals from Chicago to Kaua'i

Cheapest flights from Chicago to Kaua'i
Explore the most affordable flight options available from Chicago to Kaua'i. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This American Airlines deal was found by Cheapflights users on 2/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/306:00 amORD - LIH
1 stop13h 58mAmerican Airlines
Thu 5/82:00 pmLIH - ORD
1 stop10h 53mAmerican Airlines
Deal found 2/19$421
This Alaska Airlines deal was found by Cheapflights users on 2/20. 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 10/72:00 pmORD - LIH
1 stop12h 15mAlaska Airlines
Mon 10/201:10 pmLIH - ORD
1 stop10h 54mAlaska Airlines
Deal found 2/20$422
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 10/127:00 amORD - LIH
2 stops14h 17mMultiple Airlines
Thu 10/161:10 pmLIH - ORD
1 stop10h 54mMultiple Airlines
Deal found 2/20$427
This United Airlines deal was found by Cheapflights users on 2/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/247:00 amORD - LIH
1 stop14h 04mUnited Airlines
Mon 3/32:35 pmLIH - ORD
1 stop11h 38mUnited Airlines
Deal found 2/20$459
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 10/82:00 pmORD - LIH
1 stop12h 15mHawaiian Airlines
Mon 10/201:10 pmLIH - ORD
1 stop10h 54mHawaiian Airlines
Deal found 2/20$477
This Delta deal was found by Cheapflights users on 2/20. 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.
Thu 11/276:50 pmORD - LIH
1 stop29h 26mDelta
Sat 12/610:45 pmLIH - ORD
1 stop15h 05mDelta
Deal found 2/20$485
This Southwest deal was found by Cheapflights users on 2/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/245:15 amMDW - LIH
1 stop12h 35mSouthwest
Thu 8/2810:00 amLIH - MDW
2 stops14h 10mSouthwest
Deal found 2/19$608
This Delta deal was found by Cheapflights users on 2/20. 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.
Wed 4/99:23 amMDW - LIH
2 stops14h 31mDelta
Mon 4/1410:00 pmLIH - MDW
2 stops14h 19mDelta
Deal found 2/20$614

Find flights from Chicago to Kaua'i within your budget

Customize your flight search to find flights from Chicago 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 20, 2025.

Fly from

Chicago

Fly to

Kaua'i

Route

Depart

Return

Price

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Wed 4/30

6:00 am-2:58 pm

1 stop13h 58m

Lihue

Thu 5/8

2:00 pm-5:53 am

1 stop10h 53m

$421

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Sat 3/1

7:00 pm-2:43 pm

2 stops23h 43m

Lihue

Thu 3/6

11:26 pm-5:53 am

1 stop26h 27m

$448

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Mon 2/24

7:00 am-5:04 pm

1 stop14h 04m

Lihue

Mon 3/3

2:35 pm-6:13 am

1 stop11h 38m

$459

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Wed 3/12

7:30 am-6:50 pm

1 stop16h 20m

Lihue

Mon 3/17

8:15 pm-1:24 pm

1 stop12h 09m

$513

ChicagoLihue

MDW - LIH

MDWLIH

Chicago Midway

Sun 2/23

9:33 am-8:09 pm

2 stops14h 36m

Lihue

Mon 3/3

10:51 pm-5:43 pm

2 stops14h 52m

$554

ChicagoLihue

MDW - LIH

MDWLIH

Chicago Midway

Wed 5/14

5:50 am-4:00 pm

2 stops15h 10m

Lihue

Wed 5/21

10:00 am-5:20 am

2 stops14h 20m

$614

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Sun 4/13

6:15 am-6:10 pm

2 stops16h 55m

Lihue

Sun 4/20

7:05 pm-3:25 pm

2 stops15h 20m

$839

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Sat 3/22

3:55 pm-11:44 am

1 stop24h 49m

Lihue

Fri 3/28

8:46 am-5:59 am

2 stops16h 13m

$1,444

ChicagoLihue

MDW - LIH

MDWLIH

Chicago Midway

Thu 5/8

9:20 am-5:18 pm

2 stops36h 58m

$296

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

Mon 3/17

7:30 am-6:50 pm

1 stop16h 20m

$302

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 15 results
1
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Best time to book a flight from Chicago to Kaua'i

Have a flexible travel schedule? Discover the best time to fly to Kaua'i from Chicago 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.

Travel insights for flights from Chicago to Kaua'i

Get recent, data-driven insights about flights from Chicago to Kaua'i including ideal travel times, pricing trends, and more.

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Kaua'i (average of $440). Flying from Chicago to Kaua'i in June is currently the most expensive (average of $686). 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.

What is the cheapest time of day to fly from CHI to FUS?

Find hourly flight availability from Chicago to Kaua'i. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

When flying from Chicago to Kaua'i, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Kaua'i by month

Plan your trip to Kaua'i by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kaua'i ranges from 2.2 - 6.7 inches per month. January is typically the wettest month, when rainfall can reach 6.7 in. June is typically the driest time to visit Kaua'i when rainfall is around 2.2 in.

Temperature in Kaua'i by month

Plan your trip to Kaua'i by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kaua'i, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

Reviews of airlines servicing Kaua'i

Get insights into the airlines that provide service to Kaua'i. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kaua'i. Reviews last updated February 20, 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines and Delta from Chicago to Kaua'i. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Kaua'i. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    One-way options have recently been found by users for as low as $296 on Delta. Other airlines that offer cheap prices include Southwest from $307 and Alaska Airlines from $307 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago 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 Chicago to Kaua'i?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Kaua'i (average of $440). Flying from Chicago to Kaua'i in June is currently the most expensive (average of $686). 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

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Top 4 airlines flying from Chicago to Kaua'i

Discover the top 4 airlines that operate flights from Chicago 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 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$283Average$596FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$379Average$612FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$421Average$760FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$421Average$657FlexibilityNo cancel feeOn-time75%
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