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 $215 on Delta. Other airlines that offer cheap prices include Alaska Airlines from $247 and United Airlines from $292 one-way.

What are the most popular airlines that fly from Chicago to Kaua'i?

Consider American Airlines, Alaska Airlines or Delta when booking your flight. These represent the most popular airlines when flying from Chicago to Kaua'i.

How far in advance should I book a flight from Chicago to Kaua'i?

Find a great deal and save up to 21% by booking at least 23 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago to Kaua'i within the next two weeks, with the cheapest ticket starting at $415.

What is the cheapest month to fly from Chicago to Kaua'i?

The best pricing can be found in the month of November. Prices to Kaua'i from Chicago average $666. You can even find prices in November for less than $666, as users have found deals to Kaua'i from as low as $363. The month of June appears to be one of the more expensive times to travel to Kaua'i from Chicago. Flying in the targeted month can save you up to 28%.

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.

$215+ Flights from Chicago to Kaua'i

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from Chicago to Kaua'i with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chicago to Kaua'i

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$517 (Alaska Airlines)
One-way from	$215 (Delta)
Popular in	June
Cheapest in	November
Average price	$571

Provider with most accurate pricing for Chicago (CHI)-Lihue flight deals.

Search Deals

Provider most trusted by Cheapflights users for Chicago (CHI)-Lihue flights.

Search Deals

From Chicago (CHI) to Kaua'i

Search Deals

One-way flight from Chicago (CHI) to Kaua'i

Search Deals

Highest demand for flights based on searches. 11% potential increase in price ($82 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in April 2025

Search Deals

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 abril 4, 2025.

qui 5/158:00 amORD - LIH

1 stop18h 33mAlaska Airlines

seg 5/199:00 pmLIH - ORD

2 stops15h 02mAlaska Airlines

Deal found 4/3

$517

sex 10/37:30 amORD - LIH

1 stop16h 52mDelta

seg 10/139:26 pmLIH - ORD

2 stops14h 21mDelta

Deal found 4/2

$527

qua 8/66:13 amORD - LIH

1 stop10h 53mAmerican Airlines

qua 8/139:18 pmLIH - ORD

1 stop18h 40mAmerican Airlines

Deal found 4/3

$543

sex 4/2512:45 pmORD - LIH

1 stop12h 12mUnited Airlines

sex 5/212:48 pmLIH - ORD

1 stop11h 16mUnited Airlines

Deal found 4/3

$581

qua 8/136:10 amMDW - LIH

1 stop11h 40mSouthwest

qua 8/2010:00 amLIH - MDW

2 stops14h 00mSouthwest

Deal found 4/3

$583

qui 9/49:30 amMDW - LIH

2 stops14h 46mDelta

qua 9/109:45 pmLIH - MDW

2 stops15h 51mDelta

Deal found 4/4

$694

Best flights from Chicago to Kaua'i
Discover carefully curated flight deals from Chicago to Kaua'i that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated abril 4, 2025.

qui 5/158:00 amORD - LIH

1 stop18h 33mAlaska Airlines

seg 5/199:00 pmLIH - ORD

2 stops15h 02mAlaska Airlines

Deal found 4/3

$517

qua 9/36:00 amORD - LIH

2 stops18h 16mDelta

sex 9/129:45 pmLIH - ORD

1 stop10h 43mDelta

Deal found 4/4

$528

qua 8/66:13 amORD - LIH

1 stop10h 53mAmerican Airlines

qua 8/139:18 pmLIH - ORD

1 stop18h 40mAmerican Airlines

Deal found 4/3

$543

sex 4/2512:45 pmORD - LIH

1 stop12h 12mUnited Airlines

sex 5/212:48 pmLIH - ORD

1 stop11h 16mUnited Airlines

Deal found 4/3

$581

qua 8/136:10 amMDW - LIH

1 stop11h 40mSouthwest

qua 8/2010:00 amLIH - MDW

2 stops14h 00mSouthwest

Deal found 4/3

$583

dom 5/186:00 amORD - LIH

1 stop20h 33mHawaiian Airlines

dom 5/2510:33 pmLIH - ORD

1 stop20h 26mHawaiian Airlines

Deal found 4/2

$811

qui 9/49:30 amMDW - LIH

2 stops14h 46mDelta

qua 9/109:45 pmLIH - MDW

2 stops15h 51mDelta

Deal found 4/4

$694

Last-minute flights from Chicago to Kaua'i
Discover last-minute flight deals from Chicago to Kaua'i. Data last updated abril 4, 2025 and is based on user searches.

qui 4/37:30 amORD - LIH

1 stop16h 24mDelta

ter 4/88:19 pmLIH - ORD

1 stop12h 06mDelta

Deal found 4/2

$546

sex 4/46:15 amORD - LIH

2 stops16h 10mSouthwest

sex 4/116:15 amLIH - ORD

2 stops12h 25mSouthwest

Deal found 4/2

$834

sáb 4/121:05 pmORD - LIH

1 stop11h 31mUnited Airlines

sáb 4/199:15 pmLIH - ORD

1 stop10h 59mUnited Airlines

Deal found 4/3

$738

sáb 4/122:04 pmORD - LIH

2 stops21h 58mAlaska Airlines

sáb 4/193:24 pmLIH - ORD

1 stop16h 41mAlaska Airlines

Deal found 4/3

$741

sáb 4/129:23 amMDW - LIH

2 stops14h 31mDelta

sex 4/1810:00 pmLIH - MDW

2 stops15h 20mDelta

Deal found 4/2

$964

dom 4/138:35 amORD - LIH

1 stop11h 23mAmerican Airlines

dom 4/209:32 pmLIH - ORD

1 stop18h 10mAmerican Airlines

Deal found 4/3

$1,021

sex 4/2512:45 pmORD - LIH

1 stop12h 12mUnited Airlines

sex 5/212:48 pmLIH - ORD

1 stop11h 16mUnited Airlines

Deal found 4/3

$581

ter 5/69:20 amMDW - LIH

2 stops14h 24mDelta

ter 5/139:45 pmLIH - MDW

2 stops16h 00mDelta

Deal found 4/3

$704

qua 5/148:00 pmORD - LIH

1 stop21h 32mAmerican Airlines

qua 5/212:02 pmLIH - ORD

1 stop10h 51mAmerican Airlines

Deal found 4/3

$552

qua 5/145:50 amMDW - LIH

2 stops15h 10mSouthwest

qua 5/2110:00 amLIH - MDW

2 stops14h 20mSouthwest

Deal found 4/3

$642

qui 5/158:00 amORD - LIH

1 stop18h 33mAlaska Airlines

seg 5/199:00 pmLIH - ORD

2 stops15h 02mAlaska Airlines

Deal found 4/3

$517

dom 5/186:00 amORD - LIH

1 stop20h 33mHawaiian Airlines

dom 5/2510:33 pmLIH - ORD

1 stop20h 26mHawaiian Airlines

Deal found 4/2

$811

One-way flights from Chicago to Kaua'i
Search for one-way flight options from Chicago to Kaua'i. Find affordable one-way fares based on user searches. Data last updated abril 4, 2025.

qui 4/247:50 amORD - LIH

1 stop15h 54mDelta

Deal found 4/3

$215

qua 4/233:44 pmORD - LIH

2 stops19h 33mAlaska Airlines

Deal found 4/3

$247

dom 4/207:10 amORD - LIH

1 stop13h 36mUnited Airlines

Deal found 4/3

$292

sex 6/610:17 pmORD - LIH

1 stop18h 47mAmerican Airlines

Deal found 4/3

$378

sex 6/66:15 amORD - LIH

2 stops14h 45mSouthwest

Deal found 4/3

$407

sáb 6/289:45 pmMDW - LIH

1 stop17h 35mSouthwest

Deal found 4/3

$482

dom 4/136:00 amMDW - LIH

2 stops16h 17mDelta

Deal found 4/3

$497

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Kaua'i that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

qui 5/15

8:00 am-9:33 pm

1 stop18h 33m

Lihue

seg 5/19

9:00 pm-5:02 pm

2 stops15h 02m

$517

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

seg 4/7

7:30 am-6:54 pm

1 stop16h 24m

Lihue

ter 4/8

8:19 pm-1:25 pm

1 stop12h 06m

$546

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

qua 5/14

8:00 pm-12:32 pm

1 stop21h 32m

Lihue

qua 5/21

2:02 pm-5:53 am

1 stop10h 51m

$552

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

sex 4/25

12:45 pm-7:57 pm

1 stop12h 12m

Lihue

sex 5/2

12:48 pm-5:04 am

1 stop11h 16m

$581

ChicagoLihue

MDW - LIH

MDWLIH

Chicago Midway

ter 5/6

8:55 am-6:10 pm

2 stops14h 15m

Lihue

qua 5/14

9:00 am-5:20 am

1 stop15h 20m

$608

ChicagoLihue

MDW - LIH

MDWLIH

Chicago Midway

ter 5/6

9:20 am-6:44 pm

2 stops14h 24m

Lihue

ter 5/13

9:45 pm-6:45 pm

2 stops16h 00m

$704

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

dom 5/18

6:00 am-9:33 pm

1 stop20h 33m

Lihue

dom 5/25

10:33 pm-11:59 pm

1 stop20h 26m

$811

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

qua 6/18

6:15 am-6:00 pm

2 stops16h 45m

Lihue

seg 6/23

8:40 pm-3:00 pm

2 stops13h 20m

$849

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

qui 4/24

7:50 am-6:44 pm

1 stop15h 54m

$215

ChicagoLihue

ORD - LIH

ORDLIH

Chicago O'Hare Intl

qua 4/23

3:44 pm-6:17 am

2 stops19h 33m

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/3

Showing 1-10 of 15 results

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.

Cheapflights Insights

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

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 $683). 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?

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

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

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

Read reviews from past customers who have flown Alaska Airlines, Southwest 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.

Alaska Airlines

8.0

Very good

9,835 reviews

Reviews

1 / 20

10.0

Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines

8.0

Very good

9,835 reviews

Alaska Airlines

8.0

Very good

9,835 reviews

Reviews

1 / 20

10.0

Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Southwest

8.0

Very good

4,275 reviews

Alaska Airlines

8.0

Very good

9,835 reviews

Reviews

1 / 20

10.0

Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta

8.0

Very good

7,897 reviews

Alaska Airlines

8.0

Very good

9,835 reviews

Reviews

1 / 20

10.0

Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Hawaiian Airlines

7.9

Good

2,349 reviews

Alaska Airlines

8.0

Very good

9,835 reviews

Reviews

1 / 20

10.0

Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

United Airlines

7.4

Good

8,619 reviews

Alaska Airlines

8.0

Very good

9,835 reviews

Reviews

1 / 20

10.0

Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

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 $215 on Delta. Other airlines that offer cheap prices include Alaska Airlines from $247 and United Airlines from $292 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 $683). 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

Alternative routes for Chicago to Kaua'i

O'Hare Intl to Honolulu flights

O'Hare Intl to Kahului flights

Midway to Honolulu flights

O'Hare Intl to Lihue flights

St. Louis to Honolulu flights

O'Hare Intl to Kailua-Kona flights

Midway to Kahului flights

St. Louis to Kahului flights

Midway to Kailua-Kona flights

Midway to Lihue flights

St. Louis to Kailua-Kona flights

St. Louis to Lihue flights

O'Hare Intl to Hilo flights

Moline to Honolulu flights

Midway to Hilo flights

Peoria to Honolulu flights

Moline to Lihue flights

Evansville to Honolulu flights

Moline to Kahului flights

Evansville to Kahului flights

Peoria to Lihue flights

St. Louis to Hilo flights

Peoria to Kahului flights

O'Hare Intl to Kapalua flights

Bloomington to Honolulu flights

St. Louis to Kapalua flights

Bloomington to Kahului flights

Springfield to Honolulu flights

Decatur to Honolulu flights

O'Hare Intl to Hana flights

Moline to Hilo flights

O'Hare Intl to Waimea (Big Island) flights

Bloomington to Lihue flights

Champaign to Honolulu flights

Springfield to Lihue flights

Springfield to Kahului flights

St. Louis to Hana flights

Dubuque to Honolulu flights

Moline to Kailua-Kona flights

Evansville to Lihue flights

St. Louis to Waimea (Big Island) flights

Champaign to Kailua-Kona flights

Top 5 airlines flying from Chicago to Kaua'i

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$311	Average$535	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$379	Average$600	FlexibilityNo cancel fee	On-time71%
Alaska Airlines	Cheapest$421	Average$672	FlexibilityNo cancel fee	On-time75%
United Airlines	Cheapest$421	Average$765	FlexibilityNo cancel fee	On-time69%
Southwest	Cheapest$424	Average$873	FlexibilityNo cancel fee	On-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

$215+ 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 4/24. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Kaua'i with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

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 abril 4, 2025.

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Chicago to Kaua'i

Cheapest flights from Chicago to Kaua'iExplore 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 abril 4, 2025.

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 abril 4, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Kaua'i that are best for you.

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.

Cheapflights Insights

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

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

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 abril 4, 2025.

Rainfall in Kaua'i by month

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

Temperature in Kaua'i by month

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

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 abril 4, 2025.

Read reviews from past customers who have flown Alaska Airlines, Southwest 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.

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?

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

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

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

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Kaua'i

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

Top 5 airlines flying from Chicago to Kaua'i

100% Free

Book with Flexibility

Travel Smart

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 abril 4, 2025.