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Cheap flights from Kaua'i to Chicago (CHI)

LIH — CHI
Aug 11 — Aug 181
Tue 8/11
Tue 8/18
1 adult, Economy
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Find flight deals from Kaua'i to Chicago

Keep the following information in mind while searching for Kaua'i to Chicago flight deals. Data was last updated July 12, 2026.

Round-trip from

$424
(Delta)

One-way from

$212
(American Airlines)
From Kaua'i to Chicago (CHI)
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One-way flight from Kaua'i to Chicago (CHI)
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Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated July 12, 2026.
Read reviews from past customers who have flown United Airlines from Kaua'i to Chicago. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,979 reviews

Comfort

7.3

Crew

8.1

Food

6.7

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
9,979 reviews
United Airlines
7.4
Good
9,979 reviews

Comfort

7.3

Crew

8.1

Food

6.7

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Kaua'i to Chicago. 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 Kaua'i to Chicago?

    For as low as $564, Delta can have you in Chicago from Kaua'i in 14h 10m. The distance from Kaua'i to Chicago 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 Kaua'i to Chicago one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $211. Users have also found prices from $211 and $212 on Delta and United Airlines, respectively.

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

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

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

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

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

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

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Hammond
Lansing
Merrillville
Valparaiso
Porter

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Top 2 airlines flying from Kaua'i to Chicago

Discover the top 2 airlines that operate flights from Kaua'i to Chicago. 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 July 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$438Average$594FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$473Average$651FlexibilityNo cancel feeOn-time69%

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