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Midway

$257+ Cheap flights from Kaua'i to Midway (MDW)

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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
LIH — MDW
Apr 14 — Apr 211
Mon 4/14
Mon 4/21
1 adult, Economy
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Cheap flight deals from Kaua'i to Midway

Keep the following information in mind while searching for Kaua'i to Midway flight deals. Data was last updated April 9, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$698
(Southwest)

One-way from

$257
(Delta)
Provider with most accurate pricing for Lihue-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Lihue-Chicago (CHI) flights.
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From Kaua'i to Chicago Midway
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One-way flight from Kaua'i to Chicago Midway
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Find flight deals from Kaua'i to Midway

Cheapest flights from Kaua'i to Midway
Explore the most affordable flight options available from Kaua'i to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 9, 2025.

This Southwest deal was found by Cheapflights users on 4/7. 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.
Wed 7/308:40 pmLIH - MDW
2 stops11h 40mSouthwest
Tue 8/56:10 amMDW - LIH
1 stop11h 40mSouthwest
Deal found 4/7$698
This Delta deal was found by Cheapflights users on 4/8. 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 4/221:08 pmLIH - MDW
2 stops15h 32mDelta
Tue 4/299:20 amMDW - LIH
2 stops14h 24mDelta
Deal found 4/8$734

Cheapflights Fare Finder

Customize your flight search to find flights from Kaua'i to Midway 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 April 9, 2025.
Use the filters below to find and compare flights from Kaua'i to Chicago Midway Airport that are best for you.

Fly from

Kaua'i

Fly to

Midway

Route

Depart

Return

Price

LihueChicago

LIH - MDW

LIHMDW

Lihue

Wed 7/30

8:40 pm-1:20 pm

2 stops11h 40m

Chicago Midway

Tue 8/5

6:10 am-12:50 pm

1 stop11h 40m

$698

LihueChicago

LIH - MDW

LIHMDW

Lihue

Tue 4/22

1:08 pm-9:40 am

2 stops15h 32m

Chicago Midway

Tue 4/29

9:20 am-6:44 pm

2 stops14h 24m

$734

LihueChicago

LIH - MDW

LIHMDW

Lihue

Wed 9/3

9:26 pm-6:03 pm

2 stops15h 37m

$257

LihueChicago

LIH - MDW

LIHMDW

Lihue

Wed 8/27

10:00 am-5:00 am

2 stops14h 00m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

Best time to book a flight from Kaua'i to Midway

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

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated April 9, 2025.
Southwest
8.0
Very good
4,281 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Comfort

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,281 reviews
Southwest
8.0
Very good
4,281 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Comfort

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,906 reviews
Southwest
8.0
Very good
4,281 reviews

Overall

8.0

Boarding

8.2

Crew

8.6

Comfort

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

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

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Kaua'i to Chicago Midway Airport (average of $160). Flying from Kaua'i to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near Kaua'i?

Book flights to Kaua'i if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
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