$338 Find Cheap Flights from Chicago Midway Airport to Kaua'i

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Kaua'i departing on 4/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Kaua'i

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Kaua'i, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Kaua'i, as well as popular online travel agencies
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Flight Deals

Book Cheap Midway to Kaua'i Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Kaua'i that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Kaua'i

Mon, May 4 - Thu, May 7
Southwest Logo
6:55 am - 4:10 pm
MDW
-
LIH
14h 15m
2 stops
Southwest Logo
8:10 pm - 1:10 pm
LIH
-
MDW
12h 00m
1 stop
$428Southwest
Mon, May 4 - Thu, May 7
Southwest Logo
6:55 am - 4:10 pm
MDW
-
LIH
14h 15m
2 stops
Southwest Logo
8:10 pm - 1:45 pm
LIH
-
MDW
12h 35m
2 stops
$433Southwest
Wed, Apr 15 - Wed, Apr 22
Southwest Logo
10:00 am - 4:10 pm
MDW
-
LIH
11h 10m
1 stop
Southwest Logo
8:10 pm - 4:15 pm
LIH
-
MDW
15h 05m
1 stop
$496Southwest
Wed, Apr 15 - Wed, Apr 22
Southwest Logo
10:00 am - 6:05 pm
MDW
-
LIH
13h 05m
2 stops
Southwest Logo
8:10 pm - 1:10 pm
LIH
-
MDW
12h 00m
1 stop
$502Southwest
Tue, Apr 14 - Tue, Apr 21
Southwest Logo
10:00 am - 4:10 pm
MDW
-
LIH
11h 10m
1 stop
Southwest Logo
7:10 pm - 12:00 pm
LIH
-
MDW
11h 50m
2 stops
$504Southwest
Mon, May 4 - Thu, May 7
Southwest Logo
5:10 am - 1:10 pm
MDW
-
LIH
13h 00m
1 stop
Southwest Logo
8:10 pm - 1:10 pm
LIH
-
MDW
12h 00m
1 stop
$507Southwest
Tue, Apr 14 - Tue, Apr 21
Southwest Logo
7:55 am - 4:10 pm
MDW
-
LIH
13h 15m
2 stops
Southwest Logo
7:10 pm - 12:00 pm
LIH
-
MDW
11h 50m
2 stops
$509Southwest
Mon, Apr 20 - Tue, May 5
Delta Logo
7:16 pm - 5:40 pm
MDW
-
LIH
27h 24m
2 stops
Delta Logo
8:20 pm - 6:36 pm
LIH
-
MDW
17h 16m
2 stops
$516Delta
Mon, Apr 20 - Mon, May 4
Delta Logo
7:16 pm - 5:40 pm
MDW
-
LIH
27h 24m
2 stops
Delta Logo
9:25 pm - 5:58 pm
LIH
-
MDW
15h 33m
2 stops
$520Delta
Tue, Apr 14 - Tue, Apr 21
Southwest Logo
10:00 am - 4:10 pm
MDW
-
LIH
11h 10m
1 stop
Southwest Logo
8:10 pm - 12:00 pm
LIH
-
MDW
10h 50m
1 stop
$524Southwest
Booking Insights

KAYAK's insights & trends for Midway to Kaua'i flights

Get data-powered insights and trends into flights from Midway to Kaua'i to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Chicago Midway Airport to Kaua'i?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $381, prices are generally cheapest when you fly direct.

Find deals

Good to know

Cheapest flight$338
Flight from Chicago Midway Airport to Lihue

FAQs - booking Kaua'i flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Kaua'i?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Kaua'i.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Kaua'i?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Kaua'i is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Kaua'i?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to Kaua'i with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Kaua'i?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to Kaua'i up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Kaua'i

Information on your arrival and departure airports

Chicago Midway Airport (MDW)