$278 Find Cheap Flights from Chicago Midway Airport to Kaua'i - Compare and Save

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 9/9. 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

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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

Wed, Nov 4 - Wed, Nov 11
Delta Logo
9:29 am - 8:14 pm
MDW
-
LIH
14h 45m
2 stops
Delta Logo
9:40 pm - 4:39 pm
LIH
-
MDW
14h 59m
2 stops
$435Delta
Wed, Oct 28 - Sun, Nov 1
Delta Logo
9:29 am - 7:14 pm
MDW
-
LIH
14h 45m
2 stops
Delta Logo
9:47 pm - 4:47 pm
LIH
-
MDW
15h 00m
2 stops
$435Delta
Sat, Nov 14 - Tue, Nov 24
Delta Logo
9:30 am - 8:13 pm
MDW
-
LIH
14h 43m
2 stops
Delta Logo
9:40 pm - 6:04 pm
LIH
-
MDW
16h 24m
2 stops
$435Delta
Sat, Nov 14 - Tue, Nov 24
Delta Logo
9:30 am - 8:13 pm
MDW
-
LIH
14h 43m
2 stops
Delta Logo
9:40 pm - 4:39 pm
LIH
-
MDW
14h 59m
2 stops
$443Delta
Thu, Nov 12 - Thu, Nov 19
Southwest Logo
5:45 am - 1:15 pm
MDW
-
LIH
11h 30m
1 stop
Southwest Logo
9:05 pm - 11:50 am
LIH
-
MDW
10h 45m
1 stop
$464Southwest
Wed, Nov 4 - Wed, Nov 11
Southwest Logo
5:45 am - 1:15 pm
MDW
-
LIH
11h 30m
1 stop
Southwest Logo
4:05 pm - 11:35 am
LIH
-
MDW
15h 30m
1 stop
$464Southwest
Wed, Nov 4 - Wed, Nov 11
Southwest Logo
5:45 am - 1:15 pm
MDW
-
LIH
11h 30m
1 stop
Southwest Logo
11:50 am - 5:55 am
LIH
-
MDW
14h 05m
2 stops
$470Southwest
Wed, Nov 4 - Tue, Nov 10
Southwest Logo
5:45 am - 1:15 pm
MDW
-
LIH
11h 30m
1 stop
Southwest Logo
11:50 am - 5:55 am
LIH
-
MDW
14h 05m
2 stops
$470Southwest
Thu, Nov 12 - Thu, Nov 19
Southwest Logo
10:05 am - 9:30 pm
MDW
-
LIH
15h 25m
2 stops
Southwest Logo
9:05 pm - 11:50 am
LIH
-
MDW
10h 45m
1 stop
$470Southwest
Wed, Oct 28 - Sun, Nov 1
Delta Logo
9:29 am - 7:14 pm
MDW
-
LIH
14h 45m
2 stops
Delta Logo
9:47 pm - 4:47 pm
LIH
-
MDW
15h 00m
2 stops
$485Delta
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 $411, prices are generally cheapest when you fly direct.

Find deals

Good to know

Cheapest flight

$278
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)