MDW - KOA

$286 Find Cheap Flights from Chicago Midway Airport to Kailua-Kona

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 Kailua-Kona departing on 12/9. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Kailua-Kona

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Kailua-Kona, 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 Kailua-Kona, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$403
Southwest
Mon 2/2Wed 2/4
MDW - KOA • 1 stop
Cheapest one-way
$286
Delta
Tue 12/9
MDW - KOA • 2 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Kailua-Kona!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Kailua-Kona (MDW-KOA)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Kailua-Kona 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 Kailua-Kona

Mon, Feb 2 - Wed, Feb 4
Southwest Logo
6:10 am - 1:45 pmMDW-KOA
11h 35m1 stop
Southwest Logo
7:00 pm - 12:30 pmKOA-MDW
13h 30m2 stops
$403Southwest
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Fri, Jan 23 - Thu, Jan 29
Delta Logo
6:00 am - 6:47 pmMDW-KOA
16h 47m2 stops
Delta Logo
7:55 pm - 12:46 pmKOA-MDW
12h 51m2 stops
$424Delta
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Wed, Feb 25 - Tue, Mar 3
Delta Logo
9:34 am - 7:34 pmMDW-KOA
14h 00m2 stops
Delta Logo
9:45 pm - 5:37 pmKOA-MDW
15h 52m2 stops
$425Delta
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Wed, Apr 29 - Wed, May 6
Southwest Logo
10:20 am - 9:25 pmMDW-KOA
16h 05m2 stops
Southwest Logo
10:00 am - 5:45 amKOA-MDW
14h 45m1 stop
$430Southwest
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Mon, Feb 2 - Wed, Feb 4
Southwest Logo
5:05 am - 6:10 pmMDW-KOA
17h 05m2 stops
Southwest Logo
7:00 pm - 12:30 pmKOA-MDW
13h 30m2 stops
$435Southwest
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Wed, Apr 29 - Wed, May 6
Southwest Logo
10:20 am - 9:25 pmMDW-KOA
16h 05m2 stops
Southwest Logo
8:25 pm - 1:45 pmKOA-MDW
12h 20m2 stops
$436Southwest
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Wed, May 6 - Wed, May 20
Southwest Logo
10:20 am - 9:25 pmMDW-KOA
16h 05m2 stops
Southwest Logo
10:00 am - 5:45 amKOA-MDW
14h 45m1 stop
$469Southwest
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Tue, Dec 9 - Sun, Dec 14
Delta Logo
9:34 am - 7:30 pmMDW-KOA
13h 56m2 stops
Delta Logo
8:43 pm - 4:34 pmKOA-MDW
15h 51m2 stops
$476Delta
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Wed, May 6 - Wed, May 20
Southwest Logo
6:10 am - 1:15 pmMDW-KOA
12h 05m1 stop
Southwest Logo
10:00 am - 5:45 amKOA-MDW
14h 45m1 stop
$477Southwest
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Mon, Jan 26 - Sat, Feb 28
Delta Logo
6:00 am - 6:47 pmMDW-KOA
16h 47m2 stops
Delta Logo
9:45 pm - 5:37 pmKOA-MDW
15h 52m2 stops
$485Delta
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Booking Insights

KAYAK's insights & trends for Midway to Kailua-Kona flights

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

Which airlines provide the cheapest flights from Chicago Midway Airport to Kailua-Kona?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Kailua-Kona were found on Southwest ($435) and Delta ($476).

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Good to know

Cheapest flight$286
Flight from Chicago Midway Airport to Kailua-Kona

When to book flights from Midway to Kailua-Kona

Are your dates flexible? Find out the best times to travel from Midway to Kailua-Kona based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Kailua-Kona flights

  • What is the cheapest flight from Chicago Midway Airport to Kailua-Kona?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Kailua-Kona was $286 for a one-way ticket and $403 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Kailua-Kona?

    No, a passport isn't needed to fly from Chicago Midway Airport to Kailua-Kona. However, local authorities might ask for an official ID.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Kailua-Kona?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Kailua-Kona?

    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 Kailua-Kona.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kailua-Kona from Chicago Midway Airport 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 Kailua-Kona?

    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 to Kailua-Kona with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and KOA can sometimes prove cheaper using this method.

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

    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 to Kailua-Kona from Chicago Midway Airport 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 from Midway to Kailua-Kona

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Kailua-Kona (KOA)