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MDW - KOA

$225 Find Cheap Flights from Chicago Midway Airport to Kailua-Kona - 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 Kailua-Kona departing on 8/31. 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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Everything you should know

Cheapest round-trip
$449
Delta
Tue 9/22Mon 9/28
MDW - KOA • 2 stops
Cheapest one-way
$225
Delta
Mon 8/31
MDW - KOA • 2 stops
Nonstop flights
Not available
There are currently no direct flights between Midway and Kailua-Kona. You'll need at least 1 connection.
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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

Tue, Sep 22 - Mon, Sep 28
Delta Logo
9:29 am - 7:15 pmMDW  Chicago Midway-KOA Kona Intl
14h 46m2 stops Detroit Metropolitan Wayne County Los Angeles Los Angeles
Delta Logo
8:55 pm - 6:33 pmKOA  Kona Intl-MDW Chicago Midway
16h 38m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County
$449Delta
Fri, Aug 28 - Mon, Aug 31
Delta Logo
9:59 am - 7:17 pmMDW  Chicago Midway-KOA Kona Intl
14h 18m2 stops Minneapolis St Paul Los Angeles Los Angeles
Delta Logo
10:05 pm - 6:01 pmKOA  Kona Intl-MDW Chicago Midway
14h 56m2 stops Los Angeles Los Angeles Minneapolis St Paul
$449Delta
Fri, Sep 11 - Mon, Sep 14
Delta Logo
9:59 am - 7:15 pmMDW  Chicago Midway-KOA Kona Intl
14h 16m2 stops Minneapolis St Paul Los Angeles Los Angeles
Delta Logo
10:10 pm - 6:33 pmKOA  Kona Intl-MDW Chicago Midway
15h 23m2 stops Los Angeles Los Angeles Detroit Metropolitan Wayne County
$449Delta
Fri, Aug 28 - Mon, Aug 31
Delta Logo
9:59 am - 7:17 pmMDW  Chicago Midway-KOA Kona Intl
14h 18m2 stops Minneapolis St Paul Los Angeles Los Angeles
Delta Logo
10:05 pm - 6:01 pmKOA  Kona Intl-MDW Chicago Midway
14h 56m2 stops Los Angeles Los Angeles Minneapolis St Paul
$449Delta
Sat, Nov 7 - Sat, Nov 14
Southwest Logo
6:05 am - 1:40 pmMDW  Chicago Midway-KOA Kona Intl
11h 35m1 stop Las Vegas Harry Reid Intl
Southwest Logo
11:40 am - 5:55 amKOA  Kona Intl-MDW Chicago Midway
14h 15m2 stops Honolulu Oakland
$474Southwest
Mon, Feb 1 - Mon, Feb 8
Southwest Logo
10:15 am - 9:25 pmMDW  Chicago Midway-KOA Kona Intl
15h 10m2 stops Oakland Honolulu
Southwest Logo
7:05 pm - 11:20 amKOA  Kona Intl-MDW Chicago Midway
12h 15m2 stops Honolulu Phoenix Sky Harbor Intl
$479Southwest
Fri, Nov 6 - Sat, Nov 14
Southwest Logo
10:05 am - 9:25 pmMDW  Chicago Midway-KOA Kona Intl
15h 20m2 stops Oakland Honolulu
Southwest Logo
11:40 am - 5:55 amKOA  Kona Intl-MDW Chicago Midway
14h 15m2 stops Honolulu Oakland
$499Southwest
Thu, Aug 27 - Mon, Aug 31
Delta Logo
9:59 am - 7:17 pmMDW  Chicago Midway-KOA Kona Intl
14h 18m2 stops Minneapolis St Paul Los Angeles Los Angeles
Delta Logo
8:42 pm - 6:01 pmKOA  Kona Intl-MDW Chicago Midway
16h 19m2 stops Seattle/Tacoma Intl Minneapolis St Paul
$509Delta
Tue, Sep 22 - Mon, Sep 28
Delta Logo
9:29 am - 7:15 pmMDW  Chicago Midway-KOA Kona Intl
14h 46m2 stops Detroit Metropolitan Wayne County Los Angeles Los Angeles
Delta Logo
8:55 pm - 6:33 pmKOA  Kona Intl-MDW Chicago Midway
16h 38m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County
$509Delta
Mon, Feb 1 - Mon, Feb 8
Southwest Logo
7:25 am - 2:55 pmMDW  Chicago Midway-KOA Kona Intl
11h 30m1 stop Las Vegas Harry Reid Intl
Southwest Logo
7:05 pm - 11:20 amKOA  Kona Intl-MDW Chicago Midway
12h 15m2 stops Honolulu Phoenix Sky Harbor Intl
$519Southwest
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 5 days.

In the past 5 days, the cheapest round-trip tickets from Chicago Midway Airport to Kailua-Kona were found on Delta ($449) and Southwest ($474).

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Good to know

Cheapest flight

$225
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 5 days, the lowest price for a flight from Chicago Midway Airport to Kailua-Kona was $225 for a one-way ticket and $449 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)