OGG - MDW

$289 Find Cheap Flights from Kahului to Chicago Midway Airport - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$593
Typical prices: $718-$921
Southwest
Sun 12/16Sat 1/6
OGG - MDW • 2 stops
Cheapest one-way
$289
Typical prices: $346-$413
Southwest
Tue 12/11
OGG - MDW • 1 stop
Nonstop flights
There are currently no direct flights between Kahului and Chicago Midway Airport. You'll need to take a connecting flight to reach the destination.
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Flight Deals

Cheap Flights from Kahului to Midway (OGG-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Kahului to Midway

Wed, Dec 16 - Wed, Jan 6
Southwest Logo
9:25 pm - 3:15 pmOGG  Kahului-MDW Chicago Midway
13h 50m2 stops Las Vegas Harry Reid Intl Denver Intl
Southwest Logo
5:20 am - 1:10 pmMDW  Chicago Midway-OGG Kahului
11h 50m1 stop Phoenix Sky Harbor Intl
$593Southwest
Thu, Apr 29 - Tue, May 11
Southwest Logo
8:45 pm - 12:10 pmOGG  Kahului-MDW Chicago Midway
10h 25m1 stop Las Vegas Harry Reid Intl
Southwest Logo
7:45 am - 1:50 pmMDW  Chicago Midway-OGG Kahului
11h 05m1 stop Las Vegas Harry Reid Intl
$606Southwest
Wed, Apr 28 - Mon, May 10
Delta Logo
12:45 pm - 8:49 amOGG  Kahului-MDW Chicago Midway
15h 04m2 stops Los Angeles Minneapolis St Paul
Delta Logo
12:30 pm - 8:38 pmMDW  Chicago Midway-OGG Kahului
13h 08m2 stops Minneapolis St Paul Los Angeles
$607Delta
Thu, Apr 29 - Tue, May 11
Southwest Logo
8:45 pm - 1:40 pmOGG  Kahului-MDW Chicago Midway
11h 55m1 stop Las Vegas Harry Reid Intl
Southwest Logo
5:25 am - 1:20 pmMDW  Chicago Midway-OGG Kahului
12h 55m2 stops Phoenix Sky Harbor Intl San Diego
$612Southwest
Thu, Apr 29 - Tue, May 11
Southwest Logo
6:00 pm - 12:25 pmOGG  Kahului-MDW Chicago Midway
13h 25m2 stops Honolulu Phoenix Sky Harbor Intl
Southwest Logo
5:25 am - 1:20 pmMDW  Chicago Midway-OGG Kahului
12h 55m2 stops Phoenix Sky Harbor Intl San Diego
$617Southwest
Mon, Dec 21 - Wed, Dec 30
Delta Logo
5:55 pm - 11:01 amOGG  Kahului-MDW Chicago Midway
13h 06m1 stop Minneapolis St Paul
Delta Logo
6:00 am - 2:43 pmMDW  Chicago Midway-OGG Kahului
12h 43m1 stop Atlanta Hartsfield-Jackson
$626Delta
Mon, Dec 21 - Wed, Dec 30
Delta Logo
1:59 pm - 11:01 amOGG  Kahului-MDW Chicago Midway
17h 02m2 stops Los Angeles Minneapolis St Paul
Delta Logo
6:00 am - 2:43 pmMDW  Chicago Midway-OGG Kahului
12h 43m1 stop Atlanta Hartsfield-Jackson
$632Delta
Wed, Dec 16 - Wed, Jan 6
Southwest Logo
8:15 pm - 11:45 amOGG  Kahului-MDW Chicago Midway
11h 30m1 stop Phoenix Sky Harbor Intl
Southwest Logo
5:20 am - 1:10 pmMDW  Chicago Midway-OGG Kahului
11h 50m1 stop Phoenix Sky Harbor Intl
$651Southwest
Booking Insights

Price, demand and travel trends for Kahului to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Kahului to Chicago Midway Airport?

Round-trip flights from Kahului to Chicago Midway Airport typically range from $718 to $921. The lowest price found in the past 5 days was $593, on Southwest.

Key details for Kahului to Chicago Midway Airport flights

Cheapest flight

$289
One-way flight from Kahului to Chicago Midway Airport

When to book flights from Kahului to Midway

Are your dates flexible? Find out the best times to travel from Kahului to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Kahului to Chicago Midway Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Kahului to Chicago Midway Airport?

    Only Economy Class is available on flights from Kahului to Chicago Midway Airport.

  • How long is a flight from Kahului to Chicago Midway Airport?

    A nonstop flight from Kahului to Chicago Midway Airport takes 00m, covering 4,184 miles.

  • Do I need a passport to fly from Kahului to Chicago Midway Airport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Kahului to Chicago Midway Airport flight?

    Round-trip flights from Kahului to Chicago Midway Airport range from $718 to $921, with an average of $826 over the past 12 months. Anything below $718 counts as a good deal.

  • Have flight prices from Kahului to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $587 to $5,192. That means the highest observed fare was about 9x higher than the lowest one.

  • How are flight prices from Kahului to Chicago Midway Airport looking right now?

    One-way fares from Kahului to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $295, which is 18% below the typical average for this route.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates averaging $86 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from Kahului to Chicago Midway Airport?

    Flights from Kahului to Chicago Midway Airport usually depart from Kahului (OGG) and arrive at Chicago Midway (MDW).

  • Which airports do connecting flights from Kahului to Chicago Midway Airport pass through?

    Most connecting flights from Kahului to Chicago Midway Airport pass through Phoenix Sky Harbor Intl (PHX), which handles 100% of one-stop traffic on this route.

  • Can I save money by using flexible dates for flights from Kahului to Chicago Midway Airport?

    Yes. Flexible dates can save you up to 37% on flights from Kahului to Chicago Midway Airport. Thursday is the cheapest departure day at $586 round-trip on average, while Wednesday is the most expensive at $929, a difference of $343.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What is the time difference between Kahului and Chicago Midway Airport?

    Chicago Midway Airport is 4 hours ahead of Kahului (Central Time vs Hawaii-Aleutian Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

Your guide to booking Kahului to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.

More options for your flight from Kahului to Midway

Complete your trip to Chicago with a hotel stay or car rental