OGG - MDW

$269 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
$538
Typical prices: $813-$921
Southwest
Sat 10/13Fri 10/19
OGG - MDW • 1 stop
Cheapest one-way
$269
Typical prices: $352-$413
Southwest
Sat 11/17
OGG - MDW • 1 stop
Nonstop flights
Not available
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

Tue, Oct 13 - Mon, Oct 19
Southwest Logo
8:45 pm - 1:25 pmOGG  Kahului-MDW Chicago Midway
11h 40m1 stop Las Vegas Harry Reid Intl
Southwest Logo
5:10 am - 12:40 pmMDW  Chicago Midway-OGG Kahului
12h 30m1 stop Las Vegas Harry Reid Intl
$538Southwest
Tue, Oct 13 - Mon, Oct 19
Southwest Logo
8:45 pm - 3:45 pmOGG  Kahului-MDW Chicago Midway
14h 00m1 stop Las Vegas Harry Reid Intl
Southwest Logo
5:40 am - 2:50 pmMDW  Chicago Midway-OGG Kahului
14h 10m2 stops Phoenix Sky Harbor Intl Honolulu
$610Southwest
Tue, Oct 13 - Mon, Oct 19
Southwest Logo
9:55 pm - 3:45 pmOGG  Kahului-MDW Chicago Midway
12h 50m2 stops San Diego Phoenix Sky Harbor Intl
Southwest Logo
5:40 am - 2:50 pmMDW  Chicago Midway-OGG Kahului
14h 10m2 stops Phoenix Sky Harbor Intl Honolulu
$703Southwest
Mon, Oct 5 - Fri, Oct 9
Southwest Logo
8:45 pm - 1:25 pmOGG  Kahului-MDW Chicago Midway
11h 40m1 stop Las Vegas Harry Reid Intl
Southwest Logo
5:25 am - 2:00 pmMDW  Chicago Midway-OGG Kahului
13h 35m1 stop San Diego
$833Southwest
Mon, Oct 5 - Fri, Oct 9
Southwest Logo
8:45 pm - 1:25 pmOGG  Kahului-MDW Chicago Midway
11h 40m1 stop Las Vegas Harry Reid Intl
Southwest Logo
5:15 am - 2:00 pmMDW  Chicago Midway-OGG Kahului
13h 45m2 stops Dallas Love Field San Diego
$839Southwest
Mon, Oct 5 - Fri, Oct 9
Southwest Logo
8:45 pm - 2:05 pmOGG  Kahului-MDW Chicago Midway
12h 20m2 stops Las Vegas Harry Reid Intl Denver Intl
Southwest Logo
5:15 am - 2:00 pmMDW  Chicago Midway-OGG Kahului
13h 45m2 stops Dallas Love Field San Diego
$844Southwest
Mon, Oct 5 - Fri, Oct 9
Southwest Logo
8:45 pm - 2:05 pmOGG  Kahului-MDW Chicago Midway
12h 20m2 stops Las Vegas Harry Reid Intl Denver Intl
Southwest Logo
5:25 am - 2:00 pmMDW  Chicago Midway-OGG Kahului
13h 35m1 stop San Diego
$871Southwest
Thu, Dec 17 - Mon, Dec 28
Southwest Logo
8:15 pm - 2:30 pmOGG  Kahului-MDW Chicago Midway
14h 15m1 stop Phoenix Sky Harbor Intl
Southwest Logo
10:55 pm - 12:55 pmMDW  Chicago Midway-OGG Kahului
18h 00m1 stop Phoenix Sky Harbor Intl
$976Southwest
Thu, Dec 17 - Mon, Dec 28
Southwest Logo
9:25 pm - 1:10 pmOGG  Kahului-MDW Chicago Midway
11h 45m1 stop Las Vegas Harry Reid Intl
Southwest Logo
5:50 am - 4:10 pmMDW  Chicago Midway-OGG Kahului
14h 20m2 stops Las Vegas Harry Reid Intl Oakland
$982Southwest
Thu, Dec 17 - Mon, Dec 28
Southwest Logo
9:25 pm - 2:30 pmOGG  Kahului-MDW Chicago Midway
13h 05m2 stops Las Vegas Harry Reid Intl Phoenix Sky Harbor Intl
Southwest Logo
5:50 am - 4:10 pmMDW  Chicago Midway-OGG Kahului
14h 20m2 stops Las Vegas Harry Reid Intl Oakland
$1,016Southwest
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 $813 to $921. The lowest price found in the past 5 days was $538, on Southwest.

Find deals

Key details for Kahului to Chicago Midway Airport flights

Cheapest flight

$269
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 $813 to $921, with an average of $839 over the past 12 months. Anything below $813 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 varied from about $538 to $1,071. That means the highest observed fare was about 99% 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 $350, which is 9% 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 starting from around $32 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 38% on flights from Kahului to Chicago Midway Airport. Thursday is the cheapest departure day at $584 round-trip on average, while Wednesday is the most expensive at $929, a difference of $345.

    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 5 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 River North. 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

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