MDW - OGG

$327 Find Cheap Flights from Chicago Midway Airport to Kahului

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 Kahului departing on 9/10. 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.
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KAYAK searches hundreds of travel sites at once for deals on flights to Kahului

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

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Flights Deals

Cheap Flight Deals from Midway to Kahului (MDW-OGG)

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

Recent round-trip flight deals from Midway to Kahului

KAYAK's recommended round-trip deals from the most popular airlines that fly from Midway to Kahului.
Discover the best prices for you by selecting your travel dates on KAYAK.
Delta Logo
6:00 am - 7:33 pmMDW-OGG
18h 33m2 stops
Delta Logo
12:05 pm - 8:46 amOGG-MDW
15h 41m2 stops
$641Delta
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Sat, Aug 9 - Mon, Sep 8
Southwest Logo
5:15 am - 12:25 pmMDW-OGG
12h 10m1 stop
Southwest Logo
9:35 pm - 11:35 amOGG-MDW
10h 00m1 stop
$664Southwest
Find Deal
Sun, Oct 26 - Tue, Nov 4
Southwest Logo
5:30 am - 4:30 pmMDW-OGG
16h 00m2 stops
Southwest Logo
9:35 pm - 11:35 amOGG-MDW
10h 00m1 stop
$669Southwest
Find Deal
Sun, Oct 26 - Tue, Nov 4
Southwest Logo
5:05 am - 1:00 pmMDW-OGG
12h 55m1 stop
Southwest Logo
8:25 pm - 1:15 pmOGG-MDW
11h 50m1 stop
$683Southwest
Find Deal
Thu, May 15 - Wed, May 21
Southwest Logo
5:30 am - 4:30 pmMDW-OGG
16h 00m2 stops
Southwest Logo
9:35 pm - 3:00 pmOGG-MDW
13h 25m2 stops
$685Southwest
Find Deal
Sun, Oct 26 - Tue, Nov 4
Southwest Logo
5:05 am - 1:00 pmMDW-OGG
12h 55m1 stop
Southwest Logo
8:25 pm - 1:45 pmOGG-MDW
12h 20m2 stops
$688Southwest
Find Deal
Thu, May 15 - Wed, May 21
Delta Logo
9:20 am - 7:25 pmMDW-OGG
15h 05m2 stops
Delta Logo
9:30 pm - 6:45 pmOGG-MDW
16h 15m2 stops
$696Delta
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Thu, May 29 - Thu, Jun 5
Delta Logo
9:20 am - 7:25 pmMDW-OGG
15h 05m2 stops
Delta Logo
12:00 pm - 8:36 amOGG-MDW
15h 36m2 stops
$720Delta
Find Deal
Thu, May 15 - Wed, May 21
Delta Logo
9:20 am - 7:25 pmMDW-OGG
15h 05m2 stops
Delta Logo
12:00 pm - 8:36 amOGG-MDW
15h 36m2 stops
$723Delta
Find Deal
Wed, May 28 - Tue, Jun 3
Southwest Logo
7:30 am - 4:45 pmMDW-OGG
14h 15m2 stops
Southwest Logo
8:30 pm - 1:55 pmOGG-MDW
12h 25m2 stops
$729Southwest
Find Deal
Wed, May 21 - Tue, May 27
Useful Info

KAYAK's insights & trends for Midway to Kahului flights

Get data-powered insights and trends into flights from Midway to Kahului 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 Kahului?

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 Kahului were found on Delta ($641) and Southwest ($664).

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Good to know

Low seasonAugust
High seasonFebruary
Cheapest flight$327
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Chicago Midway Airport to Kahului

When to book flights from Midway to Kahului

Are your dates flexible? Find out the best times to travel from Midway to Kahului 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 Kahului flights

  • What is the cheapest flight from Chicago Midway Airport to Kahului?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Kahului was $327 for a one-way ticket and $641 for a round-trip.

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

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

  • Which aircraft models fly most regularly from Chicago Midway Airport to Kahului?

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

  • Which airline alliances offer flights from Chicago Midway Airport to Kahului?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Kahului.

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

    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 Kahului.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kahului 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 Kahului?

    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 Kahului with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and OGG 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 Kahului?

    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 Kahului from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top airline flying from Midway to Kahului

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Kahului. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Kahului? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4294 reviews
7.1Food
7.6Entertainment
8.6Crew
8.0Comfort
8.2Boarding
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Everything you need to know for your flight from Midway to Kahului

Information on your arrival and departure airports

Kahului (OGG)
Chicago Midway Airport (MDW)

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