MDW - OGG

$211 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 2/8. 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 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$428
Delta
Mon 2/23Thu 2/26
MDW - OGG • 1 stop
Cheapest one-way
$211
Delta
Sun 2/8
MDW - OGG • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Kahului!
Flight Deals
Booking Insights
Flight Deals

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

Recent round-trip flight deals from Midway to Kahului

Mon, Feb 23 - Thu, Feb 26
Delta Logo
6:00 am - 3:37 pm
MDW
-
OGG
13h 37m
1 stop
Delta Logo
1:53 pm - 9:06 am
OGG
-
MDW
15h 13m
2 stops
$428Delta
Mon, Feb 23 - Thu, Feb 26
Delta Logo
9:34 am - 7:15 pm
MDW
-
OGG
13h 41m
2 stops
Delta Logo
1:53 pm - 9:06 am
OGG
-
MDW
15h 13m
2 stops
$433Delta
Mon, Feb 23 - Tue, Mar 10
Delta Logo
6:00 am - 3:37 pm
MDW
-
OGG
13h 37m
1 stop
Delta Logo
4:00 pm - 9:56 am
OGG
-
MDW
12h 56m
1 stop
$442Delta
Mon, Feb 23 - Tue, Mar 10
Delta Logo
9:34 am - 7:15 pm
MDW
-
OGG
13h 41m
2 stops
Delta Logo
4:00 pm - 9:56 am
OGG
-
MDW
12h 56m
1 stop
$448Delta
Wed, Apr 8 - Tue, Apr 14
Delta Logo
6:25 am - 3:13 pm
MDW
-
OGG
13h 48m
1 stop
Delta Logo
10:15 pm - 5:54 pm
OGG
-
MDW
14h 39m
2 stops
$451Delta
Wed, Apr 22 - Wed, Apr 29
Delta Logo
9:27 am - 7:31 pm
MDW
-
OGG
15h 04m
2 stops
Delta Logo
12:40 pm - 8:46 am
OGG
-
MDW
15h 06m
2 stops
$453Delta
Tue, Apr 21 - Thu, Apr 30
Southwest Logo
6:45 am - 12:35 pm
MDW
-
OGG
10h 50m
1 stop
Southwest Logo
10:00 am - 6:00 am
OGG
-
MDW
15h 00m
1 stop
$455Southwest
Wed, Mar 18 - Wed, Mar 25
Delta Logo
10:45 am - 6:35 pm
MDW
-
OGG
12h 50m
1 stop
Delta Logo
12:59 pm - 8:50 am
OGG
-
MDW
14h 51m
2 stops
$474Delta
Wed, Mar 18 - Wed, Mar 25
Delta Logo
6:34 pm - 11:30 am
MDW
-
OGG
21h 56m
2 stops
Delta Logo
12:59 pm - 8:50 am
OGG
-
MDW
14h 51m
2 stops
$477Delta
Wed, May 6 - Wed, May 13
Southwest Logo
7:55 am - 4:05 pm
MDW
-
OGG
13h 10m
2 stops
Southwest Logo
8:55 pm - 12:35 pm
OGG
-
MDW
10h 40m
1 stop
$479Southwest
Booking Insights

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.

What is the most popular layover airport when flying from Chicago Midway Airport to Kahului?

Percentage of 1-stop round-trip flights from Chicago Midway Airport to Kahului chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Las Vegas (LAS) is the top choice – 63% of KAYAK users who clicked on 1-stop flights from Chicago Midway Airport to Kahului picked an itinerary connecting there.

What is the cheapest layover airport when flying from Chicago Midway Airport to Kahului?

Average round-trip price for 1-stop flights from Chicago Midway Airport to Kahului clicked by KAYAK users in the last 12 months (only includes trips with the same layover airport on both legs).

Flights via Atlanta (ATL) offer the most affordable fares, with an average round-trip price of $586.

Which layover airport offers the shortest total travel time from Chicago Midway Airport to Kahului?

Shortest average total travel time for 1-stop one-way flights from Chicago Midway Airport to Kahului via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Las Vegas (LAS) for the shortest journey. The average one-way travel time for flights connecting there is 11h 37m.

Which layover airport has the quickest connection when flying from Chicago Midway Airport to Kahului?

Average layover duration at different layover airports for 1-stop one-way flights from Chicago Midway Airport to Kahului, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Las Vegas (LAS) often has the shortest layovers from Chicago Midway Airport to Kahului, with an average of 1h 35m.

Find deals

Good to know

Low seasonAugust
Cheapest flight$211
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly and prices are also 20% 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 $211 for a one-way ticket and $428 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.

  • 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.

Reviews of the 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 4258 reviews
8.1Boarding
7.5Entertainment
7.0Food
8.0Comfort
8.6Crew
Airline reviews

3 hour delay. Had to change plans and was still delayed.

2.0 MediocreAnonymous, Jan 2026
SFO - SAN
Read more Southwest reviews

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

We got exit row seats both flights. Everything was running on time

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Pretty seamless, just a tad bit late in taking off and landing.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Kahului (OGG)