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Kahului

$205+ Cheap flights from Midway (MDW) to Kahului (OGG)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OGG
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap flight deals from Midway to Kahului

Cheapest flights from Midway to Kahului
Explore the most affordable flight options available from Midway to Kahului. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This Southwest deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:50 amMDW - OGG
1 stop12h 30mSouthwest
Sun 12/287:00 pmOGG - MDW
2 stops13h 15mSouthwest
Deal found 12/21$843
This Southwest deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/235:00 amMDW - OGG
1 stop11h 25mSouthwest
Mon 12/299:25 pmOGG - MDW
1 stop10h 50mSouthwest
Deal found 12/22$893
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:00 amMDW - OGG
1 stop13h 24mDelta
Tue 12/3011:05 pmOGG - MDW
2 stops19h 17mDelta
Deal found 12/21$895
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amMDW - OGG
1 stop13h 24mDelta
Tue 12/3011:05 pmOGG - MDW
2 stops19h 17mDelta
Deal found 12/21$900
This Southwest deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/235:00 amMDW - OGG
1 stop11h 25mSouthwest
Wed 12/319:25 pmOGG - MDW
1 stop13h 35mSouthwest
Deal found 12/22$903
This Southwest deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:25 amMDW - OGG
1 stop11h 40mSouthwest
Fri 12/269:25 pmOGG - MDW
1 stop11h 00mSouthwest
Deal found 12/21$1,018

Find flight deals from Midway to Kahului

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Kahului (OGG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$417
(Delta)

One-way from

$205
(Kiwi.com)

Popular in

November

Cheapest in

August

Average price

$895
Provider with most accurate pricing for Chicago Midway-Kahului flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Kahului flights.
Search Deals
From Chicago Midway to Kahului
Search Deals
One-way flight from Chicago Midway to Kahului
Search Deals
Highest demand for flights based on searches. 25% potential increase in price ($319 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($110 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Kahului that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 23, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Kahului that are best for you.

Fly from

Midway

Fly to

Kahului

Route

Depart

Return

Price

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 1/26

6:00 am-3:37 pm

1 stop13h 37m

Kahului

Tue 2/3

10:00 pm-6:36 pm

2 stops16h 36m

$417

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 1/26

6:00 am-3:37 pm

1 stop13h 37m

Kahului

Thu 2/5

2:02 pm-8:52 am

2 stops14h 50m

$426

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 1/28

9:33 am-7:15 pm

2 stops13h 42m

Kahului

Thu 2/5

5:10 pm-9:53 am

1 stop12h 43m

$426

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Sun 1/18

6:45 am-3:37 pm

1 stop12h 52m

Kahului

Mon 1/26

5:10 pm-9:53 am

1 stop12h 43m

$433

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 1/12

6:45 am-3:37 pm

1 stop12h 52m

Kahului

Mon 1/19

5:10 pm-9:53 am

1 stop12h 43m

$433

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 1/29

6:00 am-3:37 pm

1 stop13h 37m

Kahului

Thu 2/5

2:02 pm-8:52 am

2 stops14h 50m

$439

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 2/18

12:45 pm-12:28 pm

2 stops27h 43m

Kahului

Wed 2/25

10:00 pm-5:37 pm

2 stops15h 37m

$453

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 1/26

6:00 am-3:37 pm

1 stop13h 37m

Kahului

Wed 2/4

2:02 pm-8:52 am

2 stops14h 50m

$457

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 2/18

1:49 pm-12:28 pm

2 stops26h 39m

Kahului

Tue 2/24

1:53 pm-8:54 am

2 stops15h 01m

$462

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Fri 2/20

6:00 am-3:37 pm

1 stop13h 37m

Kahului

Tue 2/24

1:53 pm-8:54 am

2 stops15h 01m

$468

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 19 results
1
2

Compare providers for flights from Midway to Kahului

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Kahului in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Kahului flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Kahului flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Kahului flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Kahului flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Kahului flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Kahului

Have a flexible travel schedule? Discover the best time to fly to Kahului from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Kahului

Get insights into the airlines that provide service to Kahului. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kahului. Reviews last updated December 23, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Kahului, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,253 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Midway to Kahului. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Kahului from Chicago Midway?

    Most people fly into Kahului (OGG) if they book a flight to Kahului from Chicago Midway. On average, Kahului has 0 inbound flights from Chicago Midway per day from 1 airline. Kahului is conveniently located just 2.7 mi from Kahului’s city center.

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

    For as low as $417, Delta can have you in Kahului from Chicago Midway Airport in 13h 37m. The distance between Chicago Midway Airport and Kahului is about 4184 mi.

  • What is the cheapest airline to fly from Chicago Midway Airport to Kahului round-trip?

    According to our current data, Southwest ($630), offers the cheapest pricing from Chicago Midway Airport to Kahului. Southwest is priced at 32% lower than the current average price of a flight leaving 3 months from now.

  • Can I find deals for flights from Midway to Kahului that include hotel bookings?

    Yes. In addition to deals on Midway to Kahului flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Kahului?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Kahului.

  • Can I find deals for business class flights from Midway to Kahului?

    Yes. Cheapflights offers flight deals from Midway to Kahului by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Kahului?

Book flights to Kahului if you plan to visit one of these locations
Wailea

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Top airline flying from Midway to Kahului

Discover the top airline that operate flights from Midway to Kahului. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$630Average$823FlexibilityNo cancel feeOn-time63%

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