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Kahului

$179+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OGG
Feb 6 — Feb 131
Fri 2/6
Fri 2/13
1 adult, Economy
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Cheap 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 January 7, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$409
(Delta)

One-way from

$179
(Delta)

Popular in

November

Cheapest in

August

Average price

$703
Provider with most accurate pricing for Chicago Midway-Kahului flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Kahului flights.
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From Chicago Midway to Kahului
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One-way flight from Chicago Midway to Kahului
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Highest demand for flights based on searches. 24% potential increase in price ($304 potential increase over avg. RT price).
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Cheapest flight prices on average. 14% potential price decrease ($121 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find 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 January 7, 2026.

This Delta deal was found by Cheapflights users on 1/7. 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 1/296:00 amMDW - OGG
1 stop13h 37mDelta
Thu 2/55:10 pmOGG - MDW
2 stops15h 36mDelta
Deal found 1/7$409
This Southwest deal was found by Cheapflights users on 1/6. 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 4/205:10 amMDW - OGG
2 stops14h 35mSouthwest
Fri 4/248:55 pmOGG - MDW
1 stop10h 25mSouthwest
Deal found 1/6$425
This Southwest deal was found by Cheapflights users on 1/6. 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 2/178:45 pmMDW - OGG
2 stops20h 45mSouthwest
Tue 2/249:35 pmOGG - MDW
1 stop11h 00mSouthwest
Deal found 1/6$430
This Delta deal was found by Cheapflights users on 1/6. 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.
Wed 5/139:30 amMDW - OGG
2 stops16h 15mDelta
Sun 5/1711:30 pmOGG - MDW
2 stops14h 01mDelta
Deal found 1/6$444
This Southwest deal was found by Cheapflights users on 1/7. 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 4/276:55 amMDW - OGG
1 stop12h 15mSouthwest
Thu 5/148:35 pmOGG - MDW
2 stops12h 45mSouthwest
Deal found 1/7$446
This Southwest deal was found by Cheapflights users on 1/6. 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.
Thu 4/236:35 amMDW - OGG
1 stop11h 00mSouthwest
Fri 5/18:55 pmOGG - MDW
1 stop10h 25mSouthwest
Deal found 1/6$458

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 January 7, 2026.
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

Thu 1/29

6:00 am-3:37 pm

1 stop13h 37m

Kahului

Thu 2/5

5:10 pm-12:46 pm

2 stops15h 36m

$409

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 2/5

6:00 am-3:37 pm

1 stop13h 37m

Kahului

Mon 2/9

10:00 pm-5:29 pm

2 stops15h 29m

$457

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 1/29

6:00 am-3:37 pm

1 stop13h 37m

Kahului

Tue 2/3

10:00 pm-5:29 pm

2 stops15h 29m

$457

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 2/11

5:05 am-12:50 pm

1 stop11h 45m

Kahului

Wed 2/18

9:35 pm-1:45 pm

1 stop12h 10m

$516

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 2/18

5:05 am-12:50 pm

1 stop11h 45m

Kahului

Tue 2/24

9:35 pm-12:35 pm

1 stop11h 00m

$525

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 3/18

10:45 am-6:35 pm

1 stop12h 50m

Kahului

Wed 3/25

4:00 pm-9:56 am

1 stop12h 56m

$546

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 3/11

10:45 am-6:35 pm

1 stop12h 50m

Kahului

Wed 3/18

4:00 pm-9:56 am

1 stop12h 56m

$546

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 2/3

5:05 am-12:50 pm

1 stop11h 45m

Kahului

Tue 2/10

9:35 pm-12:35 pm

1 stop11h 00m

$552

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Sun 3/1

6:00 am-8:26 pm

2 stops18h 26m

Kahului

Thu 3/5

5:10 pm-12:46 pm

2 stops15h 36m

$555

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 1/26

6:00 am-3:37 pm

1 stop13h 37m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/5

Showing 1-10 of 18 results
1
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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 January.
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 January 7, 2026.
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
4,250 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

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
4,250 reviews
Southwest
8.0
Very good
4,250 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

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 $409, 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 34% 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?

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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 January 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$630Average$823FlexibilityNo cancel feeOn-time63%

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