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Kahului

$217+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OGG
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Southwest deal was found by Cheapflights users on 1/28. 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 3/35:05 am
MDW
-
OGG
1 stop11h 45m
Southwest
Tue 3/108:55 pm
OGG
-
MDW
1 stop10h 40m
Southwest
Deal found 1/28$422
This Delta deal was found by Cheapflights users on 1/27. 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.
Mon 2/236:00 am
MDW
-
OGG
1 stop13h 37m
Delta
Tue 3/1012:59 pm
OGG
-
MDW
2 stops14h 54m
Delta
Deal found 1/27$428
This Delta deal was found by Cheapflights users on 1/27. 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 3/36:00 am
MDW
-
OGG
2 stops17h 15m
Delta
Tue 3/1012:59 pm
OGG
-
MDW
2 stops14h 54m
Delta
Deal found 1/27$433
This Delta deal was found by Cheapflights users on 1/29. 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.
Mon 3/26:00 am
MDW
-
OGG
1 stop13h 37m
Delta
Mon 3/912:59 pm
OGG
-
MDW
2 stops14h 51m
Delta
Deal found 1/29$446
This Delta deal was found by Cheapflights users on 1/27. 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 4/149:27 am
MDW
-
OGG
2 stops15h 05m
Delta
Wed 4/2212:30 pm
OGG
-
MDW
2 stops15h 17m
Delta
Deal found 1/27$464
This Delta deal was found by Cheapflights users on 1/28. 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.
Fri 2/276:00 am
MDW
-
OGG
1 stop13h 37m
Delta
Thu 3/55:10 pm
OGG
-
MDW
1 stop12h 44m
Delta
Deal found 1/28$470
This Delta deal was found by Cheapflights users on 1/27. 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 2/266:00 am
MDW
-
OGG
1 stop13h 37m
Delta
Thu 3/55:10 pm
OGG
-
MDW
1 stop12h 44m
Delta
Deal found 1/27$481
This Southwest deal was found by Cheapflights users on 1/29. 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 2/256:10 am
MDW
-
OGG
2 stops19h 20m
Southwest
Wed 3/47:00 pm
OGG
-
MDW
2 stops13h 30m
Southwest
Deal found 1/29$484

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$422
(Southwest)

One-way from

$217
(Southwest)

Popular in

November

Cheapest in

August

Average price

$703
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. 24% potential increase in price ($303 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 14% potential price decrease ($121 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 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

Tue 3/3

5:05 am-12:50 pm

1 stop11h 45m

Kahului

Tue 3/10

8:55 pm-12:35 pm

1 stop10h 40m

$422

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 2/23

6:00 am-3:37 pm

1 stop13h 37m

Kahului

Tue 3/10

12:59 pm-8:53 am

2 stops14h 54m

$428

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 3/3

6:00 am-7:15 pm

2 stops17h 15m

Kahului

Tue 3/10

12:59 pm-8:53 am

2 stops14h 54m

$433

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 3/2

6:00 am-3:37 pm

1 stop13h 37m

Kahului

Mon 3/9

12:59 pm-8:50 am

2 stops14h 51m

$446

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 4/22

9:27 am-7:32 pm

2 stops15h 05m

Kahului

Wed 4/29

12:30 pm-8:51 am

2 stops15h 21m

$492

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 4/14

9:27 am-7:32 pm

2 stops15h 05m

Kahului

Tue 4/21

12:30 pm-8:47 am

2 stops15h 17m

$522

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 2/18

5:05 am-12:50 pm

1 stop11h 45m

Kahului

Wed 2/25

9:35 pm-3:00 pm

1 stop13h 25m

$546

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 2/23

8:35 pm-1:10 pm

2 stops20h 35m

Kahului

Sun 3/22

8:55 pm-12:45 pm

1 stop10h 50m

$619

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Sun 2/22

10:15 pm-12:40 pm

1 stop18h 25m

Kahului

Sat 2/28

12:45 pm-5:05 am

2 stops12h 20m

$625

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 2/24

8:55 pm-1:10 pm

2 stops20h 15m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 17 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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Kahului flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 29, 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
4,267 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

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
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

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 $422, Southwest can have you in Kahului from Chicago Midway Airport in 11h 45m. The distance between Chicago Midway Airport and Kahului is about 4184 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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

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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 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$630Average$843FlexibilityNo cancel feeOn-time63%

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