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Kahului

$280+ 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OGG
Dec 12 — Dec 191
Fri 12/12
Fri 12/19
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 November 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$433
(Delta)

One-way from

$280
(Delta)

Popular in

November

Cheapest in

August

Average price

$1,673
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. 21% potential increase in price ($244 potential increase over avg. RT price).
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Cheapest flight prices on average. 9% potential price decrease ($79 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 12, 2025.

This Delta deal was found by Cheapflights users on 11/11. 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 12/46:00 amMDW - OGG
1 stop13h 24mDelta
Mon 12/1510:00 pmOGG - MDW
2 stops16h 18mDelta
Deal found 11/11$437
This Delta deal was found by Cheapflights users on 11/11. 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 12/99:34 amMDW - OGG
2 stops14h 44mDelta
Mon 12/155:10 pmOGG - MDW
1 stop12h 44mDelta
Deal found 11/11$438
This Delta deal was found by Cheapflights users on 11/11. 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 12/316:00 amMDW - OGG
1 stop13h 24mDelta
Thu 1/155:10 pmOGG - MDW
1 stop13h 24mDelta
Deal found 11/11$456
This Delta deal was found by Cheapflights users on 11/11. 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 12/46:00 amMDW - OGG
1 stop13h 24mDelta
Thu 12/115:10 pmOGG - MDW
1 stop12h 44mDelta
Deal found 11/11$461
This Delta deal was found by Cheapflights users on 11/11. 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 12/119:59 amMDW - OGG
2 stops13h 03mDelta
Thu 12/185:10 pmOGG - MDW
1 stop12h 44mDelta
Deal found 11/11$466
This Delta deal was found by Cheapflights users on 11/11. 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.
Sat 12/66:00 amMDW - OGG
1 stop13h 24mDelta
Sun 12/1410:00 pmOGG - MDW
2 stops16h 18mDelta
Deal found 11/11$468
This Delta deal was found by Cheapflights users on 11/11. 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 12/56:00 amMDW - OGG
1 stop13h 24mDelta
Tue 12/910:00 pmOGG - MDW
2 stops16h 18mDelta
Deal found 11/11$469
This Delta deal was found by Cheapflights users on 11/10. 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 12/47:02 pmMDW - OGG
2 stops29h 16mDelta
Fri 12/121:55 pmOGG - MDW
2 stops15h 24mDelta
Deal found 11/10$475
This Delta deal was found by Cheapflights users on 11/11. 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 12/316:00 amMDW - OGG
1 stop13h 24mDelta
Tue 1/131:53 pmOGG - MDW
2 stops15h 01mDelta
Deal found 11/11$487
This Delta deal was found by Cheapflights users on 11/11. 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 12/56:00 amMDW - OGG
1 stop13h 24mDelta
Mon 12/155:10 pmOGG - MDW
1 stop12h 44mDelta
Deal found 11/11$492
This Delta deal was found by Cheapflights users on 11/10. 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.
Sun 12/146:00 amMDW - OGG
1 stop13h 24mDelta
Thu 12/185:10 pmOGG - MDW
1 stop12h 44mDelta
Deal found 11/10$493

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 November 12, 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

Thu 12/4

6:00 am-3:24 pm

1 stop13h 24m

Kahului

Sun 12/14

10:00 pm-6:18 pm

2 stops16h 18m

$437

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 1/5

6:45 am-3:37 pm

1 stop12h 52m

Kahului

Mon 1/12

10:00 pm-4:31 pm

2 stops14h 31m

$438

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 1/29

6:00 am-3:37 pm

1 stop13h 37m

Kahului

Thu 2/5

10:00 pm-5:32 pm

2 stops15h 32m

$438

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 12/9

6:00 am-8:18 pm

2 stops18h 18m

Kahului

Mon 12/15

5:10 pm-9:54 am

1 stop12h 44m

$438

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 1/1

6:00 am-3:24 pm

1 stop13h 24m

Kahului

Thu 1/8

10:00 pm-4:31 pm

2 stops14h 31m

$438

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 12/8

9:34 am-8:18 pm

2 stops14h 44m

Kahului

Mon 12/15

5:10 pm-9:54 am

1 stop12h 44m

$438

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 1/21

6:00 am-7:15 pm

2 stops17h 15m

Kahului

Fri 1/30

10:00 pm-3:40 pm

2 stops13h 40m

$443

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 2/23

6:00 am-3:30 pm

1 stop13h 30m

Kahului

Tue 3/10

4:00 pm-9:56 am

1 stop12h 56m

$451

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 12/11

6:00 am-3:24 pm

1 stop13h 24m

Kahului

Thu 12/18

5:10 pm-9:54 am

1 stop12h 44m

$461

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 4/28

9:20 am-5:49 pm

2 stops37h 29m

$280

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

Showing 1-10 of 18 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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 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 November 12, 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
4,235 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,235 reviews
Southwest
8.0
Very good
4,235 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 $437, Delta can have you in Kahului from Chicago Midway Airport in 13h 24m. 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 ($479), offers the cheapest pricing from Chicago Midway Airport to Kahului. Southwest is priced at 46% 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 November 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$479Average$774FlexibilityNo cancel feeOn-time63%

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