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Kahului

$238+ 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 9/7. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OGG
Jun 28 — Jul 51
Sat 6/28
Sat 7/5
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 June 23, 2025.

Round-trip from

$622
(Southwest)

One-way from

$238
(Southwest)

Popular in

November

Cheapest in

August

Average price

$843
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. 20% potential increase in price ($222 potential increase over avg. RT price).
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Cheapest flight prices on average. 9% potential price decrease ($73 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 23, 2025.

This Southwest deal was found by Cheapflights users on 6/22. 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.
Mon 8/185:15 amMDW - OGG
1 stop12h 10mSouthwest
Sun 8/248:30 pmOGG - MDW
1 stop10h 50mSouthwest
Deal found 6/22$622
This Delta deal was found by Cheapflights users on 6/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/116:00 amMDW - OGG
1 stop15h 30mDelta
Sat 11/225:25 pmOGG - MDW
1 stop12h 26mDelta
Deal found 6/22$666

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 June 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 8/18

5:15 am-12:25 pm

1 stop12h 10m

Kahului

Sun 8/24

8:30 pm-12:20 pm

1 stop10h 50m

$622

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Sat 8/9

6:00 am-7:33 pm

2 stops18h 33m

Kahului

Mon 9/8

9:10 pm-5:37 pm

2 stops15h 27m

$803

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Sun 9/7

5:30 am-2:35 pm

2 stops14h 05m

$238

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 8/5

9:24 am-7:33 pm

2 stops15h 09m

$462

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/22

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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Kahului

What is the cheapest month to book a flight from Chicago Midway Airport to Kahului?

Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Kahului (average of $391). Flying from Chicago Midway Airport to Kahului in June is currently the most expensive (average of $576). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in Kahului by month

Plan your trip to Kahului by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kahului ranges from 0.1 - 3.8 inches per month. January is typically the wettest month, when rainfall can reach 3.8 in. June is typically the driest time to visit Kahului when rainfall is around 0.1 in.

Temperature in Kahului by month

Plan your trip to Kahului by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kahului, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 71.6 F).

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 June 23, 2025.
See what other customers who have flown with Southwest and Delta from Chicago to Kahului have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,278 reviews

Comfort

8.0

Food

7.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,278 reviews
Southwest
8.0
Very good
4,278 reviews

Comfort

8.0

Food

7.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,965 reviews
Southwest
8.0
Very good
4,278 reviews

Comfort

8.0

Food

7.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • What are the cheapest airlines flying from Chicago Midway Airport to Kahului round-trip?

    According to our current data, Southwest ($622), and Delta ($803) offers the cheapest pricing from Chicago Midway Airport to Kahului. Southwest is priced at 28% 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.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Kahului?

    Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Kahului (average of $391). Flying from Chicago Midway Airport to Kahului in June is currently the most expensive (average of $576). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport 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 June 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$498Average$748FlexibilityNo cancel feeOn-time63%

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