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Stewart

$392+ Cheap flights from Maui to New Windsor (SWF)

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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — SWF
Aug 27 — Sep 31
Wed 8/27
Wed 9/3
1 adult, Economy
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Find flight deals from Maui to Stewart

One-way flights from Maui to Stewart
Search for one-way flight options from Maui to Stewart. Find affordable one-way fares based on user searches. Data last updated August 22, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/42:58 pmOGG - SWF
3 stops37h 13mMultiple Airlines
Deal found 8/21$392
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/252:58 pmOGG - SWF
3 stops41h 13mMultiple Airlines
Deal found 8/21$403
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/163:40 pmOGG - SWF
3 stops37h 39mMultiple Airlines
Deal found 8/20$434
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1211:20 amOGG - SWF
3 stops49h 02mMultiple Airlines
Deal found 8/21$447
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2410:50 amOGG - SWF
3 stops48h 05mMultiple Airlines
Deal found 8/21$461
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/610:36 amOGG - SWF
2 stops25h 46mMultiple Airlines
Deal found 8/21$554
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/910:50 amOGG - SWF
2 stops18h 01mMultiple Airlines
Deal found 8/21$578

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maui to Stewart 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 August 22, 2025.
Use the filters below to find and compare flights from Maui to New Windsor that are best for you.

Fly from

Maui

Fly to

Stewart

Route

Depart

Return

Price

KahuluiNew Windsor

OGG - SWF

OGGSWF

Kahului

Sat 10/4

2:58 pm-10:11 am

3 stops37h 13m

$392

KahuluiNew Windsor

OGG - SWF

OGGSWF

Kahului

Sat 10/25

2:58 pm-2:11 pm

3 stops41h 13m

$403

KahuluiNew Windsor

OGG - SWF

OGGSWF

Kahului

Tue 12/16

3:40 pm-10:19 am

3 stops37h 39m

$434

KahuluiNew Windsor

OGG - SWF

OGGSWF

Kahului

Fri 9/12

11:20 am-6:22 pm

3 stops49h 02m

$447

KahuluiNew Windsor

OGG - SWF

OGGSWF

Kahului

Fri 10/24

10:50 am-4:55 pm

3 stops48h 05m

$461

KahuluiNew Windsor

OGG - SWF

OGGSWF

Kahului

Sat 9/6

10:36 am-6:22 pm

2 stops25h 46m

$554

KahuluiNew Windsor

OGG - SWF

OGGSWF

Kahului

Thu 10/9

10:50 am-10:51 am

2 stops18h 01m

$578

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/21

Best time to book a flight from Maui to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Maui 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 Maui to New Windsor

What is the cheapest month to book a flight from Maui to New Windsor?

Currently, October is the cheapest month in which you can book a flight from Maui to New Windsor (average of $109). Flying from Maui to New Windsor in December is currently the most expensive (average of $202). 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.

Related info for your journey

Find useful and relevant information for your journey from Maui to Stewart. 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 New Windsor from Maui?

    If you book a flight to New Windsor from Maui, you will be flying to Stewart, which is the city’s only airport. New Windsor Stewart (SWF) is located 4.3 mi from the center of New Windsor.

  • Can I find deals for flights from Maui to Stewart that include hotel bookings?

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

  • How can I find direct flights from Maui to Stewart?

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

  • Can I find deals for business class flights from Maui to Stewart?

    Yes. Cheapflights offers flight deals from Maui to Stewart 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 Maui to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Maui to New Windsor (average of $109). Flying from Maui to New Windsor in December is currently the most expensive (average of $202). 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 New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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