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Stewart

$91+ Cheap flights from Houston 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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SWF
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Houston to Stewart

Cheapest flights from Houston to Stewart
Explore the most affordable flight options available from Houston to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Mon 12/299:34 pmIAH - SWF
1 stop12h 29mMultiple Airlines
Thu 1/111:43 amSWF - IAH
1 stop8h 21mMultiple Airlines
Deal found 12/16$701
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Mon 12/299:34 pmIAH - SWF
1 stop12h 29mMultiple Airlines
Fri 1/212:24 pmSWF - IAH
2 stops11h 12mMultiple Airlines
Deal found 12/16$715
This Mytrip deal was found by Cheapflights users on 12/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/195:54 amIAH - SWF
1 stop11h 12mMultiple Airlines
Mon 12/228:25 pmSWF - IAH
1 stop13h 38mMultiple Airlines
Deal found 12/15$740
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Wed 12/319:34 pmIAH - SWF
1 stop12h 29mMultiple Airlines
Fri 1/212:24 pmSWF - IAH
2 stops11h 12mMultiple Airlines
Deal found 12/17$746
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/279:34 pmIAH - SWF
1 stop12h 29mMultiple Airlines
Tue 12/3011:43 amSWF - IAH
1 stop7h 54mMultiple Airlines
Deal found 12/15$831
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Sun 12/289:34 pmIAH - SWF
2 stops13h 10mMultiple Airlines
Sun 1/411:43 amSWF - IAH
1 stop8h 21mMultiple Airlines
Deal found 12/16$841
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 12/279:34 pmIAH - SWF
1 stop12h 29mMultiple Airlines
Fri 1/212:24 pmSWF - IAH
2 stops11h 12mMultiple Airlines
Deal found 12/14$856

Find flight deals from Houston to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Houston (HO1) to Stewart (SWF). 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 December 18, 2025.

Round-trip from

$418
(Kiwi.com)

One-way from

$91
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$327
From Houston to New Windsor Stewart
Search Deals
One-way flight from Houston to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Houston 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 December 18, 2025.
Use the filters below to find and compare flights from Houston to New Windsor that are best for you.

Fly from

Houston

Fly to

Stewart

Route

Depart

Return

Price

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Sat 1/10

8:19 pm-11:33 am

1 stop14h 14m

New Windsor Stewart

Mon 1/12

12:11 pm-11:34 pm

2 stops12h 23m

$418

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Wed 1/7

8:13 pm-11:33 am

1 stop14h 20m

New Windsor Stewart

Mon 1/12

12:11 pm-11:34 pm

2 stops12h 23m

$427

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Sat 2/14

8:18 pm-11:08 am

1 stop13h 50m

New Windsor Stewart

Fri 2/20

12:11 pm-8:48 pm

2 stops9h 37m

$427

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Thu 1/29

8:18 pm-11:31 am

2 stops14h 13m

New Windsor Stewart

Sun 2/1

12:13 pm-11:34 pm

1 stop12h 21m

$443

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Wed 1/14

8:16 pm-11:33 am

1 stop14h 17m

New Windsor Stewart

Sun 1/18

12:13 pm-11:34 pm

1 stop12h 21m

$447

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Wed 2/25

7:59 pm-11:08 am

1 stop14h 09m

New Windsor Stewart

Sun 3/1

11:48 am-10:41 pm

1 stop11h 53m

$458

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Thu 1/22

8:18 pm-11:31 am

2 stops14h 13m

New Windsor Stewart

Sun 1/25

12:13 pm-11:34 pm

1 stop12h 21m

$476

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Thu 2/26

8:18 pm-11:31 am

2 stops14h 13m

New Windsor Stewart

Sun 3/1

11:48 am-10:41 pm

1 stop11h 53m

$487

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Thu 1/15

8:16 pm-11:31 am

2 stops14h 15m

New Windsor Stewart

Sun 1/18

12:13 pm-7:24 pm

1 stop8h 11m

$495

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Sun 2/8

8:18 pm-11:31 am

2 stops14h 13m

$91

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 21 results
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Best time to book a flight from Houston to Stewart

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

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

Currently, November is the cheapest month in which you can book a flight from Houston to New Windsor (average of $65). Flying from Houston to New Windsor in December is currently the most expensive (average of $121). 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 Houston 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 Houston?

    New Windsor Stewart (SWF), located 4.3 mi from the city center, is the airport you fly into when you book flights from Houston to New Windsor. 0 airlines have flights to Stewart from Houston on a regular basis. Booking flights from Houston to New Windsor Stewart should not be difficult; the airport handles an average of 0 inbound flights from Houston per day.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Houston 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 Houston to New Windsor?

    Currently, November is the cheapest month in which you can book a flight from Houston to New Windsor (average of $65). Flying from Houston to New Windsor in December is currently the most expensive (average of $121). 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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