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Stewart

$102+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SWF
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap 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 September 16, 2025.

Round-trip from

$210
(Kiwi.com)

One-way from

$102
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$205
From Houston to New Windsor Stewart
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One-way flight from Houston to New Windsor Stewart
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Highest demand for flights based on searches. 5% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Thu 12/44:42 pmIAH - SWF
1 stop17h 55mMultiple Airlines
Mon 12/87:30 pmSWF - IAH
1 stop14h 24mMultiple Airlines
Deal found 9/16$210
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Wed 10/228:37 pmIAH - SWF
1 stop13h 26mMultiple Airlines
Sun 10/2611:43 amSWF - IAH
1 stop13h 30mMultiple Airlines
Deal found 9/15$467
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Thu 12/117:08 pmIAH - SWF
2 stops15h 36mMultiple Airlines
Sun 12/1411:43 amSWF - IAH
1 stop7h 40mMultiple Airlines
Deal found 9/14$530
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Wed 12/39:05 pmIAH - SWF
1 stop12h 58mMultiple Airlines
Sun 12/711:43 amSWF - IAH
1 stop7h 40mMultiple Airlines
Deal found 9/14$533
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 12/46:42 pmIAH - SWF
2 stops16h 02mMultiple Airlines
Sun 12/711:43 amSWF - IAH
1 stop7h 40mMultiple Airlines
Deal found 9/15$538
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Wed 12/178:21 pmIAH - SWF
1 stop12h 58mMultiple Airlines
Sun 12/2111:43 amSWF - IAH
1 stop7h 40mMultiple Airlines
Deal found 9/15$553
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/118:37 pmIAH - SWF
1 stop13h 26mMultiple Airlines
Sun 10/1911:43 amSWF - IAH
1 stop13h 30mMultiple Airlines
Deal found 9/15$578
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Fri 12/198:08 pmIAH - SWF
1 stop11h 47mMultiple Airlines
Thu 12/2511:43 amSWF - IAH
1 stop7h 40mMultiple Airlines
Deal found 9/16$582
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Fri 12/198:08 pmIAH - SWF
1 stop11h 47mMultiple Airlines
Mon 12/228:25 pmSWF - IAH
2 stops15h 12mMultiple Airlines
Deal found 9/16$604
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Thu 10/168:37 pmIAH - SWF
2 stops14h 07mMultiple Airlines
Sun 10/1911:43 amSWF - IAH
1 stop13h 30mMultiple Airlines
Deal found 9/16$616
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Thu 10/237:30 pmIAH - SWF
2 stops15h 14mMultiple Airlines
Sun 10/2611:43 amSWF - IAH
1 stop13h 30mMultiple Airlines
Deal found 9/14$620

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 September 16, 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

Thu 12/4

4:42 pm-11:37 am

1 stop17h 55m

New Windsor Stewart

Mon 12/8

7:30 pm-8:54 am

1 stop14h 24m

$210

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Thu 12/11

7:08 pm-11:44 am

2 stops15h 36m

New Windsor Stewart

Sun 12/14

11:43 am-6:23 pm

1 stop7h 40m

$530

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Wed 12/3

9:05 pm-11:03 am

1 stop12h 58m

New Windsor Stewart

Sun 12/7

11:43 am-6:23 pm

1 stop7h 40m

$533

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Thu 12/4

6:42 pm-11:44 am

2 stops16h 02m

New Windsor Stewart

Sun 12/7

11:43 am-6:23 pm

1 stop7h 40m

$538

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Fri 2/13

8:17 pm-12:39 pm

1 stop15h 22m

New Windsor Stewart

Mon 2/16

12:22 pm-8:33 pm

1 stop9h 11m

$545

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Wed 12/17

8:21 pm-10:19 am

1 stop12h 58m

New Windsor Stewart

Sun 12/21

11:43 am-6:23 pm

1 stop7h 40m

$553

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Sat 10/11

8:37 pm-11:03 am

1 stop13h 26m

New Windsor Stewart

Sun 10/19

11:43 am-12:13 am

1 stop13h 30m

$578

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Fri 12/19

8:08 pm-8:55 am

1 stop11h 47m

New Windsor Stewart

Thu 12/25

11:43 am-6:23 pm

1 stop7h 40m

$582

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Fri 12/19

8:08 pm-8:55 am

1 stop11h 47m

New Windsor Stewart

Mon 12/22

8:25 pm-10:37 am

2 stops15h 12m

$604

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Thu 10/16

8:37 pm-11:44 am

2 stops14h 07m

New Windsor Stewart

Sun 10/19

11:43 am-12:13 am

1 stop13h 30m

$616

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 22 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, October is the cheapest month in which you can book a flight from Houston to New Windsor (average of $109). Flying from Houston 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 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, October is the cheapest month in which you can book a flight from Houston to New Windsor (average of $109). Flying from Houston 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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