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Stewart

$86+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SWF
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
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 November 2, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$191
(Mytrip)

One-way from

$86
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$247
Provider with most accurate pricing for Houston-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Houston-New York (NYC) flights.
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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. 2% potential increase in price ($7 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 November 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 November 2, 2025.

This Mytrip deal was found by Cheapflights users on 11/1. 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.
Thu 12/117:25 pmIAH - SWF
1 stop15h 12mMultiple Airlines
Mon 12/1512:27 pmSWF - IAH
1 stop13h 30mMultiple Airlines
Deal found 11/1$191
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 11/268:08 pmIAH - SWF
1 stop13h 55mMultiple Airlines
Sun 1/1112:13 pmSWF - IAH
1 stop20h 41mMultiple Airlines
Deal found 11/1$213
This Mytrip deal was found by Cheapflights users on 11/1. 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 12/1910:08 amIAH - SWF
1 stop6h 58mMultiple Airlines
Mon 12/228:25 pmSWF - IAH
1 stop13h 38mMultiple Airlines
Deal found 11/1$328
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Thu 11/64:11 pmIAH - SWF
1 stop17h 30mMultiple Airlines
Mon 11/1012:01 pmSWF - IAH
1 stop13h 17mMultiple Airlines
Deal found 11/2$386
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 12/118:23 pmIAH - SWF
2 stops14h 21mMultiple Airlines
Sun 12/1411:43 amSWF - IAH
1 stop12h 00mMultiple Airlines
Deal found 11/1$523
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/156:57 pmIAH - SWF
1 stop15h 06mMultiple Airlines
Mon 11/1712:24 pmSWF - IAH
2 stops12h 35mMultiple Airlines
Deal found 11/2$561
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 11/25:34 amIAH - SWF
1 stop28h 37mMultiple Airlines
Sun 11/96:14 pmSWF - IAH
2 stops31h 04mMultiple Airlines
Deal found 11/1$575
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/208:08 pmIAH - SWF
2 stops14h 36mMultiple Airlines
Sun 11/2311:43 amSWF - IAH
1 stop9h 06mMultiple Airlines
Deal found 11/2$582

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 November 2, 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 12/11

7:25 pm-11:37 am

1 stop15h 12m

New Windsor Stewart

Mon 12/15

12:27 pm-12:57 am

1 stop13h 30m

$191

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Wed 11/26

8:08 pm-11:03 am

1 stop13h 55m

New Windsor Stewart

Sun 1/11

12:13 pm-7:54 am

1 stop20h 41m

$213

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Sun 11/23

6:09 pm-10:07 am

1 stop14h 58m

New Windsor Stewart

Wed 11/26

12:17 pm-12:41 am

1 stop13h 24m

$318

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Thu 1/15

4:42 pm-10:19 am

1 stop16h 37m

New Windsor Stewart

Mon 1/19

11:09 am-11:30 pm

1 stop13h 21m

$334

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Fri 12/19

10:08 am-6:06 pm

1 stop6h 58m

New Windsor Stewart

Mon 12/22

8:25 pm-9:03 am

1 stop13h 38m

$335

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Sat 12/13

8:23 pm-11:03 am

1 stop13h 40m

New Windsor Stewart

Mon 12/15

12:24 pm-10:43 pm

2 stops11h 19m

$497

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Thu 12/11

8:07 pm-11:44 am

2 stops14h 37m

New Windsor Stewart

Sun 12/14

11:43 am-6:34 pm

1 stop7h 51m

$499

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Thu 1/22

8:17 pm-6:43 pm

1 stop21h 26m

$86

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Thu 12/11

7:25 pm-11:37 am

1 stop15h 12m

$97

HoustonNew Windsor

IAH - SWF

IAHSWF

Houston George Bush Intcntl

Wed 11/19

8:47 pm-10:22 am

2 stops36h 35m

$105

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

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, March is the cheapest month in which you can book a flight from Houston to New Windsor (average of $75). Flying from Houston to New Windsor in June is currently the most expensive (average of $116). 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, March is the cheapest month in which you can book a flight from Houston to New Windsor (average of $75). Flying from Houston to New Windsor in June is currently the most expensive (average of $116). 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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