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Stewart

$314+ Cheap flights from Hobby (HOU) 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 11/21. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SWF
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap flight deals from Hobby to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Hobby (HOU) 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 septiembre 11, 2025.

Popular in

December

Cheapest in

September

Average price

$195
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 Hobby to Stewart

One-way flights from Hobby to Stewart
Search for one-way flight options from Hobby to Stewart. Find affordable one-way fares based on user searches. Data last updated septiembre 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
vie. 11/218:32 pmHOU - SWF
2 stops36h 44mAllegiant Air
Deal found 9/10$314
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
jue. 11/137:39 pmHOU - SWF
3 stops15h 05mMultiple Airlines
Deal found 9/10$522

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hobby 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 septiembre 11, 2025.
Use the filters below to find and compare flights from Houston Hobby Airport to New Windsor that are best for you.

Fly from

Hobby

Fly to

Stewart

Route

Depart

Return

Price

HoustonNew Windsor

HOU - SWF

HOUSWF

Houston Hobby

vie. 11/21

8:32 pm-10:16 am

2 stops36h 44m

$314

HoustonNew Windsor

HOU - SWF

HOUSWF

Houston Hobby

jue. 11/13

7:39 pm-11:44 am

3 stops15h 05m

$522

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Best time to book a flight from Hobby to Stewart

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

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

Currently, October is the cheapest month in which you can book a flight from Houston Hobby Airport to New Windsor (average of $109). Flying from Houston Hobby Airport 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 Hobby 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 Hobby?

    New Windsor Stewart (SWF) is the airport you will fly into if you book a flight from Houston Hobby to New Windsor. You should not have trouble finding flights to Stewart from Houston Hobby; the airport handles an average of 0 inbound flights from Houston Hobby per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the New Windsor airport from Houston Hobby. It is only a 4.3 mi journey from Stewart (SWF) to New Windsor’s city center.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Hobby 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 Hobby Airport to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Houston Hobby Airport to New Windsor (average of $109). Flying from Houston Hobby Airport 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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