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$231+ Cheap flights from New Windsor (SWF) to Hobby (HOU)

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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — HOU
Jan 2 — Jan 91
Fri 1/2
Fri 1/9
1 adult, Economy
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Cheap flight deals from Stewart to Hobby

One-way flights from Stewart to Hobby
Search for one-way flight options from Stewart to Hobby. Find affordable one-way fares based on user searches. Data last updated December 3, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/2. 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.
Sun 12/1411:43 amSWF - HOU
3 stops32h 37mMultiple Airlines
Deal found 12/2$231
This Kiwi.com deal was found by Cheapflights users on 12/2. 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.
Fri 1/237:33 pmSWF - HOU
2 stops48h 25mAllegiant Air
Deal found 12/2$309
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 12/1811:43 amSWF - HOU
2 stops32h 42mMultiple Airlines
Deal found 12/3$323
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 12/711:43 amSWF - HOU
2 stops32h 37mMultiple Airlines
Deal found 12/3$349
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 12/198:11 pmSWF - HOU
2 stops40h 47mAllegiant Air
Deal found 12/3$385
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 12/2111:43 amSWF - HOU
2 stops32h 42mMultiple Airlines
Deal found 12/3$428

Find flight deals from Stewart to Hobby

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Hobby (HOU). 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 3, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Popular in

December

Cheapest in

January

Average price

$377
Provider with most accurate pricing for New Windsor Stewart-Houston Hobby flight deals.
Search Deals
Provider most trusted by Cheapflights users for New Windsor Stewart-Houston Hobby flights.
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($21 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
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Hobby 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 3, 2025.
Use the filters below to find and compare flights from New Windsor to Houston Hobby Airport that are best for you.

Fly from

Stewart

Fly to

Hobby

Route

Depart

Return

Price

New WindsorHouston

SWF - HOU

SWFHOU

New Windsor Stewart

Sun 12/14

11:43 am-7:20 pm

3 stops32h 37m

$231

New WindsorHouston

SWF - HOU

SWFHOU

New Windsor Stewart

Fri 1/23

7:33 pm-6:58 pm

2 stops48h 25m

$309

New WindsorHouston

SWF - HOU

SWFHOU

New Windsor Stewart

Thu 12/18

11:43 am-7:25 pm

2 stops32h 42m

$323

New WindsorHouston

SWF - HOU

SWFHOU

New Windsor Stewart

Sun 12/7

11:43 am-7:20 pm

2 stops32h 37m

$349

New WindsorHouston

SWF - HOU

SWFHOU

New Windsor Stewart

Fri 12/19

8:11 pm-11:58 am

2 stops40h 47m

$385

New WindsorHouston

SWF - HOU

SWFHOU

New Windsor Stewart

Sun 12/21

11:43 am-7:25 pm

2 stops32h 42m

$436

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

Compare providers for flights from Stewart to Hobby

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Stewart to Hobby in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
MytripPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on New Windsor-Houston Hobby Airport flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on New Windsor-Houston Hobby Airport flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from New Windsor-Houston Hobby Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-Houston Hobby Airport flights, Cheapflights users trust Mytrip the most. Mytrip has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Windsor-Houston Hobby Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Stewart to Hobby

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

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

Currently, October is the cheapest month in which you can book a flight from New Windsor to Houston Hobby Airport (average of $76). Flying from New Windsor to Houston Hobby Airport in December is currently the most expensive (average of $130). 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 Stewart to Hobby. 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 from for flights from New Windsor to Houston Hobby?

    For a flight from New Windsor to Houston Hobby, you will be flying from Stewart. New Windsor Stewart (SWF) is just 4.3 mi from the center of the city. Stewart is the only New Windsor airport and it handles 0 outbound flights to Houston Hobby per day. 0 airlines have flights to Houston Hobby from New Windsor Stewart on a regular basis.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from New Windsor to Houston Hobby Airport (average of $76). Flying from New Windsor to Houston Hobby Airport in December is currently the most expensive (average of $130). 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 Houston Hobby Airport?

Book flights to Houston Hobby Airport if you plan to visit one of these locations
Sugar Land
Stafford
Pasadena
Kemah
Baytown
Freeport
Webster
West University Place
Texas City
Seabrook
Lake Jackson
Missouri City
Rosenberg
Pearland
League City
Nassau Bay

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