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$180+ 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — HOU
Aug 26 — Sep 21
Tue 8/26
Tue 9/2
1 adult, Economy
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Cheap 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 August 21, 2025.

Popular in

December

Cheapest in

January

Average price

$277
Highest demand for flights based on searches. 6% potential increase in price ($17 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 August 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/20. 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 11/1411:01 amSWF - HOU
2 stops45h 56mAllegiant Air
Deal found 8/20$180
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 10/38:21 pmSWF - HOU
2 stops37h 17mAllegiant Air
Deal found 8/19$184
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Tue 11/2511:36 amSWF - HOU
2 stops27h 37mAllegiant Air
Deal found 8/21$341
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 11/2011:06 amSWF - HOU
3 stops33h 36mAllegiant Air
Deal found 8/21$384
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 12/1811:09 amSWF - HOU
3 stops33h 16mAllegiant Air
Deal found 8/18$419
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 12/198:30 pmSWF - HOU
2 stops40h 28mAllegiant Air
Deal found 8/19$460

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 August 21, 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

Fri 11/14

11:01 am-7:57 am

2 stops45h 56m

$180

New WindsorHouston

SWF - HOU

SWFHOU

New Windsor Stewart

Fri 10/3

8:21 pm-8:38 am

2 stops37h 17m

$184

New WindsorHouston

SWF - HOU

SWFHOU

New Windsor Stewart

Tue 11/25

11:36 am-2:13 pm

2 stops27h 37m

$341

New WindsorHouston

SWF - HOU

SWFHOU

New Windsor Stewart

Thu 11/20

11:06 am-7:42 pm

3 stops33h 36m

$384

New WindsorHouston

SWF - HOU

SWFHOU

New Windsor Stewart

Thu 12/18

11:09 am-7:25 pm

3 stops33h 16m

$419

New WindsorHouston

SWF - HOU

SWFHOU

New Windsor Stewart

Fri 12/19

8:30 pm-11:58 am

2 stops40h 28m

$460

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

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, September is the cheapest month in which you can book a flight from New Windsor to Houston Hobby Airport (average of $230). Flying from New Windsor to Houston Hobby Airport in March is currently the most expensive (average of $331). 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, September is the cheapest month in which you can book a flight from New Windsor to Houston Hobby Airport (average of $230). Flying from New Windsor to Houston Hobby Airport in March is currently the most expensive (average of $331). 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
Texas City
Seabrook
Rosenberg
Webster
League City
Lake Jackson
La Marque
Missouri City
Pearland
West University Place
Nassau Bay

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