What is the cheapest time of day to fly from HOU to SWF?

When flying from Houston Hobby Airport to New Windsor, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Most accurate provider : When it comes to deals on Houston Hobby Airport-New Windsor flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Houston Hobby Airport-New Windsor flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Houston Hobby Airport-New Windsor flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Houston Hobby Airport-New Windsor flights, Cheapflights users trust Expedia the most. Expedia 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 Houston Hobby Airport-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

$242+ Cheap Flights from Houston Hobby Airport to New Windsor

Q: E

Most trusted provider : When it comes to deals on Houston Hobby Airport-New Windsor flights, Cheapflights users trust Expedia the most. Expedia 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 Houston Hobby Airport-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Q: 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.

Q: 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.

Q: 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.

Q: 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.

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Cheap flight deals from Hobby to Stewart

One-way

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 October 24, 2026.

Mon 11/95:09 pm -

3 stops41h 30m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 10/19

$242

Thu 12/312:18 pm -

2 stops46h 21m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 10/23

$252

Mon 11/23:51 pm -

3 stops42h 48m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 10/21

$279

Mon 11/232:59 pm -

2 stops40h 40m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 10/21

$287

Fri 11/62:59 pm -

3 stops19h 40m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 10/20

$290

Fri 10/305:01 pm -

2 stops41h 15m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 10/20

$297

Thu 11/127:46 pm -

2 stops38h 53m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 10/21

$309

Find flight deals from Hobby to Stewart

Most accurate provider	Expedia 1 star
Most trusted provider	Expedia 3 stars
Popular in	December
Cheapest in	January
Average price	$360

Provider with most accurate pricing for Houston Hobby-New Windsor Stewart flight deals.

Search Deals

Provider most trusted by Cheapflights users for Houston Hobby-New Windsor Stewart flights.

Search Deals

High demand for flights, 3% potential price rise

Search Deals

Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in October 2026

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from Houston Hobby Airport to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HoustonNew Windsor

HOU Houston Hobby - SWF New Windsor Stewart

HOUSWF

Houston Hobby

Thu 12/3

12:18 pm-11:39 am

2 stops46h 21m

New Windsor Stewart

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$252

HoustonNew Windsor

HOU Houston Hobby - SWF New Windsor Stewart

HOUSWF

Houston Hobby

Mon 11/23

2:59 pm-8:39 am

2 stops40h 40m

New Windsor Stewart

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$287

Quickest round-trip

HoustonNew Windsor

HOU Houston Hobby - SWF New Windsor Stewart

HOUSWF

Houston Hobby

Thu 11/12

7:46 pm-11:39 am

2 stops38h 53m

New Windsor Stewart

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$309

HoustonNew Windsor

HOU Houston Hobby - SWF New Windsor Stewart

HOUSWF

Houston Hobby

Fri 10/30

5:01 pm-11:16 am

2 stops41h 15m

New Windsor Stewart

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$314

HoustonNew Windsor

HOU Houston Hobby - SWF New Windsor Stewart

HOUSWF

Houston Hobby

Wed 12/23

2:22 pm-5:51 pm

2 stops50h 29m

New Windsor Stewart

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$315

HoustonNew Windsor

HOU Houston Hobby - SWF New Windsor Stewart

HOUSWF

Houston Hobby

Thu 12/10

12:18 pm-11:39 am

2 stops46h 21m

New Windsor Stewart

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$317

HoustonNew Windsor

HOU Houston Hobby - SWF New Windsor Stewart

HOUSWF

Houston Hobby

Thu 2/18

12:46 pm-11:39 am

2 stops45h 53m

New Windsor Stewart

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/23

Sorted by cheapest first

Most accurate provider: When it comes to deals on Houston Hobby Airport-New Windsor flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Houston Hobby Airport-New Windsor flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Houston Hobby Airport-New Windsor flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Houston Hobby Airport-New Windsor flights, Cheapflights users trust Expedia the most. Expedia 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 Houston Hobby Airport-New Windsor 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 Hobby to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Hobby with our price prediction graph.

HOU-SWF

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.

Related info for your journey

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.

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$242+ Cheap flights from Hobby (HOU) to New Windsor (SWF)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/9. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Hobby to Stewart with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Hobby to Stewart

One-way flights from Hobby to StewartSearch for one-way flight options from Hobby to Stewart. Find affordable one-way fares based on user searches. Data last updated October 24, 2026.

Search for one-way flight options from Hobby to Stewart. Find affordable one-way fares based on user searches. Data last updated October 24, 2026.

Find flight deals from Hobby to Stewart

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Most trusted provider

Popular in

Cheapest in

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Cheapflights Fare Finder

Use the filters below to find and compare flights from Houston Hobby Airport to New Windsor that are best for you.

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.

Related info for your journey

What airport do you fly into for flights to New Windsor from Houston Hobby?

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

How can I find direct flights from Hobby to Stewart?

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

Traveling to a place near New Windsor?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Hobby to Stewart

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Stewart by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Hobby to Stewart by cabin class

Find flights from Hobby to Stewart, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hobby and Stewart flights

Browse other Hobby and Stewart flight options. Last updated on October 24, 2026.

Other flights from Hobby

Browse through other flights departing from Hobby. Flights are based on user searches made on Cheapflights and were last updated on October 24, 2026.

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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 October 24, 2026.