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Stewart

$105+ Cheap flights from New York State 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — SWF
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheap flight deals from New York to Stewart

Keep the following information in mind while searching for New York to Stewart flight deals. Data was last updated July 29, 2025.

Round-trip from

$285
(Mytrip)

One-way from

$105
(Mytrip)
From New York to New Windsor Stewart
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One-way flight from New York to New Windsor Stewart
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Find flight deals from New York to Stewart

Cheapest flights from New York to Stewart
Explore the most affordable flight options available from New York to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.

This Mytrip deal was found by Cheapflights users on 7/27. 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 8/215:34 pmROC - SWF
2 stops23h 12mMultiple Airlines
Mon 8/255:36 pmSWF - ROC
2 stops28h 34mMultiple Airlines
Deal found 7/27$285
This Mytrip deal was found by Cheapflights users on 7/27. 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.
Sun 8/178:36 pmSYR - SWF
2 stops22h 11mMultiple Airlines
Fri 8/225:36 pmSWF - SYR
1 stop18h 26mMultiple Airlines
Deal found 7/27$379
This Mytrip deal was found by Cheapflights users on 7/27. 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.
Sun 8/179:48 amSYR - SWF
1 stop9h 55mAllegiant Air
Fri 8/225:36 pmSWF - SYR
1 stop18h 26mAllegiant Air
Deal found 7/27$434
This Booking.com deal was found by Cheapflights users on 7/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/243:26 pmROC - SWF
1 stop21h 22mBreeze Airways
Sun 8/317:52 pmSWF - ROC
2 stops15h 50mBreeze Airways
Deal found 7/27$609
This Mytrip deal was found by Cheapflights users on 7/29. 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.
Mon 8/116:46 pmALB - SWF
2 stops17h 10mMultiple Airlines
Thu 8/147:52 pmSWF - ALB
2 stops22h 14mMultiple Airlines
Deal found 7/29$640
This Mytrip deal was found by Cheapflights users on 7/26. 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.
Mon 8/1111:40 amBUF - SWF
3 stops24h 16mMultiple Airlines
Fri 8/157:37 pmSWF - BUF
3 stops39h 41mMultiple Airlines
Deal found 7/26$699
This Booking.com deal was found by Cheapflights users on 7/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1112:06 pmHPN - SWF
2 stops23h 50mBreeze Airways
Thu 8/147:52 pmSWF - HPN
2 stops15h 29mBreeze Airways
Deal found 7/28$722

Cheapflights Fare Finder

 
Customize your flight search to find flights from New York 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 July 29, 2025.
Use the filters below to find and compare flights from New York State to New Windsor that are best for you.

Fly from

New York

Fly to

Stewart

Route

Depart

Return

Price

RochesterNew Windsor

ROC - SWF

ROCSWF

Rochester Greater Rochester Intl

Thu 8/21

5:34 pm-4:46 pm

2 stops23h 12m

New Windsor Stewart

Mon 8/25

5:36 pm-10:10 pm

2 stops28h 34m

$285

SyracuseNew Windsor

SYR - SWF

SYRSWF

Syracuse Hancock Intl

Sun 8/17

8:36 pm-6:47 pm

2 stops22h 11m

New Windsor Stewart

Fri 8/22

5:36 pm-12:02 pm

1 stop18h 26m

$379

SyracuseNew Windsor

SYR - SWF

SYRSWF

Syracuse Hancock Intl

Sun 8/17

9:48 am-7:43 pm

1 stop9h 55m

New Windsor Stewart

Fri 8/22

5:36 pm-12:02 pm

1 stop18h 26m

$434

RochesterNew Windsor

ROC - SWF

ROCSWF

Rochester Greater Rochester Intl

Sun 8/24

3:26 pm-12:48 pm

1 stop21h 22m

New Windsor Stewart

Sun 8/31

7:52 pm-11:42 am

2 stops15h 50m

$609

BuffaloNew Windsor

BUF - SWF

BUFSWF

Buffalo

Mon 8/11

11:40 am-11:56 am

3 stops24h 16m

New Windsor Stewart

Fri 8/15

7:37 pm-11:18 am

3 stops39h 41m

$699

White PlainsNew Windsor

HPN - SWF

HPNSWF

White Plains Westchester County

Mon 8/11

12:06 pm-11:56 am

2 stops23h 50m

New Windsor Stewart

Thu 8/14

7:52 pm-11:21 am

2 stops15h 29m

$722

SyracuseNew Windsor

SYR - SWF

SYRSWF

Syracuse Hancock Intl

Thu 11/13

7:46 pm-10:11 am

1 stop14h 25m

$105

RochesterNew Windsor

ROC - SWF

ROCSWF

Rochester Greater Rochester Intl

Thu 12/4

8:26 pm-11:37 am

1 stop15h 11m

$137

SyracuseNew Windsor

SYR - SWF

SYRSWF

Syracuse Hancock Intl

Thu 11/13

7:46 pm-5:00 pm

2 stops21h 14m

$202

RochesterNew Windsor

ROC - SWF

ROCSWF

Rochester Greater Rochester Intl

Sun 9/7

2:20 pm-11:44 am

1 stop21h 24m

$240

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 14 results
1
2

Best time to book a flight from New York to Stewart

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

What is the cheapest month to book a flight from State of New York to New Windsor?

Currently, October is the cheapest month in which you can book a flight from State of New York to New Windsor (average of $109). Flying from State of New York to New Windsor in August is currently the most expensive (average of $206). 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.

Reviews of airlines servicing Stewart

Get insights into the airlines that provide service to Stewart. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Stewart. Reviews last updated July 29, 2025.
Get a feel of what it's like to fly with Breeze Airways and Allegiant Air from New York State to New Windsor by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.0
Very good
190 reviews

Boarding

8.3

Overall

8.0

Entertainment

6.6

Comfort

8.1

Crew

8.7

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.0
Very good
190 reviews
Breeze Airways
8.0
Very good
190 reviews

Boarding

8.3

Overall

8.0

Entertainment

6.6

Comfort

8.1

Crew

8.7

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Allegiant Air
7.2
Good
703 reviews
Breeze Airways
8.0
Very good
190 reviews

Boarding

8.3

Overall

8.0

Entertainment

6.6

Comfort

8.1

Crew

8.7

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Related info for your journey

Find useful and relevant information for your journey from New York 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 New York?

    Located just 4.3 mi from the city center, New Windsor Stewart (SWF) is the airport most travelers will use when flying to New Windsor from New York.

  • What are the most popular routes from State of New York to New Windsor?

    The most popular flight routes from State of New York to New Windsor are Rochester Greater Rochester Intl - New Windsor Stewart, Syracuse Hancock Intl - New Windsor Stewart and Corning-Elmira - New Windsor Stewart.

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

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

  • How can I find direct flights from New York to Stewart?

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

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

    Yes. Cheapflights offers flight deals from New York 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 State of New York to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from State of New York to New Windsor (average of $109). Flying from State of New York to New Windsor in August is currently the most expensive (average of $206). 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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