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Stewart

$353+ Cheap flights from Italy 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
NAP — SWF
Oct 22 — Oct 291
Wed 10/22
Wed 10/29
1 adult, Economy
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Cheap flight deals from Italy to Stewart

Keep the following information in mind while searching for Italy to Stewart flight deals. Data was last updated September 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

December

Cheapest in

November

Average price

$505
Provider with most accurate pricing for Rome (ROM)-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Rome (ROM)-New York (NYC) flights.
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($11 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 Italy to Stewart

One-way flights from Italy to Stewart
Search for one-way flight options from Italy to Stewart. Find affordable one-way fares based on user searches. Data last updated September 22, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/22. 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 1/226:20 amBGY - SWF
2 stops42h 23mMultiple Airlines
Deal found 9/22$353
This Kiwi.com deal was found by Cheapflights users on 9/21. 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.
Wed 12/310:05 pmMXP - SWF
2 stops50h 35mMultiple Airlines
Deal found 9/21$362
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 1/227:45 amMXP - SWF
2 stops40h 58mMultiple Airlines
Deal found 9/22$364
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 1/296:20 amBGY - SWF
2 stops42h 23mMultiple Airlines
Deal found 9/22$377
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 2/57:45 amMXP - SWF
2 stops40h 58mMultiple Airlines
Deal found 9/22$382
This Kiwi.com deal was found by Cheapflights users on 9/22. 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.
Wed 10/227:30 amMXP - SWF
3 stops57h 11mMultiple Airlines
Deal found 9/22$383
This Kiwi.com deal was found by Cheapflights users on 9/21. 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.
Wed 12/310:20 pmBGY - SWF
3 stops50h 20mMultiple Airlines
Deal found 9/21$384
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 1/297:45 amMXP - SWF
2 stops40h 58mMultiple Airlines
Deal found 9/22$385
This Kiwi.com deal was found by Cheapflights users on 9/19. 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.
Sat 1/176:30 amVCE - SWF
2 stops34h 38mMultiple Airlines
Deal found 9/19$406
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 12/510:40 pmBGY - SWF
2 stops42h 23mMultiple Airlines
Deal found 9/22$412
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 11/136:45 amFCO - SWF
3 stops34h 59mMultiple Airlines
Deal found 9/21$419
This Kiwi.com deal was found by Cheapflights users on 9/20. 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.
Mon 11/246:00 amMXP - SWF
2 stops32h 53mMultiple Airlines
Deal found 9/20$422

Cheapflights Fare Finder

 
Customize your flight search to find flights from Italy 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 September 22, 2025.
Use the filters below to find and compare flights from Italy to New Windsor that are best for you.

Fly from

Italy

Fly to

Stewart

Route

Depart

Return

Price

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Thu 1/22

6:20 am-6:43 pm

2 stops42h 23m

$353

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Wed 12/3

10:05 pm-6:40 pm

2 stops50h 35m

$362

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Thu 1/22

7:45 am-6:43 pm

2 stops40h 58m

$364

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Thu 1/29

6:20 am-6:43 pm

2 stops42h 23m

$377

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Thu 2/5

7:45 am-6:43 pm

2 stops40h 58m

$382

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Wed 10/22

7:30 am-10:41 am

3 stops57h 11m

$383

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Wed 12/3

10:20 pm-6:40 pm

3 stops50h 20m

$384

VeniceNew Windsor

VCE - SWF

VCESWF

Venice Marco Polo

Sat 1/17

6:30 am-11:08 am

2 stops34h 38m

$406

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Fri 12/5

10:40 pm-11:03 am

2 stops42h 23m

$412

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Mon 11/24

6:00 am-8:53 am

2 stops32h 53m

$422

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/22

Showing 1-10 of 30 results
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Best time to book a flight from Italy to Stewart

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

What is the cheapest month to book a flight from Italy to New Windsor?

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

    New Windsor Stewart (SWF), located 4.3 mi from the city center, is the airport you fly into when you book flights from Italy to New Windsor.

  • What are the most popular routes from Italy to New Windsor?

    When deciding which route to take from Italy to New Windsor consider Milan Linate - New Windsor Stewart, Milan Malpensa - New Windsor Stewart or Bergamo Orio Al Serio - New Windsor Stewart as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Italy 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 Italy to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Italy to New Windsor (average of $109). Flying from Italy 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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Alternative routes for Italy to Stewart

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