Stewart

$344+ 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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
NAP — SWF
Dec 10 — Dec 171
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Find cheap flights from Italy to Stewart with Cheapflights

1. Tell us where you want to go

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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 November 10, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Popular in

December

Cheapest in

November

Average price

$484
Provider with most accurate pricing for Rome (ROM)-New York (NYC) flight deals.
Provider most trusted by Cheapflights users for Rome (ROM)-New York (NYC) flights.
Highest demand for flights based on searches. 2% potential increase in price ($12 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in November 2025

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 November 10, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/9. 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 11/9$344
This Kiwi.com deal was found by Cheapflights users on 11/7. 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 1/156:45 amFCO - SWF
2 stops41h 58mMultiple Airlines
Deal found 11/7$356
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 11/9$356
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 12/46:20 amBGY - SWF
2 stops42h 20mMultiple Airlines
Deal found 11/8$379
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 12/46:45 amFCO - SWF
2 stops41h 55mMultiple Airlines
Deal found 11/8$410
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 1/910:40 pmBGY - SWF
2 stops42h 53mMultiple Airlines
Deal found 11/9$418
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 1/97:05 pmMXP - SWF
2 stops46h 28mMultiple Airlines
Deal found 11/9$419
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 1/106:45 amFCO - SWF
2 stops34h 48mMultiple Airlines
Deal found 11/9$422
This Kissandfly.com deal was found by Cheapflights users on 11/10. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/91:15 pmMXP - SWF
3 stops57h 41mMultiple Airlines
Deal found 11/10$422
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 1/97:20 pmFCO - SWF
2 stops46h 13mMultiple Airlines
Deal found 11/8$423
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 1/185:50 amVCE - SWF
3 stops42h 53mMultiple Airlines
Deal found 11/10$425
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 11/197:05 pmMXP - SWF
3 stops46h 39mMultiple Airlines
Deal found 11/9$434

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 November 10, 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 1/29

6:20 am-6:43 pm

2 stops42h 23m

$344

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Thu 1/29

7:45 am-6:43 pm

2 stops40h 58m

$356

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Thu 12/4

6:20 am-6:40 pm

2 stops42h 20m

$379

RomeNew Windsor

FCO - SWF

FCOSWF

Rome Fiumicino

Sun 1/11

6:45 am-6:43 pm

2 stops41h 58m

$416

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Fri 1/9

10:40 pm-11:33 am

2 stops42h 53m

$418

RomeNew Windsor

FCO - SWF

FCOSWF

Rome Fiumicino

Sat 1/10

6:45 am-11:33 am

2 stops34h 48m

$422

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Mon 2/9

1:15 pm-4:56 pm

3 stops57h 41m

$422

VeniceNew Windsor

VCE - SWF

VCESWF

Venice Marco Polo

Sun 1/18

5:50 am-6:43 pm

3 stops42h 53m

$425

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Thu 1/8

6:20 am-6:43 pm

2 stops42h 23m

$439

FlorenceNew Windsor

FLR - SWF

FLRSWF

Florence Peretola

Thu 2/5

9:50 am-6:43 pm

3 stops38h 53m

$442

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

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, September is the cheapest month in which you can book a flight from Italy to New Windsor (average of $279). Flying from Italy to New Windsor in July is currently the most expensive (average of $519). 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?

  • 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, September is the cheapest month in which you can book a flight from Italy to New Windsor (average of $279). Flying from Italy to New Windsor in July is currently the most expensive (average of $519). 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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