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Italy

$423+ Cheap flights from New Windsor (SWF) to Italy

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 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — NAP
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Stewart to Italy

One-way flights from Stewart to Italy
Search for one-way flight options from Stewart to Italy. Find affordable one-way fares based on user searches. Data last updated January 27, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/310:00 am
SWF
-
FLR
2 stops31h 05m
Multiple Airlines
Deal found 1/27$423
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 7/1411:48 am
SWF
-
CIA
3 stops26h 47m
Multiple Airlines
Deal found 1/25$486
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 7/1411:48 am
SWF
-
FCO
3 stops26h 57m
Multiple Airlines
Deal found 1/25$492
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 7/116:44 pm
SWF
-
FCO
2 stops48h 41m
Multiple Airlines
Deal found 1/25$518
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 7/129:38 am
SWF
-
CIA
2 stops44h 07m
Multiple Airlines
Deal found 1/25$534
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 7/129:38 am
SWF
-
FCO
2 stops33h 47m
Multiple Airlines
Deal found 1/25$537
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 7/1312:15 pm
SWF
-
FCO
3 stops24h 05m
Multiple Airlines
Deal found 1/25$549
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 7/1012:15 pm
SWF
-
FCO
3 stops26h 25m
Multiple Airlines
Deal found 1/25$566
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 7/1112:05 pm
SWF
-
CIA
3 stops24h 05m
Multiple Airlines
Deal found 1/25$634
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 6/2012:05 pm
SWF
-
FCO
3 stops27h 30m
Multiple Airlines
Deal found 1/25$635

Find flight deals from Stewart to Italy

Keep the following information in mind while searching for Stewart to Italy flight deals. Data was last updated January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

June

Cheapest in

November

Average price

$518
Provider with most accurate pricing for New York (NYC)-Rome (ROM) flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Rome (ROM) flights.
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($143 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Italy 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 January 27, 2026.
Use the filters below to find and compare flights from New Windsor to Italy that are best for you.

Fly from

Stewart

Fly to

Italy

Route

Depart

Return

Price

New WindsorFlorence

SWF - FLR

SWFFLR

New Windsor Stewart

Fri 4/3

10:00 am-11:05 pm

2 stops31h 05m

$423

New WindsorRome

SWF - CIA

SWFCIA

New Windsor Stewart

Tue 7/14

11:48 am-8:35 pm

3 stops26h 47m

$486

New WindsorRome

SWF - FCO

SWFFCO

New Windsor Stewart

Tue 7/14

11:48 am-8:45 pm

3 stops26h 57m

$492

New WindsorRome

SWF - FCO

SWFFCO

New Windsor Stewart

Sat 7/11

6:44 pm-1:25 am

2 stops48h 41m

$518

New WindsorRome

SWF - CIA

SWFCIA

New Windsor Stewart

Sun 7/12

9:38 am-11:45 am

2 stops44h 07m

$534

New WindsorRome

SWF - FCO

SWFFCO

New Windsor Stewart

Sun 7/12

9:38 am-1:25 am

2 stops33h 47m

$537

New WindsorRome

SWF - FCO

SWFFCO

New Windsor Stewart

Mon 7/13

12:15 pm-6:20 pm

3 stops24h 05m

$549

New WindsorRome

SWF - FCO

SWFFCO

New Windsor Stewart

Fri 7/10

12:15 pm-8:40 pm

3 stops26h 25m

$566

New WindsorRome

SWF - CIA

SWFCIA

New Windsor Stewart

Sat 7/11

12:05 pm-6:10 pm

3 stops24h 05m

$634

New WindsorRome

SWF - FCO

SWFFCO

New Windsor Stewart

Sat 6/20

12:05 pm-9:35 pm

3 stops27h 30m

$635

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Best time to book a flight from Stewart to Italy

Have a flexible travel schedule? Discover the best time to fly to Italy 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 Italy

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

Currently, December is the cheapest month in which you can book a flight from New Windsor to Italy (average of $95). Flying from New Windsor to Italy in June is currently the most expensive (average of $520). 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 Italy. 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 Italy?

    Most people fly from New Windsor Stewart (SWF) if they book a flight from New Windsor to Italy. New Windsor Stewart is conveniently located just 4.3 mi from New Windsor’s city center.

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

    The most popular flight routes from New Windsor to Italy are New Windsor Stewart - Rome Fiumicino, New Windsor Stewart - Bergamo Orio Al Serio and New Windsor Stewart - Bologna Guglielmo Marconi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart to Italy 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 Italy?

    Currently, December is the cheapest month in which you can book a flight from New Windsor to Italy (average of $95). Flying from New Windsor to Italy in June is currently the most expensive (average of $520). 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

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Alternative routes for Stewart to Italy

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