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Italy

$277+ 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 7/25. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — NAP
Jul 10 — Jul 171
Fri 7/10
Fri 7/17
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 June 10, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/256:44 pm
SWF
-
MXP
2 stops41h 31m
Multiple Airlines
Deal found 6/9$277
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/256:44 pm
SWF
-
FCO
2 stops48h 41m
Multiple Airlines
Deal found 6/9$284
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Tue 7/1411:48 am
SWF
-
BGY
2 stops28h 27m
Multiple Airlines
Deal found 6/9$296
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Tue 7/1411:48 am
SWF
-
MXP
2 stops29h 47m
Multiple Airlines
Deal found 6/9$296
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Wed 8/1912:05 pm
SWF
-
NAP
3 stops27h 30m
Multiple Airlines
Deal found 6/7$298
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/256:44 pm
SWF
-
CTA
3 stops57h 36m
Multiple Airlines
Deal found 6/9$305
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/256:44 pm
SWF
-
PMO
3 stops57h 46m
Multiple Airlines
Deal found 6/9$307
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/46:44 pm
SWF
-
CIA
2 stops56h 56m
Multiple Airlines
Deal found 6/9$308
This Kiwi.com deal was found by Cheapflights users on 6/6. 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 8/2612:05 pm
SWF
-
FCO
3 stops29h 50m
Multiple Airlines
Deal found 6/6$310
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Sat 7/46:44 pm
SWF
-
MXP
2 stops46h 51m
Multiple Airlines
Deal found 6/8$311
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 7/1812:05 pm
SWF
-
MXP
3 stops53h 30m
Multiple Airlines
Deal found 6/9$312
This Kiwi.com deal was found by Cheapflights users on 6/8. 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.
Wed 7/87:46 pm
SWF
-
BGY
2 stops47h 09m
Multiple Airlines
Deal found 6/8$313

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 June 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

June

Cheapest in

November

Average price

$890
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. 20% potential increase in price ($159 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 10, 2026.
Use the filters below to find and compare flights from New Windsor to Italy that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest one-way

New WindsorMilan

SWF - MXP

SWFMXP

New Windsor Stewart

Sat 7/25

6:44 pm-6:15 pm

2 stops41h 31m

$277

New WindsorNaples

SWF - NAP

SWFNAP

New Windsor Stewart

Wed 8/19

12:05 pm-9:35 pm

3 stops27h 30m

$298

New WindsorCatania

SWF - CTA

SWFCTA

New Windsor Stewart

Sat 7/25

6:44 pm-10:20 am

3 stops57h 36m

$305

New WindsorPalermo

SWF - PMO

SWFPMO

New Windsor Stewart

Sat 7/25

6:44 pm-10:30 am

3 stops57h 46m

$307

New WindsorRome

SWF - FCO

SWFFCO

New Windsor Stewart

Wed 8/26

12:05 pm-11:55 pm

3 stops29h 50m

$310

New WindsorMilan

SWF - MXP

SWFMXP

New Windsor Stewart

Sat 7/4

6:44 pm-11:35 pm

2 stops46h 51m

$311

New WindsorNaples

SWF - NAP

SWFNAP

New Windsor Stewart

Sat 7/11

6:44 pm-12:25 pm

3 stops59h 41m

$317

New WindsorRome

SWF - CIA

SWFCIA

New Windsor Stewart

Sat 7/4

6:44 pm-9:40 am

2 stops56h 56m

$325

New WindsorRome

SWF - FCO

SWFFCO

New Windsor Stewart

Sat 7/4

6:44 pm-1:25 am

2 stops48h 41m

$325

New WindsorRome

SWF - CIA

SWFCIA

New Windsor Stewart

Sat 7/11

12:05 pm-5:30 pm

3 stops47h 25m

$326

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 30 resultsSorted by cheapest first
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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
No data available for this route at this time. Please check back soon.

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.

See more FAQs

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