HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Italy

$286+ 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — NAP
Apr 12 — Apr 191
Sun 4/12
Sun 4/19
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Stewart to Italy with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 March 13, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/9. 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 5/3012:05 pm
SWF
-
BGY
3 stops38h 00m
Multiple Airlines
Deal found 3/9$286
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 6/1012:05 pm
SWF
-
BGY
3 stops38h 30m
Multiple Airlines
Deal found 3/9$297
This Kiwi.com deal was found by Cheapflights users on 3/10. 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.
Wed 5/2712:05 pm
SWF
-
BGY
3 stops38h 30m
Multiple Airlines
Deal found 3/10$307
This Kiwi.com deal was found by Cheapflights users on 3/11. 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
-
BGY
3 stops38h 30m
Multiple Airlines
Deal found 3/11$314
This Kiwi.com deal was found by Cheapflights users on 3/10. 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.
Sat 6/612:05 pm
SWF
-
BGY
3 stops46h 25m
Multiple Airlines
Deal found 3/10$324
This Kiwi.com deal was found by Cheapflights users on 3/10. 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.
Sat 8/2212:05 pm
SWF
-
CIA
3 stops27h 50m
Multiple Airlines
Deal found 3/10$332
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 5/3012:05 pm
SWF
-
FCO
3 stops24h 30m
Multiple Airlines
Deal found 3/8$334
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 5/3012:05 pm
SWF
-
MXP
3 stops38h 25m
Multiple Airlines
Deal found 3/9$334
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 6/1012:05 pm
SWF
-
LIN
3 stops28h 30m
Multiple Airlines
Deal found 3/9$340
This Kiwi.com deal was found by Cheapflights users on 3/10. 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.
Wed 5/2712:05 pm
SWF
-
MXP
3 stops38h 25m
Multiple Airlines
Deal found 3/10$342
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 6/1012:05 pm
SWF
-
MXP
3 stops38h 25m
Multiple Airlines
Deal found 3/9$345
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 6/1012:05 pm
SWF
-
FCO
3 stops42h 35m
Multiple Airlines
Deal found 3/11$348

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 March 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

June

Cheapest in

November

Average price

$572
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. 17% potential increase in price ($125 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 13, 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 WindsorBergamo

SWF - BGY

SWFBGY

New Windsor Stewart

Sat 5/30

12:05 pm-8:05 am

3 stops38h 00m

$286

New WindsorBergamo

SWF - BGY

SWFBGY

New Windsor Stewart

Wed 6/10

12:05 pm-8:35 am

3 stops38h 30m

$297

New WindsorBergamo

SWF - BGY

SWFBGY

New Windsor Stewart

Wed 5/27

12:05 pm-8:35 am

3 stops38h 30m

$307

New WindsorBergamo

SWF - BGY

SWFBGY

New Windsor Stewart

Wed 8/19

12:05 pm-8:35 am

3 stops38h 30m

$314

New WindsorBergamo

SWF - BGY

SWFBGY

New Windsor Stewart

Sat 6/6

12:05 pm-4:30 pm

3 stops46h 25m

$324

New WindsorRome

SWF - CIA

SWFCIA

New Windsor Stewart

Sat 8/22

12:05 pm-9:55 pm

3 stops27h 50m

$332

New WindsorRome

SWF - FCO

SWFFCO

New Windsor Stewart

Sat 5/30

12:05 pm-6:35 pm

3 stops24h 30m

$334

New WindsorMilan

SWF - MXP

SWFMXP

New Windsor Stewart

Sat 5/30

12:05 pm-8:30 am

3 stops38h 25m

$334

New WindsorMilan

SWF - LIN

SWFLIN

New Windsor Stewart

Wed 6/10

12:05 pm-10:35 pm

3 stops28h 30m

$340

New WindsorMilan

SWF - MXP

SWFMXP

New Windsor Stewart

Wed 5/27

12:05 pm-8:30 am

3 stops38h 25m

$342

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/9

Showing 1-10 of 23 resultsSorted by cheapest first
1
2
3

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 $507). 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 $507). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Stewart to Italy

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Heathrow flights
John F Kennedy Intl to Charles de Gaulle flights
Newark to Heathrow flights
Newark to Charles de Gaulle flights
John F Kennedy Intl to Leonardo da Vinci/Fiumicino flights
Newark to Leonardo da Vinci/Fiumicino flights
John F Kennedy Intl to Gatwick flights
John F Kennedy Intl to Madrid flights
LaGuardia to Heathrow flights
Newark to Athens flights
John F Kennedy Intl to Lisbon flights
John F Kennedy Intl to Orly flights
Newark to Gatwick flights
Newark to Madrid flights
John F Kennedy Intl to Barcelona-El Prat flights
John F Kennedy Intl to London City flights
Newark to Barcelona-El Prat flights
John F Kennedy Intl to Istanbul flights
Newark to Lisbon flights
John F Kennedy Intl to Athens flights
Newark to Orly flights
John F Kennedy Intl to Dublin flights
Newark to Dublin flights
John F Kennedy Intl to Malpensa flights
Newark to Malpensa flights
John F Kennedy Intl to Frederic Chopin flights
LaGuardia to Gatwick flights
Newark to Amsterdam flights
John F Kennedy Intl to Vicenza flights
LaGuardia to Madrid flights
Newark to Stansted flights
John F Kennedy Intl to Frankfurt flights
LaGuardia to Athens flights
Newark to Frankfurt flights
Newark to Luton flights
John F Kennedy Intl to Bruxelles-National flights
Newark to Frederic Chopin flights
Newark to London City flights
Newark to Bruxelles-National flights
Newark to Vicenza flights
Newark to Porto flights
LaGuardia to Lisbon flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.