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Stewart

$274+ 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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
NAP — SWF
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$421
(Mytrip)

One-way from

$274
(PLAY)

Popular in

December

Cheapest in

February

Average price

$577
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.
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From Italy to New Windsor Stewart
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One-way flight from Italy to New Windsor Stewart
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Highest demand for flights based on searches. 1% potential increase in price ($6 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 April 2025
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Find flight deals from Italy to Stewart

Cheapest flights from Italy to Stewart
Explore the most affordable flight options available from Italy to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/27:25 amBGY - SWF
2 stops16h 40mMultiple Airlines
Tue 5/67:15 pmSWF - BGY
2 stops15h 50mMultiple Airlines
Deal found 4/17$421
This PLAY deal was found by Cheapflights users on 4/17. 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 PLAY is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/246:20 amMXP - SWF
2 stops16h 45mMultiple Airlines
Sun 11/306:15 pmSWF - MXP
2 stops18h 25mMultiple Airlines
Deal found 4/17$447
This PLAY deal was found by Cheapflights users on 4/16. 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 PLAY is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/298:00 amLIN - SWF
2 stops16h 05mMultiple Airlines
Sun 10/57:15 pmSWF - LIN
2 stops14h 55mMultiple Airlines
Deal found 4/16$481
This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/29:25 pmPSA - SWF
2 stops26h 40mMultiple Airlines
Mon 5/57:15 pmSWF - PSA
2 stops22h 20mMultiple Airlines
Deal found 4/17$490
This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/38:20 amVCE - SWF
2 stops15h 45mMultiple Airlines
Sat 5/107:15 pmSWF - VCE
2 stops14h 35mMultiple Airlines
Deal found 4/17$495
This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/24:25 pmCIA - SWF
2 stops31h 40mMultiple Airlines
Mon 5/57:15 pmSWF - CIA
2 stops20h 35mMultiple Airlines
Deal found 4/17$526
This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/288:15 pmFCO - SWF
2 stops27h 50mMultiple Airlines
Mon 5/57:15 pmSWF - FCO
2 stops19h 30mMultiple Airlines
Deal found 4/17$537
This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/45:10 pmGOA - SWF
2 stops30h 55mMultiple Airlines
Tue 5/137:15 pmSWF - GOA
2 stops14h 25mMultiple Airlines
Deal found 4/17$587
This Mytrip deal was found by Cheapflights users on 4/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/23:40 pmFLR - SWF
3 stops32h 25mMultiple Airlines
Tue 5/67:15 pmSWF - FLR
3 stops21h 20mMultiple Airlines
Deal found 4/15$606

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 April 17, 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

Fri 5/2

7:25 am-6:05 pm

2 stops16h 40m

New Windsor Stewart

Tue 5/6

7:15 pm-5:05 pm

2 stops15h 50m

$421

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Sun 5/4

7:30 am-6:05 pm

1 stop16h 35m

New Windsor Stewart

Thu 11/20

6:15 pm-4:55 pm

1 stop16h 40m

$456

PisaNew Windsor

PSA - SWF

PSASWF

Pisa Gal Galilei

Fri 5/2

9:25 pm-6:05 pm

2 stops26h 40m

New Windsor Stewart

Mon 5/5

7:15 pm-11:35 pm

2 stops22h 20m

$490

VeniceNew Windsor

VCE - SWF

VCESWF

Venice Marco Polo

Sat 5/3

8:20 am-6:05 pm

2 stops15h 45m

New Windsor Stewart

Sat 5/10

7:15 pm-3:50 pm

2 stops14h 35m

$495

RomeNew Windsor

CIA - SWF

CIASWF

Rome Ciampino

Fri 5/2

4:25 pm-6:05 pm

2 stops31h 40m

New Windsor Stewart

Mon 5/5

7:15 pm-9:50 pm

2 stops20h 35m

$526

RomeNew Windsor

FCO - SWF

FCOSWF

Rome Fiumicino

Mon 4/28

8:15 pm-6:05 pm

2 stops27h 50m

New Windsor Stewart

Mon 5/5

7:15 pm-8:45 pm

2 stops19h 30m

$537

MilanNew Windsor

LIN - SWF

LINSWF

Milan Linate

Fri 6/20

6:55 am-6:05 pm

2 stops17h 10m

New Windsor Stewart

Wed 6/25

7:15 pm-10:55 pm

2 stops21h 40m

$541

GenoaNew Windsor

GOA - SWF

GOASWF

Genoa Cristoforo Colombo

Sun 5/4

5:10 pm-6:05 pm

2 stops30h 55m

New Windsor Stewart

Tue 5/13

7:15 pm-3:40 pm

2 stops14h 25m

$587

FlorenceNew Windsor

FLR - SWF

FLRSWF

Florence Peretola

Fri 5/2

3:40 pm-6:05 pm

3 stops32h 25m

New Windsor Stewart

Tue 5/6

7:15 pm-10:35 pm

3 stops21h 20m

$606

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Sun 5/4

7:30 am-6:05 pm

1 stop16h 35m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 19 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 August is currently the most expensive (average of $224). 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 Malpensa - New Windsor Stewart, Milan Linate - New Windsor Stewart or Venice Marco Polo - 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 August is currently the most expensive (average of $224). 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 Italy?

Book flights to Italy 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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