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Stewart

$380+ 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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
NAP — SWF
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
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 June 18, 2025.

Round-trip from

$493
(PLAY)

One-way from

$380
(Connections by easyJet)

Popular in

December

Cheapest in

February

Average price

$606
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 ($7 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 18, 2025.

This PLAY deal was found by Cheapflights users on 6/16. 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.
Wed 11/126:20 amMXP - SWF
2 stops16h 45mMultiple Airlines
Thu 11/206:15 pmSWF - MXP
2 stops23h 25mMultiple Airlines
Deal found 6/16$493
This PLAY deal was found by Cheapflights users on 6/16. 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.
Sat 11/16:55 amLIN - SWF
2 stops16h 10mMultiple Airlines
Fri 11/76:15 pmSWF - LIN
2 stops22h 40mMultiple Airlines
Deal found 6/16$589
This PLAY deal was found by Cheapflights users on 6/18. 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.
Sat 7/126:40 amFCO - SWF
2 stops17h 25mMultiple Airlines
Wed 7/307:15 pmSWF - FCO
2 stops21h 50mMultiple Airlines
Deal found 6/18$648
This Mytrip deal was found by Cheapflights users on 6/17. 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 7/196:30 amBGY - SWF
2 stops17h 35mMultiple Airlines
Tue 7/227:15 pmSWF - BGY
2 stops21h 20mMultiple Airlines
Deal found 6/17$719
This Mytrip deal was found by Cheapflights users on 6/15. 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.
Sat 6/211:35 pmPSA - SWF
2 stops34h 30mMultiple Airlines
Sun 7/67:15 pmSWF - PSA
2 stops20h 30mMultiple Airlines
Deal found 6/15$828
This Mytrip deal was found by Cheapflights users on 6/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/316:00 amVCE - SWF
2 stops18h 05mMultiple Airlines
Thu 8/77:15 pmSWF - VCE
2 stops15h 45mMultiple Airlines
Deal found 6/16$843
This Mytrip deal was found by Cheapflights users on 6/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/307:20 pmGOA - SWF
3 stops28h 45mMultiple Airlines
Tue 8/197:15 pmSWF - GOA
2 stops14h 25mMultiple Airlines
Deal found 6/16$945
This Mytrip deal was found by Cheapflights users on 6/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/1610:35 pmPMO - SWF
3 stops25h 30mMultiple Airlines
Fri 6/207:15 pmSWF - PMO
2 stops20h 15mMultiple Airlines
Deal found 6/16$1,168
This Booking.com deal was found by Cheapflights users on 6/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/166:45 pmFLR - SWF
2 stops29h 20mMultiple Airlines
Fri 6/207:15 pmSWF - FLR
2 stops17h 45mMultiple Airlines
Deal found 6/16$1,254

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 June 18, 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

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Wed 11/12

6:20 am-5:05 pm

2 stops16h 45m

New Windsor Stewart

Thu 11/20

6:15 pm-11:40 pm

2 stops23h 25m

$493

MilanNew Windsor

LIN - SWF

LINSWF

Milan Linate

Sat 11/1

6:55 am-6:05 pm

2 stops16h 10m

New Windsor Stewart

Fri 11/7

6:15 pm-10:55 pm

2 stops22h 40m

$589

RomeNew Windsor

FCO - SWF

FCOSWF

Rome Fiumicino

Sat 7/12

6:40 am-6:05 pm

2 stops17h 25m

New Windsor Stewart

Wed 7/30

7:15 pm-11:05 pm

2 stops21h 50m

$648

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Sat 7/19

6:30 am-6:05 pm

2 stops17h 35m

New Windsor Stewart

Tue 7/22

7:15 pm-10:35 pm

2 stops21h 20m

$719

VeniceNew Windsor

VCE - SWF

VCESWF

Venice Marco Polo

Thu 7/31

6:00 am-6:05 pm

2 stops18h 05m

New Windsor Stewart

Thu 8/7

7:15 pm-5:00 pm

2 stops15h 45m

$843

PisaNew Windsor

PSA - SWF

PSASWF

Pisa Gal Galilei

Mon 8/4

10:10 pm-6:05 pm

3 stops25h 55m

New Windsor Stewart

Tue 8/26

7:15 pm-11:55 pm

2 stops22h 40m

$940

GenoaNew Windsor

GOA - SWF

GOASWF

Genoa Cristoforo Colombo

Mon 6/30

7:20 pm-6:05 pm

3 stops28h 45m

New Windsor Stewart

Tue 8/19

7:15 pm-3:40 pm

2 stops14h 25m

$945

MilanNew Windsor

MXP - SWF

MXPSWF

Milan Malpensa

Wed 7/2

7:30 am-6:05 pm

1 stop16h 35m

$380

BergamoNew Windsor

BGY - SWF

BGYSWF

Bergamo Orio Al Serio

Mon 7/7

11:20 pm-6:05 pm

2 stops24h 45m

$450

RomeNew Windsor

CIA - SWF

CIASWF

Rome Ciampino

Tue 7/1

11:55 am-6:05 pm

2 stops36h 10m

$465

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/17

Showing 1-10 of 17 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 $218). 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 Linate - New Windsor Stewart, Milan Malpensa - New Windsor Stewart or Rome Fiumicino - 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 $218). 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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