$258+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — NAP
Feb 13 — Feb 201
1 adult, Economy
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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
Keep the following information in mind while searching for Stewart to Italy flight deals. Data was last updated January 14, 2026.
Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Popular in | June |
Cheapest in | November |
Average price | $522 |
Find flight deals from Stewart to Italy
One-way flights from Stewart to ItalySearch for one-way flight options from Stewart to Italy. Find affordable one-way fares based on user searches. Data last updated January 14, 2026.
Search for one-way flight options from Stewart to Italy. Find affordable one-way fares based on user searches. Data last updated January 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 1/13. 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 1/237:33 pm
SWF
- FCO
2 stops59h 17m
Multiple Airlines
Deal found 1/13![Multiple Airlines logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 1/12. 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 1/237:33 pm
SWF
- CIA
2 stops56h 12m
Multiple Airlines
Deal found 1/12![Multiple Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 1/12. 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 1/2312:11 pm
SWF
- BGY
3 stops24h 24m
Multiple Airlines
Deal found 1/12![Multiple Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 1/12. 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 1/2312:11 pm
SWF
- MXP
3 stops26h 54m
Multiple Airlines
Deal found 1/12![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 1/12. 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 5/612:05 pm
SWF
- FLR
3 stops23h 00m
Multiple Airlines
Deal found 1/12![Multiple Airlines logo]()
$384
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 14, 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 WindsorRome
SWF - FCO
SWFFCO
New Windsor Stewart
Fri 1/23
7:33 pm-12:50 pm
2 stops59h 17m
$258
New WindsorRome
SWF - CIA
SWFCIA
New Windsor Stewart
Fri 1/23
7:33 pm-9:45 am
2 stops56h 12m
$259
New WindsorBergamo
SWF - BGY
SWFBGY
New Windsor Stewart
Fri 1/23
12:11 pm-6:35 pm
3 stops24h 24m
$284
New WindsorMilan
SWF - MXP
SWFMXP
New Windsor Stewart
Fri 1/23
12:11 pm-9:05 pm
3 stops26h 54m
$285
New WindsorFlorence
SWF - FLR
SWFFLR
New Windsor Stewart
Wed 5/6
12:05 pm-5:05 pm
3 stops23h 00m
$384
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 $519). 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.