Fly from
Fly to
Route
Depart
Return
Price
New WindsorMilan
SWF - MXP
SWFMXP
New Windsor Stewart
Mon 2/24
6:15 pm-11:10 pm
1 stop22h 55m
Milan Malpensa
Mon 3/3
10:50 pm-5:05 pm
2 stops48h 15m
New WindsorRome
SWF - FCO
SWFFCO
New Windsor Stewart
Wed 5/7
7:15 pm-12:55 am
2 stops23h 40m
Rome Fiumicino
Wed 5/14
7:20 pm-6:05 pm
3 stops28h 45m
New WindsorMilan
SWF - LIN
SWFLIN
New Windsor Stewart
Sun 2/2
6:15 pm-6:40 pm
2 stops18h 25m
Milan Linate
Sat 5/31
7:00 am-6:05 pm
2 stops17h 05m
New WindsorVenice
SWF - VCE
SWFVCE
New Windsor Stewart
Mon 4/28
7:15 pm-8:30 pm
2 stops19h 15m
Venice Marco Polo
Wed 5/7
6:00 am-6:05 pm
2 stops18h 05m
New WindsorFlorence
SWF - FLR
SWFFLR
New Windsor Stewart
Sun 1/12
6:15 pm-9:20 pm
3 stops21h 05m
Florence Peretola
Sat 1/18
10:00 pm-5:05 pm
3 stops25h 05m
New WindsorNaples
SWF - NAP
SWFNAP
New Windsor Stewart
Sat 1/4
6:15 pm-9:35 am
3 stops33h 20m
Naples
Sat 1/11
7:10 pm-5:05 pm
2 stops27h 55m
New WindsorBologna
SWF - BLQ
SWFBLQ
New Windsor Stewart
Wed 5/7
7:15 pm-7:25 pm
3 stops18h 10m
Bologna Guglielmo Marconi
Sun 5/11
5:45 pm-6:05 pm
3 stops30h 20m
New WindsorPalermo
SWF - PMO
SWFPMO
New Windsor Stewart
Thu 12/19
6:15 pm-12:15 pm
3 stops36h 00m
Palermo Punta Raisi
Thu 12/26
5:55 pm-5:05 pm
3 stops29h 10m
New WindsorRome
SWF - FCO
SWFFCO
New Windsor Stewart
Sat 11/30
6:15 pm-10:00 am
2 stops33h 45m
New WindsorMilan
SWF - MXP
SWFMXP
New Windsor Stewart
Sat 1/18
6:15 pm-12:40 am
3 stops24h 25m
Currently, December is the cheapest month in which you can book a flight from New Windsor to Italy (average of $613). Flying from New Windsor to Italy in June is currently the most expensive (average of $1,267). 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.
In terms of precipitation, rainfall in Italy ranges from 0.6 - 4.4 inches per month. November is typically the wettest month, when rainfall can reach 4.4 in. June is typically the driest time to visit Italy when rainfall is around 0.6 in.
If weather is an important factor for your trip to Italy, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 75.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 46.4 F).