New York or Boston to Italian cities from only $326 roundtrip

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Cheap flights from New York or Boston to Italian cities from only $326 roundtrip with TAP Air Portugal.

Routes:
New York – Milan: $326
New York – Florence: $329-$336
New York – Bologna: $330-$353
New York – Venice: $332-$338
Boston – Milan: $339-$343
Boston – Bologna: $342-$357
Boston – Naples: $344-$354
Boston – Florence: $348-$356
Boston – Venice: $349-$357

DEPART:
New York/Boston, USA

ARRIVE:
Milan/Florence/Bologna/Venice/Naples, Italy

RETURN:
New York/Boston, USA

DATES:
Availability from September 2025 to March 2026 (excluding Christmas/New Year)

Example dates:

New York – Milan: $326
24th Sep – 1st Oct
29th Sep – 6th Oct
14th-21st Oct
8th-15th Nov
13th-20th Nov
18th-25th Nov
3rd-10th Dec
22nd-29th Jan
11th-18th Feb

New York – Florence: $329-$336
12th-19th Jan
27th Jan – 3rd Feb
11th-18th Feb
18th-25th Mar

New York – Bologna: $330-$353
24th Sep – 1st Oct
18th-25th Nov
28th Nov – 5th Dec
8th-15th Dec
7th-14th Jan
12th-19th Jan
22nd-29th Jan
27th Jan – 3rd Feb
11th-18th Feb

New York – Venice: $332-$338
12th-19th Jan
27th Jan – 3rd Feb
11th-18th Feb
18th-25th Mar

Boston – Milan: $339-$343
3rd-10th Nov
18th-25th Nov
7th-14th Jan
12th-19th Jan
16th-23rd Feb

Boston – Bologna: $342-$357
29th Oct – 5th Nov
3rd-10th Nov
18th-25th Nov
3rd-10th Dec
7th-14th Jan
27th Jan – 3rd Feb
3rd-10th Mar
18th-25th Mar

Boston – Naples: $344-$354
14th-21st Oct
29th Oct – 5th Nov
3rd-10th Dec
18th-25th Mar

Boston – Florence: $348-$356
29th Oct – 5th Nov
3rd-10th Dec
3rd-10th Mar

Boston – Venice: $349-$357
3rd-10th Nov
18th-25th Nov
12th-19th Jan
27th Jan – 3rd Feb
18th-25th Mar

and more…

STOPS:
Lisbon

AIRLINES:
TAP Air Portugal