All the information on this page is accurate at the time of publication.If you are viewing this deal at a later date, the price and availability may no longer be as advertised.
Become a Secret Flying member to receive alerts to your inbox the moment we publish a flight deal.
Cheap flights from Boston to Italian cities from only $316 roundtrip with TAP Air Portugal.
Fly to:
Rome: $316-$325
Milan: $349
Naples: $350-$354
Florence: $352-$362
Venice: $353-$360
Bologna: $355-$362
DEPART:
Boston, USA
ARRIVE:
Rome/Milan/Naples/Florence/Venice/Bologna, Italy
RETURN:
Boston, USA
DATES:
Availability from October 2025 to May 2026 (excluding Christmas/New Year)
Boston – Rome: $316-$325
29th Nov – 6th Dec
2nd-9th Dec
5th-12th Dec
13th-20th Jan
16th-23rd Jan
22nd-29th Jan
28th Jan – 4th Feb
31st Jan – 7th Feb
6th-13th Feb
9th-16th Feb
24th Feb – 3rd Mar
2nd-9th Mar
5th-12th Mar
8th-15th Mar
11th-18th Mar
7th-14th Apr
13th-20th Apr
28th Apr – 5th May
Boston – Milan: $349
24th Feb – 3rd Mar
2nd-9th Mar
5th-12th Mar
8th-15th Mar
17th-24th Mar
7th-14th Apr
13th-20th Apr
22nd-29th Apr
28th Apr – 5th May
4th-11th May
10th-17th May
13th-20th May
Boston – Naples: $350-$354
11th-18th Nov
2nd-9th Dec
13th-20th Jan
28th Jan – 4th Feb
3rd-10th Feb
11th-18th Mar
17th-24th Mar
Boston – Florence: $352-$362
27th Oct – 3rd Nov
11th-18th Nov
17th-24th Nov
8th-15th Dec
11th-18th Mar
23rd-30th Mar
Boston – Venice: $353-$360
15th-22nd Oct
11th-18th Nov
26th Nov – 3rd Dec
2nd-9th Dec
13th-20th Jan
28th Jan – 4th Feb
3rd-10th Feb
18th-25th Feb
17th-24th Mar
Boston – Bologna: $355-$362
17th-24th Nov
7th-14th Jan
19th-26th Jan
28th Jan – 4th Feb
3rd-10th Feb
9th-16th Feb
2nd-9th Mar
23rd-30th Mar
and more…
STOPS:
Lisbon
AIRLINES:
TAP Air Portugal
[adblockingdetector id="638efa67113bf"]