$206+ Cheap flights from Massachusetts to Italy
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — NAP
Oct 29 — Nov 51
Round-trip
1 adult, Economy
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Find cheap flights from Massachusetts to Italy with Cheapflights
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Cheapest flights from Massachusetts to ItalyExplore the most affordable flight options available from Massachusetts to Italy. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 29, 2026.
Explore the most affordable flight options available from Massachusetts to Italy. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/26. 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 12/28:00 pm -
1 stop10h 50m
Fri 12/116:15 am -
1 stop18h 10m
Deal found 9/26![Multiple Airlines logo]()
$470
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Tue 12/18:00 pm -
1 stop13h 35m
Fri 12/119:30 am -
1 stop14h 55m
Deal found 9/28![Multiple Airlines logo]()
$503
This Mytrip deal was found by Cheapflights users on 9/27. 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.
Wed 11/113:30 pm -
2 stops15h 20m
Wed 11/186:00 am -
2 stops19h 02m
Deal found 9/27![Multiple Airlines logo]()
$514
This Kiwi.com deal was found by Cheapflights users on 9/26. 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.
Tue 10/139:20 pm -
1 stop17h 30m
Tue 10/206:10 am -
1 stop16h 00m
Deal found 9/26![Multiple Airlines logo]()
$514
This Kissandfly.com deal was found by Cheapflights users on 9/25. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/258:15 pm -
1 stop17h 45m
Tue 11/106:20 am -
1 stop17h 40m
Deal found 9/25![Iberia logo]()
$525
This WAYA deal was found by Cheapflights users on 9/24. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/118:00 pm -
1 stop10h 50m
Fri 11/2012:05 pm -
1 stop12h 20m
Deal found 9/24![Multiple Airlines logo]()
$528
This Vueling Global deal was found by Cheapflights users on 9/27. 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 Vueling Global is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:15 pm -
2 stops32h 05m
Wed 11/118:00 pm -
2 stops28h 25m
Deal found 9/27![Multiple Airlines logo]()
$535
This FlightHub deal was found by Cheapflights users on 9/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:25 pm -
1 stop11h 15m
Tue 10/2011:40 am -
1 stop13h 10m
Deal found 9/23![Aer Lingus logo]()
$551
This Kiwi.com deal was found by Cheapflights users on 9/26. 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.
Tue 10/135:40 pm -
1 stop16h 45m
Thu 10/226:25 am -
1 stop15h 45m
Deal found 9/26![Multiple Airlines logo]()
$553
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 12/98:00 pm -
1 stop15h 20m
Wed 12/166:00 am -
1 stop18h 25m
Deal found 9/25![Multiple Airlines logo]()
$555
This Kiwi.com deal was found by Cheapflights users on 9/24. 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.
Tue 10/65:40 pm -
1 stop16h 45m
Tue 10/206:25 am -
1 stop15h 45m
Deal found 9/24![Multiple Airlines logo]()
$557
This Mytrip deal was found by Cheapflights users on 9/24. 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 12/37:50 pm -
2 stops17h 25m
Mon 12/1410:15 pm -
2 stops25h 35m
Deal found 9/24![Multiple Airlines logo]()
$557
Best flights from Massachusetts to ItalyDiscover carefully curated flight deals from Massachusetts to Italy that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 29, 2026.
Discover carefully curated flight deals from Massachusetts to Italy that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 29, 2026.
This Vueling Global deal was found by Cheapflights users on 9/25. 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 Vueling Global is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/68:00 pm -
2 stops31h 05m
Wed 1/1310:25 pm -
2 stops27h 35m
Deal found 9/25![Multiple Airlines logo]()
$564
This Iberia deal was found by Cheapflights users on 9/23. 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 Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:30 pm -
1 stop19h 00m
Tue 12/159:50 am -
2 stops18h 00m
Deal found 9/23![Iberia logo]()
$604
This United Airlines deal was found by Cheapflights users on 9/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/266:05 pm -
1 stop13h 15m
Tue 11/102:20 pm -
1 stop29h 11m
Deal found 9/27![United Airlines logo]()
$637
This Delta deal was found by Cheapflights users on 9/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/179:00 am -
1 stop18h 55m
Fri 3/2610:55 am -
1 stop16h 31m
Deal found 9/27![Delta logo]()
$652
This ITA Airways deal was found by Cheapflights users on 9/26. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:20 pm -
1 stop11h 10m
Tue 12/157:20 pm -
1 stop24h 25m
Deal found 9/26![ITA Airways logo]()
$657
This oojo deal was found by Cheapflights users on 9/23. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/277:00 pm -
1 stop17h 20m
Sat 4/312:30 pm -
1 stop14h 15m
Deal found 9/23![TAP AIR PORTUGAL logo]()
$666
This SWISS deal was found by Cheapflights users on 9/27. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1610:50 pm -
1 stop29h 05m
Fri 4/169:45 am -
1 stop16h 10m
Deal found 9/27![SWISS logo]()
$666
This British Airways deal was found by Cheapflights users on 9/26. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/46:35 pm -
1 stop10h 45m
Mon 11/92:20 pm -
1 stop13h 17m
Deal found 9/26![British Airways logo]()
$680
This KLM deal was found by Cheapflights users on 9/28. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:05 pm -
2 stops58h 10m
Fri 12/1110:05 am -
2 stops21h 10m
Deal found 9/28![KLM logo]()
$706
This Turkish Airlines deal was found by Cheapflights users on 9/24. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:00 pm -
1 stop16h 25m
Tue 12/12:50 pm -
1 stop33h 15m
Deal found 9/24![Turkish Airlines logo]()
$720
This Scandinavian Airlines deal was found by Cheapflights users on 9/28. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/295:35 pm -
2 stops19h 25m
Sat 2/67:50 pm -
2 stops26h 05m
Deal found 9/28![Scandinavian Airlines logo]()
$725
This Cheapflightsfares deal was found by Cheapflights users on 9/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/194:05 pm -
1 stop11h 35m
Fri 11/276:30 am -
1 stop13h 15m
Deal found 9/28![Lufthansa logo]()
$748
This Austrian Airlines deal was found by Cheapflights users on 9/28. 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 Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:10 pm -
1 stop17h 45m
Mon 10/129:30 pm -
2 stops27h 36m
Deal found 9/28![Austrian Airlines logo]()
$821
This Vueling Global deal was found by Cheapflights users on 9/27. 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 Vueling Global is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/129:30 pm -
2 stops29h 35m
Wed 1/2010:25 pm -
2 stops27h 35m
Deal found 9/27![Multiple Airlines logo]()
$599
This United Airlines deal was found by Cheapflights users on 9/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/115:30 am -
2 stops24h 50m
Thu 12/32:20 pm -
1 stop13h 39m
Deal found 9/28![United Airlines logo]()
$649
This ITA Airways deal was found by Cheapflights users on 9/27. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/176:20 pm -
1 stop11h 15m
Mon 3/296:40 pm -
2 stops25h 00m
Deal found 9/27![ITA Airways logo]()
$668
This Mytrip deal was found by Cheapflights users on 9/24. 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.
Tue 11/245:45 am -
3 stops28h 25m
Tue 12/18:50 am -
2 stops16h 12m
Deal found 9/24![Multiple Airlines logo]()
$611
This Delta deal was found by Cheapflights users on 9/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:55 pm -
Nonstop7h 30m
Tue 10/2011:35 am -
Nonstop8h 53m
Deal found 9/24![Delta logo]()
$673
This British Airways deal was found by Cheapflights users on 9/23. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:35 pm -
1 stop18h 20m
Sat 10/317:20 pm -
1 stop30h 20m
Deal found 9/23![British Airways logo]()
$690
This TAP AIR PORTUGAL deal was found by Cheapflights users on 9/27. 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 TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/106:00 pm -
1 stop12h 30m
Wed 6/305:45 pm -
2 stops56h 25m
Deal found 9/27![TAP AIR PORTUGAL logo]()
$693
This KLM deal was found by Cheapflights users on 9/25. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/99:10 am -
1 stop17h 45m
Mon 11/1610:15 am -
2 stops18h 40m
Deal found 9/25![KLM logo]()
$706
This United Airlines deal was found by Cheapflights users on 9/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:45 am -
2 stops19h 30m
Thu 10/229:45 am -
2 stops30h 47m
Deal found 9/29![United Airlines logo]()
$679
This ITA Airways deal was found by Cheapflights users on 9/28. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/275:20 pm -
1 stop11h 10m
Wed 1/66:15 am -
1 stop13h 30m
Deal found 9/28![ITA Airways logo]()
$687
This Delta deal was found by Cheapflights users on 9/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/263:00 pm -
1 stop12h 50m
Sat 12/511:00 am -
2 stops17h 58m
Deal found 9/28![Delta logo]()
$689
This Turkish Airlines deal was found by Cheapflights users on 9/28. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:00 pm -
1 stop15h 25m
Mon 11/1610:55 am -
1 stop37h 10m
Deal found 9/28![Turkish Airlines logo]()
$760
This British Airways deal was found by Cheapflights users on 9/27. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2610:30 pm -
1 stop12h 50m
Mon 11/27:25 am -
1 stop12h 55m
Deal found 9/27![British Airways logo]()
$692
This TAP AIR PORTUGAL deal was found by Cheapflights users on 9/25. 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 TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1411:15 pm -
2 stops54h 25m
Wed 10/2112:30 pm -
2 stops13h 50m
Deal found 9/25![TAP AIR PORTUGAL logo]()
$693
This Vueling Global deal was found by Cheapflights users on 9/25. 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 Vueling Global is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:15 pm -
2 stops20h 10m
Tue 11/2410:20 pm -
2 stops26h 05m
Deal found 9/25![Multiple Airlines logo]()
$645
This Scandinavian Airlines deal was found by Cheapflights users on 9/27. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/185:50 pm -
1 stop15h 15m
Wed 10/288:05 pm -
1 stop25h 40m
Deal found 9/27![Scandinavian Airlines logo]()
$802
This KLM deal was found by Cheapflights users on 9/24. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/46:45 pm -
1 stop17h 35m
Wed 12/210:05 am -
2 stops18h 53m
Deal found 9/24![KLM logo]()
$731
Last-minute flights from Massachusetts to ItalyDiscover last-minute flight deals from Massachusetts to Italy. Data last updated September 29, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Italy. Data last updated September 29, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 9/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:25 pm -
1 stop11h 15m
Tue 10/2011:40 am -
1 stop13h 10m
Deal found 9/23![Aer Lingus logo]()
$551
This Kiwi.com deal was found by Cheapflights users on 9/24. 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.
Tue 10/65:40 pm -
1 stop16h 45m
Tue 10/206:25 am -
1 stop15h 45m
Deal found 9/24![Multiple Airlines logo]()
$557
This Kiwi.com deal was found by Cheapflights users on 9/26. 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.
Tue 10/139:20 pm -
1 stop17h 30m
Tue 10/206:10 am -
1 stop16h 00m
Deal found 9/26![Multiple Airlines logo]()
$514
This Kiwi.com deal was found by Cheapflights users on 9/26. 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.
Tue 10/135:40 pm -
1 stop16h 45m
Thu 10/226:25 am -
1 stop15h 45m
Deal found 9/26![Multiple Airlines logo]()
$553
This WAYA deal was found by Cheapflights users on 9/27. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/135:40 pm -
1 stop13h 15m
Tue 10/201:10 pm -
1 stop12h 40m
Deal found 9/27![Multiple Airlines logo]()
$566
This Kiwi.com deal was found by Cheapflights users on 9/25. 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.
Tue 10/135:40 pm -
1 stop14h 25m
Thu 10/226:50 am -
1 stop15h 20m
Deal found 9/25![Iberia logo]()
$568
This Kiwi.com deal was found by Cheapflights users on 9/25. 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.
Tue 10/139:40 pm -
1 stop10h 20m
Tue 10/209:30 am -
1 stop11h 40m
Deal found 9/25![SWISS logo]()
$569
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1410:40 am -
1 stop17h 00m
Wed 10/212:00 pm -
2 stops26h 32m
Deal found 9/23![United Airlines logo]()
$567
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 10/149:40 pm -
1 stop14h 50m
Wed 10/212:50 pm -
1 stop11h 05m
Deal found 9/24![SWISS logo]()
$573
This Mytrip deal was found by Cheapflights users on 9/26. 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.
Fri 10/165:50 am -
2 stops24h 10m
Wed 10/214:50 pm -
2 stops30h 50m
Deal found 9/26![Multiple Airlines logo]()
$568
This Kissandfly.com deal was found by Cheapflights users on 9/25. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/258:15 pm -
1 stop17h 45m
Tue 11/106:20 am -
1 stop17h 40m
Deal found 9/25![Iberia logo]()
$525
This Vueling Global deal was found by Cheapflights users on 9/26. 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 Vueling Global is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/258:15 pm -
2 stops31h 55m
Tue 11/1010:20 pm -
2 stops25h 40m
Deal found 9/26![Multiple Airlines logo]()
$565
One-way flights from Massachusetts to ItalySearch for one-way flight options from Massachusetts to Italy. Find affordable one-way fares based on user searches. Data last updated September 29, 2026.
Search for one-way flight options from Massachusetts to Italy. Find affordable one-way fares based on user searches. Data last updated September 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Sun 10/1811:35 pm -
1 stop26h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![LEVEL logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Sun 10/1811:35 pm -
1 stop28h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$212
This LEVEL deal was found by Cheapflights users on 9/27. 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 LEVEL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1811:35 pm -
1 stop27h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![LEVEL logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 9/27. 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.
Sun 10/1811:35 pm -
2 stops39h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Multiple Airlines logo]()
$226
This Trip.com deal was found by Cheapflights users on 9/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:50 pm -
2 stops19h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Multiple Airlines logo]()
$228
This Mytrip deal was found by Cheapflights users on 9/25. 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.
Sun 11/157:50 pm -
2 stops19h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 11/277:50 pm -
2 stops17h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 9/28. 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 10/308:50 pm -
2 stops17h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$249
This Mytrip deal was found by Cheapflights users on 9/28. 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 1/97:50 pm -
2 stops19h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 9/27. 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.
Sun 11/297:50 pm -
2 stops19h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Multiple Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 9/24. 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.
Thu 11/267:50 pm -
3 stops37h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Sun 10/1811:35 pm -
1 stop16h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$268
Find flight deals from Massachusetts to Italy
Keep the following information in mind while searching for Massachusetts to Italy flight deals. Data was last updated September 29, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $470 (Kiwi.com) |
One-way from | $206 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $753 |
Good round-trip deal | $777 or less |
Good one-way deal | $408 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Massachusetts 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 7,457,451 searches. Data last updated September 29, 2026.
Use the filters below to find and compare flights from Massachusetts to Italy that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonNaples
BOS Boston Logan Intl - NAP Naples
BOSNAP
Boston Logan Intl
Sun 10/18
11:35 pm-9:20 am
1 stop27h 45m
Naples
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$218
BostonFlorence
BOS Boston Logan Intl - FLR Florence Peretola
BOSFLR
Boston Logan Intl
Tue 1/19
10:24 am-11:05 pm
2 stops30h 41m
Florence Peretola
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$296
BostonNaples
BOS Boston Logan Intl - NAP Naples
BOSNAP
Boston Logan Intl
Sat 10/24
8:50 pm-8:00 pm
2 stops17h 10m
Naples
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$307
BostonPisa
BOS Boston Logan Intl - PSA Pisa Gal Galilei
BOSPSA
Boston Logan Intl
Fri 11/13
7:50 pm-11:00 am
3 stops33h 10m
Pisa Gal Galilei
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$318
BostonVenice
BOS Boston Logan Intl - VCE Venice Marco Polo
BOSVCE
Boston Logan Intl
Fri 1/15
7:50 pm-12:20 am
3 stops22h 30m
Venice Marco Polo
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$319
BostonMilan
BOS Boston Logan Intl - MXP Milan Malpensa
BOSMXP
Boston Logan Intl
Sun 10/18
6:05 pm-6:50 pm
1 stop18h 45m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$327
BostonVenice
BOS Boston Logan Intl - VCE Venice Marco Polo
BOSVCE
Boston Logan Intl
Mon 10/12
8:50 pm-2:45 pm
1 stop11h 55m
Venice Marco Polo
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$333
BostonMilan
BOS Boston Logan Intl - MXP Milan Malpensa
BOSMXP
Boston Logan Intl
Sun 3/21
11:50 pm-11:35 pm
2 stops18h 45m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$339
BostonMilan
BOS Boston Logan Intl - MXP Milan Malpensa
BOSMXP
Boston Logan Intl
Sat 11/21
6:45 pm-6:55 pm
1 stop18h 10m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$346
BostonMilan
BOS Boston Logan Intl - MXP Milan Malpensa
BOSMXP
Boston Logan Intl
Thu 10/22
7:35 pm-1:50 pm
1 stop12h 15m
Milan Malpensa
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$346
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Massachusetts to Italy
Have a flexible travel schedule? Discover the best time to fly to Italy from Massachusetts with our price prediction graph.
BOS-NAP
BOS-FLR
BOS-MXP
BOS-VCE
BOS-LIN
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 Massachusetts to Italy
USMA-IT0
BOS-NAP
BOS-FLR
BOS-MXP
BOS-VCE
What is the cheapest month to book a flight from Massachusetts to Italy?
Currently, January is the cheapest month in which you can book a flight from Massachusetts to Italy (average of $584). Flying from Massachusetts to Italy in June is currently the most expensive (average of $1,023). 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.
What is the cheapest time of day to fly from MA to IT?
Find hourly flight availability from Massachusetts to Italy. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 29, 2026.
When flying from Massachusetts to Italy, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
How far ahead should I book a flight from Massachusetts to Italy?
The best time to book flights from Massachusetts to Italy is 12 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Related info for your journey
Find useful and relevant information for your journey from Massachusetts to Italy. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Massachusetts to Italy
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Italy by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Massachusetts to Italy by cabin class
Find flights from Massachusetts to Italy, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Massachusetts and Italy flights
Browse other Massachusetts and Italy flight options. Last updated on September 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Italy
Find the right flight back to Massachusetts after your stay in Italy
Massachusetts to Italy flights
Consider these flights traveling from Massachusetts to Italy.
Fly to Italy regions
Consider these flights traveling to Italy regions.
Top 10 airlines flying from Massachusetts to Italy
Discover the top 10 airlines that operate flights from Massachusetts to Italy. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$332 | Average$844 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$336 | Average$739 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$348 | Average$766 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$356 | Average$806 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$369 | Average$697 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$372 | Average$626 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$377 | Average$785 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$378 | Average$794 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$379 | Average$824 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$379 | Average$667 | FlexibilityNo cancel fee | On-timeN/A |