$168+ Cheap flights from Massachusetts 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — NAP
Sep 16 — Sep 231
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Massachusetts 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 Massachusetts to Italy
Cheapest
Best
Last-minute
One-way
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 August 17, 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 August 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 10/148:50 pm -
2 stops15h 10m
Wed 10/219:10 am -
1 stop17h 55m
Deal found 8/16![Multiple Airlines logo]()
$572
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 10/48:50 pm -
2 stops21h 20m
Tue 10/2010:35 pm -
1 stop28h 30m
Deal found 8/15![Multiple Airlines logo]()
$577
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 35m
Tue 10/2010:35 pm -
1 stop28h 30m
Deal found 8/15![Multiple Airlines logo]()
$579
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Sun 10/411:35 pm -
1 stop10h 55m
Tue 10/2010:35 pm -
1 stop28h 30m
Deal found 8/12![LEVEL logo]()
$582
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Mon 9/2111:00 pm -
2 stops13h 55m
Tue 10/2010:35 pm -
1 stop28h 30m
Deal found 8/12![Multiple Airlines logo]()
$584
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Sun 9/64:45 pm -
1 stop17h 00m
Fri 9/187:40 am -
1 stop13h 05m
Deal found 8/12![Condor logo]()
$585
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Mon 10/128:50 pm -
2 stops15h 10m
Wed 10/219:10 am -
1 stop17h 55m
Deal found 8/16![Multiple Airlines logo]()
$589
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/66:00 pm -
1 stop11h 25m
Wed 12/165:55 am -
1 stop14h 45m
Deal found 8/12![TAP AIR PORTUGAL logo]()
$591
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 8/304:45 pm -
1 stop11h 40m
Fri 9/47:40 am -
1 stop13h 05m
Deal found 8/14![Condor logo]()
$592
This Cheapflightsfares deal was found by Cheapflights users on 8/16. 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.
Sat 11/77:50 pm -
1 stop12h 10m
Sat 11/1411:25 am -
1 stop12h 25m
Deal found 8/16![Icelandair logo]()
$592
This Condor deal was found by Cheapflights users on 8/12. 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 Condor is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/74:45 pm -
1 stop11h 40m
Fri 9/187:40 am -
1 stop13h 05m
Deal found 8/12![Condor logo]()
$594
This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/810:45 pm -
2 stops19h 20m
Wed 11/187:35 pm -
1 stop25h 05m
Deal found 8/13![TAP AIR PORTUGAL logo]()
$594
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 August 17, 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 August 17, 2026.
This TAP AIR PORTUGAL deal was found by Cheapflights users on 8/16. 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.
Mon 1/116:00 pm -
1 stop11h 25m
Tue 2/24:40 pm -
1 stop28h 00m
Deal found 8/16![TAP AIR PORTUGAL logo]()
$666
This KLM deal was found by Cheapflights users on 8/16. 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 11/39:10 am -
1 stop17h 45m
Tue 11/176:00 am -
1 stop14h 31m
Deal found 8/16![KLM logo]()
$676
This LEVEL deal was found by Cheapflights users on 8/12. 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 LEVEL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2011:35 pm -
1 stop31h 40m
Sun 9/279:55 am -
1 stop17h 50m
Deal found 8/12![LEVEL logo]()
$685
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Sun 11/227:31 am -
1 stop23h 44m
Sun 11/2912:55 pm -
1 stop27h 03m
Deal found 8/15![United Airlines logo]()
$694
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Mon 10/1210:45 pm -
2 stops15h 30m
Sat 10/249:05 am -
1 stop17h 15m
Deal found 8/13![Multiple Airlines logo]()
$696
This Delta deal was found by Cheapflights users on 8/14. 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.
Sun 9/137:55 pm -
Nonstop7h 30m
Sat 9/1911:35 am -
Nonstop8h 50m
Deal found 8/14![Delta logo]()
$699
This Condor deal was found by Cheapflights users on 8/15. 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 Condor is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/274:45 pm -
1 stop12h 15m
Thu 9/36:55 am -
1 stop13h 50m
Deal found 8/15![Condor logo]()
$711
This Lufthansa deal was found by Cheapflights users on 8/13. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/118:40 pm -
1 stop17h 35m
Wed 2/178:15 am -
1 stop16h 20m
Deal found 8/13![Lufthansa logo]()
$729
This ITA Airways deal was found by Cheapflights users on 8/15. 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.
Thu 8/275:05 pm -
1 stop18h 35m
Mon 8/317:00 pm -
1 stop24h 40m
Deal found 8/15![ITA Airways logo]()
$733
This Scandinavian Airlines deal was found by Cheapflights users on 8/16. 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.
Mon 11/95:35 pm -
2 stops34h 05m
Wed 11/1810:35 am -
2 stops35h 05m
Deal found 8/16![Scandinavian Airlines logo]()
$737
This Austrian Airlines deal was found by Cheapflights users on 8/15. 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.
Tue 11/246:55 pm -
1 stop32h 00m
Mon 11/305:15 pm -
1 stop26h 15m
Deal found 8/15![Austrian Airlines logo]()
$747
This Turkish Airlines deal was found by Cheapflights users on 8/16. 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.
Wed 11/258:00 pm -
1 stop16h 35m
Sun 11/299:20 am -
1 stop14h 45m
Deal found 8/16![Turkish Airlines logo]()
$817
This United Airlines deal was found by Cheapflights users on 8/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:25 pm -
1 stop29h 05m
Sat 10/2412:20 pm -
1 stop27h 38m
Deal found 8/13![United Airlines logo]()
$694
This KLM deal was found by Cheapflights users on 8/16. 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 9/287:55 pm -
Nonstop7h 30m
Mon 10/511:35 am -
Nonstop8h 53m
Deal found 8/16![KLM logo]()
$699
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 11/2210:45 pm -
1 stop12h 05m
Sun 11/2910:55 am -
1 stop15h 50m
Deal found 8/15![Multiple Airlines logo]()
$702
This TAP AIR PORTUGAL deal was found by Cheapflights users on 8/15. 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 11/256:00 pm -
1 stop16h 55m
Mon 11/3011:55 am -
2 stops38h 50m
Deal found 8/15![TAP AIR PORTUGAL logo]()
$703
This Delta deal was found by Cheapflights users on 8/14. 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.
Mon 9/289:20 am -
1 stop15h 25m
Thu 10/811:35 am -
Nonstop8h 53m
Deal found 8/14![Delta logo]()
$704
This FlightHub deal was found by Cheapflights users on 8/16. 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.
Wed 9/24:45 pm -
1 stop11h 40m
Tue 9/158:20 am -
1 stop12h 25m
Deal found 8/16![Condor logo]()
$729
This ITA Airways deal was found by Cheapflights users on 8/16. 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.
Sat 10/175:05 pm -
2 stops23h 30m
Wed 10/217:40 pm -
1 stop24h 00m
Deal found 8/16![ITA Airways logo]()
$736
This LEVEL deal was found by Cheapflights users on 8/14. 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 10/411:35 pm -
1 stop31h 05m
Sun 10/189:35 am -
1 stop18h 10m
Deal found 8/14![LEVEL logo]()
$737
This Scandinavian Airlines deal was found by Cheapflights users on 8/14. 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.
Wed 10/75:40 pm -
1 stop19h 25m
Tue 10/207:55 pm -
1 stop25h 40m
Deal found 8/14![Scandinavian Airlines logo]()
$742
This Lufthansa deal was found by Cheapflights users on 8/13. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:05 pm -
1 stop10h 55m
Sat 10/249:50 am -
1 stop13h 50m
Deal found 8/13![Lufthansa logo]()
$746
This Austrian Airlines deal was found by Cheapflights users on 8/15. 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 10/105:10 pm -
1 stop15h 00m
Tue 10/207:00 am -
2 stops18h 06m
Deal found 8/15![Austrian Airlines logo]()
$757
This KLM deal was found by Cheapflights users on 8/15. 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 9/77:55 pm -
Nonstop7h 30m
Mon 9/2111:35 am -
Nonstop8h 50m
Deal found 8/15![KLM logo]()
$699
This Delta deal was found by Cheapflights users on 8/16. 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.
Sat 1/168:45 pm -
1 stop31h 05m
Wed 2/312:00 pm -
1 stop16h 26m
Deal found 8/16![Delta logo]()
$706
This United Airlines deal was found by Cheapflights users on 8/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/135:50 am -
1 stop22h 30m
Sat 10/2412:20 pm -
1 stop27h 38m
Deal found 8/13![United Airlines logo]()
$706
This TAP AIR PORTUGAL deal was found by Cheapflights users on 8/14. 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.
Tue 11/2410:45 pm -
2 stops30h 30m
Sun 11/295:55 pm -
2 stops56h 50m
Deal found 8/14![TAP AIR PORTUGAL logo]()
$738
This ITA Airways deal was found by Cheapflights users on 8/15. 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.
Fri 10/95:05 pm -
1 stop15h 15m
Fri 10/166:35 am -
1 stop14h 20m
Deal found 8/15![ITA Airways logo]()
$743
This Lufthansa deal was found by Cheapflights users on 8/14. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:05 pm -
1 stop10h 55m
Thu 9/177:00 am -
1 stop12h 50m
Deal found 8/14![Multiple Airlines logo]()
$744
This Scandinavian Airlines deal was found by Cheapflights users on 8/15. 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.
Wed 10/75:40 pm -
2 stops33h 30m
Tue 10/137:55 pm -
1 stop25h 40m
Deal found 8/15![Scandinavian Airlines logo]()
$765
Last-minute flights from Massachusetts to ItalyDiscover last-minute flight deals from Massachusetts to Italy. Data last updated August 17, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Italy. Data last updated August 17, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 8/264:45 pm -
1 stop12h 15m
Sat 9/56:55 am -
1 stop13h 50m
Deal found 8/15![Condor logo]()
$604
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 8/304:45 pm -
1 stop11h 40m
Fri 9/47:40 am -
1 stop13h 05m
Deal found 8/14![Condor logo]()
$592
This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/304:45 pm -
1 stop17h 00m
Sat 9/58:40 am -
1 stop12h 05m
Deal found 8/13![Condor logo]()
$597
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 9/24:45 pm -
1 stop11h 05m
Sat 9/58:10 am -
1 stop12h 35m
Deal found 8/14![Condor logo]()
$602
This FlightHub deal was found by Cheapflights users on 8/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/64:45 pm -
1 stop17h 00m
Thu 9/174:45 pm -
1 stop28h 00m
Deal found 8/12![Condor logo]()
$585
This Condor deal was found by Cheapflights users on 8/12. 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 Condor is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/74:45 pm -
1 stop11h 40m
Fri 9/187:40 am -
1 stop13h 05m
Deal found 8/12![Condor logo]()
$594
This Icelandair deal was found by Cheapflights users on 8/16. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/711:00 pm -
1 stop33h 35m
Wed 9/163:45 pm -
1 stop12h 00m
Deal found 8/16![Icelandair logo]()
$601
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/88:50 pm -
1 stop11h 45m
Wed 9/163:45 pm -
1 stop12h 00m
Deal found 8/15![Icelandair logo]()
$599
This Icelandair deal was found by Cheapflights users on 8/15. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:50 pm -
1 stop11h 45m
Thu 9/173:45 pm -
1 stop12h 00m
Deal found 8/15![Icelandair logo]()
$600
This oojo deal was found by Cheapflights users on 8/12. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:45 pm -
1 stop11h 40m
Fri 9/187:40 am -
1 stop13h 05m
Deal found 8/12![Condor logo]()
$602
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Sat 9/198:50 pm -
1 stop11h 45m
Thu 10/13:45 pm -
1 stop33h 05m
Deal found 8/16![Icelandair logo]()
$597
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Mon 9/2111:00 pm -
2 stops13h 55m
Tue 10/2010:35 pm -
1 stop28h 30m
Deal found 8/12![Multiple Airlines logo]()
$584
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 August 17, 2026.
Search for one-way flight options from Massachusetts to Italy. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Tue 11/105:50 pm -
1 stop15h 40m
Deal found 8/13![Multiple Airlines logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 10/2110:55 pm -
1 stop27h 20m
Deal found 8/14![LEVEL logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 10/2110:55 pm -
1 stop27h 30m
Deal found 8/12![LEVEL logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Mon 9/149:15 pm -
1 stop19h 45m
Deal found 8/13![Multiple Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 10/2210:55 pm -
1 stop19h 00m
Deal found 8/14![Multiple Airlines logo]()
$212
This Trip.com deal was found by Cheapflights users on 8/14. 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.
Thu 10/2210:55 pm -
1 stop16h 05m
Deal found 8/14![Multiple Airlines logo]()
$214
This Trip.com deal was found by Cheapflights users on 8/14. 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.
Thu 10/2210:55 pm -
1 stop17h 00m
Deal found 8/14![Multiple Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 10/2110:55 pm -
2 stops19h 10m
Deal found 8/14![Multiple Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Thu 9/109:15 pm -
1 stop17h 20m
Deal found 8/13![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Sun 11/157:50 pm -
2 stops19h 25m
Deal found 8/13![Multiple Airlines logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Sat 10/108:50 pm -
2 stops35h 00m
Deal found 8/12![Multiple Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 11/17:50 pm -
2 stops19h 25m
Deal found 8/15![Multiple Airlines logo]()
$278
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 August 17, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $572 (Kiwi.com) |
One-way from | $168 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $700 |
Good round-trip deal | $757 or less |
Good one-way deal | $446 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 2,558,603 searches. Data last updated August 17, 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
BostonRome
BOS Boston Logan Intl - FCO Rome Fiumicino
BOSFCO
Boston Logan Intl
Mon 1/11
6:00 pm-11:25 am
1 stop11h 25m
Rome Fiumicino
Tue 2/2
4:40 pm-2:40 pm
1 stop28h 00m
$666
BostonCatania
BOS Boston Logan Intl - CTA Catania Fontanarossa
BOSCTA
Boston Logan Intl
Tue 11/3
9:10 am-8:55 am
1 stop17h 45m
Catania Fontanarossa
Tue 11/17
6:00 am-2:31 pm
1 stop14h 31m
$676
BostonMilan
BOS Boston Logan Intl - MXP Milan Malpensa
BOSMXP
Boston Logan Intl
Sun 9/20
11:35 pm-1:15 pm
1 stop31h 40m
Milan Malpensa
Sun 9/27
9:55 am-9:45 pm
1 stop17h 50m
$685
BostonMilan
BOS Boston Logan Intl - MXP Milan Malpensa
BOSMXP
Boston Logan Intl
Sun 11/22
7:31 am-1:15 pm
1 stop23h 44m
Milan Malpensa
Sun 11/29
12:55 pm-9:58 am
1 stop27h 03m
$694
BostonMilan
BOS Boston Logan Intl - MXP Milan Malpensa
BOSMXP
Boston Logan Intl
Sat 10/10
8:25 pm-7:30 am
1 stop29h 05m
Milan Malpensa
Sat 10/24
12:20 pm-9:58 am
1 stop27h 38m
$694
BostonBergamo
BOS Boston Logan Intl - BGY Bergamo Orio Al Serio
BOSBGY
Boston Logan Intl
Mon 10/12
10:45 pm-8:15 pm
2 stops15h 30m
Bergamo Orio Al Serio
Sat 10/24
9:05 am-8:20 pm
1 stop17h 15m
$696
Quickest round-trip
BostonMilan
BOS Boston Logan Intl - MXP Milan Malpensa
BOSMXP
Boston Logan Intl
Sun 9/13
7:55 pm-9:25 am
Nonstop7h 30m
Milan Malpensa
Sat 9/19
11:35 am-2:25 pm
Nonstop8h 50m
$699
BostonMilan
BOS Boston Logan Intl - MXP Milan Malpensa
BOSMXP
Boston Logan Intl
Mon 9/28
7:55 pm-9:25 am
Nonstop7h 30m
Milan Malpensa
Mon 10/5
11:35 am-2:28 pm
Nonstop8h 53m
$699
BostonMilan
BOS Boston Logan Intl - MXP Milan Malpensa
BOSMXP
Boston Logan Intl
Mon 9/7
7:55 pm-9:25 am
Nonstop7h 30m
Milan Malpensa
Mon 9/21
11:35 am-2:25 pm
Nonstop8h 50m
$699
BostonBergamo
BOS Boston Logan Intl - BGY Bergamo Orio Al Serio
BOSBGY
Boston Logan Intl
Sun 11/22
10:45 pm-4:50 pm
1 stop12h 05m
Bergamo Orio Al Serio
Sun 11/29
10:55 am-8:45 pm
1 stop15h 50m
$702
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-VCE
BOS-FCO
BOS-MXP
BOS-CTA
BOS-BGY
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-VCE
BOS-FCO
BOS-MXP
BOS-CTA
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 $565). Flying from Massachusetts to Italy in June is currently the most expensive (average of $995). 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 August 17, 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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Return Flight Options
Top destinations
Top regions
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 August 17, 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 2,558,603 searches. Data last updated August 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$325 | Average$735 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$332 | Average$767 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$336 | Average$721 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$336 | Average$712 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$348 | Average$723 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$348 | Average$657 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$356 | Average$730 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$377 | Average$585 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$378 | Average$772 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$379 | Average$838 | FlexibilityNo cancel fee | On-time75% |