Cheap flights from Massachusetts to Italy from $226

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Italy departing on 4/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
ITA Airways Logo
5:05 pm - 10:15 am
BOS
-
BLQ
11h 10m
1 stop
ITA Airways Logo
11:00 am - 1:40 pm
BLQ
-
BOS
32h 40m
1 stop
$375ITA Airways
Mon, Apr 13 - Mon, Apr 20
ITA Airways Logo
5:05 pm - 10:35 am
BOS
-
NAP
11h 30m
1 stop
ITA Airways Logo
6:35 am - 1:40 pm
NAP
-
BOS
13h 05m
1 stop
$386ITA Airways
Mon, Apr 13 - Wed, Apr 22
British Airways Logo
7:35 pm - 2:30 pm
BOS
-
NAP
12h 55m
1 stop
British Airways Logo
3:00 pm - 8:46 pm
NAP
-
BOS
35h 46m
1 stop
$387British Airways
Mon, Aug 17 - Thu, Aug 27
American Airlines Logo
8:10 pm - 11:50 am
BOS
-
NAP
10h 40m
1 stop
American Airlines Logo
6:00 am - 7:50 pm
NAP
-
BOS
19h 50m
1 stop
$388American Airlines
Mon, Mar 16 - Wed, Apr 1
Multiple Airlines Logo
7:06 pm - 2:30 pm
BOS
-
VCE
14h 24m
2 stops
Multiple Airlines Logo
6:15 am - 1:40 pm
VCE
-
BOS
13h 25m
1 stop
$389Multiple Airlines
Mon, Mar 16 - Wed, Apr 1
United Airlines Logo
3:35 pm - 9:40 am
BOS
-
NAP
12h 05m
1 stop
United Airlines Logo
11:35 am - 5:55 pm
NAP
-
BOS
36h 20m
2 stops
$390United Airlines
Mon, Aug 10 - Thu, Aug 20
American Airlines Logo
8:10 pm - 7:30 pm
BOS
-
VCE
18h 20m
1 stop
American Airlines Logo
6:20 am - 4:15 pm
VCE
-
BOS
14h 55m
1 stop
$393American Airlines
Tue, Mar 10 - Tue, Mar 17
United Airlines Logo
5:45 am - 7:55 am
BOS
-
VCE
20h 10m
1 stop
United Airlines Logo
12:20 pm - 5:55 pm
VCE
-
BOS
35h 35m
2 stops
$394United Airlines
Tue, Aug 18 - Tue, Aug 25
British Airways Logo
7:35 pm - 5:50 pm
BOS
-
VCE
16h 15m
1 stop
British Airways Logo
12:15 pm - 11:30 pm
VCE
-
BOS
17h 15m
1 stop
$409British Airways
Wed, Apr 22 - Tue, Apr 28
Multiple Airlines Logo
9:50 pm - 10:20 pm
BOS
-
FLR
18h 30m
1 stop
Multiple Airlines Logo
6:45 am - 7:50 pm
FLR
-
BOS
19h 05m
1 stop
$441Multiple Airlines
Tue, Apr 14 - Tue, May 12

ITA Airways flights from Massachusetts to Italy

Our best ITA Airways deals on Massachusetts to Italy flight tickets
ITA Airways
Apr 13
BOS5:05 pmBoston Logan Intl
11h 10m
1 stop
BLQ10:15 amBologna Guglielmo Marconi
Apr 20
BLQ11:00 amBologna Guglielmo Marconi
32h 40m
1 stop
BOS1:40 pmBoston Logan Intl
$375
ITA Airways
Apr 13
BOS5:05 pmBoston Logan Intl
11h 30m
1 stop
NAP10:35 amNaples
Apr 22
NAP6:35 amNaples
13h 05m
1 stop
BOS1:40 pmBoston Logan Intl
$386
ITA Airways
Mar 22
BOS6:20 pmBoston Logan Intl
23h 30m
2 stops
NAP10:50 pmNaples
Apr 7
NAP3:00 pmNaples
28h 40m
1 stop
BOS1:40 pmBoston Logan Intl
$389

Air Canada flights from Massachusetts to Italy

Our best Air Canada deals on Massachusetts to Italy flight tickets
Air Canada
Aug 10
BOS7:40 pmBoston Logan Intl
31h 30m
2 stops
VCE9:10 amVenice Marco Polo
Aug 20
VCE12:20 pmVenice Marco Polo
40h 18m
2 stops
BOS10:38 pmBoston Logan Intl
$414
Air Canada
Aug 2
BOS5:45 amBoston Logan Intl
21h 45m
2 stops
VCE9:30 amVenice Marco Polo
Aug 25
VCE12:20 pmVenice Marco Polo
15h 07m
1 stop
BOS9:27 pmBoston Logan Intl
$415
Air Canada
Aug 2
BOS6:00 amBoston Logan Intl
21h 30m
1 stop
VCE9:30 amVenice Marco Polo
Aug 25
VCE12:20 pmVenice Marco Polo
27h 33m
2 stops
BOS9:53 amBoston Logan Intl
$419

momondo 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, momondo users made 832,500 searches. Data last updated March 1, 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

Price

BostonBologna

BOS - BLQ

BOSBLQ

Boston Logan Intl

Mon 4/13

5:05 pm-10:15 am

1 stop11h 10m

Bologna Guglielmo Marconi

Mon 4/20

11:00 am-1:40 pm

1 stop32h 40m

$375

BostonNaples

BOS - NAP

BOSNAP

Boston Logan Intl

Mon 4/13

5:05 pm-10:35 am

1 stop11h 30m

Naples

Wed 4/22

6:35 am-1:40 pm

1 stop13h 05m

$386

BostonNaples

BOS - NAP

BOSNAP

Boston Logan Intl

Mon 8/17

7:35 pm-2:30 pm

1 stop12h 55m

Naples

Thu 8/27

3:00 pm-8:46 pm

1 stop35h 46m

$387

BostonNaples

BOS - NAP

BOSNAP

Boston Logan Intl

Mon 3/16

8:10 pm-11:50 am

1 stop10h 40m

Naples

Wed 4/1

6:00 am-7:50 pm

1 stop19h 50m

$388

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Mon 3/16

7:06 pm-2:30 pm

2 stops14h 24m

Venice Marco Polo

Wed 4/1

6:15 am-1:40 pm

1 stop13h 25m

$389

BostonNaples

BOS - NAP

BOSNAP

Boston Logan Intl

Mon 8/10

3:35 pm-9:40 am

1 stop12h 05m

Naples

Thu 8/20

11:35 am-5:55 pm

2 stops36h 20m

$390

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Tue 3/10

8:10 pm-7:30 pm

1 stop18h 20m

Venice Marco Polo

Tue 3/17

6:20 am-4:15 pm

1 stop14h 55m

$393

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Tue 8/18

5:45 am-7:55 am

1 stop20h 10m

Venice Marco Polo

Tue 8/25

12:20 pm-5:55 pm

2 stops35h 35m

$394

BostonVenice

BOS - VCE

BOSVCE

Boston Logan Intl

Wed 4/22

7:35 pm-5:50 pm

1 stop16h 15m

Venice Marco Polo

Tue 4/28

12:15 pm-11:30 pm

1 stop17h 15m

$409

BostonFlorence

BOS - FLR

BOSFLR

Boston Logan Intl

Tue 4/14

9:50 pm-10:20 pm

1 stop18h 30m

Florence Peretola

Tue 5/12

6:45 am-7:50 pm

1 stop19h 05m

$441

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Italy from

How to get the cheapest flight ticket from Massachusetts to Italy

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Italy?

The cheapest month to fly to Italy from Massachusetts is in February. Flight prices, which tend to average around $530, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of February, then book flights to Italy from Massachusetts during November instead. Flights to Italy in November, while not as cheap as those in February, still average around $547.

What is the cheapest day to depart on your flight to Italy?

According to our data, Monday is the cheapest day to fly to Italy from Massachusetts. The lowest ticket price found for a Monday departure recently was $726. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Massachusetts to Italy for around $856.

What is the cheapest time of day to depart on your flight to Italy?

Our data shows that the cheapest Massachusetts to Italy flights are usually those with departure times in the evening. Our users have found flights to Italy in the evening for as low as $566. In contrast, the most expensive time of day to depart to Italy is in the afternoon when prices are around $791.

What is the cheapest Massachusetts to Italy flight route?

Fly from Boston Logan Intl to Milan Malpensa for the best Massachusetts - Italy flight prices

How far in advance should I book a flight to Italy?

You are more likely to see cheaper flights to Italy from Massachusetts when booking week ahead of your departure date. In general, you can expect to find flights to Italy for around $685 when searching week out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Italy from Massachusetts for as low as $602 on momondo.

What cabin class options are available on Massachusetts to Italy flights?

There are 3 cabin classes available to choose from on Massachusetts to Italy flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Massachusetts to Italy flights?

You could potentially save up to 7% on your flight if you consider stops on a Massachusetts to Italy flight.

Cheap Massachusetts to Italy flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Massachusetts to Italy

Best Price Found

$418

Fastest flight time

7h 45m

Direct flights

Every day

Airports in Italy

416 airports
The best one-way flight to Italy from Massachusetts in the past 72 hours is $418. The best round-trip flight deal from Massachusetts to Italy found on momondo in the last 72 hours is $625.
The fastest flight from Massachusetts to Italy takes 7h 45m
Direct flights go from Massachusetts to Italy every day.
There are 416 airports in Italy. From Massachusetts there are direct flights to Rome Fiumicino (FCO), Milan Malpensa (MXP).
  • When did momondo last update prices for flights from Massachusetts to Italy?

    Prices for flights from Massachusetts to Italy are updated daily.

  • How many operators does momondo search for flights from Massachusetts to Italy?

  • How old do you have to be to fly from Massachusetts to Italy?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Massachusetts to Italy.

  • What documentation or ID do you need to fly to Italy?

    The necessary travel and health documents for your Italy trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Massachusetts to Italy?

Best airlines flying from Massachusetts to Italy

Compare and see reviews for airlines that fly from Massachusetts to Italy with momondo
Airline
Rating
Free Cancellation
Price
CondorPriceFrom $209Free CancellationRating
6.5
401 reviews
Search Condor flights
LEVELPriceFrom $244Free CancellationRating
0.0
Search LEVEL flights
Scandinavian AirlinesPriceFrom $245Free CancellationRating
7.3
1,701 reviews
Search Scandinavian Airlines flights
IcelandairPriceFrom $266Free CancellationRating
7.1
617 reviews
Search Icelandair flights
TAP AIR PORTUGALPriceFrom $293Free CancellationRating
7.1
2,155 reviews
Search TAP AIR PORTUGAL flights
Austrian AirlinesPriceFrom $323Free CancellationRating
7.6
901 reviews
Search Austrian Airlines flights
IberiaPriceFrom $351Free CancellationRating
7.0
3,127 reviews
Search Iberia flights
American AirlinesPriceFrom $361Free CancellationRating
7.1
11,370 reviews
Search American Airlines flights
Air CanadaPriceFrom $371Free CancellationRating
7.1
10,762 reviews
Search Air Canada flights
DeltaPriceFrom $378Free CancellationRating
7.9
8,239 reviews
Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Massachusetts to Italy?

Finding the right flight to Italy from Massachusetts is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Italy quick and easy, saving you time and money.

Can I find flights from Massachusetts to Italy with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Italy from Massachusetts with this policy.

How can momondo help me find flights from Massachusetts to Italy?

momondo helps you find the best flight between Massachusetts and Italy by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Massachusetts to Italy right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Massachusetts to Italy flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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1 adult
Tue 3/31
Tue 4/7

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