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Italy

$320+ Cheap flights from Madison (MSN) 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — NAP
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Madison to Italy

Cheapest flights from Madison to Italy
Explore the most affordable flight options available from Madison to Italy. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This United Airlines deal was found by Cheapflights users on 1/28. 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 2/256:05 am
MSN
-
MXP
2 stops20h 50m
United Airlines
Tue 3/31:05 pm
MXP
-
MSN
2 stops28h 09m
United Airlines
Deal found 1/28$475
This United Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 2/243:53 pm
MSN
-
MXP
2 stops17h 47m
United Airlines
Tue 3/31:05 pm
MXP
-
MSN
2 stops28h 09m
United Airlines
Deal found 1/27$480
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:44 pm
MSN
-
FLR
2 stops19h 56m
Lufthansa
Wed 3/46:30 am
FLR
-
MSN
2 stops21h 37m
Lufthansa
Deal found 1/27$483
This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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.
Wed 2/2512:57 pm
MSN
-
VCE
2 stops20h 18m
Lufthansa
Wed 3/46:55 am
VCE
-
MSN
2 stops21h 12m
Lufthansa
Deal found 1/28$486
This Delta deal was found by Cheapflights users on 1/28. 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.
Wed 2/255:06 pm
MSN
-
MXP
1 stop32h 59m
Delta
Wed 3/411:05 am
MXP
-
MSN
1 stop30h 18m
Delta
Deal found 1/28$492
This United Airlines deal was found by Cheapflights users on 1/29. 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.
Thu 2/2612:57 pm
MSN
-
MXP
2 stops14h 48m
United Airlines
Tue 3/31:05 pm
MXP
-
MSN
2 stops28h 09m
United Airlines
Deal found 1/29$493
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:44 pm
MSN
-
FCO
2 stops22h 16m
Lufthansa
Wed 3/47:05 am
FCO
-
MSN
2 stops21h 02m
Lufthansa
Deal found 1/27$495
This Delta deal was found by Cheapflights users on 1/28. 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.
Wed 2/2510:59 am
MSN
-
MXP
2 stops17h 41m
Delta
Tue 3/311:05 am
MXP
-
MSN
1 stop30h 18m
Delta
Deal found 1/28$496
This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:38 am
MSN
-
MXP
1 stop20h 27m
Delta
Mon 3/212:00 pm
MXP
-
MSN
1 stop33h 11m
Delta
Deal found 1/29$497
This United Airlines deal was found by Cheapflights users on 1/28. 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 3/46:30 am
MSN
-
MXP
2 stops20h 25m
United Airlines
Sun 3/811:40 am
MXP
-
MSN
2 stops32h 22m
United Airlines
Deal found 1/28$498
This oojo deal was found by Cheapflights users on 1/29. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:24 pm
MSN
-
MXP
2 stops32h 21m
British Airways
Mon 3/28:50 pm
MXP
-
MSN
2 stops31h 06m
British Airways
Deal found 1/29$499
This Delta deal was found by Cheapflights users on 1/28. 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.
Mon 3/25:38 am
MSN
-
FLR
2 stops20h 17m
Delta
Mon 3/912:15 pm
FLR
-
MSN
2 stops28h 16m
Delta
Deal found 1/28$501

Find flight deals from Madison to Italy

Keep the following information in mind while searching for Madison to Italy flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$475
(United Airlines)

One-way from

$320
(United Airlines)

Popular in

June

Cheapest in

February

Average price

$770
Provider with most accurate pricing for Madison Truax Field-Rome (ROM) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Rome (ROM) flights.
Search Deals
From Madison Truax Field to Italy
Search Deals
One-way flight from Madison Truax Field to Italy
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($245 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($53 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison 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 January 29, 2026.
Use the filters below to find and compare flights from Madison to Italy that are best for you.

Fly from

Madison

Fly to

Italy

Route

Depart

Return

Price

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Wed 2/25

6:05 am-9:55 am

2 stops20h 50m

Milan Malpensa

Tue 3/3

1:05 pm-10:14 am

2 stops28h 09m

$475

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Tue 2/24

3:53 pm-4:40 pm

2 stops17h 47m

Milan Malpensa

Tue 3/3

1:05 pm-10:14 am

2 stops28h 09m

$480

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Thu 2/26

6:30 am-4:40 pm

2 stops27h 10m

Milan Malpensa

Sun 3/1

1:05 pm-9:07 pm

2 stops39h 02m

$480

MadisonFlorence

MSN - FLR

MSNFLR

Madison Truax Field

Wed 2/25

5:44 pm-8:40 pm

2 stops19h 56m

Florence Peretola

Wed 3/4

6:30 am-9:07 pm

2 stops21h 37m

$483

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Thu 2/26

11:20 am-9:05 am

1 stop14h 45m

Milan Malpensa

Wed 3/4

11:05 am-10:24 pm

1 stop18h 19m

$492

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Thu 2/26

5:38 am-9:05 am

1 stop20h 27m

Milan Malpensa

Tue 3/3

11:05 am-10:24 pm

1 stop18h 19m

$492

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Wed 2/25

5:06 pm-9:05 am

1 stop32h 59m

Milan Malpensa

Wed 3/4

11:05 am-10:23 am

1 stop30h 18m

$492

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Wed 2/25

8:15 am-7:30 am

2 stops16h 15m

Milan Malpensa

Wed 3/4

9:45 am-6:58 pm

2 stops16h 13m

$496

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Wed 2/25

5:06 pm-9:05 am

1 stop32h 59m

Milan Malpensa

Mon 3/2

12:00 pm-10:48 pm

2 stops17h 48m

$496

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Tue 2/24

7:00 am-9:05 am

2 stops19h 05m

Milan Malpensa

Wed 3/4

11:05 am-9:02 am

2 stops28h 57m

$496

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 60 results
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Best time to book a flight from Madison to Italy

Have a flexible travel schedule? Discover the best time to fly to Italy from Madison with our price prediction graph.
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 Madison to Italy

What is the cheapest month to book a flight from Madison to Italy?

Currently, November is the cheapest month in which you can book a flight from Madison to Italy (average of $480). Flying from Madison to Italy in June is currently the most expensive (average of $1,075). 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.

Reviews of airlines servicing Italy

Get insights into the airlines that provide service to Italy. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Italy. Reviews last updated January 29, 2026.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Madison to Italy to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,128 reviews

Food

7.2

Boarding

8.1

Comfort

7.9

Overall

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,128 reviews
Delta
7.9
Good
8,128 reviews

Food

7.2

Boarding

8.1

Comfort

7.9

Overall

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,215 reviews
Delta
7.9
Good
8,128 reviews

Food

7.2

Boarding

8.1

Comfort

7.9

Overall

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,205 reviews
Delta
7.9
Good
8,128 reviews

Food

7.2

Boarding

8.1

Comfort

7.9

Overall

7.9

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Madison to Italy. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Madison to Italy?

    Most people fly from Madison Truax Field (MSN) if they book a flight from Madison to Italy. Madison Truax Field is conveniently located just 5.4 mi from Madison’s city center.

  • How long is the flight from Madison to Italy?

    Departing from Madison to Italy will take you 14h 45m. There are 4512 mi between Madison and Italy. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Madison to Italy?

    Most travelers choose Madison Truax Field - Rome Fiumicino, Madison Truax Field - Venice Marco Polo or Madison Truax Field - Florence Peretola when deciding on the best route from Madison to Italy.

  • Can I find deals for flights from Madison to Italy that include hotel bookings?

    Yes. In addition to deals on Madison to Italy flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Italy?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Italy.

  • Can I find deals for business class flights from Madison to Italy?

    Yes. Cheapflights offers flight deals from Madison to Italy by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Madison to Italy?

    Currently, November is the cheapest month in which you can book a flight from Madison to Italy (average of $480). Flying from Madison to Italy in June is currently the most expensive (average of $1,075). 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.

See more FAQs

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Alternative routes for Madison to Italy

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Madison to Italy

Discover the top 3 airlines that operate flights from Madison 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$511Average$1,395FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$563Average$1,199FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$775Average$1,084FlexibilityNo cancel feeOn-time69%

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