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Italy

$305+ 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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — NAP
Apr 13 — Apr 201
Mon 4/13
Mon 4/20
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 March 14, 2026.

This Orbitz deal was found by Cheapflights users on 3/11. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/279:44 am
MSN
-
MXP
3 stops41h 11m
Multiple Airlines
Sat 12/56:55 am
MXP
-
MSN
2 stops20h 59m
Multiple Airlines
Deal found 3/11$599
This Iberia deal was found by Cheapflights users on 3/9. 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.
Sun 8/96:45 pm
MSN
-
LIN
2 stops19h 50m
Multiple Airlines
Thu 8/277:50 am
LIN
-
MSN
2 stops19h 06m
Multiple Airlines
Deal found 3/9$609
This Iberia deal was found by Cheapflights users on 3/9. 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.
Sun 8/96:45 pm
MSN
-
MXP
2 stops21h 50m
Multiple Airlines
Wed 8/267:05 pm
MXP
-
MSN
2 stops31h 51m
Multiple Airlines
Deal found 3/9$616
This United Airlines deal was found by Cheapflights users on 3/11. 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.
Fri 11/276:45 am
MSN
-
MXP
1 stop23h 20m
United Airlines
Sat 12/510:30 am
MXP
-
MSN
2 stops44h 42m
United Airlines
Deal found 3/11$617
This Iberia deal was found by Cheapflights users on 3/9. 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.
Sun 8/96:45 pm
MSN
-
MXP
2 stops16h 50m
Multiple Airlines
Thu 8/278:55 am
MXP
-
MSN
2 stops18h 01m
Multiple Airlines
Deal found 3/9$618
This American Airlines deal was found by Cheapflights users on 3/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/273:55 pm
MSN
-
LIN
2 stops16h 05m
American Airlines
Sat 12/57:55 am
LIN
-
MSN
2 stops18h 14m
American Airlines
Deal found 3/11$619
This Iberia deal was found by Cheapflights users on 3/9. 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.
Sun 8/96:45 pm
MSN
-
LIN
2 stops16h 45m
Multiple Airlines
Wed 8/267:25 am
LIN
-
MSN
2 stops17h 50m
Multiple Airlines
Deal found 3/9$620
This Delta deal was found by Cheapflights users on 3/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:45 am
MSN
-
MXP
1 stop20h 20m
Delta
Sat 12/56:55 am
MXP
-
MSN
2 stops20h 50m
Delta
Deal found 3/12$623
This Air France deal was found by Cheapflights users on 3/13. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:50 pm
MSN
-
LIN
2 stops13h 05m
Multiple Airlines
Sun 12/610:55 am
LIN
-
MSN
2 stops16h 50m
Multiple Airlines
Deal found 3/13$623
This Delta deal was found by Cheapflights users on 3/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/41:45 pm
MSN
-
LIN
2 stops17h 10m
Delta
Sat 12/126:30 am
LIN
-
MSN
2 stops21h 15m
Delta
Deal found 3/12$624
This Cheapflightsfares deal was found by Cheapflights users on 3/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/255:55 pm
MSN
-
MXP
2 stops22h 20m
Lufthansa
Fri 5/86:20 am
MXP
-
MSN
2 stops15h 40m
Lufthansa
Deal found 3/13$626
This United Airlines deal was found by Cheapflights users on 3/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/271:04 pm
MSN
-
LIN
2 stops16h 16m
United Airlines
Sun 12/62:50 pm
LIN
-
MSN
2 stops15h 00m
United Airlines
Deal found 3/12$626

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 March 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$609
(Iberia)

One-way from

$305
(United Airlines)

Popular in

June

Cheapest in

February

Average price

$1,296
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. 20% potential increase in price ($243 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($52 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 14, 2026.
Use the filters below to find and compare flights from Madison to Italy that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

Sun 8/9

6:45 pm-9:35 pm

2 stops19h 50m

Milan Linate

Thu 8/27

7:50 am-7:56 pm

2 stops19h 06m

$609

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Sun 8/9

6:45 pm-11:35 pm

2 stops21h 50m

Milan Malpensa

Wed 8/26

7:05 pm-7:56 pm

2 stops31h 51m

$616

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

Sun 8/9

6:45 pm-6:30 pm

2 stops16h 45m

Milan Linate

Wed 8/26

7:25 am-6:15 pm

2 stops17h 50m

$620

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

Sun 4/26

5:55 pm-5:45 pm

2 stops16h 50m

Milan Linate

Fri 5/8

12:40 pm-10:54 pm

2 stops17h 14m

$629

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

Wed 8/19

12:18 pm-10:00 am

2 stops14h 42m

Milan Linate

Wed 8/26

12:40 pm-10:42 pm

2 stops17h 02m

$660
Quickest round-trip

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Sun 4/26

5:55 pm-4:40 pm

2 stops15h 45m

Milan Malpensa

Fri 5/8

3:20 pm-9:20 pm

1 stop13h 00m

$675

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Mon 4/27

2:44 pm-1:20 pm

1 stop15h 36m

Milan Malpensa

Mon 5/4

3:20 pm-10:59 pm

1 stop14h 39m

$694

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

Fri 4/17

8:35 pm-5:30 pm

2 stops13h 55m

Milan Linate

Sun 4/26

12:40 pm-1:51 pm

2 stops32h 11m

$706

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

Mon 4/27

3:53 pm-12:20 pm

2 stops13h 27m

Milan Linate

Mon 5/4

10:35 am-10:59 pm

2 stops19h 24m

$709

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Sun 8/9

5:45 am-9:25 am

1 stop20h 40m

Milan Malpensa

Wed 8/26

11:40 am-10:35 pm

1 stop17h 55m

$737

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/13

Showing 1-10 of 60 resultsSorted by cheapest first
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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 $479). 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 March 14, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican 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
8,291 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.9

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
8,291 reviews
Delta
7.9
Good
8,291 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.9

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
9,423 reviews
Delta
7.9
Good
8,291 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.9

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
7.1
Good
11,464 reviews
Delta
7.9
Good
8,291 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.9

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 15h 36m. 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 - Milan Linate or Madison Truax Field - Milan Malpensa 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 $479). 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

Browse thousands of different options on Cheapflights for your next trip

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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 March 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$511Average$1,456FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$563Average$1,325FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$775Average$1,307FlexibilityNo cancel feeOn-time69%

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