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Italy

$350+ 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 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — NAP
may. 29 — jun. 51
vie. 5/29
vie. 6/5
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 abril 29, 2026.

This United Airlines deal was found by Cheapflights users on 4/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/88:30 pm
MSN
-
MXP
2 stops30h 50m
United Airlines
vie. 11/61:05 pm
MXP
-
MSN
2 stops31h 43m
United Airlines
Deal found 4/24$759
This Expedia deal was found by Cheapflights users on 4/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/82:45 pm
MSN
-
MXP
2 stops36h 35m
Air Canada
vie. 11/61:05 pm
MXP
-
MSN
3 stops34h 46m
Air Canada
Deal found 4/24$769
This American Airlines deal was found by Cheapflights users on 4/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/83:44 pm
MSN
-
MXP
2 stops14h 41m
American Airlines
vie. 11/62:20 pm
MXP
-
MSN
1 stop26h 36m
American Airlines
Deal found 4/24$777
This United Airlines deal was found by Cheapflights users on 4/28. 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.
dom. 8/93:46 pm
MSN
-
FLR
2 stops17h 49m
United Airlines
vie. 8/218:15 am
FLR
-
MSN
2 stops19h 50m
United Airlines
Deal found 4/28$786
This oojo deal was found by Cheapflights users on 4/26. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/127:49 am
MSN
-
FCO
1 stop18h 21m
British Airways
vie. 8/2810:00 am
FCO
-
MSN
1 stop15h 17m
British Airways
Deal found 4/26$786
This Priceline deal was found by Cheapflights users on 4/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/126:45 pm
MSN
-
FCO
2 stops14h 00m
Multiple Airlines
vie. 8/2810:00 am
FCO
-
MSN
1 stop15h 15m
Multiple Airlines
Deal found 4/26$789
This United Airlines deal was found by Cheapflights users on 4/28. 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.
lun. 9/710:49 am
MSN
-
MXP
1 stop19h 31m
United Airlines
jue. 9/173:20 pm
MXP
-
MSN
1 stop14h 22m
United Airlines
Deal found 4/28$799
This United Airlines deal was found by Cheapflights users on 4/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/216:30 am
MSN
-
MXP
2 stops20h 50m
United Airlines
mié. 9/3012:20 pm
MXP
-
MSN
2 stops17h 30m
United Airlines
Deal found 4/26$806
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/72:45 pm
MSN
-
LIN
2 stops15h 50m
American Airlines
jue. 9/177:50 am
LIN
-
MSN
2 stops16h 48m
American Airlines
Deal found 4/28$807
This United Airlines deal was found by Cheapflights users on 4/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/212:45 pm
MSN
-
LIN
2 stops14h 35m
United Airlines
mié. 9/3012:40 pm
LIN
-
MSN
2 stops18h 32m
United Airlines
Deal found 4/26$815
This Cheapflightsfares deal was found by Cheapflights users on 4/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/125:40 pm
MSN
-
FCO
2 stops17h 35m
Lufthansa
vie. 8/2810:00 am
FCO
-
MSN
2 stops19h 42m
Lufthansa
Deal found 4/26$818
This oojo deal was found by Cheapflights users on 4/24. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/83:44 pm
MSN
-
LIN
2 stops18h 31m
British Airways
vie. 11/67:25 am
LIN
-
MSN
2 stops23h 08m
British Airways
Deal found 4/24$850

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 abril 29, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$759
(United Airlines)

One-way from

$350
(oojo)

Popular in

June

Cheapest in

February

Average price

$979
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. 23% potential increase in price ($304 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($48 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 abril 29, 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 - MXP

MSNMXP

Madison Truax Field

mar. 9/8

8:30 pm-10:20 am

2 stops30h 50m

Milan Malpensa

vie. 11/6

1:05 pm-1:48 pm

2 stops31h 43m

$759

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

mar. 9/8

2:45 pm-10:20 am

2 stops36h 35m

Milan Malpensa

vie. 11/6

1:05 pm-4:51 pm

3 stops34h 46m

$769

MadisonFlorence

MSN - FLR

MSNFLR

Madison Truax Field

dom. 8/9

3:46 pm-4:35 pm

2 stops17h 49m

Florence Peretola

vie. 8/21

8:15 am-9:05 pm

2 stops19h 50m

$786

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

mar. 9/8

3:44 pm-5:15 pm

2 stops18h 31m

Milan Linate

vie. 11/6

7:25 am-11:33 pm

2 stops23h 08m

$850

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

dom. 8/16

5:00 am-7:55 am

1 stop19h 55m

Rome Fiumicino

dom. 8/23

2:20 pm-1:43 pm

2 stops30h 23m

$855

MadisonFlorence

MSN - FLR

MSNFLR

Madison Truax Field

dom. 10/4

8:25 am-4:35 pm

2 stops25h 10m

Florence Peretola

vie. 10/16

6:30 am-12:12 am

2 stops24h 42m

$919

MadisonFlorence

MSN - FLR

MSNFLR

Madison Truax Field

lun. 9/21

6:30 am-2:10 pm

2 stops24h 40m

Florence Peretola

mié. 9/30

6:30 am-10:50 pm

2 stops23h 20m

$921

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

jue. 7/30

8:10 am-10:20 am

2 stops19h 10m

Milan Malpensa

lun. 8/10

11:20 am-2:53 pm

2 stops34h 33m

$927

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

jue. 8/6

6:30 am-10:20 am

2 stops20h 50m

Milan Malpensa

lun. 8/17

11:20 am-1:43 pm

2 stops33h 23m

$927

MadisonPisa

MSN - PSA

MSNPSA

Madison Truax Field

vie. 8/21

8:10 am-5:55 pm

2 stops26h 45m

Pisa Gal Galilei

mar. 8/25

10:35 am-10:42 pm

2 stops43h 07m

$939

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Showing 1-10 of 53 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, February is the cheapest month in which you can book a flight from Madison to Italy (average of $449). Flying from Madison to Italy in June is currently the most expensive (average of $1,098). 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 abril 29, 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
8,465 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Food

7.2

Entertainment

7.8

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
8,465 reviews
Delta
7.9
Good
8,465 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Food

7.2

Entertainment

7.8

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
9,680 reviews
Delta
7.9
Good
8,465 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Food

7.2

Entertainment

7.8

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
11,678 reviews
Delta
7.9
Good
8,465 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Food

7.2

Entertainment

7.8

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 18h 31m. There are 4540 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 - Milan Linate 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, February is the cheapest month in which you can book a flight from Madison to Italy (average of $449). Flying from Madison to Italy in June is currently the most expensive (average of $1,098). 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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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 abril 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$511Average$1,395FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$533Average$845FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$563Average$1,325FlexibilityNo cancel feeOn-time71%

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