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Italy

$440+ 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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — NAP
nov. 27 — dic. 41
jue. 11/27
jue. 12/4
1 adult, Economy
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Find 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 octubre 28, 2025.

This United Airlines deal was found by Cheapflights users on 10/28. 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.
mar. 11/256:30 amMSN - MXP
1 stop23h 35mUnited Airlines
mar. 12/21:05 pmMXP - MSN
2 stops53h 39mUnited Airlines
Deal found 10/28$521
This United Airlines deal was found by Cheapflights users on 10/26. 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.
mié. 12/106:30 amMSN - FCO
2 stops19h 55mUnited Airlines
mié. 12/171:10 pmFCO - MSN
2 stops32h 55mUnited Airlines
Deal found 10/26$532
This United Airlines deal was found by Cheapflights users on 10/26. 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.
mié. 12/108:15 amMSN - MXP
2 stops18h 40mUnited Airlines
mié. 12/179:45 amMXP - MSN
2 stops18h 02mUnited Airlines
Deal found 10/26$538
This United Airlines deal was found by Cheapflights users on 10/27. 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.
lun. 12/88:15 amMSN - FCO
1 stop16h 30mUnited Airlines
lun. 12/1510:55 amFCO - MSN
2 stops34h 59mUnited Airlines
Deal found 10/27$539
This Air Canada deal was found by Cheapflights users on 10/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/2412:18 pmMSN - FCO
2 stops15h 47mMultiple Airlines
mié. 12/31:30 pmFCO - MSN
3 stops32h 24mMultiple Airlines
Deal found 10/26$541
This United Airlines deal was found by Cheapflights users on 10/28. 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.
jue. 12/116:15 amMSN - FCO
2 stops18h 30mUnited Airlines
mar. 12/161:10 pmFCO - MSN
2 stops37h 06mUnited Airlines
Deal found 10/28$543
This United Airlines deal was found by Cheapflights users on 10/26. 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. 11/2412:18 pmMSN - FCO
1 stop12h 27mUnited Airlines
jue. 12/49:40 amFCO - MSN
2 stops18h 07mUnited Airlines
Deal found 10/26$551
This United Airlines deal was found by Cheapflights users on 10/26. 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. 11/2412:18 pmMSN - FCO
1 stop12h 27mUnited Airlines
sáb. 12/69:45 amFCO - MSN
1 stop18h 02mUnited Airlines
Deal found 10/26$555
This United Airlines deal was found by Cheapflights users on 10/26. 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.
mar. 11/256:30 amMSN - FCO
2 stops21h 25mUnited Airlines
jue. 12/47:05 amFCO - MSN
2 stops19h 11mUnited Airlines
Deal found 10/26$556
This United Airlines deal was found by Cheapflights users on 10/26. 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.
dom. 11/235:38 pmMSN - FCO
1 stop31h 07mUnited Airlines
jue. 12/49:40 amFCO - MSN
2 stops16h 36mUnited Airlines
Deal found 10/26$557
This United Airlines deal was found by Cheapflights users on 10/28. 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.
mar. 11/253:58 pmMSN - LIN
2 stops15h 17mUnited Airlines
mar. 12/26:15 amLIN - MSN
2 stops14h 46mUnited Airlines
Deal found 10/28$558
This Delta deal was found by Cheapflights users on 10/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/256:59 amMSN - FCO
1 stop17h 56mDelta
sáb. 12/612:00 pmFCO - MSN
2 stops28h 00mDelta
Deal found 10/26$560

Cheap flight deals from Madison to Italy

Keep the following information in mind while searching for Madison to Italy flight deals. Data was last updated octubre 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$521
(United Airlines)

One-way from

$440
(Travelocity)

Popular in

June

Cheapest in

February

Average price

$793
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 ($262 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($77 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 octubre 28, 2025.
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

mar. 11/25

6:30 am-1:05 pm

1 stop23h 35m

Milan Malpensa

mar. 12/2

1:05 pm-11:44 am

2 stops53h 39m

$521

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

mié. 3/18

6:30 am-8:55 am

2 stops20h 25m

Milan Malpensa

lun. 3/30

9:10 am-8:54 pm

2 stops18h 44m

$531

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

mié. 12/10

10:50 am-7:45 am

1 stop13h 55m

Rome Fiumicino

mié. 12/17

1:10 pm-3:05 pm

2 stops32h 55m

$532

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

mié. 12/10

8:15 am-9:55 am

2 stops18h 40m

Milan Malpensa

mié. 12/17

9:45 am-8:47 pm

2 stops18h 02m

$538

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

lun. 12/8

6:30 am-7:45 am

1 stop18h 15m

Rome Fiumicino

lun. 12/15

10:55 am-2:54 pm

2 stops34h 59m

$539

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

jue. 12/11

6:15 am-7:45 am

2 stops18h 30m

Rome Fiumicino

mar. 12/16

1:10 pm-7:16 pm

2 stops37h 06m

$543

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

vie. 2/13

2:48 pm-6:15 pm

2 stops20h 27m

Rome Fiumicino

jue. 2/19

12:50 pm-3:02 pm

2 stops33h 12m

$546

MadisonFlorence

MSN - FLR

MSNFLR

Madison Truax Field

jue. 1/15

12:38 pm-6:30 pm

3 stops22h 52m

Florence Peretola

jue. 1/22

2:15 pm-2:52 pm

3 stops31h 37m

$549

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

mié. 3/18

2:40 pm-11:55 am

2 stops15h 15m

Milan Linate

lun. 3/30

12:45 pm-4:51 pm

2 stops35h 06m

$550

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

jue. 11/27

8:25 am-7:45 am

1 stop16h 20m

Rome Fiumicino

sáb. 12/6

7:05 am-8:47 pm

2 stops20h 42m

$551

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 55 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, September is the cheapest month in which you can book a flight from Madison to Italy (average of $570). 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 octubre 28, 2025.
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
7,994 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,994 reviews
Delta
7.9
Good
7,994 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
9,001 reviews
Delta
7.9
Good
7,994 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,994 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 20h 33m. There are 4685 mi between Madison and Italy. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Madison to Italy one-way?

    One-way options have recently been found by users for as low as $440 on British Airways. Other airlines that offer cheap prices include KLM from $468 and Delta from $472 one-way.

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

    Most travelers choose Madison Truax Field - Milan Malpensa, Madison Truax Field - Rome Fiumicino 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, September is the cheapest month in which you can book a flight from Madison to Italy (average of $570). 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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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 octubre 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$361Average$1,255FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$563Average$1,199FlexibilityNo cancel feeOn-time71%
DeltaCheapest$614Average$1,456FlexibilityNo cancel feeOn-timeN/A

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