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Italy

$271+ 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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — NAP
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
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 December 15, 2025.

This American Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/316:25 pmMSN - LIN
2 stops14h 20mAmerican Airlines
Fri 1/1611:35 amLIN - MSN
2 stops19h 06mAmerican Airlines
Deal found 12/15$516
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/318:15 amMSN - MXP
2 stops18h 40mUnited Airlines
Wed 1/141:05 pmMXP - MSN
2 stops29h 46mUnited Airlines
Deal found 12/15$517
This Cheapflightsfares deal was found by Cheapflights users on 12/15. 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 12/313:46 pmMSN - MXP
2 stops13h 49mLufthansa
Fri 1/166:55 amMXP - MSN
2 stops21h 10mLufthansa
Deal found 12/15$519
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/316:40 amMSN - MXP
2 stops17h 50mUnited Airlines
Tue 1/139:45 amMXP - MSN
2 stops18h 20mUnited Airlines
Deal found 12/15$538
This KAYAK deal was found by Cheapflights users on 12/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:46 pmMSN - MXP
2 stops13h 49mLufthansa
Wed 1/149:45 amMXP - MSN
1 stop20h 59mLufthansa
Deal found 12/15$541
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/318:15 amMSN - MXP
2 stops18h 40mUnited Airlines
Thu 1/151:05 pmMXP - MSN
2 stops29h 46mUnited Airlines
Deal found 12/15$545
This KAYAK deal was found by Cheapflights users on 12/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:46 pmMSN - LIN
2 stops20h 04mLufthansa
Wed 1/146:10 amLIN - MSN
2 stops21h 55mLufthansa
Deal found 12/15$547
This KAYAK deal was found by Cheapflights users on 12/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:46 pmMSN - MXP
2 stops13h 49mLufthansa
Mon 1/195:25 pmMXP - MSN
2 stops30h 19mLufthansa
Deal found 12/15$556
This KAYAK deal was found by Cheapflights users on 12/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2812:23 pmMSN - LIN
2 stops14h 42mLufthansa
Tue 1/136:15 amLIN - MSN
2 stops17h 29mLufthansa
Deal found 12/15$559
This KAYAK deal was found by Cheapflights users on 12/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2812:23 pmMSN - LIN
2 stops21h 32mLufthansa
Mon 1/197:40 pmLIN - MSN
2 stops28h 04mLufthansa
Deal found 12/15$572
This KAYAK deal was found by Cheapflights users on 12/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2812:23 pmMSN - LIN
2 stops14h 42mLufthansa
Sun 1/186:15 amLIN - MSN
2 stops21h 50mLufthansa
Deal found 12/15$574
This KAYAK deal was found by Cheapflights users on 12/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2812:23 pmMSN - LIN
2 stops21h 32mLufthansa
Thu 1/155:50 pmLIN - MSN
2 stops30h 00mLufthansa
Deal found 12/15$580

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 December 15, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$461
(Kiwi.com)

One-way from

$271
(United Airlines)

Popular in

June

Cheapest in

February

Average price

$945
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 ($274 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($56 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 15, 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

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

Thu 1/29

12:32 pm-12:40 pm

2 stops17h 08m

Rome Fiumicino

Sat 2/7

10:30 am-11:44 pm

1 stop20h 14m

$461

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Wed 1/28

7:30 am-9:55 am

2 stops19h 25m

Milan Malpensa

Wed 2/4

1:05 pm-10:10 am

2 stops28h 05m

$474

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Sun 3/15

2:50 pm-8:55 am

2 stops36h 05m

Milan Malpensa

Tue 3/31

12:20 pm-5:22 pm

2 stops36h 02m

$474

MadisonFlorence

MSN - FLR

MSNFLR

Madison Truax Field

Wed 2/25

12:57 pm-4:30 pm

2 stops20h 33m

Florence Peretola

Wed 3/4

6:30 am-5:03 pm

2 stops17h 33m

$480

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Sun 2/1

5:06 pm-9:05 am

1 stop32h 59m

Milan Malpensa

Mon 2/9

12:00 pm-2:40 pm

1 stop33h 40m

$483

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

Sun 2/1

3:48 pm-11:55 am

2 stops13h 07m

Milan Linate

Mon 2/9

6:15 am-9:05 pm

2 stops21h 50m

$497

MadisonBologna

MSN - BLQ

MSNBLQ

Madison Truax Field

Wed 2/11

12:32 pm-12:40 pm

2 stops17h 08m

Bologna Guglielmo Marconi

Sun 2/15

6:00 am-6:58 pm

2 stops43h 58m

$498

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Tue 3/17

6:05 am-8:55 am

2 stops20h 50m

Milan Malpensa

Mon 3/30

10:40 am-8:47 pm

2 stops17h 07m

$498

MadisonFlorence

MSN - FLR

MSNFLR

Madison Truax Field

Fri 2/20

6:30 am-12:35 pm

2 stops23h 05m

Florence Peretola

Tue 2/24

6:30 am-6:58 pm

2 stops19h 28m

$500

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Wed 1/28

5:06 pm-9:05 am

1 stop32h 59m

Milan Malpensa

Wed 2/4

11:05 am-4:17 pm

1 stop36h 12m

$501

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 36 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 December 15, 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
8,008 reviews

Comfort

7.9

Food

7.3

Boarding

8.1

Entertainment

7.9

Overall

7.9

Crew

8.5

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
8,008 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Food

7.3

Boarding

8.1

Entertainment

7.9

Overall

7.9

Crew

8.5

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
9,092 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Food

7.3

Boarding

8.1

Entertainment

7.9

Overall

7.9

Crew

8.5

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
11,052 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Food

7.3

Boarding

8.1

Entertainment

7.9

Overall

7.9

Crew

8.5

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 17h 08m. There are 4815 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 Malpensa 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, 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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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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$563Average$1,171FlexibilityNo cancel feeOn-time71%
DeltaCheapest$614Average$1,316FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$775Average$1,084FlexibilityNo cancel feeOn-time69%

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