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Italy

$366+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — NAP
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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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 septiembre 11, 2025.

Round-trip from

$548
(United Airlines)

One-way from

$366
(Kiwi.com)

Popular in

June

Cheapest in

August

Average price

$964
From Madison Truax Field to Italy
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One-way flight from Madison Truax Field to Italy
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Highest demand for flights based on searches. 12% potential increase in price ($158 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($74 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 septiembre 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/11. 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.
dom. 10/266:30 amMSN - MXP
1 stop24h 35mUnited Airlines
dom. 11/21:05 pmMXP - MSN
2 stops53h 40mUnited Airlines
Deal found 9/11$548
This United Airlines deal was found by Cheapflights users on 9/10. 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. 11/248:25 amMSN - FCO
2 stops16h 30mUnited Airlines
mié. 12/312:45 pmFCO - MSN
2 stops33h 09mUnited Airlines
Deal found 9/10$587
This United Airlines deal was found by Cheapflights users on 9/11. 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.
dom. 10/265:33 pmMSN - LIN
2 stops14h 37mUnited Airlines
dom. 11/25:15 amLIN - MSN
2 stops14h 48mUnited Airlines
Deal found 9/11$599
This lol.travel deal was found by Cheapflights users on 9/11. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/238:15 amMSN - FCO
2 stops17h 00mUnited Airlines
jue. 11/69:45 amFCO - MSN
1 stop16h 36mUnited Airlines
Deal found 9/11$607
This United Airlines deal was found by Cheapflights users on 9/11. 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.
sáb. 10/116:30 amMSN - MXP
2 stops20h 30mUnited Airlines
lun. 10/2012:15 pmMXP - MSN
2 stops37h 40mUnited Airlines
Deal found 9/11$611
This KLM deal was found by Cheapflights users on 9/11. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/245:28 amMSN - FCO
1 stop22h 02mKLM
mié. 12/36:10 amFCO - MSN
2 stops17h 13mKLM
Deal found 9/11$611
This Delta deal was found by Cheapflights users on 9/10. 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.
mié. 10/156:10 amMSN - FCO
1 stop18h 45mDelta
mié. 10/2212:20 pmFCO - MSN
1 stop16h 19mDelta
Deal found 9/10$620
This Billigflug deal was found by Cheapflights users on 9/11. 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 Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/275:15 pmMSN - FCO
2 stops23h 30mMultiple Airlines
lun. 11/312:45 pmFCO - MSN
2 stops34h 36mMultiple Airlines
Deal found 9/11$621
This KLM deal was found by Cheapflights users on 9/10. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/201:19 pmMSN - FCO
1 stop13h 01mKLM
lun. 11/2412:40 pmFCO - MSN
1 stop16h 54mKLM
Deal found 9/10$625
This United Airlines deal was found by Cheapflights users on 9/11. 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.
lun. 10/206:30 amMSN - FCO
1 stop18h 25mUnited Airlines
lun. 11/241:30 pmFCO - MSN
2 stops31h 33mUnited Airlines
Deal found 9/11$628
This American Airlines deal was found by Cheapflights users on 9/10. 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. 10/205:10 pmMSN - FCO
1 stop11h 10mAmerican Airlines
lun. 11/241:10 pmFCO - MSN
2 stops17h 23mAmerican Airlines
Deal found 9/10$630
This KLM deal was found by Cheapflights users on 9/10. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/111:25 pmMSN - MXP
1 stop13h 00mKLM
lun. 10/2011:40 amMXP - MSN
1 stop18h 05mKLM
Deal found 9/10$636

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 septiembre 11, 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

dom. 10/26

6:30 am-1:05 pm

1 stop24h 35m

Milan Malpensa

dom. 11/2

1:05 pm-11:45 am

2 stops53h 40m

$548

MadisonVenice

MSN - VCE

MSNVCE

Madison Truax Field

mar. 2/10

5:23 pm-9:25 pm

2 stops21h 02m

Venice Marco Polo

mié. 2/18

6:55 am-9:25 pm

2 stops21h 30m

$571

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

lun. 11/24

8:25 am-7:55 am

2 stops16h 30m

Rome Fiumicino

mié. 12/3

12:45 pm-2:54 pm

2 stops33h 09m

$587

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

dom. 10/26

5:33 pm-2:10 pm

2 stops14h 37m

Milan Linate

dom. 11/2

5:15 am-2:03 pm

2 stops14h 48m

$599

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

jue. 10/23

8:15 am-8:15 am

2 stops17h 00m

Rome Fiumicino

jue. 11/6

9:45 am-7:21 pm

1 stop16h 36m

$607

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

lun. 11/24

5:28 am-10:30 am

1 stop22h 02m

Rome Fiumicino

mié. 12/3

6:10 am-4:23 pm

2 stops17h 13m

$611

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

sáb. 10/11

6:30 am-10:00 am

2 stops20h 30m

Milan Malpensa

lun. 10/20

12:15 pm-6:55 pm

2 stops37h 40m

$611

MadisonFlorence

MSN - FLR

MSNFLR

Madison Truax Field

mié. 2/25

10:45 am-1:50 pm

2 stops20h 05m

Florence Peretola

mié. 3/4

6:30 am-6:54 pm

2 stops19h 24m

$617

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

mié. 10/15

6:10 am-7:55 am

1 stop18h 45m

Rome Fiumicino

vie. 10/24

10:10 am-9:39 pm

1 stop18h 29m

$620

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

lun. 10/27

5:15 pm-10:45 pm

2 stops23h 30m

Rome Fiumicino

lun. 11/3

12:45 pm-4:21 pm

2 stops34h 36m

$621

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 38 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, January is the cheapest month in which you can book a flight from Madison to Italy (average of $703). Flying from Madison to Italy in June is currently the most expensive (average of $1,202). 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 septiembre 11, 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
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 21h 02m. There are 4654 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 $370 on Scandinavian Airlines. Other airlines that offer cheap prices include Air France from $453 and Delta from $453 one-way.

  • 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 - 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, January is the cheapest month in which you can book a flight from Madison to Italy (average of $703). Flying from Madison to Italy in June is currently the most expensive (average of $1,202). 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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$537Average$1,213FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$563Average$1,199FlexibilityNo cancel feeOn-time71%
DeltaCheapest$614Average$1,456FlexibilityNo cancel feeOn-timeN/A

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