Italy

$468+ Cheap flights from Madison (MSN) to Italy

MSN — NAP
Dec 4 — Dec 111
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Cheap flight deals from Madison to Italy

Cheapest flights from Madison to Italy

Tue 12/82:20 pm -
1 stop11h 40m
Tue 12/1512:00 pm -
2 stops17h 17m
Deal found 11/2$690
Tue 12/15:38 pm -
2 stops22h 32m
Tue 12/2212:40 pm -
2 stops16h 00m
Deal found 10/30$730
Wed 12/28:15 am -
2 stops16h 40m
Tue 12/227:05 am -
2 stops21h 35m
Deal found 10/30$733
Sun 11/298:15 am -
2 stops17h 40m
Tue 12/227:05 am -
2 stops23h 35m
Deal found 10/30$736
Tue 12/19:12 am -
2 stops16h 18m
Wed 12/237:05 am -
2 stops21h 35m
Deal found 10/30$737
Fri 12/412:35 pm -
1 stop12h 10m
Tue 12/811:15 am -
2 stops40h 31m
Deal found 11/3$741
Fri 12/46:30 am -
2 stops19h 25m
Tue 12/811:15 am -
2 stops37h 22m
Deal found 11/3$744
Tue 12/89:12 am -
2 stops18h 43m
Tue 12/157:05 am -
3 stops17h 32m
Deal found 11/2$749
Wed 12/25:38 pm -
2 stops17h 07m
Mon 12/216:50 pm -
2 stops33h 50m
Deal found 10/30$751
Thu 12/312:35 pm -
1 stop12h 10m
Wed 12/237:05 am -
2 stops19h 05m
Deal found 10/30$753
Thu 12/312:35 pm -
1 stop12h 10m
Mon 12/211:30 pm -
2 stops16h 29m
Deal found 10/30$773
Tue 12/15:00 am -
2 stops26h 00m
Tue 12/87:00 am -
2 stops19h 42m
Deal found 11/2$839

Find flight deals from Madison to Italy

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$690
(American Airlines)

One-way from

$468
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$882
Provider with most accurate pricing for Madison Truax Field-Rome (ROM) flight deals.
Provider most trusted by Cheapflights users for Madison Truax Field-Rome (ROM) flights.
From Madison Truax Field to Italy
One-way flight from Madison Truax Field to Italy
Highest demand for flights based on searches. 17% potential increase in price ($228 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($45 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
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

MadisonRome

MSN Madison Truax Field - FCO Rome Fiumicino

MSNFCO

Madison Truax Field

Thu 1/21

6:00 pm-7:10 pm

3 stops42h 10m

Rome Fiumicino

Wed 12/31

12:00 am-5:00 pm

Nonstop0h 00m

$468
Quickest round-trip

MadisonRome

MSN Madison Truax Field - FCO Rome Fiumicino

MSNFCO

Madison Truax Field

Thu 1/21

5:30 am-8:15 am

1 stop19h 45m

Rome Fiumicino

Wed 12/31

12:00 am-5:00 pm

Nonstop0h 00m

$613

MadisonRome

MSN Madison Truax Field - FCO Rome Fiumicino

MSNFCO

Madison Truax Field

Sun 1/17

8:00 am-7:55 am

2 stops16h 55m

Rome Fiumicino

Sun 1/24

1:15 pm-3:06 pm

2 stops32h 51m

$741

MadisonFlorence

MSN Madison Truax Field - FLR Florence Peretola

MSNFLR

Madison Truax Field

Mon 3/1

6:39 pm-8:15 pm

2 stops18h 36m

Florence Peretola

Tue 3/9

6:30 am-11:38 pm

2 stops24h 08m

$744

MadisonRome

MSN Madison Truax Field - FCO Rome Fiumicino

MSNFCO

Madison Truax Field

Mon 1/18

12:27 pm-1:15 pm

2 stops17h 48m

Rome Fiumicino

Wed 1/27

9:55 am-9:38 pm

2 stops18h 43m

$745

MadisonRome

MSN Madison Truax Field - FCO Rome Fiumicino

MSNFCO

Madison Truax Field

Wed 12/2

12:35 pm-7:45 am

1 stop12h 10m

Rome Fiumicino

Mon 12/21

1:30 pm-10:59 pm

2 stops16h 29m

$753

MadisonFlorence

MSN Madison Truax Field - FLR Florence Peretola

MSNFLR

Madison Truax Field

Sun 2/28

5:45 am-2:05 pm

2 stops25h 20m

Florence Peretola

Thu 3/4

6:30 am-8:52 pm

2 stops21h 22m

$755

MadisonRome

MSN Madison Truax Field - FCO Rome Fiumicino

MSNFCO

Madison Truax Field

Fri 12/4

6:30 am-7:45 am

1 stop18h 15m

Rome Fiumicino

Tue 12/8

9:45 am-5:37 pm

1 stop14h 52m

$756

MadisonMilan

MSN Madison Truax Field - MXP Milan Malpensa

MSNMXP

Madison Truax Field

Mon 2/1

8:15 am-7:30 am

2 stops16h 15m

Milan Malpensa

Thu 2/4

9:45 am-9:38 pm

1 stop18h 53m

$764

MadisonVenice

MSN Madison Truax Field - VCE Venice Marco Polo

MSNVCE

Madison Truax Field

Mon 2/15

6:00 am-2:00 pm

2 stops25h 00m

Venice Marco Polo

Wed 2/17

7:00 am-9:37 pm

2 stops21h 37m

$771

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 32 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

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 $703). Flying from Madison to Italy in May is currently the most expensive (average of $1,726). 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

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.

Comfort

7.8

Crew

8.5

Overall

7.8

Boarding

8.1

Food

7.2

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Comfort

7.8

Crew

8.5

Overall

7.8

Boarding

8.1

Food

7.2

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Comfort

7.8

Crew

8.5

Overall

7.8

Boarding

8.1

Food

7.2

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Comfort

7.8

Crew

8.5

Overall

7.8

Boarding

8.1

Food

7.2

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Comfort

7.8

Crew

8.5

Overall

7.8

Boarding

8.1

Food

7.2

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Ellen,Oct 2026

GRR - ATL

The flight was delayed more then 30 minutes after I hurried and stressed to get to my connecting gate in Atlanta.

Related info for your journey

  • 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 16h 55m. 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?

  • 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 $703). Flying from Madison to Italy in May is currently the most expensive (average of $1,726). 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

Top airline flying from Madison to Italy

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$511Average$1,281FlexibilityNo cancel feeOn-timeN/A

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