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Italy

$399+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — NAP
Aug 14 — Aug 211
Fri 8/14
Fri 8/21
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 July 15, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 7/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:15 pm
MSN
-
FCO
2 stops17h 00m
Lufthansa
Wed 11/189:55 am
FCO
-
MSN
2 stops19h 58m
Lufthansa
Deal found 7/10$769
This United Airlines deal was found by Cheapflights users on 7/13. 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.
Mon 11/166:09 am
MSN
-
FCO
1 stop18h 46m
United Airlines
Fri 11/201:15 pm
FCO
-
MSN
2 stops31h 35m
United Airlines
Deal found 7/13$770
This Expedia deal was found by Cheapflights users on 7/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:17 pm
MSN
-
FCO
1 stop14h 43m
Iberia
Wed 11/187:30 am
FCO
-
MSN
2 stops22h 16m
Iberia
Deal found 7/10$778
This United Airlines deal was found by Cheapflights users on 7/13. 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.
Sun 12/68:00 am
MSN
-
BLQ
2 stops21h 40m
United Airlines
Thu 12/1010:20 am
BLQ
-
MSN
2 stops19h 33m
United Airlines
Deal found 7/13$779
This United Airlines deal was found by Cheapflights users on 7/13. 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.
Sun 12/68:00 am
MSN
-
FLR
2 stops21h 35m
United Airlines
Thu 12/106:30 am
FLR
-
MSN
2 stops20h 26m
United Airlines
Deal found 7/13$782
This Expedia deal was found by Cheapflights users on 7/14. 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.
Sun 10/253:28 pm
MSN
-
FCO
1 stop11h 32m
Iberia
Tue 11/107:00 pm
FCO
-
MSN
2 stops34h 46m
Iberia
Deal found 7/14$789
This United Airlines deal was found by Cheapflights users on 7/10. 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.
Mon 11/912:33 pm
MSN
-
BLQ
2 stops14h 02m
United Airlines
Wed 11/1110:20 am
BLQ
-
MSN
2 stops19h 33m
United Airlines
Deal found 7/10$790
This Air France deal was found by Cheapflights users on 7/14. 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 France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:50 am
MSN
-
FCO
1 stop20h 25m
Multiple Airlines
Tue 11/1010:00 am
FCO
-
MSN
1 stop17h 45m
Multiple Airlines
Deal found 7/14$814
This Cheapflightsfares deal was found by Cheapflights users on 7/12. 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 10/287:15 pm
MSN
-
FCO
2 stops21h 45m
Lufthansa
Sat 11/77:05 am
FCO
-
MSN
2 stops22h 48m
Lufthansa
Deal found 7/12$817
This United Airlines deal was found by Cheapflights users on 7/12. 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 10/286:30 am
MSN
-
FCO
2 stops19h 25m
United Airlines
Sat 11/79:45 am
FCO
-
MSN
1 stop14h 17m
United Airlines
Deal found 7/12$828
This oojo deal was found by Cheapflights users on 7/15. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/267:15 pm
MSN
-
FLR
2 stops14h 15m
Lufthansa
Mon 12/75:15 pm
FLR
-
MSN
2 stops34h 34m
Lufthansa
Deal found 7/15$830
This Air Canada deal was found by Cheapflights users on 7/12. 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.
Wed 10/2810:40 am
MSN
-
FCO
2 stops15h 15m
Multiple Airlines
Sat 11/77:05 am
FCO
-
MSN
3 stops17h 46m
Multiple Airlines
Deal found 7/12$834

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 July 15, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$769
(Cheapflightsfares)

One-way from

$399
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$1,588
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. 14% potential increase in price ($173 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($51 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 15, 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

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

Mon 11/16

6:09 am-7:55 am

1 stop18h 46m

Rome Fiumicino

Fri 11/20

1:15 pm-1:50 pm

2 stops31h 35m

$769

MadisonBologna

MSN - BLQ

MSNBLQ

Madison Truax Field

Sun 12/6

8:00 am-12:40 pm

2 stops21h 40m

Bologna Guglielmo Marconi

Thu 12/10

10:20 am-10:53 pm

2 stops19h 33m

$779

MadisonFlorence

MSN - FLR

MSNFLR

Madison Truax Field

Sun 12/6

8:00 am-12:35 pm

2 stops21h 35m

Florence Peretola

Thu 12/10

6:30 am-7:56 pm

2 stops20h 26m

$782

MadisonBologna

MSN - BLQ

MSNBLQ

Madison Truax Field

Mon 11/9

12:33 pm-9:35 am

2 stops14h 02m

Bologna Guglielmo Marconi

Wed 11/11

10:20 am-10:53 pm

2 stops19h 33m

$790

MadisonFlorence

MSN - FLR

MSNFLR

Madison Truax Field

Thu 11/26

7:15 pm-4:30 pm

2 stops14h 15m

Florence Peretola

Mon 12/7

5:15 pm-8:49 pm

2 stops34h 34m

$830

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

Sun 8/16

5:00 am-7:55 am

1 stop19h 55m

Rome Fiumicino

Sun 8/23

2:20 pm-2:59 pm

2 stops31h 39m

$853

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

Fri 8/21

5:00 am-7:55 am

1 stop19h 55m

Rome Fiumicino

Fri 8/28

11:30 am-2:59 pm

2 stops34h 29m

$854

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

Fri 10/23

11:15 am-10:55 am

1 stop16h 40m

Rome Fiumicino

Sat 11/14

9:55 am-11:37 pm

2 stops20h 42m

$873

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

Wed 8/26

10:43 am-7:55 am

1 stop14h 12m

Rome Fiumicino

Wed 9/2

2:20 pm-1:42 pm

2 stops30h 22m

$882

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

Sun 11/1

6:09 am-7:55 am

1 stop18h 46m

Rome Fiumicino

Mon 11/30

12:20 pm-5:51 pm

2 stops36h 31m

$884

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/13

Showing 1-10 of 33 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 July is currently the most expensive (average of $930). 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 July 15, 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
7.8
Good
8,469 reviews

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.8
Good
8,469 reviews
Delta
7.8
Good
8,469 reviews

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
United Airlines
7.4
Good
9,988 reviews
Delta
7.8
Good
8,469 reviews

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
American Airlines
7.1
Good
11,806 reviews
Delta
7.8
Good
8,469 reviews

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Overall

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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 46m. 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 - 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 July is currently the most expensive (average of $930). 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 July 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$511Average$1,566FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$533Average$845FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$631Average$1,149FlexibilityNo cancel feeOn-time71%

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