HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Italy

$385+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — NAP
Jul 17 — Jul 241
Fri 7/17
Fri 7/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madison to Italy with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 June 17, 2026.

This United Airlines deal was found by Cheapflights users on 6/15. 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.
Mon 11/161:04 pm
MSN
-
BLQ
2 stops21h 01m
United Airlines
Thu 11/1910:20 am
BLQ
-
MSN
2 stops17h 34m
United Airlines
Deal found 6/15$780
This United Airlines deal was found by Cheapflights users on 6/15. 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.
Sun 12/61:04 pm
MSN
-
FLR
2 stops20h 26m
United Airlines
Wed 12/92:20 pm
FLR
-
MSN
2 stops15h 30m
United Airlines
Deal found 6/15$783
This Expedia deal was found by Cheapflights users on 6/14. 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.
Tue 10/278:25 pm
MSN
-
FCO
2 stops20h 35m
Lufthansa
Fri 11/612:20 pm
FCO
-
MSN
2 stops38h 36m
Lufthansa
Deal found 6/14$803
This Priceline deal was found by Cheapflights users on 6/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/273:05 pm
MSN
-
FCO
1 stop11h 55m
Multiple Airlines
Fri 11/61:10 pm
FCO
-
MSN
2 stops16h 13m
Multiple Airlines
Deal found 6/13$810
This Cheapflightsfares deal was found by Cheapflights users on 6/15. 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 8/125:48 pm
MSN
-
FCO
2 stops17h 27m
Lufthansa
Wed 8/196:50 am
FCO
-
MSN
2 stops17h 23m
Lufthansa
Deal found 6/15$817
This United Airlines deal was found by Cheapflights users on 6/16. 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 7/2612:30 pm
MSN
-
FCO
1 stop12h 25m
United Airlines
Wed 8/196:50 am
FCO
-
MSN
2 stops17h 23m
United Airlines
Deal found 6/16$822
This British Airways deal was found by Cheapflights users on 6/13. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/271:11 pm
MSN
-
FCO
2 stops17h 09m
British Airways
Fri 11/612:20 pm
FCO
-
MSN
2 stops18h 13m
British Airways
Deal found 6/13$824
This Priceline deal was found by Cheapflights users on 6/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/122:45 pm
MSN
-
FCO
1 stop11h 25m
Multiple Airlines
Wed 8/196:45 am
FCO
-
MSN
2 stops18h 34m
Multiple Airlines
Deal found 6/15$844
This KAYAK deal was found by Cheapflights users on 6/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/2612:30 pm
MSN
-
FCO
2 stops22h 20m
Lufthansa
Wed 8/196:50 am
FCO
-
MSN
2 stops17h 23m
Lufthansa
Deal found 6/14$846
This United Airlines deal was found by Cheapflights users on 6/16. 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 7/298:10 am
MSN
-
FCO
1 stop16h 45m
United Airlines
Sat 8/222:20 pm
FCO
-
MSN
2 stops31h 39m
United Airlines
Deal found 6/16$859
This United Airlines deal was found by Cheapflights users on 6/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/69:44 am
MSN
-
VCE
2 stops20h 01m
United Airlines
Thu 12/102:30 pm
VCE
-
MSN
2 stops16h 42m
United Airlines
Deal found 6/14$878
This United Airlines deal was found by Cheapflights users on 6/15. 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.
Sun 12/68:00 am
MSN
-
MXP
1 stop16h 30m
United Airlines
Tue 12/81:05 pm
MXP
-
MSN
2 stops38h 49m
United Airlines
Deal found 6/15$881

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 June 17, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$780
(United Airlines)

One-way from

$664
(Ovago)

Popular in

July

Cheapest in

February

Average price

$1,494
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. 16% potential increase in price ($204 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($54 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 17, 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

MadisonBologna

MSN - BLQ

MSNBLQ

Madison Truax Field

Mon 11/16

1:04 pm-5:05 pm

2 stops21h 01m

Bologna Guglielmo Marconi

Thu 11/19

10:20 am-8:54 pm

2 stops17h 34m

$780

MadisonFlorence

MSN - FLR

MSNFLR

Madison Truax Field

Sun 12/6

1:04 pm-4:30 pm

2 stops20h 26m

Florence Peretola

Wed 12/9

2:20 pm-10:50 pm

2 stops15h 30m

$783

MadisonFlorence

MSN - FLR

MSNFLR

Madison Truax Field

Sun 12/6

5:30 pm-4:30 pm

2 stops16h 00m

Florence Peretola

Thu 12/10

6:30 am-12:12 am

2 stops24h 42m

$783

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

Mon 7/27

5:45 pm-7:55 am

1 stop31h 10m

Rome Fiumicino

Wed 8/19

9:45 am-5:13 pm

1 stop14h 28m

$829

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

Sun 8/16

2:35 pm-2:35 pm

2 stops17h 00m

Rome Fiumicino

Sun 8/23

10:00 am-12:10 am

1 stop21h 10m

$871

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

Sun 8/16

6:30 am-7:55 am

1 stop18h 25m

Rome Fiumicino

Sun 8/23

10:50 am-8:53 pm

2 stops17h 03m

$874

MadisonVenice

MSN - VCE

MSNVCE

Madison Truax Field

Sun 12/6

9:44 am-12:45 pm

2 stops20h 01m

Venice Marco Polo

Thu 12/10

2:30 pm-12:12 am

2 stops16h 42m

$878

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Sun 12/6

8:00 am-7:30 am

1 stop16h 30m

Milan Malpensa

Tue 12/8

1:05 pm-8:54 pm

2 stops38h 49m

$881
Quickest round-trip

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Sun 12/6

8:00 am-7:30 am

1 stop16h 30m

Milan Malpensa

Thu 12/10

9:45 am-7:56 pm

1 stop17h 11m

$901

MadisonFlorence

MSN - FLR

MSNFLR

Madison Truax Field

Tue 9/15

5:56 pm-6:30 pm

2 stops17h 34m

Florence Peretola

Tue 10/6

6:30 am-10:35 pm

2 stops23h 05m

$914

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 40 resultsSorted by cheapest first
1
2
3
4

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 June is currently the most expensive (average of $1,098). 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 June 17, 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
8,406 reviews

Boarding

8.1

Overall

7.8

Food

7.2

Comfort

7.8

Crew

8.5

Entertainment

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
8,406 reviews
Delta
7.8
Good
8,406 reviews

Boarding

8.1

Overall

7.8

Food

7.2

Comfort

7.8

Crew

8.5

Entertainment

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
9,845 reviews
Delta
7.8
Good
8,406 reviews

Boarding

8.1

Overall

7.8

Food

7.2

Comfort

7.8

Crew

8.5

Entertainment

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
11,670 reviews
Delta
7.8
Good
8,406 reviews

Boarding

8.1

Overall

7.8

Food

7.2

Comfort

7.8

Crew

8.5

Entertainment

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 17h. 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 - Venice Marco Polo 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 June is currently the most expensive (average of $1,098). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 June 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$511Average$1,395FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$533Average$845FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$563Average$1,149FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.