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Cheap flights from Madison to Italy from $271

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to Italy departing on 5/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Madison to Italy

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
6:30 am - 9:55 am
MSN
-
MXP
20h 25m2 stops
United Airlines Logo
1:15 pm - 11:58 am
MXP
-
MSN
29h 43m2 stops
$477United Airlines
Thu, Feb 19 - Mon, Feb 23
Lufthansa Logo
5:44 pm - 8:40 pm
MSN
-
FLR
19h 56m2 stops
Lufthansa Logo
6:30 am - 9:07 pm
FLR
-
MSN
21h 37m2 stops
$479Lufthansa
Wed, Feb 25 - Wed, Mar 4
Lufthansa Logo
12:38 pm - 6:15 pm
MSN
-
FCO
22h 37m2 stops
Lufthansa Logo
7:05 am - 11:44 pm
FCO
-
MSN
23h 39m2 stops
$490Lufthansa
Fri, Jan 23 - Thu, Jan 29
Multiple Airlines Logo
5:29 pm - 4:40 pm
MSN
-
MXP
40h 11m2 stops
Multiple Airlines Logo
1:30 pm - 4:51 pm
MXP
-
MSN
58h 21m3 stops
$591Multiple Airlines
Sat, May 2 - Mon, May 25
Multiple Airlines Logo
6:30 am - 9:25 am
MSN
-
FCO
19h 55m2 stops
Multiple Airlines Logo
1:30 pm - 2:52 pm
FCO
-
MSN
32h 22m3 stops
$591Multiple Airlines
Fri, Jan 23 - Thu, Jan 29
Air Canada Logo
10:45 am - 5:40 pm
MSN
-
FCO
23h 55m3 stops
Air Canada Logo
1:30 pm - 2:52 pm
FCO
-
MSN
32h 22m3 stops
$614Air Canada
Fri, Jan 23 - Thu, Jan 29
American Airlines Logo
11:23 am - 11:35 am
MSN
-
PSA
17h 12m2 stops
American Airlines Logo
12:35 pm - 10:36 am
PSA
-
MSN
29h 01m2 stops
$627American Airlines
Wed, Feb 18 - Wed, Apr 1
American Airlines Logo
9:43 am - 11:35 am
MSN
-
PSA
18h 52m3 stops
American Airlines Logo
12:35 pm - 10:36 am
PSA
-
MSN
29h 01m2 stops
$632American Airlines
Wed, Feb 18 - Wed, Apr 1
Delta Logo
11:11 am - 1:20 pm
MSN
-
VCE
19h 09m2 stops
Delta Logo
6:00 am - 1:52 pm
VCE
-
MSN
14h 52m2 stops
$1,289Delta
Wed, Jun 3 - Wed, Jun 17
Air Canada Logo
12:13 pm - 12:00 pm
MSN
-
LIN
16h 47m3 stops
Air Canada Logo
12:40 pm - 4:51 pm
LIN
-
MSN
35h 11m3 stops
$1,632Air Canada
Wed, May 20 - Mon, Jun 1

United Airlines flights from Madison to Italy

Our best United Airlines deals on Madison to Italy flight tickets
United Airlines
Feb 19
MSN6:30 amMadison Truax Field
20h 25m
2 stops
MXP9:55 amMilan Malpensa
Feb 23
MXP1:15 pmMilan Malpensa
29h 43m
2 stops
MSN11:58 amMadison Truax Field
$477
Find similar
United Airlines
Jan 8
MSN8:15 amMadison Truax Field
21h 25m
2 stops
BLQ12:40 pmBologna Guglielmo Marconi
Jan 15
BLQ6:00 amBologna Guglielmo Marconi
36h 51m
2 stops
MSN11:51 amMadison Truax Field
$497
Find similar
United Airlines
Feb 11
MSN6:30 amMadison Truax Field
23h 10m
2 stops
BLQ12:40 pmBologna Guglielmo Marconi
Feb 15
BLQ6:00 amBologna Guglielmo Marconi
36h 58m
2 stops
MSN11:58 amMadison Truax Field
$498
Find similar

American Airlines flights from Madison to Italy

Our best American Airlines deals on Madison to Italy flight tickets
American Airlines
Feb 18
MSN11:23 amMadison Truax Field
17h 12m
2 stops
PSA11:35 amPisa Gal Galilei
Apr 1
PSA12:35 pmPisa Gal Galilei
29h 01m
2 stops
MSN10:36 amMadison Truax Field
$627
Find similar
American Airlines
Feb 18
MSN9:43 amMadison Truax Field
18h 52m
3 stops
PSA11:35 amPisa Gal Galilei
Apr 1
PSA12:35 pmPisa Gal Galilei
29h 01m
2 stops
MSN10:36 amMadison Truax Field
$632
Find similar
American Airlines
Feb 15
MSN7:06 pmMadison Truax Field
31h 24m
2 stops
PSA9:30 amPisa Gal Galilei
Mar 31
PSA8:10 pmPisa Gal Galilei
34h 15m
2 stops
MSN11:25 pmMadison Truax Field
$721
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated December 11, 2025.
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

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Thu 2/19

6:30 am-9:55 am

2 stops20h 25m

Milan Malpensa

Mon 2/23

1:15 pm-11:58 am

2 stops29h 43m

$477

MadisonFlorence

MSN - FLR

MSNFLR

Madison Truax Field

Wed 2/25

5:44 pm-8:40 pm

2 stops19h 56m

Florence Peretola

Wed 3/4

6:30 am-9:07 pm

2 stops21h 37m

$479

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

Fri 1/23

12:38 pm-6:15 pm

2 stops22h 37m

Rome Fiumicino

Thu 1/29

7:05 am-11:44 pm

2 stops23h 39m

$490

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Sat 5/2

5:29 pm-4:40 pm

2 stops40h 11m

Milan Malpensa

Mon 5/25

1:30 pm-4:51 pm

3 stops58h 21m

$591

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

Fri 1/23

6:30 am-9:25 am

2 stops19h 55m

Rome Fiumicino

Thu 1/29

1:30 pm-2:52 pm

3 stops32h 22m

$591

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

Fri 1/23

10:45 am-5:40 pm

3 stops23h 55m

Rome Fiumicino

Thu 1/29

1:30 pm-2:52 pm

3 stops32h 22m

$614

MadisonPisa

MSN - PSA

MSNPSA

Madison Truax Field

Wed 2/18

11:23 am-11:35 am

2 stops17h 12m

Pisa Gal Galilei

Wed 4/1

12:35 pm-10:36 am

2 stops29h 01m

$627

MadisonPisa

MSN - PSA

MSNPSA

Madison Truax Field

Wed 2/18

9:43 am-11:35 am

3 stops18h 52m

Pisa Gal Galilei

Wed 4/1

12:35 pm-10:36 am

2 stops29h 01m

$632

MadisonVenice

MSN - VCE

MSNVCE

Madison Truax Field

Wed 6/3

11:11 am-1:20 pm

2 stops19h 09m

Venice Marco Polo

Wed 6/17

6:00 am-1:52 pm

2 stops14h 52m

$1,289

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

Wed 5/20

12:13 pm-12:00 pm

3 stops16h 47m

Milan Linate

Mon 6/1

12:40 pm-4:51 pm

3 stops35h 11m

$1,632

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Italy from

How to get the cheapest flight ticket from Madison to Italy

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Italy?

The cheapest month to fly to Italy from Madison is in February. Flight prices, which tend to average around $475, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of February, then book flights to Italy from Madison during August instead. Flights to Italy in August, while not as cheap as those in February, still average around $532.

What is the cheapest day to depart on your flight to Italy?

According to our data, Thursday is the cheapest day to fly to Italy from Madison. The lowest ticket price found for a Thursday departure recently was $801. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Madison to Italy for around $1,479.

What is the cheapest time of day to depart on your flight to Italy?

Our data shows that the cheapest Madison to Italy flights are usually those with departure times in the morning. Our users have found flights to Italy in the morning for as low as $964. In contrast, the most expensive time of day to depart to Italy is at noon when prices are around $1,191.

Can stopping save me money on Madison to Italy flights?

You could potentially save up to 50% on your flight if you consider stops on a Madison to Italy flight.

Cheap Madison to Italy flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Madison to Italy

Fastest flight time

14h 22m

Direct flights

None
The fastest flight from Madison to Italy takes 14h 22m
There are no direct flights from Madison to Italy. There are no popular flight routes from Madison to Italy.
Search flight deals

  • When did momondo last update prices for flights from Madison Truax Field Airport to Italy?

    Prices for flights from Madison Truax Field Airport to Italy are updated daily.

  • How many operators does momondo search for flights from Madison Truax Field Airport to Italy?

  • How old do you have to be to fly from Madison Truax Field Airport to Italy?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Madison Truax Field Airport to Italy.

  • What documentation or ID do you need to fly to Italy?

    The required travel and health documents for your Italy trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Italy. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Madison to Italy

Compare and see reviews for airlines that fly from Madison to Italy with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $563Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights
DeltaPriceFrom $614Free CancellationRating
7.9
8,007 reviews
Search Delta flights
United AirlinesPriceFrom $632Free CancellationRating
7.4
9,095 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Madison to Italy?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Italy from Madison.

Can I find flights from Madison to Italy with flexible booking policies on momondo?

All flight searches from Madison to Italy on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Madison to Italy?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Madison to Italy.

I’m not ready to book a flight from Madison to Italy right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Madison to Italy flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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