Cheap flights from Madison to Italy from $369

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 3/15. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Lufthansa Logo
5:44 pm - 4:15 pm
MSN
-
VCE
15h 31m
2 stops
Lufthansa Logo
1:00 pm - 10:32 pm
VCE
-
MSN
15h 32m
2 stops
$488Lufthansa
Tue, Mar 3 - Tue, Mar 10
United Airlines Logo
6:30 am - 9:55 am
MSN
-
MXP
20h 25m
2 stops
United Airlines Logo
11:40 am - 2:58 pm
MXP
-
MSN
33h 18m
2 stops
$499United Airlines
Wed, Mar 4 - Sun, Mar 8
British Airways Logo
6:15 am - 2:30 pm
MSN
-
LIN
26h 15m
2 stops
British Airways Logo
12:40 pm - 9:08 am
LIN
-
MSN
26h 28m
2 stops
$502British Airways
Wed, Mar 11 - Wed, Mar 18
American Airlines Logo
10:54 am - 12:30 pm
MSN
-
MXP
18h 36m
2 stops
American Airlines Logo
10:25 am - 9:58 pm
MXP
-
MSN
18h 33m
2 stops
$550American Airlines
Fri, Feb 20 - Fri, Feb 27
Delta Logo
7:00 am - 6:30 am
MSN
-
MXP
17h 30m
2 stops
Delta Logo
10:05 am - 10:31 am
MXP
-
MSN
30h 26m
1 stop
$590Delta
Wed, Mar 11 - Wed, Mar 18
Delta Logo
6:20 am - 2:55 pm
MSN
-
MXP
25h 35m
2 stops
Delta Logo
11:05 am - 12:14 pm
MXP
-
MSN
32h 09m
1 stop
$620Delta
Fri, Feb 20 - Fri, Feb 27
British Airways Logo
2:18 pm - 4:55 pm
MSN
-
FCO
19h 37m
2 stops
British Airways Logo
10:00 am - 11:35 pm
FCO
-
MSN
20h 35m
1 stop
$641British Airways
Wed, Apr 15 - Tue, May 5
Air Canada Logo
12:13 pm - 10:20 am
MSN
-
FCO
39h 07m
2 stops
Air Canada Logo
11:30 am - 7:23 pm
FCO
-
MSN
38h 53m
2 stops
$642Air Canada
Sat, Apr 18 - Thu, Apr 30
American Airlines Logo
6:20 am - 9:55 am
MSN
-
VCE
20h 35m
1 stop
American Airlines Logo
1:40 pm - 11:28 pm
VCE
-
MSN
16h 48m
1 stop
$779American Airlines
Sun, May 3 - Thu, May 7
Air Canada Logo
12:57 pm - 10:15 pm
MSN
-
FLR
26h 18m
3 stops
Air Canada Logo
2:20 pm - 2:58 pm
FLR
-
MSN
31h 38m
3 stops
$902Air Canada
Wed, Feb 25 - Wed, Mar 4

United Airlines flights from Madison to Italy

Our best United Airlines deals on Madison to Italy flight tickets
United Airlines
Mar 4
MSN6:30 amMadison Truax Field
20h 25m
2 stops
MXP9:55 amMilan Malpensa
Mar 8
MXP11:40 amMilan Malpensa
33h 18m
2 stops
MSN2:58 pmMadison Truax Field
$499
United Airlines
Mar 4
MSN8:15 amMadison Truax Field
21h 25m
2 stops
BLQ12:40 pmBologna Guglielmo Marconi
Mar 8
BLQ6:00 amBologna Guglielmo Marconi
22h 32m
2 stops
MSN9:32 pmMadison Truax Field
$501
United Airlines
Mar 11
MSN2:50 pmMadison Truax Field
19h 25m
2 stops
VCE4:15 pmVenice Marco Polo
Mar 18
VCE2:50 pmVenice Marco Polo
25h 22m
2 stops
MSN10:12 amMadison Truax Field
$505

American Airlines flights from Madison to Italy

Our best American Airlines deals on Madison to Italy flight tickets
American Airlines
Feb 20
MSN10:54 amMadison Truax Field
18h 36m
2 stops
MXP12:30 pmMilan Malpensa
Feb 27
MXP10:25 amMilan Malpensa
18h 33m
2 stops
MSN9:58 pmMadison Truax Field
$550
American Airlines
May 3
MSN6:20 amMadison Truax Field
20h 35m
1 stop
VCE9:55 amVenice Marco Polo
May 7
VCE1:40 pmVenice Marco Polo
16h 48m
1 stop
MSN11:28 pmMadison Truax Field
$779
American Airlines
May 3
MSN1:05 pmMadison Truax Field
13h 50m
1 stop
VCE9:55 amVenice Marco Polo
May 7
VCE1:40 pmVenice Marco Polo
16h 48m
1 stop
MSN11:28 pmMadison Truax Field
$1,259

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 February 4, 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

MadisonVenice

MSN - VCE

MSNVCE

Madison Truax Field

Tue 3/3

5:44 pm-4:15 pm

2 stops15h 31m

Venice Marco Polo

Tue 3/10

1:00 pm-10:32 pm

2 stops15h 32m

$488

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Wed 3/4

6:30 am-9:55 am

2 stops20h 25m

Milan Malpensa

Sun 3/8

11:40 am-2:58 pm

2 stops33h 18m

$499

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

Wed 3/11

6:15 am-2:30 pm

2 stops26h 15m

Milan Linate

Wed 3/18

12:40 pm-9:08 am

2 stops26h 28m

$502

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Fri 2/20

10:54 am-12:30 pm

2 stops18h 36m

Milan Malpensa

Fri 2/27

10:25 am-9:58 pm

2 stops18h 33m

$550

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Wed 3/11

7:00 am-6:30 am

2 stops17h 30m

Milan Malpensa

Wed 3/18

10:05 am-10:31 am

1 stop30h 26m

$590

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Fri 2/20

6:20 am-2:55 pm

2 stops25h 35m

Milan Malpensa

Fri 2/27

11:05 am-12:14 pm

1 stop32h 09m

$620

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

Wed 4/15

2:18 pm-4:55 pm

2 stops19h 37m

Rome Fiumicino

Tue 5/5

10:00 am-11:35 pm

1 stop20h 35m

$641

MadisonRome

MSN - FCO

MSNFCO

Madison Truax Field

Sat 4/18

12:13 pm-10:20 am

2 stops39h 07m

Rome Fiumicino

Thu 4/30

11:30 am-7:23 pm

2 stops38h 53m

$642

MadisonVenice

MSN - VCE

MSNVCE

Madison Truax Field

Sun 5/3

6:20 am-9:55 am

1 stop20h 35m

Venice Marco Polo

Thu 5/7

1:40 pm-11:28 pm

1 stop16h 48m

$779

MadisonFlorence

MSN - FLR

MSNFLR

Madison Truax Field

Wed 2/25

12:57 pm-10:15 pm

3 stops26h 18m

Florence Peretola

Wed 3/4

2:20 pm-2:58 pm

3 stops31h 38m

$902

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.

Can stopping save me money on Madison to Italy flights?

You could potentially save up to 39% 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

11h 48m

Direct flights

None
The fastest flight from Madison to Italy takes 11h 48m
There are no direct flights from Madison to Italy. There are no popular flight routes from Madison to Italy.
  • 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
DeltaPriceFrom $511Free CancellationRating
7.9
8,143 reviews
Search Delta flights
American AirlinesPriceFrom $563Free CancellationRating
7.2
11,218 reviews
Search American Airlines flights
United AirlinesPriceFrom $775Free CancellationRating
7.4
9,235 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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1 adult
Fri 3/6
Fri 3/13

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