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$527+ Cheap flights from Madison (MSN) to Milan (MIL)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MIL
ago. 23 — ago. 301
sáb. 8/23
sáb. 8/30
1 adult, Economy
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Cheap flight deals from Madison to Milan

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Milan (MIL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated agosto 18, 2025.

Round-trip from

$527
(United Airlines)
From Madison Truax Field to Milan (MIL)
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Find flight deals from Madison to Milan

Cheapest flights from Madison to Milan
Explore the most affordable flight options available from Madison to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 18, 2025.

This United Airlines deal was found by Cheapflights users on 8/16. 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.
vie. 10/313:58 pmMSN - MXP
1 stop15h 07mUnited Airlines
mar. 11/181:05 pmMXP - MSN
2 stops35h 45mUnited Airlines
Deal found 8/16$527
This United Airlines deal was found by Cheapflights users on 8/17. 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.
lun. 10/273:58 pmMSN - MXP
1 stop15h 07mUnited Airlines
lun. 11/310:40 amMXP - MSN
2 stops39h 41mUnited Airlines
Deal found 8/17$544
This United Airlines deal was found by Cheapflights users on 8/16. 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.
jue. 10/305:33 pmMSN - MXP
1 stop13h 32mUnited Airlines
jue. 11/203:05 pmMXP - MSN
1 stop12h 30mUnited Airlines
Deal found 8/16$550
This United deal was found by Cheapflights users on 8/16. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/313:58 pmMSN - MXP
2 stops15h 57mMultiple Airlines
mar. 11/181:05 pmMXP - MSN
2 stops38h 30mMultiple Airlines
Deal found 8/16$553
This United Airlines deal was found by Cheapflights users on 8/16. 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.
jue. 10/308:25 amMSN - MXP
2 stops17h 05mUnited Airlines
mar. 11/189:45 amMXP - MSN
2 stops16h 36mUnited Airlines
Deal found 8/16$554
This Delta deal was found by Cheapflights users on 8/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/307:05 amMSN - MXP
1 stop19h 40mDelta
lun. 11/1711:05 amMXP - MSN
1 stop18h 29mDelta
Deal found 8/16$560
This United Airlines deal was found by Cheapflights users on 8/16. 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.
vie. 10/316:50 pmMSN - MXP
1 stop12h 15mUnited Airlines
lun. 11/173:05 pmMXP - MSN
1 stop12h 30mUnited Airlines
Deal found 8/16$570
This Cheapflightsfares deal was found by Cheapflights users on 8/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/316:50 pmMSN - LIN
2 stops16h 10mLufthansa
mar. 11/1810:45 amLIN - MSN
2 stops19h 00mLufthansa
Deal found 8/16$581
This United Airlines deal was found by Cheapflights users on 8/17. 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.
lun. 10/275:33 pmMSN - LIN
2 stops14h 32mUnited Airlines
lun. 11/36:15 amLIN - MSN
2 stops18h 35mUnited Airlines
Deal found 8/17$588
This Ovago deal was found by Cheapflights users on 8/17. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/278:25 amMSN - MXP
2 stops29h 25mBritish Airways
lun. 11/38:50 pmMXP - MSN
2 stops32h 33mBritish Airways
Deal found 8/17$589
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/162:16 pmMSN - MXP
1 stop14h 04mAmerican Airlines
mar. 9/231:20 pmMXP - MSN
1 stop14h 46mAmerican Airlines
Deal found 8/17$590
This Ovago deal was found by Cheapflights users on 8/16. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/302:48 pmMSN - LIN
2 stops13h 17mLufthansa
mar. 11/186:15 amLIN - MSN
2 stops18h 35mLufthansa
Deal found 8/16$597

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Milan 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 agosto 18, 2025.
Use the filters below to find and compare flights from Madison to Milan that are best for you.

Fly from

Madison

Fly to

Milan

Route

Depart

Return

Price

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

vie. 10/31

3:58 pm-1:05 pm

1 stop15h 07m

Milan Malpensa

mar. 11/18

1:05 pm-5:50 pm

2 stops35h 45m

$527

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

mié. 1/7

2:25 pm-10:50 am

2 stops13h 25m

Milan Malpensa

mié. 1/14

1:05 pm-3:25 pm

2 stops33h 20m

$534

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

mar. 1/6

5:30 pm-9:55 am

2 stops33h 25m

Milan Malpensa

mié. 1/14

9:45 am-8:54 pm

2 stops18h 09m

$539

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

mar. 1/6

5:30 pm-9:55 am

2 stops33h 25m

Milan Malpensa

vie. 1/16

1:05 pm-9:53 am

2 stops27h 48m

$540

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

lun. 10/27

3:58 pm-1:05 pm

1 stop15h 07m

Milan Malpensa

lun. 11/3

10:40 am-7:21 pm

2 stops39h 41m

$544

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

mar. 1/6

5:30 pm-9:55 am

2 stops33h 25m

Milan Malpensa

jue. 1/15

10:40 am-4:51 pm

2 stops37h 11m

$549

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

sáb. 11/1

6:50 pm-1:05 pm

1 stop12h 15m

Milan Malpensa

mié. 11/19

3:05 pm-8:35 pm

1 stop12h 30m

$550

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

sáb. 11/1

12:19 pm-1:05 pm

1 stop18h 46m

Milan Malpensa

jue. 11/20

3:05 pm-8:35 pm

1 stop12h 30m

$550

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

vie. 10/31

2:48 pm-1:05 pm

1 stop16h 17m

Milan Malpensa

mié. 11/19

3:05 pm-8:35 pm

1 stop12h 30m

$550

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

jue. 10/30

5:33 pm-1:05 pm

1 stop13h 32m

Milan Malpensa

jue. 11/20

3:05 pm-8:35 pm

1 stop12h 30m

$550

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 31 results
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Best time to book a flight from Madison to Milan

Have a flexible travel schedule? Discover the best time to fly to Milan 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 Milan
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Milan

Get insights into the airlines that provide service to Milan. 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 Milan. Reviews last updated agosto 18, 2025.
Read through reviews of airlines operating flights from Madison to Milan, such as United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,925 reviews

Food

6.6

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,925 reviews
United Airlines
7.4
Good
8,925 reviews

Food

6.6

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

Find useful and relevant information for your journey from Madison to Milan. 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 Milan?

    Located just 5.4 mi from the city center, Madison Truax Field is the airport most travelers will use when flying to Milan from Madison. Booking flights from Truax Field (MSN) to Milan should be relatively easy as there are 0 daily outbound flights to Milan from 1 airline.

  • How long is the flight from Madison to Milan?

    There are many flights that can get you from Madison to Milan in 15h 07m. Fly via United Airlines, Lufthansa, or American Airlines to get the fastest option. The distance between Madison and Milan is about 4512 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Madison to Milan round-trip?

    Cheapflights users have booked flights from Madison to Milan round-trip from $537.

  • What are the most popular routes from Madison to Milan?

    Most travelers choose Madison Truax Field - Milan Linate, Madison Truax Field - Milan Malpensa or Madison Truax Field - Bergamo Orio Al Serio when deciding on the best route from Madison to Milan.

  • Can I find deals for flights from Madison to Milan that include hotel bookings?

    Yes. In addition to deals on Madison to Milan flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Milan?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Milan.

  • Can I find deals for business class flights from Madison to Milan?

    Yes. Cheapflights offers flight deals from Madison to Milan 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 Milan?

    Currently, January is the cheapest month in which you can book a flight from Madison to Milan (average of $594). Flying from Madison to Milan in June is currently the most expensive (average of $977). 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

Traveling to a place near Milan?

Book flights to Milan if you plan to visit one of these locations
Monza
Menaggio
Rho
Lainate
Porlezza
Novara
Lecco
Brescia
Assago
Bellagio
Stresa
Saronno

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Madison to Milan

Discover the top airline that operate flights from Madison to Milan. 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 agosto 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$537Average$1,307FlexibilityNo cancel feeOn-time69%

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