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$271+ Cheap flights from Madison (MSN) to Milan (MIL)

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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MIL
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
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 July 2, 2025.

Round-trip from

$1,188
(Booking.com)

One-way from

$271
(United Airlines)
From Madison Truax Field to Milan (MIL)
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One-way flight 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 July 2, 2025.

This Booking.com deal was found by Cheapflights users on 7/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/153:50 pmMSN - MXP
2 stops35h 10mMultiple Airlines
Tue 7/2211:15 amMXP - MSN
2 stops18h 18mMultiple Airlines
Deal found 7/1$1,188
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Tue 7/155:20 pmMSN - MXP
1 stop13h 00mUnited Airlines
Tue 7/229:45 amMXP - MSN
2 stops18h 11mUnited Airlines
Deal found 7/1$1,194
This Ovago deal was found by Cheapflights users on 7/1. 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.
Tue 7/1512:18 pmMSN - LIN
2 stops14h 02mLufthansa
Tue 7/2212:45 pmLIN - MSN
2 stops16h 48mLufthansa
Deal found 7/1$1,210
This Booking.com deal was found by Cheapflights users on 7/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/153:50 pmMSN - MXP
2 stops35h 10mAir Canada
Tue 7/2212:15 pmMXP - MSN
3 stops34h 00mAir Canada
Deal found 7/1$1,243
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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 7/1512:18 pmMSN - MXP
2 stops15h 22mLufthansa
Tue 7/222:35 pmMXP - MSN
2 stops14h 58mLufthansa
Deal found 7/2$1,334
This American Airlines deal was found by Cheapflights users on 6/30. 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.
Tue 9/236:41 pmMSN - MXP
2 stops16h 29mAmerican Airlines
Tue 10/78:25 amMXP - MSN
2 stops19h 09mAmerican Airlines
Deal found 6/30$1,681
This American Airlines deal was found by Cheapflights users on 6/30. 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.
Tue 9/236:41 pmMSN - LIN
2 stops17h 54mAmerican Airlines
Tue 10/711:10 amLIN - MSN
2 stops16h 24mAmerican Airlines
Deal found 6/30$1,684
This Iberia deal was found by Cheapflights users on 6/30. 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 Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/211:17 pmMSN - MXP
2 stops21h 53mIberia
Mon 10/137:05 pmMXP - MSN
2 stops30h 08mIberia
Deal found 6/30$1,688
This British Airways deal was found by Cheapflights users on 6/30. 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.
Sun 9/216:40 pmMSN - LIN
2 stops16h 50mBritish Airways
Mon 10/137:30 pmLIN - MSN
2 stops27h 32mBritish Airways
Deal found 6/30$1,693
This Iberia deal was found by Cheapflights users on 6/30. 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 Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/211:17 pmMSN - LIN
2 stops14h 43mIberia
Sun 10/1211:40 amLIN - MSN
2 stops17h 32mIberia
Deal found 6/30$1,792
This British Airways deal was found by Cheapflights users on 6/30. 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.
Sun 9/216:40 pmMSN - MXP
2 stops16h 50mBritish Airways
Sat 10/118:10 amMXP - MSN
2 stops18h 45mBritish Airways
Deal found 6/30$1,799
This United Airlines deal was found by Cheapflights users on 6/30. 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 9/173:58 pmMSN - LIN
2 stops13h 22mUnited Airlines
Tue 10/712:45 pmLIN - MSN
2 stops16h 43mUnited Airlines
Deal found 6/30$1,842

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 July 2, 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

Tue 7/15

3:50 pm-10:00 am

2 stops35h 10m

Milan Malpensa

Tue 7/22

11:15 am-10:33 pm

2 stops18h 18m

$1,188

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Tue 7/15

5:20 pm-1:20 pm

1 stop13h 00m

Milan Malpensa

Tue 7/22

9:45 am-8:56 pm

2 stops18h 11m

$1,194

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

Tue 7/15

12:18 pm-9:20 am

2 stops14h 02m

Milan Linate

Tue 7/22

12:45 pm-10:33 pm

2 stops16h 48m

$1,210

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Tue 7/15

3:50 pm-10:00 am

2 stops35h 10m

Milan Malpensa

Tue 7/22

12:15 pm-3:15 pm

3 stops34h 00m

$1,243

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Tue 7/15

12:18 pm-10:40 am

2 stops15h 22m

Milan Malpensa

Tue 7/22

2:35 pm-10:33 pm

2 stops14h 58m

$1,334

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Tue 9/23

6:41 pm-6:10 pm

2 stops16h 29m

Milan Malpensa

Tue 10/7

8:25 am-8:34 pm

2 stops19h 09m

$1,681

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

Tue 9/23

6:41 pm-7:35 pm

2 stops17h 54m

Milan Linate

Tue 10/7

11:10 am-8:34 pm

2 stops16h 24m

$1,684

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

Sun 9/21

1:17 pm-6:10 pm

2 stops21h 53m

Milan Malpensa

Mon 10/13

7:05 pm-6:13 pm

2 stops30h 08m

$1,688

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

Sun 9/21

6:40 pm-6:30 pm

2 stops16h 50m

Milan Linate

Mon 10/13

7:30 pm-4:02 pm

2 stops27h 32m

$1,693

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

Sun 9/21

1:17 pm-11:00 am

2 stops14h 43m

Milan Linate

Sun 10/12

11:40 am-10:12 pm

2 stops17h 32m

$1,792

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 25 results
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2
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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 July 2, 2025.
Read through reviews of airlines operating flights from Madison to Milan, such as Delta, KLM, and Air France. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,983 reviews
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
KLM
7.8
Good
1,366 reviews
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air France
7.5
Good
1,472 reviews
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,861 reviews
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • What are the cheapest airlines flying from Madison to Milan round-trip?

    Cheapflights users have booked flights from Madison to Milan round-trip from $1,194. Other airlines that can offer you cheap pricing are Lufthansa, from $1,210, and Air Canada, from $1,243.

  • What are the cheapest airlines to fly from Madison to Milan one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $271. However, be on the lookout for offers from American Airlines and Air Canada, as they are both options that can get you from Madison to Milan for a low price.

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

    Most travelers choose Madison Truax Field - Bergamo Orio Al Serio, Madison Truax Field - Milan Linate or Madison Truax Field - Milan Malpensa 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 $979). 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 Madison?

Book flights to Madison if you plan to visit one of these locations
Monza
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Porlezza
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Bellagio
Saronno

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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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$537Average$1,307FlexibilityNo cancel feeOn-time69%

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