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$655+ 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MIL
אפר' 5 — אפר' 121
ש' 4/5
ש' 4/12
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 מרץ 31, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$776
(United Airlines)

One-way from

$666
(Orbitz)

Popular in

June

Cheapest in

January

Average price

$729
Provider with most accurate pricing for Madison Truax Field-Milan (MIL) flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Milan (MIL) flights.
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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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Highest demand for flights based on searches. 23% potential increase in price ($310 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($54 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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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 מרץ 31, 2025.

This Gotogate deal was found by Cheapflights users on 3/31. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ב' 4/75:30 pmMSN - MXP
2 stops33h 30mAir Canada
ג' 4/1512:15 pmMXP - MSN
2 stops40h 13mAir Canada
Deal found 3/31$655
This United Airlines deal was found by Cheapflights users on 3/31. 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.
ב' 4/76:30 amMSN - MXP
2 stops18h 00mUnited Airlines
ג' 4/153:20 pmMXP - MSN
1 stop13h 08mUnited Airlines
Deal found 3/31$690
This Gotogate deal was found by Cheapflights users on 3/31. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ב' 4/75:30 pmMSN - LIN
2 stops17h 20mLufthansa
ג' 4/159:55 amLIN - MSN
2 stops18h 33mLufthansa
Deal found 3/31$719
This Orbitz deal was found by Cheapflights users on 3/30. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ג' 4/291:05 pmMSN - MXP
2 stops21h 55mMultiple Airlines
ג' 5/612:15 pmMXP - MSN
3 stops35h 26mMultiple Airlines
Deal found 3/30$805
This United deal was found by Cheapflights users on 3/30. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ה' 4/176:30 amMSN - LIN
2 stops22h 50mUnited Airlines
א' 4/277:00 amLIN - MSN
2 stops34h 07mUnited Airlines
Deal found 3/30$1,019
This Gurufare deal was found by Cheapflights users on 3/31. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ב' 4/214:30 pmMSN - LIN
2 stops15h 30mBritish Airways
א' 4/2711:00 amLIN - MSN
2 stops19h 20mBritish Airways
Deal found 3/31$1,029
This American Airlines deal was found by Cheapflights users on 3/30. 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.
א' 8/246:42 amMSN - MXP
1 stop21h 38mAmerican Airlines
ד' 9/171:20 pmMXP - MSN
1 stop16h 05mAmerican Airlines
Deal found 3/30$1,034
This Travelocity deal was found by Cheapflights users on 3/29. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ו' 7/188:27 pmMSN - MXP
2 stops19h 33mBritish Airways
ב' 8/48:25 pmMXP - MSN
2 stops28h 48mBritish Airways
Deal found 3/29$1,124
This Air Canada deal was found by Cheapflights users on 3/31. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ד' 8/612:20 pmMSN - LIN
3 stops19h 30mAir Canada
ג' 8/1212:45 pmLIN - MSN
3 stops35h 00mAir Canada
Deal found 3/31$1,430

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 מרץ 31, 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

ג' 4/29

8:05 am-10:00 am

2 stops18h 55m

Milan Malpensa

ג' 5/6

12:15 pm-10:08 am

2 stops28h 53m

$776

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

ג' 4/29

1:05 pm-6:00 pm

2 stops21h 55m

Milan Malpensa

ג' 5/6

12:15 pm-4:41 pm

3 stops35h 26m

$805

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

ה' 4/17

6:30 am-12:20 pm

2 stops22h 50m

Milan Linate

א' 4/27

7:00 am-10:07 am

2 stops34h 07m

$1,019

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

ב' 4/21

4:30 pm-3:00 pm

2 stops15h 30m

Milan Linate

א' 4/27

11:00 am-11:20 pm

2 stops19h 20m

$1,029

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

א' 8/24

6:42 am-11:20 am

1 stop21h 38m

Milan Malpensa

ד' 9/17

1:20 pm-10:25 pm

1 stop16h 05m

$1,034

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

ד' 8/6

12:20 pm-9:20 am

2 stops14h 00m

Milan Linate

ג' 8/12

7:00 am-8:56 pm

2 stops20h 56m

$1,074

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

ג' 4/29

1:05 pm-2:00 pm

3 stops17h 55m

Milan Malpensa

ג' 5/6

11:15 am-9:28 pm

3 stops17h 13m

$1,113

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

ו' 7/18

8:27 pm-11:00 pm

2 stops19h 33m

Milan Malpensa

ב' 8/4

8:25 pm-6:13 pm

2 stops28h 48m

$1,124

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

ד' 8/6

12:20 pm-2:50 pm

3 stops19h 30m

Milan Linate

ג' 8/12

12:45 pm-4:45 pm

3 stops35h 00m

$1,430

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

ו' 7/18

12:20 pm-10:00 am

3 stops38h 40m

$666

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/29

Showing 1-10 of 13 results
1
2
  • Most accurate provider: When it comes to deals on Madison-Milan flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Madison-Milan flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Madison-Milan flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Milan flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Milan flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

Rainfall in Milan by month

Plan your trip to Milan by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Milan ranges from 2.2 - 5.2 inches per month. May is typically the wettest month, when rainfall can reach 5.2 in. December is typically the driest time to visit Milan when rainfall is around 2.2 in.

Temperature in Milan by month

Plan your trip to Milan by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Milan, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

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 מרץ 31, 2025.
To help decide which airline to fly from Madison to Milan, see what other customers have to say about United Airlines, American Airlines and Air Canada. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,614 reviews

Food

6.6

Comfort

7.3

Overall

7.4

Crew

8.1

Entertainment

7.0

Boarding

7.7

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
8,614 reviews
United Airlines
7.4
Good
8,614 reviews

Food

6.6

Comfort

7.3

Overall

7.4

Crew

8.1

Entertainment

7.0

Boarding

7.7

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??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,614 reviews

Food

6.6

Comfort

7.3

Overall

7.4

Crew

8.1

Entertainment

7.0

Boarding

7.7

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??
Air Canada
7.0
Good
9,012 reviews
United Airlines
7.4
Good
8,614 reviews

Food

6.6

Comfort

7.3

Overall

7.4

Crew

8.1

Entertainment

7.0

Boarding

7.7

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??
Lufthansa
6.7
Okay
6,961 reviews
United Airlines
7.4
Good
8,614 reviews

Food

6.6

Comfort

7.3

Overall

7.4

Crew

8.1

Entertainment

7.0

Boarding

7.7

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??
British Airways
6.6
Okay
6,713 reviews
United Airlines
7.4
Good
8,614 reviews

Food

6.6

Comfort

7.3

Overall

7.4

Crew

8.1

Entertainment

7.0

Boarding

7.7

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.

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

    Cheapflights users have booked flights from Madison to Milan round-trip from $776. Other airlines that can offer you cheap pricing are British Airways, from $1,029, and American Airlines, from $1,034. You may be able to fly from Madison to Milan for 24% less than the average price by searching for these airlines.

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

    Most travelers choose Madison Truax Field - Milan Malpensa, Madison Truax Field - Milan Linate 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 $1,063). 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
Menaggio
Rho
Lainate
Porlezza
Novara
Lecco
Brescia
Assago
Bellagio
Saronno
Stresa

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 מרץ 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$537Average$1,307FlexibilityNo cancel feeOn-time69%
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