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Milan

$381+ 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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MIL
ene. 9 — ene. 161
vie. 1/9
vie. 1/16
1 adult, Economy
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Cheap flight deals from Madison to Milan

Best flights from Madison to Milan
Discover carefully curated flight deals from Madison to Milan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated diciembre 10, 2025.

This United Airlines deal was found by Cheapflights users on 12/8. 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. 1/227:28 amMSN - MXP
2 stops19h 27mUnited Airlines
jue. 1/291:05 pmMXP - MSN
2 stops37h 02mUnited Airlines
Deal found 12/8$474
This Gotogate deal was found by Cheapflights users on 12/8. 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.
jue. 1/227:28 amMSN - MXP
2 stops19h 27mMultiple Airlines
jue. 1/299:45 amMXP - MSN
1 stop20h 59mMultiple Airlines
Deal found 12/8$485
This oojo deal was found by Cheapflights users on 12/8. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 1/221:16 pmMSN - LIN
2 stops18h 14mBritish Airways
jue. 1/295:15 pmLIN - MSN
2 stops30h 37mBritish Airways
Deal found 12/8$495
This KLM deal was found by Cheapflights users on 12/8. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 1/225:06 pmMSN - MXP
1 stop32h 59mKLM
jue. 1/2911:05 amMXP - MSN
1 stop36h 12mKLM
Deal found 12/8$501
This Orbitz deal was found by Cheapflights users on 12/8. 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.
sáb. 5/26:40 pmMSN - LIN
2 stops19h 00mLufthansa
lun. 5/255:00 pmLIN - MSN
2 stops34h 54mLufthansa
Deal found 12/8$587
This United Airlines deal was found by Cheapflights users on 12/9. 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. 2/196:30 amMSN - MXP
2 stops20h 25mUnited Airlines
lun. 2/231:15 pmMXP - MSN
2 stops29h 43mUnited Airlines
Deal found 12/9$477
This American Airlines deal was found by Cheapflights users on 12/10. 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.
sáb. 5/211:27 amMSN - LIN
2 stops16h 33mAmerican Airlines
lun. 5/2511:20 amLIN - MSN
2 stops18h 41mAmerican Airlines
Deal found 12/10$1,084
This United Airlines deal was found by Cheapflights users on 12/10. 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. 3/1910:54 amMSN - LIN
2 stops19h 01mUnited Airlines
dom. 3/2912:40 pmLIN - MSN
2 stops33h 25mUnited Airlines
Deal found 12/10$525
This United Airlines deal was found by Cheapflights users on 12/7. 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. 2/1912:57 pmMSN - LIN
2 stops18h 18mUnited Airlines
lun. 2/239:15 amLIN - MSN
2 stops36h 47mUnited Airlines
Deal found 12/7$531
This Orbitz deal was found by Cheapflights users on 12/9. 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.
sáb. 5/26:49 pmMSN - MXP
2 stops15h 41mBritish Airways
lun. 5/257:40 amMXP - MSN
2 stops17h 01mBritish Airways
Deal found 12/9$696
This Trip.com deal was found by Cheapflights users on 12/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/26:40 pmMSN - MXP
1 stop11h 40mLufthansa
lun. 5/253:20 pmMXP - MSN
1 stop12h 34mLufthansa
Deal found 12/10$697
This United Airlines deal was found by Cheapflights users on 12/10. 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. 3/196:30 amMSN - MXP
2 stops20h 25mUnited Airlines
dom. 3/2912:15 pmMXP - MSN
2 stops33h 50mUnited Airlines
Deal found 12/10$579
This oojo deal was found by Cheapflights users on 12/8. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/64:48 pmMSN - LIN
2 stops13h 47mBritish Airways
mar. 5/192:25 pmLIN - MSN
2 stops32h 28mBritish Airways
Deal found 12/8$739
This United Airlines deal was found by Cheapflights users on 12/10. 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.
sáb. 5/26:40 pmMSN - LIN
2 stops34h 40mUnited Airlines
lun. 5/2512:40 pmLIN - MSN
2 stops30h 13mUnited Airlines
Deal found 12/10$592
This United Airlines deal was found by Cheapflights users on 12/9. 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.
sáb. 5/26:40 pmMSN - MXP
2 stops39h 00mUnited Airlines
lun. 5/2511:25 amMXP - MSN
2 stops40h 29mUnited Airlines
Deal found 12/9$594
This FlightHub deal was found by Cheapflights users on 12/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/206:40 pmMSN - LIN
2 stops16h 05mLufthansa
lun. 6/17:30 amLIN - MSN
2 stops19h 26mLufthansa
Deal found 12/10$887
This United Airlines deal was found by Cheapflights users on 12/8. 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. 5/186:30 amMSN - MXP
2 stops20h 50mUnited Airlines
vie. 5/299:05 amMXP - MSN
2 stops16h 49mUnited Airlines
Deal found 12/8$636
This United Airlines deal was found by Cheapflights users on 12/8. 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. 1/223:48 pmMSN - LIN
2 stops18h 07mUnited Airlines
jue. 1/296:00 amLIN - MSN
3 stops17h 50mUnited Airlines
Deal found 12/8$641

Find 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 diciembre 10, 2025.

Most accurate provider

Ovago
2 stars

Most trusted provider

Ovago
2 stars

Round-trip from

$474
(United Airlines)

One-way from

$381
(Justfly.com)
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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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 diciembre 10, 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

jue. 1/22

7:28 am-9:55 am

2 stops19h 27m

Milan Malpensa

jue. 1/29

1:05 pm-7:07 pm

2 stops37h 02m

$474

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

jue. 2/19

6:30 am-9:55 am

2 stops20h 25m

Milan Malpensa

lun. 2/23

1:15 pm-11:58 am

2 stops29h 43m

$477

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

jue. 1/22

7:28 am-9:55 am

2 stops19h 27m

Milan Malpensa

jue. 1/29

9:45 am-11:44 pm

1 stop20h 59m

$485

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

jue. 1/22

1:16 pm-2:30 pm

2 stops18h 14m

Milan Linate

jue. 1/29

5:15 pm-4:52 pm

2 stops30h 37m

$495

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

jue. 1/22

5:06 pm-9:05 am

1 stop32h 59m

Milan Malpensa

jue. 1/29

11:05 am-4:17 pm

1 stop36h 12m

$501

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

jue. 3/19

10:54 am-11:55 am

2 stops19h 01m

Milan Linate

dom. 3/29

12:40 pm-3:05 pm

2 stops33h 25m

$525

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

jue. 2/19

12:57 pm-2:15 pm

2 stops18h 18m

Milan Linate

lun. 2/23

9:15 am-3:02 pm

2 stops36h 47m

$531

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

jue. 3/19

6:30 am-8:55 am

2 stops20h 25m

Milan Malpensa

dom. 3/29

12:15 pm-3:05 pm

2 stops33h 50m

$579

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

sáb. 5/2

6:40 pm-8:40 pm

2 stops19h 00m

Milan Linate

lun. 5/25

5:00 pm-8:54 pm

2 stops34h 54m

$587

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

sáb. 5/2

6:40 pm-12:20 pm

2 stops34h 40m

Milan Linate

lun. 5/25

12:40 pm-11:53 am

2 stops30h 13m

$592

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

Showing 1-10 of 23 results
1
2
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  • Most accurate provider: When it comes to deals on Madison-Milan flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Madison-Milan flight deals on Cheapflights vs. Ovago 90-95% 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 Ovago the most. Ovago 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
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 diciembre 10, 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
9,092 reviews

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.
United Airlines
7.4
Good
9,092 reviews
United Airlines
7.4
Good
9,092 reviews

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.

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 18h 14m. Fly via United Airlines, British Airways, or Lufthansa to get the fastest option. The distance between Madison and Milan is about 4540 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 $775.

  • 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.

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
Assago
Bellagio
Stresa
Domodossola

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 diciembre 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$775Average$1,084FlexibilityNo cancel feeOn-time69%

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