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$382+ 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
feb. 26 — mar. 51
jue. 2/26
jue. 3/5
1 adult, Economy
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Cheap 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 enero 27, 2026.

This United Airlines deal was found by Cheapflights users on 1/26. 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.
mié. 3/43:53 pm
MSN
-
MXP
2 stops35h 02m
United Airlines
dom. 3/811:40 am
MXP
-
MSN
2 stops35h 29m
United Airlines
Deal found 1/26$497
This United Airlines deal was found by Cheapflights users on 1/26. 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.
mar. 3/246:30 am
MSN
-
MXP
2 stops19h 00m
United Airlines
vie. 4/312:20 pm
MXP
-
MSN
2 stops39h 56m
United Airlines
Deal found 1/26$606
This United Airlines deal was found by Cheapflights users on 1/26. 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. 3/122:50 pm
MSN
-
LIN
2 stops17h 25m
United Airlines
jue. 3/196:00 am
LIN
-
MSN
2 stops18h 44m
United Airlines
Deal found 1/26$618
This Cheapflightsfares deal was found by Cheapflights users on 1/26. 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.
dom. 2/155:44 pm
MSN
-
LIN
2 stops18h 06m
Lufthansa
sáb. 2/216:55 pm
LIN
-
MSN
2 stops33h 12m
Lufthansa
Deal found 1/26$650
This United Airlines deal was found by Cheapflights users on 1/26. 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. 2/195:44 pm
MSN
-
LIN
2 stops35h 11m
United Airlines
lun. 2/239:15 am
LIN
-
MSN
2 stops40h 43m
United Airlines
Deal found 1/26$653
This United Airlines deal was found by Cheapflights users on 1/26. 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. 8/316:45 am
MSN
-
LIN
2 stops22h 35m
United Airlines
lun. 9/2110:35 am
LIN
-
MSN
2 stops30h 18m
United Airlines
Deal found 1/26$684
This Cheapflightsfares deal was found by Cheapflights users on 1/26. 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.
dom. 2/155:44 pm
MSN
-
MXP
2 stops15h 56m
Lufthansa
sáb. 2/216:35 pm
MXP
-
MSN
2 stops33h 32m
Lufthansa
Deal found 1/26$705
This Booking.com deal was found by Cheapflights users on 1/26. 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.
jue. 3/122:50 pm
MSN
-
LIN
2 stops23h 45m
Lufthansa
jue. 3/199:45 am
LIN
-
MSN
2 stops18h 47m
Lufthansa
Deal found 1/26$720
This Iberia deal was found by Cheapflights users on 1/26. 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.
lun. 8/316:45 pm
MSN
-
MXP
2 stops21h 50m
Multiple Airlines
lun. 9/217:05 pm
MXP
-
MSN
2 stops33h 22m
Multiple Airlines
Deal found 1/26$757
This American Airlines deal was found by Cheapflights users on 1/26. 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.
lun. 8/311:32 pm
MSN
-
MXP
2 stops17h 13m
American Airlines
lun. 9/212:20 pm
MXP
-
MSN
1 stop16h 03m
American Airlines
Deal found 1/26$792
This Ovago deal was found by Cheapflights users on 1/27. 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.
mar. 3/242:50 pm
MSN
-
LIN
2 stops17h 25m
Lufthansa
vie. 4/36:20 am
LIN
-
MSN
2 stops21h 56m
Lufthansa
Deal found 1/27$808
This United Airlines deal was found by Cheapflights users on 1/26. 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.
mar. 3/243:54 pm
MSN
-
LIN
2 stops14h 01m
United Airlines
vie. 4/36:20 am
LIN
-
MSN
2 stops17h 55m
United Airlines
Deal found 1/26$828

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 enero 27, 2026.

Most accurate provider

Ovago
2 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$497
(United Airlines)

One-way from

$382
(United Airlines)
Provider with most accurate pricing for Madison Truax Field-Milan (MIL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Milan (MIL) flights.
Search Deals
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 enero 27, 2026.
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

mié. 3/4

6:30 am-9:55 am

2 stops20h 25m

Milan Malpensa

dom. 3/8

11:40 am-5:09 pm

2 stops35h 29m

$497

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

mar. 3/24

6:30 am-7:30 am

2 stops19h 00m

Milan Malpensa

vie. 4/3

12:20 pm-9:16 pm

2 stops39h 56m

$606

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

jue. 3/12

2:50 pm-2:15 pm

2 stops17h 25m

Milan Linate

jue. 3/19

6:00 am-6:44 pm

2 stops18h 44m

$618

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

dom. 2/15

5:44 pm-6:50 pm

2 stops18h 06m

Milan Linate

sáb. 2/21

6:55 pm-9:07 pm

2 stops33h 12m

$650

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

jue. 2/19

5:44 pm-11:55 am

2 stops35h 11m

Milan Linate

lun. 2/23

9:15 am-6:58 pm

2 stops40h 43m

$653

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

dom. 2/15

5:44 pm-4:40 pm

2 stops15h 56m

Milan Malpensa

sáb. 2/21

6:35 pm-9:07 pm

2 stops33h 32m

$705

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

mar. 3/24

2:50 pm-2:15 pm

2 stops17h 25m

Milan Linate

vie. 4/3

6:20 am-9:16 pm

2 stops21h 56m

$808

MadisonMilan

MSN - LIN

MSNLIN

Madison Truax Field

mar. 3/24

3:54 pm-11:55 am

2 stops14h 01m

Milan Linate

vie. 4/3

6:20 am-5:15 pm

2 stops17h 55m

$828

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

vie. 3/20

6:30 am-7:30 am

2 stops19h 00m

Milan Malpensa

dom. 3/29

12:20 pm-9:16 pm

2 stops39h 56m

$1,013

MadisonMilan

MSN - MXP

MSNMXP

Madison Truax Field

vie. 6/26

6:30 pm-10:55 am

2 stops33h 25m

Milan Malpensa

sáb. 7/4

8:10 am-11:43 pm

2 stops22h 33m

$1,063

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 35 results
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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 enero 27, 2026.
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
9,205 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,205 reviews
United Airlines
7.4
Good
9,205 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 15m. Fly via United Airlines or Lufthansa 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 $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
Porlezza
Brescia
Novara
Assago
Bellagio
Stresa
Domodossola

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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 enero 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$775Average$1,084FlexibilityNo cancel feeOn-time69%

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