$249 Cheap flight deals from Madison (MSN) to Milan (MIL)

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Airfares from $249 One Way, $510 Round Trip from Madison to Milan

Prices starting at $510 for return flights and $249 for one-way flights to Milan were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Dec 31 - Fri, Jan 16
MSN
Madison
MXP
Milan
$510 Roundtrip, found 5 days ago
$510
Roundtrip
found 5 days ago
Select Air Canada flight, departing Wed, Dec 31 from Madison to Milan, returning Fri, Jan 16, priced at $510 found 5 days ago
Wed, Nov 12 - Wed, Nov 19
MSN
Madison
MXP
Milan
$515 Roundtrip, found 3 days ago
$515
Roundtrip
found 3 days ago
Select British Airways flight, departing Wed, Nov 12 from Madison to Milan, returning Wed, Nov 19, priced at $515 found 3 days ago
Wed, Dec 31 - Fri, Jan 16
MSN
Madison
MXP
Milan
$516 Roundtrip, found 5 days ago
$516
Roundtrip
found 5 days ago
Select Air Canada flight, departing Wed, Dec 31 from Madison to Milan, returning Fri, Jan 16, priced at $516 found 5 days ago
Tue, Nov 4 - Fri, Nov 21
MSN
Madison
MXP
Milan
$517 Roundtrip, found 2 days ago
$517
Roundtrip
found 2 days ago
Select Lufthansa flight, departing Tue, Nov 4 from Madison to Milan, returning Fri, Nov 21, priced at $517 found 2 days ago
Tue, Nov 4 - Fri, Nov 21
MSN
Madison
MXP
Milan
$522 Roundtrip, found 2 days ago
$522
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue, Nov 4 from Madison to Milan, returning Fri, Nov 21, priced at $522 found 2 days ago

Milan economy flight packages

Price found within the past 48 hours. Click for updated prices.
43 Station Hotel
3.0-star property

43 Station Hotel

8.4/10 Very Good! (1,169 reviews)

Nov 19 - Nov 25

6 night stay

Madison (MSN) to Milan (LIN)

American Airlines • Roundtrip • Coach
Price was $1,186, price is now $866 per person
$866
per person
found 1 day ago
Convienent location to Milan Centralle. Hotel was clean, staff was friendly and helpful.

Reviewed on Aug 22, 2025

Uptown Palace
4.0-star property

Uptown Palace

8.6/10 Excellent! (1,009 reviews)

Nov 19 - Nov 25

6 night stay

Madison (MSN) to Milan (LIN)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,979, price is now $1,231 per person
$1,231
per person
found 1 day ago
This is a fairly new property with modern features and fittings. The breakfasts are good with decent choices.

Reviewed on Mar 5, 2025

Hotel Brunelleschi
4.0-star property

Hotel Brunelleschi

8.8/10 Excellent! (1,259 reviews)

Nov 19 - Nov 25

6 night stay

Madison (MSN) to Milan (LIN)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,670, price is now $1,139 per person
$1,139
per person
found 1 day ago
We stayed four nights at Hotel Brunelleschi in Milan and had a great experience. The location is perfect—close to the Duomo and main attractions. The room was spacious, clean, quiet, and very comfortable. Staff were friendly and helpful, and breakfast was excellent with gluten-free options available. We’d definitely stay here again!

Reviewed on Oct 5, 2025

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More About Flying To Milan from Madison

Route Information for Flights from Madison to Milan

Origin Airport IATA Code
MSN
Destination Airport IATA Code
MIL
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Madison to Milan

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Guaranteed low prices for Madison to Milan flights makes Orbitz the perfect online budget travel source.

Frequently asked questions

What is the shortest flight from Madison to Milan?
The shortest possible flight time is 9 hours and 55 minutes, so take some precautions to help avoid jet lag during your Madison to Milan trip. Make sure you stretch your legs often, get some shut-eye and drink water.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.