To Milan

Cheap Flights from Madison to Milan

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Deals from

Madison

RatePunk searches hundreds of travel sites at once for deals on flights to Milan

Prices updated 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from Madison to Milan

Explore current cheapest deals departing from Madison to Milan

Round trip

Sort by: Cheapest

August 17 - August 26

Cheapest

MSN - Milan

$965

$822

Round trip

August 4 - August 21

Earliest

MSN - Milan

$707

$878

Round trip

December 6 - December 8

Best

MSN - Milan

$1,097

$881

Round trip

August 12 - August 19

MSN - Milan

$754

$885

Round trip

August 10 - August 19

MSN - Milan

$736

$887

Round trip

November 10 - November 17

MSN - Milan

$786

$887

Round trip

November 18 - November 25

MSN - Milan

$786

$887

Round trip

December 6 - December 10

MSN - Milan

$1,093

$901

Round trip

November 3 - November 10

MSN - Milan

$796

$908

Round trip

October 27 - November 3

MSN - Milan

$924

$934

Round trip

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Route Intelligence — 486,190 Searches this Week

Insights for flights from Madison to Milan

Most itineraries for cheap flights from Madison to Milan connect at least once. In fact, 0% of recent fares were non-stop, meaning you should expect to make connections. For the remaining itineraries, the typical number of connections is 3.

If you are looking for the cheapest time to fly from Madison to Milan, consider traveling in November, when the median fare is $423. December also offers competitive pricing, with a median fare of $424. Another affordable option is January, with a median fare of $432.

A typical journey from Madison to Milan takes about 25h 25m, including connections. This duration accounts for the fact that most itineraries involve multiple stops between the two cities.

Flights from Madison to Milan are considered a long-haul journey, covering a distance of 7265 km. This classification indicates a significant travel distance, typically involving longer flight times and often multiple connections.

Fares from Madison to Milan typically range from $776–$987, with a median of $891. Right now, current fares are above the typical level for this route. Only 2% of recent fares were classified as a good price. New deals appear almost daily, suggesting frequent opportunities to find better prices.

How much is a round trip from Madison to Milan

Regular price: $821 - $1,518

Prices are currently within the regular range for flights from Madison to Milan.

The regular price range for flights from Madison to Milan is between $821 and $1518. The current lowest deal is $822 with Breeze Airways, for travel from Aug 17-Aug 26.

now $822

Low $821

High $1,518

The cheapest time to fly from Madison to Milan

The cheapest month to fly from Madison to Milan is November, with a median price of $423. The most expensive month is August, with a median price of $1065. Prices are generally lower from January to December.

November

Cheapest

Flights from $423

August

Most Expensive

Flights from $1,065

Jan

Feb

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Madison to Milan

United Airlines

Breeze Airways

Iberia Airlines

Air Canada

Last-minute flights going from Madison to Milan

Wed, Jun 17

⌛ Last-Minute

MSN - Milan

Madison (MSN) - Milan (LIN)

$1,104

$1,549

One-way

Sat, Jun 27

⌛ Last-Minute

MSN - Milan

Madison (MSN) - Milan (MXP)

United Airlines

$921

$1,685

One-way

Fri, Jul 3

⌛ Last-Minute

MSN - Milan

Madison (MSN) - Milan (BGY)

Breeze Airways

$1,311

$1,328

One-way

Sun, Jul 5

⌛ Last-Minute

MSN - Milan

Madison (MSN) - Milan (MXP)

United Airlines

$1,042

$1,588

One-way

Mon, Jul 6

⌛ Last-Minute

MSN - Milan

Madison (MSN) - Milan (MXP)

United Airlines

$1,042

$1,588

One-way

Tue, Jul 7

⌛ Last-Minute

MSN - Milan

Madison (MSN) - Milan (MXP)

United Airlines

$1,041

$1,600

One-way

Biggest price drops on these dates for flights from Madison to Milan

2 nights

Dec 6 - Dec 8

$1,097 → $881

20%

4 nights

Dec 6 - Dec 10

$1,093 → $901

18%

9 nights

Aug 17 - Aug 26

$965 → $822

15%

6 nights

Jul 8 - Jul 14

$1,228 → $1,089

11%

Popular Airports to fly from Madison to Milan

Madison - Milan route insights

💸 Price insights

Recent fares are above the typical level.

Recent fares for flights from Madison to Milan are above the typical level.

📅 Best time to fly

November is historically the cheapest month to fly.

Historically, November is the cheapest month to fly from Madison to Milan, with a median price of $423.

⏱️ Flight duration

Flights are typically 25h 25m long.

Flights from Madison to Milan typically take 25 hours and 25 minutes, with 3 stopovers.

✈️ Airlines & availability

Connecting flights are dominant for this route.

Connecting flights are dominant for the Madison to Milan route; direct flights are not available.

🏆 Airline highlight

Breeze Airways offers a recent deal for $822.

A recent deal from Breeze Airways offers a flight for $822 from Madison to Milan.

🎯 Booking tip

Deals appear frequently for this route.

Historically, deals for flights from Madison to Milan appear frequently, about 0.73 deals per day.

Madison main airports to depart from

Dane County Regional (MSN)

Cheapest

Fly from MSN to Milan. Dane County Regional Airport offers a convenient starting point for your journey.

📍 ~10 km from Madison city center (reachable by car)

💸 Flights from ~$822

Milan main airports to arrive at

Milan–Malpensa (MXP)

Cheapest

Milan–Malpensa is a good option for flights from Madison to Milan.

📍 ~40 km from Milan (reachable by car)

💸 Flights from ~$843

Linate (LIN)

Linate is a convenient choice for your flight from Madison to Milan.

📍 ~10 km from Milan (reachable by car)

💸 Flights from ~$867

Milan Bergamo International Airport (BGY)

Milan Bergamo International Airport is an alternative for flights from Madison to Milan.

📍 ~50 km from Milan (reachable by car)

💸 Flights from ~$914

Airports nearby Milan used as alternative

Turin (TRN)

Turin Airport is a reliable alternative for European and some long-haul routes with good connectivity.

📍 ~135 km from Milan (reachable by road and rail)

💸 Flights from ~$797

Bologna Guglielmo Marconi (BLQ)

Bologna Guglielmo Marconi is a major international hub with significant carrier variety and high-speed rail access.

📍 ~200 km from Milan (reachable by high-speed rail)

💸 Flights from ~$780

Verona Villafranca (VRN)

Verona Villafranca offers strong regional connectivity and reliable service with reasonable driving distance.

📍 ~140 km from Milan (reachable by road and rail)

💸 Flights from ~$924

Genoa Cristoforo Colombo (GOA)

Genoa Cristoforo Colombo is useful for specific Mediterranean and European connections, relatively close to Milan.

📍 ~140 km from Milan (reachable by road)

💸 Flights from ~$1064

Zürich Airport (ZRH)

Cheapest

Zürich Airport is a major global hub offering extensive long-haul flights, despite requiring an international border crossing.

📍 ~280 km from Milan (reachable by rail)

💸 Flights from ~$764

Business & First Class Flight Deals to Milan

Milan, Italy

68% AI deal score

$15,326

From MSN

Elite

Jun 22

Milan, Italy

67% AI deal score

$15,419

Frequently Asked Questions About Flights to Milan

To find more affordable flights, consider being flexible with your travel dates and times. Using flight comparison websites can help you compare prices across different airlines and booking platforms. Looking into flights with layovers may also present cheaper options than direct routes.

Booking flights in advance, often several months before your intended departure, can sometimes lead to better prices. However, prices can fluctuate, so monitoring fares over time may help you identify a good booking window. Avoiding peak travel seasons can also often result in lower costs.

Comparing nearby airports at both your origin and destination can often uncover more flight options and potentially lower fares. Sometimes, flying into or out of a smaller airport a short distance away can be more cost-effective. Remember to factor in any additional ground transportation costs and time.

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