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$274+ Cheap flights from San Jose (SJC) 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MIL
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from San Jose to Milan

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) 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 September 17, 2025.

Round-trip from

$472
(lol.travel)

One-way from

$274
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$812
From San Jose to Milan (MIL)
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One-way flight from San Jose to Milan (MIL)
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Highest demand for flights based on searches. 19% potential increase in price ($178 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($44 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from San Jose to Milan

Cheapest flights from San Jose to Milan
Explore the most affordable flight options available from San Jose to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This lol.travel deal was found by Cheapflights users on 9/17. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/268:45 amSJC - MXP
2 stops23h 55mUnited Airlines
Tue 11/113:05 pmMXP - SJC
1 stop36h 43mUnited Airlines
Deal found 9/17$472
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Sat 11/14:05 pmSJC - MXP
2 stops37h 00mUnited Airlines
Tue 11/113:05 pmMXP - SJC
1 stop36h 43mUnited Airlines
Deal found 9/16$500
This KLM deal was found by Cheapflights users on 9/16. 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.
Thu 11/69:50 amSJC - MXP
2 stops16h 50mMultiple Airlines
Tue 11/1111:05 amMXP - SJC
1 stop20h 51mMultiple Airlines
Deal found 9/16$510
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/611:15 amSJC - MXP
2 stops21h 10mDelta
Tue 11/1112:00 pmMXP - SJC
2 stops20h 00mDelta
Deal found 9/16$514
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:25 amSJC - MXP
1 stop17h 40mDelta
Sun 11/1611:35 amMXP - SJC
2 stops20h 25mDelta
Deal found 9/15$516
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Mon 11/106:30 amSJC - MXP
1 stop21h 35mUnited Airlines
Mon 11/179:10 amMXP - SJC
2 stops42h 38mUnited Airlines
Deal found 9/16$518
This Trip.com deal was found by Cheapflights users on 9/16. 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.
Fri 10/318:45 amSJC - MXP
2 stops20h 20mUnited Airlines
Fri 11/73:05 pmMXP - SJC
2 stops28h 00mUnited Airlines
Deal found 9/16$520
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 10/306:30 amSJC - MXP
1 stop22h 35mUnited Airlines
Thu 11/63:05 pmMXP - SJC
1 stop16h 23mUnited Airlines
Deal found 9/15$541
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 11/66:30 amSJC - MXP
1 stop21h 35mUnited Airlines
Tue 11/113:05 pmMXP - SJC
1 stop36h 43mUnited Airlines
Deal found 9/16$546
This KLM deal was found by Cheapflights users on 9/16. 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.
Thu 11/612:40 pmSJC - LIN
2 stops18h 15mMultiple Airlines
Tue 11/116:30 amLIN - SJC
2 stops18h 20mMultiple Airlines
Deal found 9/16$553
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/315:55 amSJC - LIN
2 stops21h 20mDelta
Fri 11/76:30 amLIN - SJC
2 stops24h 15mDelta
Deal found 9/16$565
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 11/68:45 amSJC - LIN
2 stops20h 30mUnited Airlines
Tue 11/116:15 amLIN - SJC
3 stops21h 33mUnited Airlines
Deal found 9/16$579

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose 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 September 17, 2025.
Use the filters below to find and compare flights from San Jose to Milan that are best for you.

Fly from

San Jose

Fly to

Milan

Route

Depart

Return

Price

San JoseMilan

SJC - MXP

SJCMXP

San Jose

Sat 11/1

4:05 pm-1:05 pm

2 stops37h 00m

Milan Malpensa

Tue 11/11

1:05 pm-6:48 pm

2 stops38h 43m

$472

San JoseMilan

SJC - MXP

SJCMXP

San Jose

Sun 10/26

4:05 pm-4:40 pm

2 stops16h 35m

Milan Malpensa

Tue 11/11

3:05 pm-6:48 pm

1 stop36h 43m

$473

San JoseMilan

SJC - MXP

SJCMXP

San Jose

Thu 11/6

9:50 am-11:40 am

2 stops16h 50m

Milan Malpensa

Tue 11/11

11:05 am-10:56 pm

1 stop20h 51m

$510

San JoseMilan

SJC - MXP

SJCMXP

San Jose

Thu 11/6

1:30 pm-5:25 pm

2 stops18h 55m

Milan Malpensa

Tue 11/11

12:00 pm-11:00 pm

2 stops20h 00m

$514

San JoseMilan

SJC - MXP

SJCMXP

San Jose

Wed 11/12

6:25 am-9:05 am

1 stop17h 40m

Milan Malpensa

Sun 11/16

11:35 am-11:00 pm

2 stops20h 25m

$516

San JoseMilan

SJC - MXP

SJCMXP

San Jose

Mon 11/10

6:30 am-1:05 pm

1 stop21h 35m

Milan Malpensa

Mon 11/17

9:10 am-6:48 pm

2 stops42h 38m

$518

San JoseMilan

SJC - MXP

SJCMXP

San Jose

Fri 10/31

12:30 pm-1:05 pm

2 stops16h 35m

Milan Malpensa

Fri 11/7

1:05 pm-10:28 pm

2 stops42h 23m

$522

San JoseMilan

SJC - MXP

SJCMXP

San Jose

Thu 10/30

6:30 am-1:05 pm

1 stop22h 35m

Milan Malpensa

Thu 11/6

3:05 pm-10:28 pm

1 stop16h 23m

$541

San JoseMilan

SJC - LIN

SJCLIN

San Jose

Thu 11/6

12:40 pm-3:55 pm

2 stops18h 15m

Milan Linate

Tue 11/11

6:30 am-3:50 pm

2 stops18h 20m

$553

San JoseMilan

SJC - LIN

SJCLIN

San Jose

Fri 10/31

5:55 am-11:15 am

2 stops21h 20m

Milan Linate

Fri 11/7

6:30 am-9:45 pm

2 stops24h 15m

$565

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 41 results
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Best time to book a flight from San Jose to Milan

Have a flexible travel schedule? Discover the best time to fly to Milan from San Jose 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 San Jose to Milan

What is the cheapest month to book a flight from San Jose to Milan?

Currently, January is the cheapest month in which you can book a flight from San Jose to Milan (average of $594). Flying from San Jose to Milan in June is currently the most expensive (average of $970). 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.

What is the cheapest time of day to fly from SJC to MIL?

Find hourly flight availability from San Jose to Milan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 6% on flights from San Jose to Milan by exploring options for tickets in the afternoon.

How much does it cost to fly round-trip from San Jose to Milan?

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 September 17, 2025.
Get a feel of what it's like to fly with Delta from San Jose to Milan by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from San Jose 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 San Jose to Milan?

    San Jose (SJC), located 2.9 mi from the city center, is the airport you fly out of when you book flights from San Jose to Milan. 1 airline have flights from San Jose to Milan on a regular basis. Booking flights from San Jose to Milan should not be difficult; the airport handles an average of 0 outbound flights to Milan per day.

  • How long is the flight from San Jose to Milan?

    For as low as $565, United Airlines can have you in Milan from San Jose in 21h 20m. There are 5956 mi between San Jose and Milan. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from San Jose to Milan round-trip?

    According to our current data, Delta ($480), offers the cheapest pricing from San Jose to Milan. Delta is priced at 35% lower than the current average price of a flight leaving 3 months from now.

  • What are the most popular routes from San Jose to Milan?

    While some choose either San Jose - Milan Malpensa or San Jose - Bergamo Orio Al Serio, San Jose - Milan Linate is the most popular route from San Jose to Milan.

  • Can I find deals for flights from San Jose to Milan that include hotel bookings?

    Yes. In addition to deals on San Jose to Milan flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Jose to Milan?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Milan.

  • Can I find deals for business class flights from San Jose to Milan?

    Yes. Cheapflights offers flight deals from San Jose 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 San Jose to Milan?

    Currently, January is the cheapest month in which you can book a flight from San Jose to Milan (average of $594). Flying from San Jose to Milan in June is currently the most expensive (average of $970). 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 Milan?

Book flights to Milan if you plan to visit one of these locations
Monza
Menaggio
Rho
Lainate
Porlezza
Novara
Lecco
Assago
Brescia
Bellagio
Stresa

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Top airline flying from San Jose to Milan

Discover the top airline that operate flights from San Jose 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$480Average$778FlexibilityNo cancel feeOn-timeN/A

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