$331 Find Cheap Flights from San Jose to Italy - Compare and Save

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1 adult, Economy, 0 bags

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Cheap Flights from San Jose to Italy

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Milan
14h 01m2 stops
from $656per person
Naples
15h 35m3 stops
from $739per person
Florence
16h 39m4 stops
from $746per person
Rome
13h 55m2 stops
from $773per person
Booking Insights

Price, demand and travel trends for San Jose to Italy flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

Are flights from San Jose to Italy cheaper or more expensive than last year?

Fares from San Jose to Italy are running about the same as they were around this time last year, averaging $843 round-trip.

What are the cheapest fares from San Jose to Italy right now?

Here are the cheapest round-trip fares from San Jose to Italy on KAYAK in the last week:

• Milan Malpensa (MXP) from $656
• Naples (NAP) from $739
• Florence Peretola (FLR) from $746
• Rome Fiumicino (FCO) from $773

What’s the cheapest month to fly from San Jose to Italy?

February is the cheapest time of year to fly, with average fares of $557. Prices are highest in January, when average flight costs increase to around $1,212.

Which airport in Italy is the cheapest to fly to from San Jose?

Based on KAYAK data from the past 12 months, the cheapest airports to fly into Italy are:

• Florence Peretola (FLR) from $753
• Milan Malpensa (MXP) from $822
• Milan Linate (LIN) from $845

What’s the cheapest day to fly from San Jose to Italy?

Sunday tends to be the cheapest day to fly from San Jose to Italy, while Saturday is the most expensive. Fares run about 35% higher that day, based on the past 12 months of KAYAK data.

What's the cheapest time of day to fly from San Jose to Italy?

Data from the past 12 months shows it's cheapest to fly to Italy during the night with average prices of $490. The afternoon is the most expensive time to fly, with average prices of $888.

Key details for San Jose to Italy flights

Low season

February

Cheapest flight

$331
Beat the crowds with an average 82% drop in travelers.
The most popular month to fly with an average 193% increase in travelers.
One-way flight from San Jose to Florence

Your San Jose to Italy flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from San Jose to Italy?

    Yes. Fares from San Jose to Italy are low right now. As a rule of thumb, a round-trip under $726 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from San Jose to Italy?

    Over the past 12 months, round-trip fares from San Jose to Italy have ranged from $726 to $1,099.

  • What are the main airports serving Italy?

    Italy has 5 airports. The three busiest are Rome Fiumicino (FCO) (57% of arrivals), Florence Peretola (FLR) (14%) and Milan Malpensa (MXP) (14%).

  • What airlines fly nonstop from San Jose to Italy?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from San Jose to Italy. One-stop options include:

    • Delta
    • United Airlines
    • American Airlines

  • Which cabin classes are available on flights from San Jose to Italy?

    On flights from San Jose to Italy you can book Economy Class, Premium Economy Class or Business Class.

  • What are some popular landmarks in Italy?

    KAYAK travelers' favorite landmarks in Italy include:

    • Piazza Navona
    • Colosseum
    • Fontana di Trevi
    • Pantheon

Your guide to booking San Jose to Italy flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your travel dates are flexible, book your trip for February when flights are typically cheapest and avoid January when prices are at their highest.
  • Flying on Sunday is usually the cheapest. Flights on Saturday cost about 35% more on average, so being flexible with your travel dates could help you save.
  • If you're looking to save, Florence Peretola (FLR) is the cheapest airport to fly into from San Jose. If you have onward travel, don't forget to factor in the cost of your journey by train, bus or domestic flight.
  • Start your trip in Rome, which is the most popular destination in Italy. From there, it's easy to continue on to other popular destinations such as Milan, Venice and Florence.

Reviews of the top airlines flying from San Jose to Italy

 
Need help choosing which airline to fly with from San Jose to Italy? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
DeltaOverall score based on 8633 reviews
8.5Crew
7.2Food
8.1Boarding
7.8Comfort
7.8Entertainment
Airline reviews

Gate agent and flight attendants were efficient, but more stern than warm.

8.0 ExcellentConor, Oct 2026
Read more Delta reviews

Gate agent and flight attendants were efficient, but more stern than warm.

The only issue is that the plane was HOT. This was not the case on my first flight so not sure why, but thankfully I had a portable fan with me. Everything else was great!

Seemingly unnecessary delays were compounded by a lack of communication from the flight crew which turned a four hour delay into an overly stressful experience.

I think the crew makes way too many announcements that are: 1) hard to hear in some cases and 2) repetitive. This detracts from entertainment and concentration if working or reading.

The seats were great and the service was even better. Thank you!

Seats were old and very uncomfortable. Coach seating is way too tight

WiFi was a major problem and if it does not work on a 4 hour flight then that lowers the overall experience

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Plane was turned around due to fog half way into the flight, Delta did not properly direct passengers to stay on same flight and instead failed to properly rebook on Alaska

The crew was very helpful and friendly. Food was good. The only issue was the legroom -- not great. The seat in front is also too close to see the entertainment screen properly.

The first flight was delayed. We missed the second flight, which was rebooked 9 hours later. We missed all our arrangements for the first day of vacation.

Terrible airlines, kept lying to me about the fact that my connection flight was cancelled. Left me hanging until last min. NEVER AGAIN

Cancelled flight, wasn't refunded paid selected seats. Poor customer service. Called airline and they didn't realize the flight was cancelled until several hours after the email notice was sent.

5 of my 7 pieces of luggage are missing and they cant call to find out where it is. I have to fill out a form and wait for them to mail it to me in several days (if they find it). That does not work for my travel itinerary. I need my full ticket cost refunded please.

Fantastic. The only thing - out of my six luggage one was lost in Copenhagen, however it was delivered Home 3 Days later so all great..

Amazing! Everyone was so nice and the food was so good!!

I was surprised how good an American airline can be - I was really impressed.

Over all experience was good. However the connection time was too short at CPG. We missed our connecting flight to AMS as the passport control line was too long and by the time we got our passport control done it was too late I wish there were some SAS staff to help us out at the passport control center Though they put us in a KLM flight from CPG to AMS, That flight was also delayed by over two hours

No vegetarian option was provided for the regular meal or the pre-landing snack.

More options for your flight from San Jose to Italy

Complete your trip to Italy with a hotel stay or car rental