Cheap flights from San Jose to Milan

One-way fares from $440 · SJO → MIL · prices found by travellers in the last 48 hours

Compare all dates Milan → San Jose
Cheapest fare
$440

jetBlue · Tue, Jan 26

Cheapest month
January

from $440

Direct flights
Not recently

Usually 1+ stop

Quickest trip
13h 18m

9,480 km

Get a price alert

We'll email you when San Jose → Milan drops to your price. It's free, and you can stop any time.

Today's cheapest fare is $440. We'll send one email to confirm. See our privacy policy.

Cheapest month to fly from San Jose to Milan

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 $586
  2. December 2026 $665
  3. January 2027 Cheapest $440

Cheapest dates in January 2027

The lowest fares we've seen for each day, cheapest first.

jetBlue
Depart23:59 Tue, Jan 26SJO → BGY 14h 03m · 2 stops
$440one way, per person
View deal
See every date in January 2027 →

Plan the rest of your trip to Milan

Where to stay, what to do and getting around, from our travel partners.

Where to stay

Hotels in MilanCompare places to stay on Booking.com Find hotels →

Things to do

Things to do in MilanTours, attractions and day trips on Klook Explore →

Getting around

Airport transfer in MilanPre-book a driver to meet you at arrivals, with Kiwitaxi Book a transfer → Car hire in MilanCompare rental cars from major brands on EconomyBookings Compare cars →

Stay connected

eSIM for ItalyMobile data from the moment you land, by Airalo Get eSIM →

About flights from San Jose to Milan

San Jose (SJO) and Milan (MIL) are about 9,480 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 13h 18m. Over the next few months, one-way fares start from $440, and January 2027 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from San Jose to Milan?

The cheapest one-way fare we've seen recently is $440 with jetBlue, departing Tuesday, January 26, 2027. Over the coming months, the lowest fare in each month ranges from $440 to $665.

What is the cheapest month to fly from San Jose to Milan?

January 2027 currently has the lowest fares, from $440 one way.

Are there direct flights from San Jose to Milan?

We haven't seen direct fares recently, so most journeys include at least one stop.

How long is the flight from San Jose to Milan?

The quickest journey we've seen takes about 13h 18m. San Jose and Milan are around 9,480 km apart.

Which airlines fly from San Jose to Milan?

Recent fares on this route were with Arajet, Volaris and jetBlue.

More cheap flights from San Jose

Compare flights to Milan from other cities →