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Departures

Cheap flights from San Jose

The lowest fares found recently to 24 destinations, from $250 return. Pick a place, or let the map and the months below show you where to go.

  • SJOJuan Santamaría
DestinationDatesFrom
LIRLIR Mon 14 Dec – Fri 8 Jan $250 CHIChicago Mon 16 Nov – Fri 20 Nov $264 MDEMedellin Mon 26 Oct – Fri 30 Oct $266 PTYPanama City Sat 2 Jan – Mon 18 Jan $281 CUNCancun Sun 1 Nov – Sat 14 Nov $296 MEXMexico City Wed 25 Nov – Tue 1 Dec $347

Lowest fares found recently · return

Month by month

The cheapest place to fly from San Jose each month

  1. Oct2026 LIR from $119
  2. Nov2026 Cancun from $138
  3. Dec2026 Mexico City from $117
  4. Jan2027 Medellin from $153
  5. Feb2027 Medellin from $141
  6. Apr2027 Panama City from $244
  7. Jun2027 Mexico City from $170
  8. Jul2027 Panama City from $267

Map

Where you can fly from San Jose

San Jose

Tap a price to see the fare. Map: Natural Earth · Places: GeoNames (CC BY 4.0)

All destinations from San Jose

Central America & Caribbean

North America

Other

South America

Long weekends

Your next breaks

See every long weekend
  • 28NovTake 1 day off, get 4 days awayArmy Abolition DayFind flights
  • 25Dec3 days off without taking leaveChristmas DayFind flights
  • 1Jan3 days off without taking leaveNew Year's DayFind flights

FAQ

Flying from San Jose

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Help center Contact us
01Where can I fly cheaply from San Jose?

Among recently found fares from San Jose, LIR is the cheapest at $250 return. Other low fares include Chicago ($264), Medellin ($266), Panama City ($281). Prices change often, so check live prices for your dates.

02Which airports can I fly from in San Jose?

Searching from San Jose compares Juan Santamaría (SJO) at once, so you see the cheapest airport automatically.

03Are these prices final?

No. They are the lowest fares found recently. When you open a deal, the partner shows the live price, including taxes and fees, before you pay.

04Can I get cheap flights from San Jose by email?

Yes. Subscribe to the deals email and choose this city, or set a price alert on a route you like.