San José (SJO) to Medellin (MDE): 657 miles (1,057 km) great-circle, about 1h 50m nonstop by our estimate. Cheapest fare observed: $287 round-trip on Wingo, nonstop, departing May 7, 2026.
$287 round-trip, Wingo P57433, departing 2026-05-07 at 19:44, returning 2026-05-10. The recorded itinerary left on a Thursday, returning on a Sunday 3 nights later; the fare was observed 12 days before departure. "Book this flight" opens Kiwi.com with the same airline and dates.
At $287, it ranked 6th of the 30 round-trip fares we recorded from SJO (median $412). That is 43.7 cents per great-circle mile (round-trip price over one-way distance), above the SJO median of 21.6 cents across 29 round-trip routes.
Routes from SJO of similar length: Bogota (780 mi) at $267 and Guatemala City (531 mi) at $304.
SJO to MDE is the only one of 30 SJO routes where Wingo priced cheapest. It is the 25th longest of the 30 routes we track from SJO.
Of 9 departure airports with a fare to Medellin, San José (SJO) ranked 3rd at $287. Lowest: $64 from Bogota (BOG); highest: $688 from Havana (HAV); 4 nonstop. Cheapest-fare airlines (routes): Avianca (2), Copa (2), Wingo (2), Arajet (1), Spirit (1) and United Airlines (1).
Travelpayouts fares (cheapest per route, observed April 25, 2026); OurAirports coordinates and elevations; IANA zones America/Costa_Rica, America/Bogota; flight time is our estimate.