San Jose (SJC) to Orlando (ORL): 2,411 miles (3,881 km) great-circle, about 5h 20m nonstop by our estimate. Cheapest fare observed: $299 round-trip on Southwest, with 1 stop, departing June 23, 2026.
$299 round-trip, Southwest WN4247, departing 2026-06-23 at 19:40, returning 2026-06-25. The recorded itinerary left on a Tuesday, returning on a Thursday 2 nights later; the fare was observed 59 days before departure. "Book this flight" opens Kiwi.com with the same airline and dates.
At $299, it ranked 9th of the 30 round-trip fares we recorded from SJC (median $415). That is 12.4 cents per great-circle mile (round-trip price over one-way distance), below the SJC median of 23.1 cents across 30 round-trip routes.
Routes from SJC of similar length: Honolulu (2,415 mi) at $470 and Washington (2,395 mi) at $349.
Southwest had the cheapest fare on 7 of 30 SJC routes. It is the 11th longest of the 30 routes we track from SJC.
Of 31 departure airports with a fare to Orlando, San Jose (SJC) ranked 22nd at $299. Lowest: $61 from Charlotte (CLT); highest: $754 from Panama City (PTY); 14 nonstop. Cheapest-fare airlines (routes): Frontier (13), Spirit (5), Southwest (3), Air Canada (1), Arajet (1) and Avianca (1), plus 7 more.
Travelpayouts fares (cheapest per route, observed April 25, 2026); OurAirports coordinates and elevations; IANA zones America/Los_Angeles, America/New_York; flight time is our estimate.