Stopover flights from San Jose, Costa Rica: 14 cities to visit
Trips from San Jose with a stop long enough to leave the airport, through 14 cities. Each price is for the whole trip, the stop included.
A stop here is at least 8 hours in the daytime, or at least 18 hours when it runs overnight, and at most 24 hours. It is in the same airport, on the way to where you are going, and never on a trip we think is on separate tickets. Leaving the airport means entering that country, so check its entry rules for your passport.
Stop in Panama City
12 trips go through Panama City. The best are here.
Cartagena · one-way
$276
15 h 25 min in Panama City (PTY) on the way there
14 Dec · SJO → CTG · Copa Airlines
1 stop · Copa Airlines both into and out of the stop
$74 more than the cheapest fare without a long stop on the same dates
found 4 days ago
Mexico City · one-way
$344
22 h 40 min in Panama City (PTY) on the way there · overnight connection
15 Dec · SJO → NLU · Copa Airlines
2 stops · Copa Airlines both into and out of the stop
$172 more than the cheapest fare without a long stop on the same dates
found 6 days ago
Buenos Aires · one-way
$389
20 h 18 min in Panama City (PTY) on the way there · overnight connection
14 Feb 2027 · SJO → EZE · Copa Airlines
1 stop · Copa Airlines both into and out of the stop
$84 less than the cheapest fare without a long stop on the same dates
found 3 days ago
Stop in Miami
4 trips go through Miami. The best are here.
Sao Paulo · one-way
$822
8 h 20 min in Miami (MIA) on the way there · connection may need a visa
25 Dec · SJO → GRU · LATAM Airlines Group
1 stop · in with avianca airlines, out with LATAM Airlines Group
$522 more than the cheapest fare without a long stop on the same dates
found 3 days ago
Florianopolis · one-way
$1,703
8 h 3 min in Miami (MIA) on the way there · connection may need a visa
26 Dec · SJO → FLN · LATAM Airlines Group
3 stops · in with United Airlines, out with LATAM Airlines Brasil
$1,226 more than the cheapest fare without a long stop on the same dates
found 4 days ago
Madrid · return
$1,138
21 h 30 min in Miami (MIA) on the way there · overnight connection
26 Dec – 9 Jan 2027 · SJO → MAD · Iberia
out 1 stop, back 2 stops · Iberia both into and out of the stop
$177 less than the cheapest fare without a long stop on the same dates
found 2 days ago
Stop in Medellin
2 trips go through Medellin. The best are here.
Santiago · one-way
$365
18 h 11 min in Medellin (MDE) on the way there · overnight connection
8 Apr 2027 · SJO → SCL · JetSmart
1 stop · in with Wingo, out with JetSmart
$91 more than the cheapest fare without a long stop on the same dates
found 5 days ago
Stop in Santiago
2 trips go through Santiago. The best are here.
Florianopolis · one-way
$693
20 h 55 min in Santiago (SCL) on the way there · overnight connection
26 Dec · SJO → FLN · LATAM Airlines Group
2 stops · in with LATAM Airlines Group, out with Sky Airline
$216 more than the cheapest fare without a long stop on the same dates
found 4 days ago
Copiapo · return
$742
18 h 59 min in Santiago (SCL) on the way there · overnight connection
16 Jan 2027 – 24 Jan 2027 · SJO → CPO · Copa Airlines
out 2 stops, back 2 stops · in with Copa Airlines, out with Sky Airline
$64 less than the cheapest fare without a long stop on the same dates
found 4 days ago
Stop in Zurich
2 trips go through Zurich. The best are here.
Moscow · one-way
$4,306
20 h 30 min in Zurich (ZRH) on the way there · overnight connection
12 Feb 2027 · SJO → SVO · SWISS
2 stops · in with Edelweiss Air, out with airBaltic
$3,337 more than the cheapest fare without a long stop on the same dates
found 2 days ago
Stop in Fort Lauderdale
1 trip goes through Fort Lauderdale.
Nassau · one-way
$513
18 h 30 min in Fort Lauderdale (FLL) on the way there · overnight connection · connection may need a visa
27 Jan 2027 · SJO → NAS · avianca airlines
2 stops · in with avianca airlines, out with Bahamasair
$251 more than the cheapest fare without a long stop on the same dates
found 3 days ago
Stop in London
1 trip goes through London.
Moscow · one-way
$1,214
11 h 15 min in London (LHR) on the way there · connection may need a visa
12 Feb 2027 · SJO → VKO · British Airways
2 stops · in with British Airways, out with Azerbaijan Airlines
$245 more than the cheapest fare without a long stop on the same dates
found 2 days ago
Stop in Bogota
6 trips go through Bogota. The best are here.
Lima · return
$543
18 h 10 min in Bogota (BOG) on the way back
23 Dec – 30 Dec · SJO → LIM · avianca airlines
out 1 stop, back 1 stop · in with avianca airlines, out with avianca airlines Costa Rica
$17 more than the cheapest fare without a long stop on the same dates
found 3 days ago
Guayaquil · return
$1,193
11 h 15 min in Bogota (BOG) on the way back
21 Nov – 25 Nov · SJO → GYE · avianca airlines
out 2 stops, back 1 stop · avianca airlines both into and out of the stop
$389 more than the cheapest fare without a long stop on the same dates
found 2 days ago
Sao Paulo · return
$693
9 h 50 min in Bogota (BOG) on the way there
19 Feb 2027 – 24 Feb 2027 · SJO → GRU · avianca airlines
out 2 stops, back 2 stops · avianca airlines both into and out of the stop
$174 more than the cheapest fare without a long stop on the same dates
found 4 days ago
Cartagena · return
$708
16 h 15 min in Bogota (BOG) on the way back
23 Dec – 28 Dec · SJO → CTG · avianca airlines
out 2 stops, back 1 stop · avianca airlines both into and out of the stop
$244 less than the cheapest fare without a long stop on the same dates
found 6 days ago
Stop in San Salvador
3 trips go through San Salvador. The best are here.
Lima · return
$683
11 h 20 min in San Salvador (SAL) on the way there
17 Dec – 23 Dec · SJO → LIM · avianca airlines
out 1 stop, back 1 stop · avianca airlines both into and out of the stop
$184 more than the cheapest fare without a long stop on the same dates
found 2 days ago
New York · return
$668
12 h 30 min in San Salvador (SAL) on the way back
8 Dec – 13 Dec · SJO → JFK · avianca airlines
out 1 stop, back 1 stop · avianca airlines both into and out of the stop
$154 more than the cheapest fare without a long stop on the same dates
found 4 days ago
Madrid · return
$1,517
9 h 45 min in San Salvador (SAL) on the way there
24 Dec – 3 Jan 2027 · SJO → MAD · avianca airlines
out 1 stop, back 2 stops · in with avianca airlines, out with Iberia
$78 more than the cheapest fare without a long stop on the same dates
found 5 days ago
Stop in Madrid
3 trips go through Madrid. The best are here.
Paris · return
$1,515
22 h 55 min in Madrid (MAD) on the way back · overnight connection
14 Nov – 19 Nov · SJO → CDG · Iberojet
out 2 stops, back 2 stops · in with TAP Air Portugal, out with Iberojet
$310 more than the cheapest fare without a long stop on the same dates
found 3 days ago
Istanbul · return
$1,622
9 h 5 min in Madrid (MAD) on the way there · connection may need a visa
25 Feb 2027 – 8 Mar 2027 · SJO → SAW · avianca airlines
out 2 stops, back 3 stops · in with American Airlines, out with Pegasus Airlines
$282 less than the cheapest fare without a long stop on the same dates
found 3 days ago
London · return
$1,342
22 h 10 min in Madrid (MAD) on the way back · overnight connection · connection may need a visa
24 Dec – 28 Jan 2027 · SJO → LGW · TAP Air Portugal
out 2 stops, back 3 stops · in with Vueling, out with Portugalia Airlines
$478 more than the cheapest fare without a long stop on this route (14 Feb 2027 – 7 Mar 2027)
found 6 days ago
Stop in Toronto
2 trips go through Toronto. The best are here.
Paris · return
$1,278
20 h 37 min in Toronto (YYZ) on the way there · overnight connection · connection may need a visa
14 Nov – 19 Nov · SJO → CDG · Iberojet
out 2 stops, back 1 stop · in with American Airlines, out with Air Transat
$73 more than the cheapest fare without a long stop on the same dates
found 3 days ago
New York · return
$652
10 h 18 min in Toronto (YYZ) on the way back
8 Dec – 13 Dec · SJO → EWR · Air Canada
out 1 stop, back 1 stop · Air Canada both into and out of the stop
$138 more than the cheapest fare without a long stop on the same dates
found 4 days ago
Stop in Montreal
1 trip goes through Montreal.
Boston · return
$660
12 h 35 min in Montreal (YUL) on the way back
23 Nov – 9 Dec · SJO → BOS · Air Canada
out 1 stop, back 1 stop · Air Canada both into and out of the stop
$32 more than the cheapest fare without a long stop on the same dates
found 5 days ago
Stop in Mendoza
1 trip goes through Mendoza.
Buenos Aires · return
$790
9 h 40 min in Mendoza (MDZ) on the way back
13 Dec – 19 Dec · SJO → AEP · Copa Airlines
out 1 stop, back 3 stops · JetSmart both into and out of the stop
$256 less than the cheapest fare without a long stop on the same dates
found 6 days ago
Stop in Paris
1 trip goes through Paris.
London · return
$1,025
20 h in Paris (CDG) on the way back · overnight connection
24 Dec – 30 Jan 2027 · SJO → LGW · Copa Airlines
out 2 stops, back 2 stops · Air France both into and out of the stop
$98 less than the cheapest fare without a long stop on the same dates
found 6 days ago
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