Chicago (ORD) to San José (SJO) flight deal in economy from $346
ORDO'Hare International Airport
Chicago, United States
SJOJuan Santamaría International Airport (SJO)
San José, Costa Rica
$520 USD
-33%$346 USD
Verified about 3 hours agoAugust 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Good Availability
47% of dates checked are available within 10% of the lowest price
Saturday, August 22nd, 2026
5 round-trip options
Returning
Sat, Aug 29, 2026•7 Day Trip
$372 USD
Returning
Sun, Aug 30, 2026•8 Day Trip
$346 USD
Returning
Mon, Aug 31, 2026•9 Day Trip
$361 USD
Returning
Fri, Sep 4, 2026•13 Day Trip
$346 USD
Returning
Sat, Sep 5, 2026•14 Day Trip
$346 USD