San José (SJO) to Chicago (ORD) flight deal in economy from $342
SJOJuan Santamaría International Airport (SJO)
San José, Costa Rica
ORDO'Hare International Airport
Chicago, United States
$546 USD
-37%$342 USD
Verified about 10 hours agoOctober 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Fair Availability
21% of dates checked are available within 10% of the lowest price
Tuesday, October 27th, 2026
4 round-trip options
Returning
Tue, Nov 3, 2026•7 Day Trip
$342 USD
Returning
Thu, Nov 5, 2026•9 Day Trip
$377 USD
Returning
Sat, Nov 7, 2026•11 Day Trip
$463 USD
Returning
Sun, Nov 8, 2026•12 Day Trip
$463 USD