San José (SJO) to Chicago (ORD) flight deal in business from $860
SJOJuan Santamaría International Airport (SJO)
San José, Costa Rica
ORDO'Hare International Airport
Chicago, United States
$1,694 USD
-49%$860 USD
Verified 15 days agoNovember 2026
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26$1,98527$1,14528$1,15529$1,15530$1,15531$1,1551$1,1552$1,1623$1,1624$1,1625$1,1626$2,0017$1,1628$1,1629$1,16210$1,16211$1,16212$1,16413$1,16414$1,16415$2,00416$1,16417$1,16418$1,16419$1,16420$1,16421$1,16422$1,16223$1,16424$1,16425$1,16426$1,44927$1,16428$2,41429$2,41430$1,5031$1,1642$1,1643$1,1644$1,2805$1,2576$1,958
Rare Availability
9% of dates checked are available within 10% of the lowest price
Friday, November 27th, 2026
9 round-trip options
Returning
Wed, Dec 2, 2026•5 Day Trip
$1,218 USD
Returning
Thu, Dec 3, 2026•6 Day Trip
$1,187 USD
Returning
Fri, Dec 4, 2026•7 Day Trip
$1,218 USD
Returning
Sat, Dec 5, 2026•8 Day Trip
$1,718 USD
Returning
Mon, Dec 7, 2026•10 Day Trip
$1,164 USD
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Tue, Dec 8, 2026•11 Day Trip
$1,164 USD
Returning
Wed, Dec 9, 2026•12 Day Trip
$1,742 USD
Returning
Thu, Dec 10, 2026•13 Day Trip
$1,950 USD
Returning
Fri, Dec 11, 2026•14 Day Trip
$2,650 USD