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 14 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
Sunday, November 1st, 2026
9 round-trip options
Returning
Fri, Nov 6, 2026•5 Day Trip
$1,155 USD
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Sat, Nov 7, 2026•6 Day Trip
$1,155 USD
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Sun, Nov 8, 2026•7 Day Trip
$1,155 USD
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Mon, Nov 9, 2026•8 Day Trip
$1,155 USD
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Wed, Nov 11, 2026•10 Day Trip
$1,155 USD
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Thu, Nov 12, 2026•11 Day Trip
$1,155 USD
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Fri, Nov 13, 2026•12 Day Trip
$1,155 USD
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Sat, Nov 14, 2026•13 Day Trip
$1,162 USD
Returning
Sun, Nov 15, 2026•14 Day Trip
$1,716 USD