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 16 days agoDecember 2026
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Rare Availability
9% of dates checked are available within 10% of the lowest price
Monday, December 21st, 2026
9 round-trip options
Returning
Sat, Dec 26, 2026•5 Day Trip
$2,186 USD
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Sun, Dec 27, 2026•6 Day Trip
$2,027 USD
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Mon, Dec 28, 2026•7 Day Trip
$2,027 USD
Returning
Tue, Dec 29, 2026•8 Day Trip
$1,257 USD
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Thu, Dec 31, 2026•10 Day Trip
$1,186 USD
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Fri, Jan 1, 2027•11 Day Trip
$1,186 USD
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Sat, Jan 2, 2027•12 Day Trip
$1,255 USD
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Sun, Jan 3, 2027•13 Day Trip
$1,187 USD
Returning
Mon, Jan 4, 2027•14 Day Trip
$1,187 USD