San José (SJO) to Chicago (ORD) flight deal in business from $860
Juan Santamaría International Airport (SJO)
San José, Costa Rica
O'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
Sunday, December 27th, 2026
9 round-trip options
Returning
Fri, Jan 1, 2027•5 Day Trip
$1,496 USD
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Sat, Jan 2, 2027•6 Day Trip
$1,565 USD
Returning
Sun, Jan 3, 2027•7 Day Trip
$1,496 USD
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Mon, Jan 4, 2027•8 Day Trip
$1,496 USD
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Wed, Jan 6, 2027•10 Day Trip
$1,496 USD
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Thu, Jan 7, 2027•11 Day Trip
$1,496 USD
Returning
Fri, Jan 8, 2027•12 Day Trip
$1,496 USD
Returning
Sat, Jan 9, 2027•13 Day Trip
$1,494 USD
Returning
Sun, Jan 10, 2027•14 Day Trip
$1,494 USD
