Chicago (ORD) to San Juan (SJU) flight deal in economy from $347
O'Hare International Airport
Chicago, United States
Luis Muñoz Marín International Airport
San Juan, Puerto Rico
$551 USD
-37%$347 USD
Verified about 2 hours agoDecember 2026
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Rare Availability
6% of dates checked are available within 10% of the lowest price
Tuesday, December 15th, 2026
10 round-trip options
Returning
Sun, Dec 20, 2026•5 Day Trip
$608 USD
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Mon, Dec 21, 2026•6 Day Trip
$585 USD
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Tue, Dec 22, 2026•7 Day Trip
$580 USD
Returning
Wed, Dec 23, 2026•8 Day Trip
$580 USD
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Thu, Dec 24, 2026•9 Day Trip
$580 USD
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Fri, Dec 25, 2026•10 Day Trip
$580 USD
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Sat, Dec 26, 2026•11 Day Trip
$703 USD
Returning
Sun, Dec 27, 2026•12 Day Trip
$796 USD
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Mon, Dec 28, 2026•13 Day Trip
$730 USD
Returning
Tue, Dec 29, 2026•14 Day Trip
$730 USD
