San Juan (SJU) to Chicago (ORD) flight deal in economy from $227
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
ORDO'Hare International Airport
Chicago, United States
$462 USD
-51%$227 USD
Verified 2 days agoDecember 2026
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Extremely Rare Availability
4% of dates checked are available within 10% of the lowest price
Wednesday, December 16th, 2026
9 round-trip options
Returning
Mon, Dec 21, 2026•5 Day Trip
$592 USD
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Tue, Dec 22, 2026•6 Day Trip
$592 USD
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Thu, Dec 24, 2026•8 Day Trip
$657 USD
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Fri, Dec 25, 2026•9 Day Trip
$777 USD
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Sat, Dec 26, 2026•10 Day Trip
$692 USD
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Sun, Dec 27, 2026•11 Day Trip
$757 USD
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Mon, Dec 28, 2026•12 Day Trip
$562 USD
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Tue, Dec 29, 2026•13 Day Trip
$562 USD
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Wed, Dec 30, 2026•14 Day Trip
$522 USD