Chicago (ORD) to San Juan (SJU) flight deal in economy from $191
ORDO'Hare International Airport
Chicago, United States
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
$465 USD
-59%$191 USD
Verified about 4 hours agoDecember 2026
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Rare Availability
5% of dates checked are available within 10% of the lowest price
Thursday, December 24th, 2026
10 round-trip options
Returning
Tue, Dec 29, 2026•5 Day Trip
$848 USD
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Wed, Dec 30, 2026•6 Day Trip
$973 USD
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Thu, Dec 31, 2026•7 Day Trip
$926 USD
Returning
Fri, Jan 1, 2027•8 Day Trip
$1,024 USD
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Sat, Jan 2, 2027•9 Day Trip
$1,548 USD
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Sun, Jan 3, 2027•10 Day Trip
$1,548 USD
Returning
Mon, Jan 4, 2027•11 Day Trip
$1,366 USD
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Tue, Jan 5, 2027•12 Day Trip
$929 USD
Returning
Wed, Jan 6, 2027•13 Day Trip
$929 USD
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Thu, Jan 7, 2027•14 Day Trip
$836 USD