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 1 day agoDecember 2026
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Extremely Rare Availability
4% of dates checked are available within 10% of the lowest price
Tuesday, December 8th, 2026
9 round-trip options
Returning
Sun, Dec 13, 2026•5 Day Trip
$487 USD
Returning
Mon, Dec 14, 2026•6 Day Trip
$462 USD
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Wed, Dec 16, 2026•8 Day Trip
$517 USD
Returning
Thu, Dec 17, 2026•9 Day Trip
$837 USD
Returning
Fri, Dec 18, 2026•10 Day Trip
$815 USD
Returning
Sat, Dec 19, 2026•11 Day Trip
$777 USD
Returning
Sun, Dec 20, 2026•12 Day Trip
$562 USD
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Mon, Dec 21, 2026•13 Day Trip
$592 USD
Returning
Tue, Dec 22, 2026•14 Day Trip
$592 USD