San Juan (SJU) to Chicago (ORD) flight deal in economy from $237
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
ORDO'Hare International Airport
Chicago, United States
$529 USD
-55%$237 USD
Verified 15 days agoDecember 2026
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Extremely Rare Availability
2% of dates checked are available within 10% of the lowest price
Saturday, December 5th, 2026
8 round-trip options
Returning
Fri, Dec 11, 2026•6 Day Trip
$623 USD
Returning
Sat, Dec 12, 2026•7 Day Trip
$573 USD
Returning
Sun, Dec 13, 2026•8 Day Trip
$524 USD
Returning
Mon, Dec 14, 2026•9 Day Trip
$524 USD
Returning
Tue, Dec 15, 2026•10 Day Trip
$584 USD
Returning
Wed, Dec 16, 2026•11 Day Trip
$612 USD
Returning
Thu, Dec 17, 2026•12 Day Trip
$692 USD
Returning
Fri, Dec 18, 2026•13 Day Trip
$894 USD