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 agoNovember 2026
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Extremely Rare Availability
2% of dates checked are available within 10% of the lowest price
Saturday, November 28th, 2026
8 round-trip options
Returning
Fri, Dec 4, 2026•6 Day Trip
$994 USD
Returning
Sat, Dec 5, 2026•7 Day Trip
$968 USD
Returning
Sun, Dec 6, 2026•8 Day Trip
$963 USD
Returning
Mon, Dec 7, 2026•9 Day Trip
$979 USD
Returning
Tue, Dec 8, 2026•10 Day Trip
$968 USD
Returning
Wed, Dec 9, 2026•11 Day Trip
$984 USD
Returning
Thu, Dec 10, 2026•12 Day Trip
$994 USD
Returning
Fri, Dec 11, 2026•13 Day Trip
$1,181 USD