Chicago (ORD) to San Juan (SJU) flight deal in economy from $237
ORDO'Hare International Airport
Chicago, United States
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
$434 USD
-45%$237 USD
Verified 14 days agoAugust 2026
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Extremely Rare Availability
2% of dates checked are available within 10% of the lowest price
Wednesday, August 19th, 2026
4 round-trip options
Returning
Thu, Aug 27, 2026•8 Day Trip
$317 USD
Returning
Fri, Aug 28, 2026•9 Day Trip
$287 USD
Returning
Sun, Aug 30, 2026•11 Day Trip
$287 USD
Returning
Mon, Aug 31, 2026•12 Day Trip
$347 USD