Chicago (ORD) to San Juan (SJU) flight deal in economy from $307
ORDO'Hare International Airport
Chicago, United States
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
$531 USD
-42%$307 USD
Verified 1 day agoAugust 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Limited Availability
13% of dates checked are available within 10% of the lowest price
Monday, August 3rd, 2026
10 round-trip options
Returning
Sat, Aug 8, 2026•5 Day Trip
$443 USD
Returning
Sun, Aug 9, 2026•6 Day Trip
$402 USD
Returning
Mon, Aug 10, 2026•7 Day Trip
$439 USD
Returning
Tue, Aug 11, 2026•8 Day Trip
$391 USD
Returning
Wed, Aug 12, 2026•9 Day Trip
$431 USD
Returning
Thu, Aug 13, 2026•10 Day Trip
$466 USD
Returning
Fri, Aug 14, 2026•11 Day Trip
$408 USD
Returning
Sat, Aug 15, 2026•12 Day Trip
$506 USD
Returning
Sun, Aug 16, 2026•13 Day Trip
$501 USD
Returning
Mon, Aug 17, 2026•14 Day Trip
$431 USD