San Juan (SJU) to Chicago (ORD) flight deal in economy from $237

Extremely Rare Availability
2% of dates checked are available within 10% of the lowest price

Tuesday, July 14th, 2026

8 round-trip options

Returning
Sun, Jul 19, 20265 Day Trip
$479 USD
Returning
Mon, Jul 20, 20266 Day Trip
$377 USD
Returning
Tue, Jul 21, 20267 Day Trip
$454 USD
Returning
Thu, Jul 23, 20269 Day Trip
$518 USD
Returning
Fri, Jul 24, 202610 Day Trip
$479 USD
Returning
Sat, Jul 25, 202611 Day Trip
$482 USD
Returning
Sun, Jul 26, 202612 Day Trip
$469 USD
Returning
Tue, Jul 28, 202614 Day Trip
$449 USD