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

Sunday, July 26th, 2026

8 round-trip options

Returning
Fri, Jul 31, 20265 Day Trip
$597 USD
Returning
Sat, Aug 1, 20266 Day Trip
$558 USD
Returning
Sun, Aug 2, 20267 Day Trip
$508 USD
Returning
Tue, Aug 4, 20269 Day Trip
$472 USD
Returning
Wed, Aug 5, 202610 Day Trip
$490 USD
Returning
Thu, Aug 6, 202611 Day Trip
$534 USD
Returning
Fri, Aug 7, 202612 Day Trip
$494 USD
Returning
Sun, Aug 9, 202614 Day Trip
$468 USD