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

Friday, July 31st, 2026

8 round-trip options

Returning
Wed, Aug 5, 20265 Day Trip
$435 USD
Returning
Thu, Aug 6, 20266 Day Trip
$479 USD
Returning
Fri, Aug 7, 20267 Day Trip
$440 USD
Returning
Sun, Aug 9, 20269 Day Trip
$413 USD
Returning
Mon, Aug 10, 202610 Day Trip
$413 USD
Returning
Tue, Aug 11, 202611 Day Trip
$363 USD
Returning
Wed, Aug 12, 202612 Day Trip
$418 USD
Returning
Fri, Aug 14, 202614 Day Trip
$442 USD