Chicago (ORD) to San Juan (SJU) flight deal in business from $893

Sunday, September 27th, 2026

5 round-trip options

Returning
Fri, Oct 2, 20265 Day Trip
$986 USD
Returning
Mon, Oct 5, 20268 Day Trip
$982 USD
Returning
Tue, Oct 6, 20269 Day Trip
$982 USD
Returning
Wed, Oct 7, 202610 Day Trip
$982 USD
Returning
Sat, Oct 10, 202613 Day Trip
$986 USD