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

Friday, October 16th, 2026

5 round-trip options

Returning
Wed, Oct 21, 20265 Day Trip
$982 USD
Returning
Sat, Oct 24, 20268 Day Trip
$986 USD
Returning
Sun, Oct 25, 20269 Day Trip
$1,017 USD
Returning
Mon, Oct 26, 202610 Day Trip
$986 USD
Returning
Thu, Oct 29, 202613 Day Trip
$982 USD