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Find Chicago to Puerto Rico Flight + Hotel Vacation Packages With Spirit Vacations

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Explore Our Most Popular Vacation Packages

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3Night(s) Trip
From Chicago Packages to San Juan
-
Flight+Hotel
From
$678 Price subject to changes
per person based on 2-person occupancy
Updated:day ago
Updated:day ago
3Night(s) Trip
From Chicago Packages to San Juan
-
Flight+Hotel
From
$602 Price subject to changes
per person based on 2-person occupancy
Updated:day ago
Updated:day ago
3Night(s) Trip
From Chicago Packages to San Juan
-
Flight+Hotel
From
$600 Price subject to changes
per person based on 2-person occupancy
Updated:day ago
Updated:day ago
4Night(s) Trip
From Chicago Packages to San Juan
-
Flight+Hotel
From
$865 Price subject to changes
per person based on 2-person occupancy
Updated:13 hours ago
Updated:13 hours ago
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.

We Found These Vacation Packages from Chicago to Puerto Rico For You!