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Book United Vacation Packages from Chicago to San Juan

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  3. To Puerto Ricokeyboard_arrow_right
  4. Chicago - San Juan

Flight + Hotel Packages from Chicago to San Juan 

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1/30
2Night(s) Trip
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
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ORD-SJU
Flights+Hotel
From
$914 Price subject to change
Viewed:14 minutes ago
2/30
2Night(s) Trip
O:LV Fifty Five Hotel - Adults Only
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ORD-SJU
Flights+Hotel
From
$1,061 Price subject to change
Viewed:14 minutes ago
3/30
2Night(s) Trip
O:LV Fifty Five
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ORD-SJU
Flights+Hotel
From
$1,064 Price subject to change
Viewed:14 minutes ago
4/30
5Night(s) Trip
Wyndham Palmas Beach and Golf Boutique Resort
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ORD-SJU
Flights+Hotel
From
$1,421 Price subject to change
Viewed:25 minutes ago
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*Average total price per person based on round trip flights and double occupancy hotel stays. Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply.

Current Weather in San Juan 

Tuesday sky is clear
85°F 06/03/25
Wednesday light rain
85°F 06/04/25
Thursday light rain
86°F 06/05/25
Friday sky is clear
87°F 06/06/25
Saturday light rain
85°F 06/07/25
Sunday light rain
85°F 06/08/25
Monday light rain
85°F 06/09/25
Powered by: OpenWeatherMap.org

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