Head off on vacation to tropical Puerto Rico! Book United flights from Chicago to San Juan for $173 for a round trip with United!
Fancy a getaway to one of the Caribbean Islands? Jump at the chance to kick back on the beautiful beaches of Puerto Rico, enjoying rum, sun and crystal clear waters of the Caribbean Sea.
Best Beaches in Puerto Rico
Puerto Rico has an average of 10 Blue Flag awarded beaches every year. Choose from secluded and quiet, to world-class surfing spots. The coastline is dotted with over 300 beaches to enjoy year round! Playa Sucia (La Playuela) in Cabo Rojo is the most scenic location on the main island of Puerto Rico. In this white sand beach you can enjoy views of limestone cliffs or hike to a scenic walking trail along the nature reserve.
Puerto Rico possesses offshore islands, cays and islets with natural beaches. The islands of Vieques and Culebra are Caribbean’s best kept secrets, where you will find postcard perfect beaches without crowds. Flamenco Beach in Culebra Island has been consistently ranked as one of the best beaches in the world. The waves are very gentle there, the sand is light and pure white, and the water quality has won the Blue Flag award for many years. Playa La Chiva (Blue Beach) and Playa Caracas (Red Beach) are the best beaches in Isla de Vieques, with soft, golden sand and crystal clear turquoise waters.
Find out more about Puerto Rico in our guide: Destination Fly4free: Puerto Rico >>
September – November 2023
Sep 8-15, 10-19, 12-19, 12-21, 12-22, 20-27, 20-28, 20-30, Oct 23 – Nov 1, Oct 30 – Nov 2, Oct 30 – Nov 3, Oct 30 – Nov 7,
Chicago – San Juan – Chicago
One cabin bag per passenger
We suggest you staying in top-rated Hotel Villa del Sol with excellent reviews and free cancellation!
If you plan to hire a car for your trip, we encourage you to book it on Kayak >>
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