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Cheap Flights from Chicago to San Juan only $126! (round-trip)

San Juan

Hi Traveler!

Calling all sun-seekers and beach lovers! Escape the Windy City and head to the tropical paradise of San Juan with an unbeatable round-trip flight deal starting at just $126!

Say “adios” to winter coats and “hola” to palm-fringed beaches, colorful architecture, and lively salsa rhythms. Whether you’re sipping on piΓ±a coladas or exploring the historic streets of Old San Juan, this Caribbean gem will captivate you with its vibrant culture and warm hospitality. So pack your swimsuits, your best dance moves, and get ready for a San Juan adventure that’ll leave you with memories as bright as the Puerto Rican sun! Book now and let the island vibes sweep you off your feet!

Seize this amazing chance to discover the wonders of San Juan without breaking the bank. Grab your tickets now and embark on an unforgettable adventure!

Travel dates:
August – September 2023 (daily availability)

Chicago – San Juan – Chicago


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Book Your Flight Here:

How to book?
To get this deal you can use the flight search box above. Just enter the travel dates, origin, and destination as seen in the deal description (screenshot) and select the cabin class.
Of course, you can adjust your origin and destination as well as your desired dates of travel (though prices and availabilities may change).
You can also book the flights at: JetRadar, CheapOair, Trip Flights, Swiss, CheapTickets, Travel-Dealer, Kayak, Opodo, Travel Overland or Kiwi. We always recommend booking directly with the airline.

Click here to book:
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Please note, all the information on this page is accurate at the time of publication. If you view this deal at a later date, prices and deals may have changed.
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