$264-$268 — Chicago to San Juan, Puerto Rico (R/T, w/Tax)

As the chilly weather heads towards Chicago, hit the beach in sunny San Juan, Puerto Rico with flights for $264-$268 roundtrip, including taxes. These fall fares to the Caribbean are $100 off the usual cost of this route.

Fly.com Fare Calendar:

• $264-$268 — Chicago to San Juan, Puerto Rico (R/T, w/Tax)

Note: The $264 fares are available nonstop on American Airlines. Most of the $268 fares require 1-stop on the outbound flight, but are nonstop on the return.

Savings:

• $100 off the usual cost of this route

Travel Dates:

• Oct. 3 – Nov. 12

Sample Screenshots:

$264-$268 — Chicago to San Juan, Puerto Rico: Fly.com Results

$264-$268 — Chicago to San Juan, Puerto Rico: American Airlines Booking Page

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Featured Image: Rusted Tank on Beach at Culebra, Puerto Rico (Shutterstock.com)

Posted by Guest Post

Fly.com regularly posts guest contributions from travel experts around the world. These articles are written by journalists, bloggers, travel enthusiasts, and specialists from within various segments of the travel industry. Each has an undeniable passion for travel that enables them to share a unique and valuable point of view. We hope you enjoy their stories and advice!