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Search flights from Chicago (CHI) to Puerto Rico

Compare flights and book cheap plane tickets with ease from Chicago to Puerto Rico

Popular flights from Chicago to Puerto Rico

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Displayed prices are based on flights departing in the next 30 days

Airlines that fly from Chicago to Puerto Rico

Based on flights we sold recently. Available airlines may vary depending on your search

  • Spirit Airlines
  • American Airlines
  • United Airlines
  • Frontier Airlines
  • JetBlue

Flying from Chicago to Puerto Rico: Things to know

The most popular route is from Chicago O'Hare International Airport in Chicago to Luis Muñoz Marín International Airport in San Juan. On average this flight takes 5 hours 1 minute one-way and costs $730 round-trip.

San Juan is the most popular city in Puerto Rico for our customers to fly to.

Most popular route
Chicago O'Hare International Airport (ORD) to Luis Muñoz Marín International Airport (SJU)
Average flight time
5 hours 1 minute
Most popular flight destination
San Juan, Puerto Rico
Average round-trip price
$730
Main currency
U.S. Dollar

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FAQs: Traveling from Chicago to Puerto Rico

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