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1. www.aa.com › en-us › flights-from-chicago-to-puerto-ricoAmerican Airlines | Chicago - Puerto Rico at $286

   www.aa.com › en-us › flights-from-chicago-to-puerto-rico

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   Explore American Airlines flights from Chicago to Puerto Rico and book your next trip today.

2. www.kayak.com › flight-routes › Chicago-CHI$61 Cheap Flights from Chicago to Puerto Rico | KAYAK

   www.kayak.com › flight-routes › Chicago-CHI

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   Find flights to Puerto Rico from $61. Fly from Chicago on Spirit Airlines, Frontier and more. Search for Puerto Rico flights on KAYAK now to find the best deal.

3. www.aa.com › en-us › flights-to-puerto-ricoAmerican Airlines® - Search flights to Puerto Rico

   www.aa.com › en-us › flights-to-puerto-rico

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   Find American Airlines flights to Puerto Rico and book your trip! Enjoy our travel experiences and fly in style!

4. www.flightsfrom.com › ORD-SJUDirect (non-stop) flights from Chicago to San Juan

   www.flightsfrom.com › ORD-SJU

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   Detailed flight information from Chicago ORD to San Juan SJU. See all airline(s) with scheduled flights and weekly timetables up to 9 months ahead. Flightnumbers and complete route information.

5. www.aa.com › en-us › flights-from-chicago-to-san-juanAmerican Airlines® - Find Chicago to San Juan flights

   www.aa.com › en-us › flights-from-chicago-to-san-juan

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   Are you searching for American Airlines flights from Chicago to San Juan? Find the best selections and fly in style.

6. www.travelmath.com › nonstop-flight › fromDirect Flights from Chicago, IL to San Juan, Puerto Rico -...

   www.travelmath.com › nonstop-flight › from

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   There are 3 non-stop flights from Chicago, Illinois to San Juan, Puerto Rico. American Airlines. Southwest Airlines. United Airlines. See the full list of airline routes and airports to book your trip. You may need to drive to a nearby airport to get a direct flight.

7. www.skyscanner.com › routes › chiaCheap flights from Chicago to Puerto Rico - Skyscanner

   www.skyscanner.com › routes › chia

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   From American Airlines to international carriers like Emirates, we've compared flights from all major airlines and online travel agents to find the cheapest Chicago to Puerto Rico flights. And with us, there are no hidden fees – what you see is what you pay.