Cheap flights from Illinois to Puerto Rico

Travel > Caribbean > Puerto Rico

In the last century San Juan underwent a great expansion, incorporating Condado, Hato Rey, Miramar, Santurce and Río Piedras. San Juan draws tourists with its historical buildings, exquisite cuisine and a wide range of lodgings. Among the main attractions there is Catedral de San Juan (San Juan Cathedral). Built in the 1520s and having a medieval architecture, the actual cathedral has suffered many restorations due to the hurricanes that destroyed it. It shelters the shrine of Ponce... (read more in our San Juan Travel Guide)

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Chicago 

Check our newest flight offers to Puerto Rico:

  • $354American Airlines flight American Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)04/12/201507:25 am
    San Juan, PR (SJU)Chicago, IL (ORD)04/20/201508:35 am
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  • $355American Airlines flight American Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)04/12/201507:25 am
    San Juan, PR (SJU)Chicago, IL (ORD)04/20/201504:45 pm
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  • $358Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)04/12/201509:00 am
    San Juan, PR (SJU)Chicago, IL (ORD)04/20/201504:45 pm
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  • $392United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Aguadilla, PR (BQN)06/04/201502:00 pm
    Aguadilla, PR (BQN)Chicago, IL (ORD)06/11/201502:00 am
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  • $500Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Ponce, PR (PSE)03/21/201506:32 pm
    Ponce, PR (PSE)Chicago, IL (ORD)03/27/201505:00 am
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San Juan Pictures
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  • San Juan, Puerto Rico - San Juanview
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