Cheap flights from Illinois to Puerto Rico

Travel > Caribbean > Puerto Rico

In addition to these historical landmarks are the beautiful coastlines that are perfect for families. After an educational tour around the city, you take a walk along the shore and enjoy the heat of the tropical sun. What else could be better than that? Whenever you feel like bringing home some souvenirs for the ones you left at home, head right to the cruise ship docks and along Calle San Francisco to purchase local island crafts. On Calle Marina the residents of San Juan present you with a... (read more in our San Juan Sightseeing)

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Check our newest flight offers to Puerto Rico:

  • $300Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)09/03/201409:00 am
    San Juan, PR (SJU)Chicago, IL (ORD)09/17/201402:50 pm
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  • $305Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)11/04/201405:10 am
    San Juan, PR (SJU)Chicago, IL (ORD)11/18/201403:40 pm
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  • $306Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)11/04/201409:05 am
    San Juan, PR (SJU)Chicago, IL (ORD)11/18/201403:40 pm
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  • $454United Airlines flight United Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Aguadilla, PR (BQN)10/12/201403:00 pm
    Aguadilla, PR (BQN)Chicago, IL (ORD)10/19/201402:30 am
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  • $481Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Chicago, IL (ORD)Ponce, PR (PSE)10/03/201407:48 pm
    Ponce, PR (PSE)Chicago, IL (ORD)10/11/201405:05 am
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San Juan Pictures
  • El Morro - San Juanview
  • San Juan, Puerto Rico - San Juanview
  • San Juan, Puerto Rico - San Juanview
  • El Morro - San Juanview

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