Cheap flights from Illinois to San Juan

Travel > Caribbean > Puerto Rico > Illinois to San Juan flights

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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Chicago 

Check our newest flight offers to San Juan:

  • $261Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)05/08/202103:00 pm
    San Juan, PR (SJU)Chicago, IL (ORD)05/23/202101:30 pm
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  • $262Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)06/03/202106:30 pm
    San Juan, PR (SJU)Chicago, IL (ORD)06/11/202109:41 am
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  • $296Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)05/18/202112:30 am
    San Juan, PR (SJU)Chicago, IL (ORD)05/24/202108:52 pm
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  • $308Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)05/08/202103:00 pm
    San Juan, PR (SJU)Chicago, IL (ORD)05/23/202108:37 pm
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  • $312Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Juan, PR (SJU)05/18/202106:15 am
    San Juan, PR (SJU)Chicago, IL (ORD)05/24/202108:52 pm
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$237 Depart: 07/28/2021
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$512 Depart: 12/29/2019
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Multiple AirlinesMontreal To Calgary Multiple Airlines airfares from Montreal in May
$396 Depart: 05/31/2021
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San Juan Pictures
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  • San Juan, Puerto Rico - San Juanview
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