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Cheap Flights From Chicago To Puerto Rico Last modified: Jul 26, 2016 12:35 AM

Cheap Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to San Juan Silver, American, Alaska, JetBlue, Frontier, Spirit, Sun Country, United $274
Chicago to Aguadilla American, JetBlue, Spirit, United $339
Chicago to ViequesCheck Dates
Chicago to Ponce JetBlue $599

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Curitiba American, Azul, JetBlue, GOL, Latam Airlines Brasil, Spirit, Avianca Brazil, United $978
Chicago to Iguazu Falls American, Azul, Latam Airlines Brasil, United $1,107
Chicago to Londrina American, Azul, JetBlue, Latam Airlines Brasil, United $1,153
Chicago to Maringa American, Azul, United Check Dates
Cheap Flights from Chicago to Puerto Rico - for Round trips from CHI to PR