Cheap Flights from Chicago to San Juan* All One Way Round Trip SJUChicago → San JuanOne Way Trip | Jun 24$108.99 Book Now SJUChicago → San JuanOne Way Trip | Aug 15$169.75 Book Now * All fares above were last found on: May 12, 2025 at 8:01 PM. Fares are one way or round trip as indicated aboveone way. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are based on historical data, are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions. 202505~Ref:urFyzYaheUWzs1HP6Z3ghw
Our Lowest Fare* All fares below were last found on: . Fares are round trip. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are based on historical data, are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions.
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Why to Book with Call Center Personalized experience by our live agents Immediate booking confirmation 24-hour cancellation Flexible payment plans
Search Cheap Flights from Chicago to San JuanBook your flights from Chicago to San Juan. Check out the Spanish heritage or take a stroll in its colonial neighborhoods, San Juan is one of the pleasant destinations to visit and explore. It is the capital and the most populous municipality in Puerto Rico.To reach San Juan from Chicago, you can choose amongst the top airline that includes US Airways and American Airlines. Your flight to San Juan from Chicago takes about seven hours thirty minutes to cover a distance of about 2051 miles excluding layover time. For passing time watching in-flight movie is the best bet.
Airports Nearby San JuanFlights to Fernando Luis Ribas Dominicci AirportFlights to Humacao AirportFlights to Jose Aponte de la Torre AirportFlights to Antonio Nery Juarbe Pol AirportFlights to Benjamin Rivera Noriega AirportFlights to Mercedita AirportFlights to Cyril E King Airport
Airports Nearby ChicagoFlights to Midway International AirportFlights to Chicago O'Hare International AirportFlights to Gary Chicago International AirportFlights to Chicago Executive AirportFlights to Griffith AirportFlights to Aurora Municipal AirportFlights to Bristol Airport
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