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Sky High Flight Facts for Your Trip: Chicago to San Juan

Book your flights from Chicago to San Juan and save big on airfares. 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. Take advantage of exclusive deals on flights to San Juan and save more to splurge on a vacation. 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.

  • When does the earliest flight depart CHI? 8:50AM Southwest Airlines Flight #566
  • When does the latest flight depart SJU? 10:20PM United Airlines Flight #6511
  • Which is the busiest month to travel from Chicago to San Juan?January
  • Which is the least busy month to travel from CHI to SJU?December
  • What is the travel distance between Chicago to San Juan?2,060 miles
  • How many weekly flights are there are between CHI to SJU? There are 10 weekly flights between CHI and SJU.
  • How many daily flights fly between Chicago to San Juan? There are 1 daily flights between CHI and SJU
  • Which is the busiest day in terms of passengers flying from CHI to SJU?Tuesday
  • Name the airport nearby SJU? Fernando Luis Ribas Dominicci Airport
  • Name the airports nearby CHI? Midway International Airport