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Search Cheap Flights from San Juan to Chicago

Book your flights from San Juan to Chicago and save big on airfares. Have passion for excellent music, spectacular architecture and amazing art, then Chicago is definitely the destination for you. Most populous city in Illinois, US, a vacation in Chicago would certainly refresh your soul. Plan a picnic at Millennium Park which is decorated with beautiful art and architecture and is also popular for its ice rink and theatre performances. Watch some of the best dramas at the Chicago Shakespeare Theater and don’t forget to enjoy 360 degree views of the city from the top of Willis Tower which also boasts of spectacular architecture.


To reach Chicago from San Juan, you may choose amongst the premier airlines such as US Airways, American Airlines, Air Tran Airways and United Airlines. Take advantage of exclusive deals on flights to Chicago and save more to splurge on a vacation. Your flight to Chicago from San Juan takes about five hours and fifty minutes to cover a distance of about 2,061 miles excluding layover time, so make sure you have a good book or an interesting company to keep yourself engaged for the travel.

    San Juan to Chicago Flight Route Facts

  • When does the earliest flight depart SJU? 3:20PM United Airlines Flight #600
  • When does the latest flight depart CHI? 3:35PM United Airlines Flight #841
  • Which is the busiest month to travel from San Juan to Chicago?September
  • Which is the least busy month to travel from SJU to CHI?January
  • What is the travel distance between San Juan to Chicago?2,060 miles
  • How many weekly flights are there are between SJU to CHI? There are 15 weekly flights between SJU and CHI.
  • How many daily flights fly between San Juan to Chicago? There are 2 daily flights between SJU and CHI
  • Which is the busiest day in terms of passengers flying from SJU to CHI?Thursday
  • In last 30 days, what is the %age of CHI visitors who spent less than 3 days in the city?50.00 %
  • Name the airport nearby CHI? Midway International Airport
  • Name the airports nearby SJU? Fernando Luis Ribas Dominicci Airport