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Recent San Juan Posts

Search Cheap Flights from 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.

    Chicago to San Juan Flight Route Facts

  • What is the cheapest return flight price from CHI to SJU?


  • What is the fare range for flights from CHI to SJU?

    $204 - $911

  • When does the earliest flight depart CHI?

    7:48AM United Airlines Flight #841

  • When does the latest flight depart SJU?

    10:42PM United Airlines Flight #1911

  • Which is the busiest month to travel from Chicago to San Juan?


  • Which is the least-busy month to travel from CHI to SJU?


  • What is the travel distance between Chicago and San Juan?

    2,060 miles

  • How many weekly flights operate between CHI and SJU?

    There are 6 weekly flights between CHI and SJU.

  • Which is the busiest day in terms of passengers flying from CHI to SJU?


  • In last 30 days, what is the %age of SJU visitors who spent less than 3 days in the city?

    100.00 %

  • Which airport is located close to SJU?

    Luis Munoz Marin Airport

  • Which airport is located close to CHI?

    Midway International Airport

San Juan Reviews

Expert and friendly staff

The agent was friendly. He could even speak English clearly!

- susan  Dec 02, 2019
Helpful and patient agent

The agent was very helpful and patient despite my accent being a little difficult to understand. I will gladly use this service again. Maintain the excellent service.

- Ricky  Nov 14, 2019