Flights from Chicago to San Juan (CHI to SJU)

◊ Expires Feb 28, 2025. Restrictions apply.Discount applies to service fees service fee for qualified airline tickets, hotel, car rental bookings for destinations in the Western region (AZ, CO, ID, MT, NV, NM, UT, WY, AK, CA, HI, OR, WA) of the United States, Caribbean and Central America. Amount of service fees service fee discount varies: for air bookings maximum savings of $5 per person applied to bookings from one (1) traveler up to three (3) travelers; the maximum discount applied is $15; for hotel bookings maximum savings of $12.99 applied on qualified purchases; for car rental bookings maximum savings of $8 applied on qualified bookings; for vacation package bookings maximum savings of $20 applied on qualified bookings. Promo Code and Instant Savings offers can be combined up to the amount of our service fees service fee but cannot be used or combined with any other coupons, promotions or special offers. May be withdrawn at any time without notice. No cash value, void where prohibited.
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Search Cheap Flights from Chicago to San Juan

Book 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.

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