Recent Airfares From Chicago to Puerto Rico

Chicago to San Juan

from

8 Feb - 23 Feb
15-day round trip
change dates

Weather Averages for Puerto Rico

Chicago to Puerto Rico Flight Information

  • The most popular flight routes from Chicago to Puerto Rico are Chicago to San Juan, Chicago to Aguadilla
  • The cheapest flight from Chicago to Puerto Rico is from Chicago to San Juan, with airfares starting at EGP 6887.98
  • The fastest flight from Chicago to Puerto Rico is from Chicago to San Juan, with an average flight time of 4h 35m
  • The most popular airlines flying from Chicago to Puerto Rico are Frontier Airlines, Spirit Airlines
  • The most popular city destinations in Puerto Rico are San Juan, Culebra, Vieques