Welcome | Sign out

Cheap Flights from Chicago to Puerto Rico

Popular Flights from Chicago to Puerto Rico

Did You Know?

  • The longest flight from Chicago, IL to Puerto Rico is 2,072 miles.
  • The earliest flight from Chicago, IL leaves at 1:00 am.
  • New York, NY has the most direct flights to Puerto Rico.
  • There are 27 connecting cities from Chicago, IL to Puerto Rico.
  • The shortest flight from Chicago, IL to Puerto Rico is 2,072 miles.
  • There are 21 carriers flying into Puerto Rico.
  • The most popular destination from Chicago, IL is La Guardia.
  • There are 36 direct flights from Chicago to Puerto Rico.

Cheap Domestic Flights from Chicago - CHI

Flights
Airline
Lowest Price
United, Delta, US Airways, Spirit, AirTran, JetBlue, American
$311
Cheap Flights from Chicago to Puerto Rico - from $311 Round trip from CHI to PR