Chicago to San Juan Flights

Visit the Caribbean without leaving the U.S. with a trip to San Juan, Puerto Rico. It's easy to travel from Chicago to San Juan when you use Orbitz.com to book your airline tickets and hotel accommodations online. Whether you are interested in exploring historic sites or sampling the best cuisine that Puerto Rico has to offer, San Juan has what you are looking for.

Leaving Chicago

When you travel from Chicago to San Juan, you can fly out of Chicago O'Hare International Airport or Chicago Midway International Airport. Typically, the only nonstop flight to San Juan from Chicago is on American Airlines leaving out of Chicago O'Hare International Airport, but you may be able to get a deal on a single-stop flight leaving from Midway.

Public buses serve both O'Hare and Midway, so you can catch a ride at various points downtown. For door-to-door service, local taxi companies and airport shuttle services are available to pick you up anywhere in Chicago and bring you to either airport. If you are driving to the airport, both O'Hare and Midway have economy lots located off-site. Free shuttles bring passengers from the economy lots to the terminals. You can also park at the garages located next to each airport. Both airports have restaurants, coffee shops, and stores where you can eat or shop while waiting to board your flight.

Travel to San Juan

Visitors to San Juan can enjoy colonial architecture, bustling nightlife, and plenty of outdoor adventures. You can fill your time in San Juan by visiting the city's many museums and historic sites or simply swimming and lying out on the beach. Whether you want an active vacation or a relaxing one, you can find something to suit your vacation tastes in San Juan.

Visiting San Juan

Visitors to San Juan arrive at Luis Munoz Marin International Airport, which is about 9 miles from the city center. Taxis are available at the airport to take you to your hotel and cost about $8 to get into town. Alternately, you can take a public bus into the city for just $0.25. If you plan to drive while in Puerto Rico, you can rent a car from one of the car rental agencies at the airport. Avis, Hertz, and National are just three of the many agencies with facilities at the airport.

Popular historic sites in San Juan include Castillo de San Cristobal, the San Juan Gate, and San Juan Cathedral. Make time to explore the various neighborhoods of San Juan while you are there. In addition to the historical Old City, check out the swanky Isla Verde neighborhood and Santurce, which has recently become a hot district for art galleries. If your vacation plans include relaxing on the beach for hours, check out Ocean Park Beach or Condado Beach.

San Juan's tropical location keeps temperatures fairly steady year round, with highs in the 80s and lows in the 70s. January through March is the dry season in Puerto Rico, so many travelers from Chicago enjoy escaping the cold and visiting during this pleasant season. Travelers visiting at other times of the year may want to bring rain gear in case of sudden showers. Hurricane season runs from June through November, so be sure to watch the weather reports to ensure that there are no tropical storms or hurricanes approaching the island during your planned travel time.

Traveling from Chicago to San Juan

When you are ready to explore the early history of the Americas, or are simply ready for a tropical getaway, check Orbitz.com for great deals on travel to San Juan. In addition to flights from Chicago to San Juan, you can book your lodging, car rentals, and tickets to popular attractions online.