Cheap flights from Chicago to Port of Spain from $211

Travelers frequently search for route combinations, such as Chicago and Mexico City, Guadalajara, Orlando, Atlanta, Dallas, Miami, Phoenix, Las Vegas, Denver, Fort Lauderdale, León, Tampa, Cancún, New York, Los Angeles, Morelia, San Francisco, Houston, Philadelphia, San Juan.

Travelers frequently search for route combinations, such as Port of Spain and Miami, New York, Washington, D.C., Philadelphia, Dallas, Atlanta, Orlando, Minneapolis, Cleveland, Columbus, San Juan, Fort Lauderdale, Tampa, Houston, Toronto, Georgetown, Bogotá, Panama, Aruba, Mexico City.

Chicago is mainly served by O Hare International. But there are other airports nearby, including Chicago Midway International, Chicago Rockford International.

The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, South Bend International, General Mitchell International, Dane County Regional, Quad City International, Fort Wayne International, General Wayne A. Downing Peoria International, Central Illinois Regional, Muskegon County, University of Illinois Willard.

The main airport in Port of Spain is Piarco International. It is also served by Piarco International.

Currently, you can fly between Chicago and Port of Spain with Caribbean Airlines, Spirit Airlines, Air Canada, JetBlue Airways, Copa Airlines.

If you don’t have specific dates for your trip between Chicago and Port of Spain, you can enter a date range into the departure and return fields. Most carriers on the Kiwi.com website allow you to search and book up to six months from the day of your search. Order the search results by the best, cheapest, or fastest route, or find the cheapest outbound and return combination in the pricing table.

Traveling between Chicago and Port of Spain, you can choose between direct (nonstop) flights or flights with one or more stops. You can select the number of stops on your journey, including an overnight stopover, and the duration of the stopover. What’s more, you can also select where you want to have your stopover. Want to say "Hi" to a friend in another city en route to your destination? Or fancy a quick round of shopping? Go Multi-City or Nomad and add places to your search that you wish to visit.

There are a number of airports in and around Chicago. The main one is O Hare International and other nearby airports include Gerald R. Ford International, South Bend International, General Mitchell International, Dane County Regional, Quad City International, Fort Wayne International, General Wayne A. Downing Peoria International, Central Illinois Regional, Muskegon County, University of Illinois Willard