How much is a ticket from Chicago O'Hare to Port of Spain - Piarco?

Depending on when you travel and how far in advance you book, fares between Chicago and Port of Spain can differ a lot.

Choose a date to explore the best fares now.

If you’re flexible with timing, consider overnight flights — they often cost less and are less crowded. Exploring multiple date and time combinations can help you find the cheapest solution.

Flying from or to Chicago and Port of Spain? Here are your airport options

Knowing your full list of nearby airports can make flight planning easier, especially when routes vary.

• Airports in Chicago: You have 3 departure options - Midway, O'Hare, Rockford.
• Airports in Port of Spain: Port of Spain - Piarco is the only arrival option right now.

For families or those traveling with assistance, smaller airports can be easier to navigate. Cities served by multiple airports often allow for more flexible travel planning.

Explore flights from Chicago O'Hare to Port of Spain - Piarco your way

On Jetcost, you can filter by round-trip or one-way, time of day, airline, number of stops, and even by agency like eDreams or Expedia. Options include Ryanair, British Airways, Easyjet, and more.

Other popular destinations

Also interested in Trinidad and Tobago? Check out: Port of Spain, Tobago.

If you’re flexible with dates, try checking the days before and after to see if prices vary. Some routes are offered by multiple agencies — comparing fares can really pay off.