What’s the cost of a flight from Port of Spain - Piarco to Chicago Midway?

Prices vary based on date, airline, and availability. Compare several options if you're flying between Port of Spain and Chicago.

Choose a date to explore the best fares now.

If possible, avoid holiday periods: ticket prices tend to rise quickly and availability drops, especially on busy routes. Morning and evening flights are often in high demand too — book early to get a good fare.

Which departure and arrival airports are available?

Between Port of Spain and Chicago, flight options may depend on the combination of airports available.

• Airports in Port of Spain: Only Port of Spain - Piarco is currently in operation.
• Airports in Chicago: Chicago is served by 3 airports - Midway, O'Hare, Rockford.

Sometimes flying into a nearby city can be more cost-effective. When a city has multiple airports, it’s worth comparing different flight combinations.

Adjust your flight filters for Port of Spain - Piarco – Chicago Midway

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Other popular destinations

Planning a trip to United States? These cities are popular too: Atlanta, Los Angeles, Miami, New York City, Orlando.

Sorting options let you see the most affordable flights first. Some results may include extra fees shown only at checkout — always read carefully to see what’s included.