Cheap flights from Port of Spain to Chicago from $539
This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Port of Spain to Chicago departing on 5/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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United Airlines flights from Port of Spain to Chicago
Our best United Airlines deals on Port of Spain to Chicago flight tickets
American Airlines flights from Port of Spain to Chicago
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How to get the cheapest flight ticket from Port of Spain to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $597. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Port of Spain to Chicago for around $1,058.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Port of Spain to Chicago during this time can be as low as $716. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $830.
When to book flights from Port of Spain to Chicago
Cheap Port of Spain to Chicago (POS to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Port of Spain to Chicago
How far is Port of Spain Piarco Intl to Chicago by plane?
Port of Spain Piarco Intl and Chicago are 2671.5 mi apart from one another. A reasonable flight in good conditions will take 9h 31m.
When did momondo last update prices for flights from Port of Spain Piarco Intl Airport to Chicago?
Prices for flights from Port of Spain Piarco Intl Airport to Chicago were last updated today.
How many operators does momondo search for flights from Port of Spain Piarco Intl Airport to Chicago?
There are 2 operators available for flights from Port of Spain Piarco Intl Airport to Chicago as of May 2025.
How old do you have to be to fly from Port of Spain Piarco Intl Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Port of Spain Piarco Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular airline from Port of Spain to Chicago?
Based on momondo bookings for flights between Port of Spain and Chicago, the leading airline is United Airlines, making up 53% of the total bookings. Other popular airlines include American Airlines with 47%.
Best airlines flying from Port of Spain to Chicago
Compare and see reviews for airlines that fly from Port of Spain to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $493 | Free Cancellation | Rating 7.4 8,696 reviews | |||
| PriceFrom $561 | Free Cancellation | Rating 7.2 10,000 reviews |
Traveling to a place near Chicago?
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Why should I use momondo to find a flight deal from Port of Spain to Chicago?
Finding the right flight to Chicago from Port of Spain is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.
Can I find flights from Port of Spain to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Port of Spain to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from Port of Spain to Chicago?
momondo helps you find the best flight between Port of Spain and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Port of Spain to Chicago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Port of Spain to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.