Statistics on Chicago-Trinidad and Tobago (Port Of Spain) flights: what is the right price and when to buy your plane ticket?
Best time to go: what is the RIGHT price for a round-trip flight to Trinidad and Tobago (Port Of Spain) (from: Chicago)
The average price to go to Trinidad and Tobago (Port Of Spain) from Chicago airport is $ 635 (round trip). However, there are variations depending on the departure month. Thus, it is possible to pay for your plane ticket on average between $ 502 (in october) and $ 978 (in february), which is a saving of $ 134 or a surplus of $ 343 (compared to the average price) depending on the period you leave.
The analysis of all prices reveals that the most frequent price is between $496 to $551 and it is generally more economical to leave on a tuesday and return on a tuesday on a flight with 1 or more layovers.
Be careful, the cheapest months may correspond to unfavorable weather periods . Check out our page best time to go to Trinidad and Tobago (Port Of Spain) before booking your flight.
If you want to know when to book your flight at the best price, go straight to the second part of this page: When to buy your Chicago-Trinidad and Tobago (Port Of Spain) plane ticket.
How are these data calculated?
We have studied a sample of 5835 airfare prices from previous years for flights to Trinidad and Tobago (Port Of Spain) from Chicago and can thus establish precise and credible price variation trends based on different parameters. Of course, prices can vary from year to year, but the seasonal aspect of this data (recurrence of school holidays, events... from year to year) makes these statistics quite reliable.
Average price depending on the departure month
Data analysis:
By leaving in october, the price of the plane ticket will statistically be the cheapest ($ 502, saving $ 134 compared to the average price over the year which is $ 635). Conversely, february will be the most expensive ($ 978).
Flight Chicago-Trinidad and Tobago (Port Of Spain): when is the best time to go for the best price?
| Month | Good price* | Average price | Our opinion |
|---|---|---|---|
| January | $ 471 | $ 531 | good price |
| February | $ 708 | $ 978 the most expensive | very high price |
| March | $ 501 | $ 587 | good price |
| April | $ 464 | $ 520 | good price |
| May | $ 479 | $ 556 | good price |
| June | $ 534 | $ 619 | good price |
| July | $ 653 | $ 739 | fair price |
| August | $ 585 | $ 693 | fair price |
| September | $ 464 | $ 517 | good price |
| October | $ 445 | $ 502 the cheapest | very good price |
| November | $ 452 | $ 548 | good price |
| December | $ 644 | $ 826 | high price |
*great price to buy your plane ticket: if you see this price or cheaper during your flight search, go for it and buy it!
Price breakdown to travel from Chicago to Trinidad and Tobago (Port Of Spain)
Data analysis:
The prices for flights from Chicago to Trinidad and Tobago (Port Of Spain) range from $330 to $1211. 3% of tickets were purchased at the minimum price (from $331 to $386), 1% at the maximum price (from $1156 to $1211). The majority of plane tickets were purchased in the range of $496 to $551 (16% of tickets).
Cheapest airlines for the Chicago->Trinidad and Tobago flight
There are 9 companies that serve Chicago from Trinidad and Tobago (Port Of Spain) airport: Spirit Airlines, United, Copa, Frontier Airlines, American Airlines, jetBlue, Iberia, Air New Zealand and Air Canada.
Data analysis:
Of the 5835 flights analyzed in previous years, Spirit Airlines was the airline that offered the best fare most often in the flight ticket search results (31% of the time) on the Chicago->Trinidad and Tobago route.
Which day of the week to leave?
Data analysis:
Statistically, Chicago-Trinidad and Tobago (Port Of Spain) flights departing on a tuesday are cheaper than on other days of the week. By choosing a tuesday as your departure date, you can save an average of $77. On the other hand, departing on a thursday may cost you an additional $62.
Which day of the week to come back?
Data analysis:
Statistically, return flights from Trinidad and Tobago (Port Of Spain) to Chicago departing on a tuesday are cheaper than on other days of the week. By choosing a tuesday for your return date, you will save an average of $97. Conversely, departing from Trinidad and Tobago (Port Of Spain) on a wednesday may cost you an additional $119.
Top prices Chicago-Trinidad and Tobago (Port Of Spain)
| Round trip | Dates | Price | |
|---|---|---|---|
| Chicago → Port Of Spain | 05-05 to 12-05-2025 | $ 487 | layover flight with Copa |
| Chicago → Port Of Spain | 06-05 to 20-05-2025 | $ 484 | layover flight with Spirit Airlines |
| Chicago → Port Of Spain | 19-05 to 26-05-2025 | $ 481 | layover flight with Copa |
| Chicago → Port Of Spain | 21-05 to 26-05-2025 | $ 481 | layover flight with Copa |
| Chicago → Port Of Spain | 22-05 to 26-05-2025 | $ 498 | layover flight with Air Canada |
| Chicago → Port Of Spain | 23-05 to 30-05-2025 | $ 577 | layover flight with Copa |
| Chicago → Port Of Spain | 23-06 to 30-06-2025 | $ 541 | layover flight with American Airlines |
| Chicago → Port Of Spain | 03-07 to 07-07-2025 | $ 488 | layover flight with Copa |
| Chicago → Port Of Spain | 06-09 to 20-09-2025 | $ 541 | layover flight with United |
| Chicago → Port Of Spain | 20-09 to 27-09-2025 | $ 541 | layover flight with American Airlines |
When to book your flight Chicago - Trinidad and Tobago (Port Of Spain) to get the cheapest price?
Statistically, you will make the biggest savings by buying your plane ticket between 1 to 2 months in advance. However, you may end up paying a high price if you book between 5 to 6 months in advance.
Did you know: the price of plane tickets not only varies depending on how far in advance you book, but also on the day of the week you book! So, to maximize your chances of getting the best price for a Chicago-Trinidad and Tobago flight, it is recommended to book your ticket on a sunday.
How far in advance should I buy my flight?
Data analysis:
To get the cheapest flight ticket from Chicago to Trinidad and Tobago (Port Of Spain), it is recommended to buy it 1 to 2 months before departure (it is then on average 596 $, which is a saving of 39 $ compared to the overall average price). On the other hand, if you buy your ticket 5 to 6 months in advance, you will pay the full price (175 $ more than the average price).
Depending on the departure month
The best time to buy your Chicago to Trinidad and Tobago (Port Of Spain) flight ticket may vary depending on your departure month. Therefore, we offer you statistics on when to book your flight month by month.
| Departure on... | How far in advance should I book? |
|---|---|
| January | Best time: 1 to 2 months before departure (average price: 486 $) Other interesting period(s): 0 to 1 month ($ 526) |
| February | Best time: 1 to 2 months before departure (average price: 805 $) |
| March | Best time: 1 to 2 months before departure (average price: 552 $) Other interesting period(s): 0 to 1 month ($ 568) |
| April | Best time: 1 to 2 months before departure (average price: 501 $) Other interesting period(s): 0 to 1 month ($ 507) |
| May | Best time: 2 to 3 months before departure (average price: 501 $) Other interesting period(s): 1 to 2 months ($ 514), 3 to 4 months ($ 545) |
| June | Best time: 2 to 3 months before departure (average price: 570 $) Other interesting period(s): 1 to 2 months ($ 602) |
| July | Best time: 1 to 2 months before departure (average price: 729 $) |
| August | Best time: 1 to 2 months before departure (average price: 645 $) |
| September | Best time: 1 to 2 months before departure (average price: 512 $) |
| October | Best time: 1 to 2 months before departure (average price: 497 $) |
| November | Best time: 1 to 2 months before departure (average price: 511 $) |
| December | Best time: 1 to 2 months before departure (average price: 758 $) Other interesting period(s): 2 to 3 months ($ 805) |
What day of the week should I book my flight ticket?
Data analysis:
Statistically, sunday is the day when plane tickets for Chicago->Trinidad and Tobago are the cheapest. So, by buying your plane ticket on a sunday, you will save $16. Conversely, by buying it on a friday, you may end up paying $14 more.
Chicago to Trinidad and Tobago (Port Of Spain): flight price when booking today
Information: this data is not statistics but comes from real prices collected less than 7 days ago. Some months may not be available as we do not have enough data for them.
| Month | Current price | Our opinion | |
|---|---|---|---|
| April 2025 | $ 708 $562 to $943 | very high price | Find a flight |
| May 2025 | $ 564 $481 to $881 | high price | Find a flight |
| June 2025 | $ 509 $476 to $541 | very good price | Find a flight |
| July 2025 | $ 488 $488 to $488 | very good price | Find a flight |
| September 2025 | $ 541 $541 to $541 | high price | Find a flight |
| December 2025 | $ 1205 $1157 to $1254 | very high price | Find a flight |
Data analysis:
Compared to the average price, june and july are cheaper to travel to Trinidad and Tobago (Port Of Spain). So it may be interesting to book now to leave during these months!