Trinidad

$455+ Cheap flights from Illinois to Trinidad

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — POS
ago. 5 — ago. 121
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Cheap flight deals from Illinois to Trinidad

Keep the following information in mind while searching for Illinois to Trinidad flight deals. Data was last updated julio 31, 2025.

Round-trip from

$455
(Kiwi.com)

Popular in

February

Cheapest in

January

Average price

$735
From Illinois to Trinidad
Highest demand for flights based on searches. 18% potential increase in price ($163 potential increase over avg. RT price).
Cheapest flight prices on average. 9% potential price decrease ($62 potential savings vs. average RT price).
Average for round-trip flights in July 2025

Find flight deals from Illinois to Trinidad

Cheapest flights from Illinois to Trinidad
Explore the most affordable flight options available from Illinois to Trinidad. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 31, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/1610:27 amORD - POS
1 stop31h 28mMultiple Airlines
vie. 9/269:10 amPOS - ORD
1 stop25h 08mMultiple Airlines
Deal found 7/30$455
This Copa Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/193:07 pmORD - POS
1 stop9h 39mCopa Airlines
dom. 9/283:51 amPOS - ORD
1 stop10h 50mCopa Airlines
Deal found 7/30$526
This Air Canada deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/1110:00 amORD - POS
1 stop13h 15mAir Canada
vie. 11/212:15 amPOS - ORD
1 stop12h 46mAir Canada
Deal found 7/30$537
This American Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/85:00 amORD - POS
1 stop8h 25mAmerican Airlines
mar. 8/197:00 amPOS - ORD
1 stop16h 41mAmerican Airlines
Deal found 7/31$548
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/95:21 amSTL - POS
1 stop7h 55mAmerican Airlines
dom. 11/167:01 amPOS - STL
1 stop17h 31mAmerican Airlines
Deal found 7/30$603
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/2212:45 pmORD - POS
1 stop9h 38mUnited Airlines
sáb. 10/2512:30 amPOS - ORD
1 stop20h 26mUnited Airlines
Deal found 7/31$658
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/96:15 amSTL - POS
1 stop16h 08mUnited Airlines
sáb. 11/151:30 amPOS - STL
1 stop19h 17mUnited Airlines
Deal found 7/30$688
This Air Canada deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/174:05 pmSTL - POS
1 stop31h 10mAir Canada
mar. 1/62:15 amPOS - STL
1 stop15h 14mAir Canada
Deal found 7/28$1,571
This Justfly.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/194:05 pmSTL - POS
1 stop11h 35mMultiple Airlines
vie. 1/22:15 amPOS - STL
1 stop15h 14mMultiple Airlines
Deal found 7/28$3,767

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Trinidad that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated julio 31, 2025.
Use the filters below to find and compare flights from Illinois to Trinidad that are best for you.

Fly from

Illinois

Fly to

Trinidad

Route

Depart

Return

Price

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

mar. 9/16

10:27 am-6:55 pm

1 stop31h 28m

Port of Spain Piarco Intl

vie. 9/26

9:10 am-9:18 am

1 stop25h 08m

$455

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

vie. 9/19

3:07 pm-1:46 am

1 stop9h 39m

Port of Spain Piarco Intl

dom. 9/28

3:51 am-1:41 pm

1 stop10h 50m

$526

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

mar. 11/11

10:00 am-1:15 am

1 stop13h 15m

Port of Spain Piarco Intl

vie. 11/21

2:15 am-1:01 pm

1 stop12h 46m

$537

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

vie. 9/19

7:15 pm-2:16 pm

1 stop18h 01m

Port of Spain Piarco Intl

lun. 9/29

3:25 pm-11:49 pm

1 stop9h 24m

$548

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

dom. 11/9

5:21 am-3:16 pm

1 stop7h 55m

Port of Spain Piarco Intl

dom. 11/16

7:01 am-10:32 pm

1 stop17h 31m

$603

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

mié. 10/22

12:45 pm-11:23 pm

1 stop9h 38m

Port of Spain Piarco Intl

sáb. 10/25

12:30 am-7:56 pm

1 stop20h 26m

$658

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

dom. 11/9

6:15 am-12:23 am

1 stop16h 08m

Port of Spain Piarco Intl

sáb. 11/15

1:30 am-6:47 pm

1 stop19h 17m

$688

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

mar. 11/25

8:35 pm-4:28 pm

2 stops17h 53m

Port of Spain Piarco Intl

dom. 11/30

5:53 pm-10:45 pm

1 stop30h 52m

$866

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

mié. 12/17

4:05 pm-1:15 am

1 stop31h 10m

Port of Spain Piarco Intl

mar. 1/6

2:15 am-3:29 pm

1 stop15h 14m

$1,571

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

vie. 12/19

4:05 pm-5:40 am

1 stop11h 35m

Port of Spain Piarco Intl

vie. 1/2

2:15 am-3:29 pm

1 stop15h 14m

$3,767

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 11 results
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Best time to book a flight from Illinois to Trinidad

Have a flexible travel schedule? Discover the best time to fly to Trinidad from Illinois with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Trinidad

What is the cheapest month to book a flight from Illinois to Trinidad?

Currently, October is the cheapest month in which you can book a flight from Illinois to Trinidad (average of $435). Flying from Illinois to Trinidad in December is currently the most expensive (average of $710). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IL to LAZ?

Find hourly flight availability from Illinois to Trinidad. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Trinidad as you normally would.

Reviews of airlines servicing Trinidad

Get insights into the airlines that provide service to Trinidad. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Trinidad. Reviews last updated julio 31, 2025.
Peruse reviews from past customers who have flown with Copa Airlines, United Airlines, and American Airlines from Illinois to Trinidad to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.4

Boarding

7.8

Crew

8.1

Entertainment

6.8

Overall

7.5

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Comfort

7.4

Boarding

7.8

Crew

8.1

Entertainment

6.8

Overall

7.5

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Comfort

7.4

Boarding

7.8

Crew

8.1

Entertainment

6.8

Overall

7.5

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Comfort

7.4

Boarding

7.8

Crew

8.1

Entertainment

6.8

Overall

7.5

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Comfort

7.4

Boarding

7.8

Crew

8.1

Entertainment

6.8

Overall

7.5

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Trinidad. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • Can I find deals for flights from Illinois to Trinidad that include hotel bookings?

    Yes. In addition to deals on Illinois to Trinidad flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Trinidad?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Trinidad.

  • Can I find deals for business class flights from Illinois to Trinidad?

    Yes. Cheapflights offers flight deals from Illinois to Trinidad by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Illinois to Trinidad?

    Currently, October is the cheapest month in which you can book a flight from Illinois to Trinidad (average of $435). Flying from Illinois to Trinidad in December is currently the most expensive (average of $710). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Illinois to Trinidad

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Illinois to Trinidad

Discover the top 2 airlines that operate flights from Illinois to Trinidad. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated julio 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$480Average$628FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$487Average$605FlexibilityNo cancel feeOn-time71%

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