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Illinois

$314+ Cheap flights from Trinidad to Illinois

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
POS — ORD
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Trinidad to Illinois

Keep the following information in mind while searching for Trinidad to Illinois flight deals. Data was last updated September 17, 2025.

Round-trip from

$452
(Priceline)

One-way from

$314
(United Airlines)
From Trinidad to Illinois
Search Deals
One-way flight from Trinidad to Illinois
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Find flight deals from Trinidad to Illinois

Cheapest flights from Trinidad to Illinois
Explore the most affordable flight options available from Trinidad to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Priceline deal was found by Cheapflights users on 9/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/261:15 amPOS - ORD
2 stops18h 40mAir Canada
Thu 10/3010:00 amORD - POS
1 stop13h 10mAir Canada
Deal found 9/16$452
This Booking.com deal was found by Cheapflights users on 9/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/162:15 amPOS - ORD
2 stops42h 40mAir Canada
Sat 12/66:05 pmORD - POS
2 stops29h 05mAir Canada
Deal found 9/17$471
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Mon 11/1710:10 amPOS - ORD
1 stop25h 13mMultiple Airlines
Sat 12/65:59 pmORD - POS
2 stops41h 32mMultiple Airlines
Deal found 9/17$523
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Fri 10/172:40 pmPOS - STL
2 stops44h 22mMultiple Airlines
Sat 10/257:15 pmSTL - POS
1 stop23h 45mMultiple Airlines
Deal found 9/16$561
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/277:40 amPOS - ORD
3 stops17h 17mMultiple Airlines
Thu 10/308:15 pmORD - POS
1 stop26h 55mMultiple Airlines
Deal found 9/16$564
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Tue 9/303:51 amPOS - ORD
2 stops19h 57mMultiple Airlines
Tue 10/146:58 pmORD - POS
1 stop23h 32mMultiple Airlines
Deal found 9/17$571
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Wed 10/1512:30 amPOS - STL
2 stops35h 19mUnited Airlines
Thu 10/235:00 amSTL - POS
2 stops17h 23mUnited Airlines
Deal found 9/15$612
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 10/163:25 pmPOS - STL
2 stops17h 51mAmerican Airlines
Thu 10/236:08 pmSTL - POS
2 stops19h 17mAmerican Airlines
Deal found 9/15$617
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/252:15 amPOS - STL
1 stop15h 14mAir Canada
Sat 11/294:05 pmSTL - POS
1 stop31h 05mAir Canada
Deal found 9/15$621
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 10/1612:30 amPOS - STL
1 stop22h 30mUnited Airlines
Sat 10/258:25 amSTL - POS
1 stop13h 58mUnited Airlines
Deal found 9/16$632
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/257:00 amPOS - STL
1 stop17h 56mAmerican Airlines
Fri 10/316:03 amSTL - POS
2 stops14h 17mAmerican Airlines
Deal found 9/15$639
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Wed 10/112:30 amPOS - STL
1 stop10h 22mUnited Airlines
Thu 10/236:30 amSTL - POS
2 stops15h 53mUnited Airlines
Deal found 9/15$640

Cheapflights Fare Finder

 
Customize your flight search to find flights from Trinidad to Illinois 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 September 17, 2025.
Use the filters below to find and compare flights from Trinidad to Illinois that are best for you.

Fly from

Trinidad

Fly to

Illinois

Route

Depart

Return

Price

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 10/26

1:15 am-7:30 pm

1 stop19h 15m

Chicago O'Hare Intl

Thu 10/30

3:55 pm-12:10 am

1 stop31h 15m

$452

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 11/16

2:15 am-2:55 pm

2 stops14h 40m

Chicago O'Hare Intl

Sat 12/6

8:15 pm-1:10 am

1 stop26h 55m

$452

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 11/17

10:10 am-9:23 am

1 stop25h 13m

Chicago O'Hare Intl

Sat 12/6

5:59 pm-1:31 pm

2 stops41h 32m

$523

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Fri 10/17

2:40 pm-10:02 am

2 stops44h 22m

Lambert-St Louis

Sat 10/25

7:15 pm-8:00 pm

1 stop23h 45m

$561

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 10/27

7:40 am-11:57 pm

3 stops17h 17m

Chicago O'Hare Intl

Thu 10/30

8:15 pm-12:10 am

1 stop26h 55m

$564

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 9/30

3:51 am-10:48 pm

2 stops19h 57m

Chicago O'Hare Intl

Tue 10/14

6:58 pm-7:30 pm

1 stop23h 32m

$571

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 2/26

1:30 am-11:09 am

1 stop11h 39m

Chicago O'Hare Intl

Tue 3/3

7:35 am-12:23 am

1 stop14h 48m

$574

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Wed 10/15

12:30 am-9:52 am

1 stop10h 22m

Lambert-St Louis

Thu 10/23

11:06 am-11:23 pm

1 stop11h 17m

$612

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Thu 10/16

10:10 am-10:37 am

2 stops25h 27m

Lambert-St Louis

Thu 10/23

10:57 am-8:00 pm

1 stop8h 03m

$612

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Tue 11/25

2:15 am-3:29 pm

1 stop15h 14m

Lambert-St Louis

Sat 11/29

4:05 pm-1:10 am

1 stop31h 05m

$621

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 19 results
1
2

Best time to book a flight from Trinidad to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Trinidad 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 Trinidad to Illinois

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

Currently, August is the cheapest month in which you can book a flight from Trinidad to Illinois (average of $245). Flying from Trinidad to Illinois in March is currently the most expensive (average of $321). 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 LAZ to IL?

Find hourly flight availability from Trinidad to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

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

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated September 17, 2025.
Get a feel of what it's like to fly with Copa Airlines, United Airlines, and American Airlines from Trinidad to Illinois by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.6
Good
1,533 reviews

Comfort

7.4

Boarding

7.8

Food

6.8

Crew

8.1

Entertainment

6.8

Overall

7.6

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,533 reviews
Copa Airlines
7.6
Good
1,533 reviews

Comfort

7.4

Boarding

7.8

Food

6.8

Crew

8.1

Entertainment

6.8

Overall

7.6

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
United Airlines
7.4
Good
8,926 reviews
Copa Airlines
7.6
Good
1,533 reviews

Comfort

7.4

Boarding

7.8

Food

6.8

Crew

8.1

Entertainment

6.8

Overall

7.6

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.6
Good
1,533 reviews

Comfort

7.4

Boarding

7.8

Food

6.8

Crew

8.1

Entertainment

6.8

Overall

7.6

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

Related info for your journey

Find useful and relevant information for your journey from Trinidad to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Trinidad to Illinois?

    For as low as $612, Air Canada can have you in Illinois from Trinidad in 10h 22m. The distance between Trinidad and Illinois is about 2641 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Trinidad to Illinois that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Trinidad to Illinois 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 Trinidad to Illinois?

    Currently, August is the cheapest month in which you can book a flight from Trinidad to Illinois (average of $245). Flying from Trinidad to Illinois in March is currently the most expensive (average of $321). 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 Trinidad to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Trinidad to Illinois

Discover the top 3 airlines that operate flights from Trinidad to Illinois. 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$304Average$543FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$559Average$581FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$561Average$662FlexibilityNo cancel feeOn-time71%

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