Illinois

$252+ 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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
POS — ORD
Apr 25 — May 21
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Cheap 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 March 26, 2026.

This Copa Airlines deal was found by Cheapflights users on 3/25. 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.
Fri 4/172:17 pm
POS
-
ORD
1 stop11h 56m
Copa Airlines
Sun 4/268:06 am
ORD
-
POS
1 stop16h 34m
Copa Airlines
Deal found 3/25$417
This Air Canada deal was found by Cheapflights users on 3/24. 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.
Thu 4/161:20 am
POS
-
ORD
1 stop12h 45m
Air Canada
Sun 4/269:05 am
ORD
-
POS
1 stop14h 15m
Air Canada
Deal found 3/24$448
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Wed 5/69:10 am
POS
-
ORD
1 stop25h 27m
Multiple Airlines
Wed 5/1311:51 am
ORD
-
POS
2 stops30h 04m
Multiple Airlines
Deal found 3/22$484
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Sat 5/169:10 am
POS
-
ORD
1 stop25h 27m
Multiple Airlines
Sat 5/306:40 am
ORD
-
POS
1 stop11h 15m
Multiple Airlines
Deal found 3/25$485
This Copa Airlines deal was found by Cheapflights users on 3/22. 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.
Tue 5/53:49 am
POS
-
ORD
1 stop11h 17m
Copa Airlines
Wed 5/138:02 am
ORD
-
POS
1 stop16h 44m
Copa Airlines
Deal found 3/22$492
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Thu 5/79:10 am
POS
-
ORD
2 stops26h 36m
Multiple Airlines
Thu 5/147:45 pm
ORD
-
POS
1 stop23h 15m
Multiple Airlines
Deal found 3/23$499
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Sat 5/99:10 am
POS
-
ORD
1 stop25h 27m
Multiple Airlines
Sat 5/166:40 am
ORD
-
POS
1 stop11h 15m
Multiple Airlines
Deal found 3/24$514
This Booking.com deal was found by Cheapflights users on 3/24. 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.
Tue 4/211:20 am
POS
-
STL
1 stop15h 05m
Air Canada
Mon 6/17:05 am
STL
-
POS
1 stop16h 10m
Air Canada
Deal found 3/24$528
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Wed 4/228:30 am
POS
-
STL
1 stop15h 49m
Multiple Airlines
Mon 6/15:27 pm
STL
-
POS
2 stops48h 28m
Multiple Airlines
Deal found 3/24$698
This American Airlines deal was found by Cheapflights users on 3/24. 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.
Wed 5/277:00 am
POS
-
STL
1 stop16h 58m
American Airlines
Wed 6/105:15 am
STL
-
POS
1 stop7h 57m
American Airlines
Deal found 3/24$715
This United Airlines deal was found by Cheapflights users on 3/24. 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.
Tue 4/2112:30 am
POS
-
STL
2 stops21h 43m
United Airlines
Mon 6/18:15 pm
STL
-
POS
2 stops26h 08m
United Airlines
Deal found 3/24$716
This United Airlines deal was found by Cheapflights users on 3/23. 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.
Sat 8/2212:30 am
POS
-
STL
2 stops23h 30m
United Airlines
Sat 8/298:00 am
STL
-
POS
2 stops14h 23m
United Airlines
Deal found 3/23$781

Find flight deals from Trinidad to Illinois

Keep the following information in mind while searching for Trinidad to Illinois flight deals. Data was last updated March 26, 2026.

Round-trip from

$417
(Copa Airlines)

One-way from

$252
(Trip.com)
From Trinidad to Illinois
One-way flight from Trinidad to Illinois

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 March 26, 2026.
Use the filters below to find and compare flights from Trinidad to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 4/17

2:17 pm-1:13 am

1 stop11h 56m

Chicago O'Hare Intl

Sun 4/26

3:05 pm-1:40 am

1 stop9h 35m

$417
Quickest round-trip

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Wed 5/6

2:22 pm-1:15 am

1 stop11h 53m

Chicago O'Hare Intl

Sun 5/10

3:21 pm-1:46 am

1 stop9h 25m

$492

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 5/4

3:49 am-2:06 pm

1 stop11h 17m

Chicago O'Hare Intl

Tue 5/12

8:02 am-1:46 am

1 stop16h 44m

$492

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sat 5/16

9:10 am-9:12 pm

2 stops13h 02m

Chicago O'Hare Intl

Sun 5/31

8:05 am-8:00 pm

1 stop10h 55m

$559

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 8/3

2:19 pm-1:02 am

1 stop11h 43m

Chicago O'Hare Intl

Sat 8/8

8:02 am-1:47 am

1 stop16h 45m

$678

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 5/22

3:46 pm-1:01 pm

2 stops22h 15m

Chicago O'Hare Intl

Tue 6/23

6:00 am-6:29 pm

1 stop11h 29m

$692

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Wed 4/22

8:30 am-11:19 pm

1 stop15h 49m

Lambert-St Louis

Mon 6/1

5:27 pm-6:55 pm

2 stops48h 28m

$698

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 6/18

12:30 am-12:45 am

1 stop25h 15m

Chicago O'Hare Intl

Mon 6/22

6:30 am-11:23 pm

1 stop15h 53m

$713

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Wed 5/27

7:00 am-10:58 pm

1 stop16h 58m

Lambert-St Louis

Wed 6/10

11:12 am-11:01 pm

1 stop10h 49m

$715

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 5/5

12:30 am-2:45 pm

1 stop15h 15m

Chicago O'Hare Intl

Sun 5/10

5:30 am-11:23 pm

1 stop16h 53m

$715

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Showing 1-10 of 22 resultsSorted by cheapest first
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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, December is the cheapest month in which you can book a flight from Trinidad to Illinois (average of $304). Flying from Trinidad to Illinois in April is currently the most expensive (average of $998). 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.

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 March 26, 2026.
Get a feel of what it's like to fly with Copa Airlines,United Airlines, andAmerican 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.

Boarding

7.7

Food

6.8

Entertainment

6.8

Comfort

7.4

Crew

8.1

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Boarding

7.7

Food

6.8

Entertainment

6.8

Comfort

7.4

Crew

8.1

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Boarding

7.7

Food

6.8

Entertainment

6.8

Comfort

7.4

Crew

8.1

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Boarding

7.7

Food

6.8

Entertainment

6.8

Comfort

7.4

Crew

8.1

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Boarding

7.7

Food

6.8

Entertainment

6.8

Comfort

7.4

Crew

8.1

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

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 $417, Copa Airlines can have you in Illinois from Trinidad in 11h 56m. The distance between Trinidad and Illinois is about 2697 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, December is the cheapest month in which you can book a flight from Trinidad to Illinois (average of $304). Flying from Trinidad to Illinois in April is currently the most expensive (average of $998). 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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Top 4 airlines flying from Trinidad to Illinois

Discover the top 4 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 March 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$299Average$374FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$322Average$506FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$559Average$792FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$562Average$790FlexibilityNo cancel feeOn-time71%

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