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$310+ 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 7/6. Fares are subject to change and may not be available on all flights or dates of travel.
POS — ORD
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
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 June 18, 2025.

Round-trip from

$512
(Kiwi.com)

One-way from

$310
(Travelocity)
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 June 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/18. 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 7/1010:10 amPOS - ORD
1 stop23h 45mMultiple Airlines
Sun 7/138:09 amORD - POS
1 stop19h 06mMultiple Airlines
Deal found 6/18$512
This Priceline deal was found by Cheapflights users on 6/15. 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.
Sun 6/152:25 amPOS - ORD
2 stops17h 28mAir Canada
Mon 6/238:40 amORD - POS
2 stops15h 45mAir Canada
Deal found 6/15$544
This United Airlines deal was found by Cheapflights users on 6/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1212:30 amPOS - ORD
1 stop11h 41mUnited Airlines
Fri 9/124:50 pmORD - POS
1 stop29h 33mUnited Airlines
Deal found 6/17$571
This American Airlines deal was found by Cheapflights users on 6/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/33:23 pmPOS - ORD
2 stops18h 20mAmerican Airlines
Mon 9/295:00 amORD - POS
1 stop8h 16mAmerican Airlines
Deal found 6/17$578
This JetBlue deal was found by Cheapflights users on 6/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/108:50 amPOS - ORD
1 stop14h 38mJetBlue
Tue 7/156:16 amORD - POS
1 stop11h 03mJetBlue
Deal found 6/18$596
This Trip.com deal was found by Cheapflights users on 6/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/712:30 amPOS - STL
1 stop19h 27mUnited Airlines
Sun 10/128:50 amSTL - POS
1 stop13h 33mUnited Airlines
Deal found 6/17$607
This Copa Airlines deal was found by Cheapflights users on 6/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/112:35 pmPOS - ORD
1 stop10h 45mCopa Airlines
Sun 7/137:54 amORD - POS
1 stop16h 53mCopa Airlines
Deal found 6/16$675
This Trip.com deal was found by Cheapflights users on 6/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/89:10 amPOS - STL
2 stops15h 34mMultiple Airlines
Sun 10/128:50 amSTL - POS
1 stop13h 33mMultiple Airlines
Deal found 6/17$701
This Copa Airlines deal was found by Cheapflights users on 6/17. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/73:50 amPOS - STL
2 stops16h 52mCopa Airlines
Sun 10/128:00 amSTL - POS
2 stops16h 48mCopa Airlines
Deal found 6/17$1,682

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 June 18, 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

Thu 7/10

10:10 am-8:55 am

1 stop23h 45m

Chicago O'Hare Intl

Sun 7/13

8:09 am-4:15 am

1 stop19h 06m

$512

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 8/12

12:30 am-11:11 am

1 stop11h 41m

Chicago O'Hare Intl

Fri 9/12

4:50 pm-11:23 pm

1 stop29h 33m

$571

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 9/1

2:25 am-6:54 pm

2 stops17h 29m

Chicago O'Hare Intl

Sun 9/28

6:06 pm-1:25 am

2 stops30h 19m

$573

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Wed 9/3

3:23 pm-8:43 am

2 stops18h 20m

Chicago O'Hare Intl

Mon 9/29

5:00 am-2:16 pm

1 stop8h 16m

$578

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 7/10

8:50 am-10:28 pm

1 stop14h 38m

Chicago O'Hare Intl

Tue 7/15

6:16 am-6:19 pm

1 stop11h 03m

$596

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Tue 10/7

12:30 am-6:57 pm

1 stop19h 27m

Lambert-St Louis

Sun 10/12

8:50 am-11:23 pm

1 stop13h 33m

$607

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 7/11

2:35 pm-12:20 am

1 stop10h 45m

Chicago O'Hare Intl

Sun 7/13

7:54 am-1:47 am

1 stop16h 53m

$675

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Wed 10/8

9:10 am-11:44 pm

2 stops15h 34m

Lambert-St Louis

Sun 10/12

8:50 am-11:23 pm

1 stop13h 33m

$701

Port of SpainSt. Louis

POS - STL

POSSTL

Port of Spain Piarco Intl

Tue 10/7

3:50 am-7:42 pm

2 stops16h 52m

Lambert-St Louis

Sun 10/12

8:00 am-1:48 am

2 stops16h 48m

$1,682

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 7/6

2:20 am-7:29 pm

1 stop18h 09m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 12 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 June 18, 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.

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 June 18, 2025.
To help decide which airline to fly from Trinidad to Illinois, see what other customers have to say about Copa Airlines, United Airlines and JetBlue. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,455 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Comfort

7.4

Crew

8.1

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.
Copa Airlines
7.5
Good
1,455 reviews
Copa Airlines
7.5
Good
1,455 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Comfort

7.4

Crew

8.1

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.
United Airlines
7.4
Good
8,810 reviews
Copa Airlines
7.5
Good
1,455 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Comfort

7.4

Crew

8.1

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.
JetBlue
7.3
Good
2,923 reviews
Copa Airlines
7.5
Good
1,455 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Comfort

7.4

Crew

8.1

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.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.5
Good
1,455 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Comfort

7.4

Crew

8.1

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.
Air Canada
7.1
Good
9,573 reviews
Copa Airlines
7.5
Good
1,455 reviews

Overall

7.5

Entertainment

6.8

Boarding

7.8

Food

6.8

Comfort

7.4

Crew

8.1

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 Trinidad to Illinois. 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 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 2 airlines flying from Trinidad to Illinois

Discover the top 2 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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$493Average$608FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$561Average$662FlexibilityNo cancel feeOn-time71%

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