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Trinidad and Tobago

$279+ Cheap flights from Illinois to Trinidad and Tobago

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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — POS
abr. 27 — may. 41
dom. 4/27
dom. 5/4
1 adult, Economy
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Cheap flight deals from Illinois to Trinidad and Tobago

Keep the following information in mind while searching for Illinois to Trinidad and Tobago flight deals. Data was last updated abril 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$530
(Kiwi.com)

One-way from

$279
(Mytrip)

Popular in

February

Cheapest in

January
Provider with most accurate pricing for Chicago (CHI)-Port of Spain Piarco Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Port of Spain Piarco Intl flights.
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From Illinois to Trinidad and Tobago
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One-way flight from Illinois to Trinidad and Tobago
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Highest demand for flights based on searches. 17% potential increase in price ($154 potential increase over avg. RT price).
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Cheapest flight prices on average. 9% potential price decrease ($61 potential savings vs. average RT price).
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Find flight deals from Illinois to Trinidad and Tobago

Cheapest flights from Illinois to Trinidad and Tobago
Explore the most affordable flight options available from Illinois to Trinidad and Tobago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 22, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/21. 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.
lun. 5/269:55 amORD - POS
1 stop32h 00mMultiple Airlines
jue. 5/2910:10 amPOS - ORD
1 stop9h 30mMultiple Airlines
Deal found 4/21$530
This American Airlines deal was found by Cheapflights users on 4/21. 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.
jue. 5/88:45 pmORD - POS
2 stops16h 20mAmerican Airlines
lun. 5/123:05 pmPOS - ORD
1 stop18h 55mAmerican Airlines
Deal found 4/21$543
This Copa Airlines deal was found by Cheapflights users on 4/22. 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.
vie. 6/67:54 amORD - POS
1 stop16h 53mCopa Airlines
jue. 6/123:44 amPOS - ORD
1 stop11h 03mCopa Airlines
Deal found 4/22$549
This Travelocity deal was found by Cheapflights users on 4/21. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/88:25 pmORD - POS
1 stop28h 00mAir Canada
dom. 5/112:25 amPOS - ORD
1 stop15h 59mAir Canada
Deal found 4/21$591
This United Airlines deal was found by Cheapflights users on 4/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/215:15 amORD - POS
1 stop17h 08mUnited Airlines
dom. 5/2512:30 amPOS - ORD
1 stop11h 26mUnited Airlines
Deal found 4/22$628
This Mytrip deal was found by Cheapflights users on 4/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/611:30 amORD - TAB
3 stops33h 30mMultiple Airlines
vie. 6/137:35 amTAB - ORD
2 stops17h 10mMultiple Airlines
Deal found 4/22$720
This American Airlines deal was found by Cheapflights users on 4/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/307:03 pmSTL - POS
2 stops17h 53mAmerican Airlines
mié. 5/73:05 pmPOS - STL
2 stops19h 37mAmerican Airlines
Deal found 4/22$808
This United Airlines deal was found by Cheapflights users on 4/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/306:15 amSTL - POS
1 stop16h 08mUnited Airlines
mar. 5/612:30 amPOS - STL
1 stop10h 26mUnited Airlines
Deal found 4/22$1,033

Cheapflights Fare Finder

Customize your flight search to find flights from Illinois to Trinidad and Tobago 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 abril 22, 2025.
Use the filters below to find and compare flights from Illinois to Trinidad and Tobago that are best for you.

Fly from

Illinois

Fly to

Trinidad and Tobago

Route

Depart

Return

Price

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

lun. 5/26

9:55 am-6:55 pm

1 stop32h 00m

Port of Spain Piarco Intl

jue. 5/29

10:10 am-6:40 pm

1 stop9h 30m

$530

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

jue. 5/8

8:45 pm-2:05 pm

2 stops16h 20m

Port of Spain Piarco Intl

lun. 5/12

3:05 pm-9:00 am

1 stop18h 55m

$543

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

vie. 6/6

7:54 am-1:47 am

1 stop16h 53m

Port of Spain Piarco Intl

jue. 6/12

3:44 am-1:47 pm

1 stop11h 03m

$549

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

jue. 5/8

8:25 pm-1:25 am

1 stop28h 00m

Port of Spain Piarco Intl

dom. 5/11

2:25 am-5:24 pm

1 stop15h 59m

$591

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

mié. 5/21

5:15 am-11:23 pm

1 stop17h 08m

Port of Spain Piarco Intl

dom. 5/25

12:30 am-10:56 am

1 stop11h 26m

$628

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

vie. 6/6

11:30 am-10:00 pm

3 stops33h 30m

Scarborough ANR Robinson Intl

vie. 6/13

7:35 am-11:45 pm

2 stops17h 10m

$720

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

lun. 5/5

10:40 am-11:00 am

3 stops23h 20m

$279

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

jue. 5/22

7:16 pm-2:05 pm

1 stop17h 49m

$303

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

jue. 5/22

3:01 pm-1:47 am

3 stops33h 46m

$344

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

lun. 5/5

10:40 am-1:25 am

2 stops13h 45m

$353

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/21

Best time to book a flight from Illinois to Trinidad and Tobago

Have a flexible travel schedule? Discover the best time to fly to Trinidad and Tobago 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 and Tobago

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

Currently, October is the cheapest month in which you can book a flight from Illinois to Trinidad and Tobago (average of $435). Flying from Illinois to Trinidad and Tobago 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 TT?

Find hourly flight availability from Illinois to Trinidad and Tobago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated abril 22, 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 and Tobago as you normally would.

Rainfall in Trinidad and Tobago by month

Plan your trip to Trinidad and Tobago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Trinidad and Tobago ranges from 1.2 - 9.8 inches per month. June is typically the wettest month, when rainfall can reach 9.8 in. March is typically the driest time to visit Trinidad and Tobago when rainfall is around 1.2 in.

Temperature in Trinidad and Tobago by month

Plan your trip to Trinidad and Tobago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Trinidad and Tobago, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Trinidad and Tobago

Get insights into the airlines that provide service to Trinidad and Tobago. 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 and Tobago. Reviews last updated abril 22, 2025.
To help decide which airline to fly from Illinois to Trinidad and Tobago, see what other customers have to say about Copa Airlines, United Airlines and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,408 reviews

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Food

6.8

Overall

7.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LIM - PTY

you go security buy an expensive bottle of water to take on the plane and then you have to go to another security point where they confiscate your water, the planes left on time and arrived on time. excellent food was mostly tasteless and overheated, no entertainment. wifi was glitchy.
Copa Airlines
7.5
Good
1,408 reviews
Copa Airlines
7.5
Good
1,408 reviews

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Food

6.8

Overall

7.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LIM - PTY

you go security buy an expensive bottle of water to take on the plane and then you have to go to another security point where they confiscate your water, the planes left on time and arrived on time. excellent food was mostly tasteless and overheated, no entertainment. wifi was glitchy.
United Airlines
7.4
Good
8,683 reviews
Copa Airlines
7.5
Good
1,408 reviews

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Food

6.8

Overall

7.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LIM - PTY

you go security buy an expensive bottle of water to take on the plane and then you have to go to another security point where they confiscate your water, the planes left on time and arrived on time. excellent food was mostly tasteless and overheated, no entertainment. wifi was glitchy.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.5
Good
1,408 reviews

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Food

6.8

Overall

7.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LIM - PTY

you go security buy an expensive bottle of water to take on the plane and then you have to go to another security point where they confiscate your water, the planes left on time and arrived on time. excellent food was mostly tasteless and overheated, no entertainment. wifi was glitchy.
Air Canada
7.0
Good
9,180 reviews
Copa Airlines
7.5
Good
1,408 reviews

Entertainment

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Food

6.8

Overall

7.5

Reviews

1 / 20
8.0
Excellent

Anonymous,Mar 2025

LIM - PTY

you go security buy an expensive bottle of water to take on the plane and then you have to go to another security point where they confiscate your water, the planes left on time and arrived on time. excellent food was mostly tasteless and overheated, no entertainment. wifi was glitchy.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Trinidad and Tobago. 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 and Tobago that include hotel bookings?

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Illinois to Trinidad and Tobago (average of $435). Flying from Illinois to Trinidad and Tobago 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

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Top 2 airlines flying from Illinois to Trinidad and Tobago

Discover the top 2 airlines that operate flights from Illinois to Trinidad and Tobago. 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 abril 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$480Average$618FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$487Average$630FlexibilityNo cancel feeOn-time71%

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