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Trinidad and Tobago

$235+ Cheap flights from Chicago (CHI) 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — POS
des. 25 — jan. 11
on. 12/25
on. 1/1
1 adult, Economy
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Cheap flight deals from Chicago to Trinidad and Tobago

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Trinidad and Tobago (TT0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated Desember 20, 2024.

Round-trip from

$370
(Kiwi.com)

One-way from

$235
(American Airlines)
From Chicago (CHI) to Trinidad and Tobago
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One-way flight from Chicago (CHI) to Trinidad and Tobago
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Find flight deals from Chicago to Trinidad and Tobago

Cheapest flights from Chicago to Trinidad and Tobago
Explore the most affordable flight options available from Chicago to Trinidad and Tobago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on Desember 20, 2024.

This United deal was found by Cheapflights users on 12/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sø. 12/229:29 pmORD - POS
1 stop24h 54mUnited Airlines
fr. 12/271:30 amPOS - ORD
1 stop10h 38mUnited Airlines
Deal found 12/19$834
This Kiwi.com deal was found by Cheapflights users on 12/19. 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.
to. 12/267:29 pmORD - POS
2 stops20h 56mMultiple Airlines
ma. 12/3010:10 amPOS - ORD
1 stop31h 56mMultiple Airlines
Deal found 12/19$969
This American Airlines deal was found by Cheapflights users on 12/19. 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.
to. 12/266:55 pmORD - POS
1 stop18h 47mAmerican Airlines
ma. 12/304:45 pmPOS - ORD
1 stop19h 36mAmerican Airlines
Deal found 12/19$1,020
This Kiwi.com deal was found by Cheapflights users on 12/19. 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.
fr. 12/201:54 pmORD - POS
1 stop21h 24mCopa Airlines
to. 1/23:36 amPOS - ORD
1 stop10h 35mCopa Airlines
Deal found 12/19$2,408

Find flights from Chicago to Trinidad and Tobago within your budget

Customize your flight search to find flights from Chicago 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 Desember 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

on. 1/22

2:02 pm-4:29 pm

2 stops24h 27m

Port of Spain Piarco Intl

sø. 1/26

10:10 am-10:17 am

1 stop26h 07m

$370

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

on. 3/26

2:27 pm-4:41 pm

2 stops25h 14m

Port of Spain Piarco Intl

sø. 3/30

6:01 pm-4:51 pm

2 stops47h 50m

$433

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

on. 2/12

6:55 am-1:33 am

1 stop16h 38m

Port of Spain Piarco Intl

lø. 2/22

2:25 pm-11:27 pm

1 stop11h 02m

$485

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

fr. 1/17

7:04 am-11:14 pm

1 stop14h 10m

Port of Spain Piarco Intl

ma. 1/27

4:35 pm-8:59 am

1 stop18h 24m

$517

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

on. 2/12

5:45 am-12:23 am

1 stop16h 38m

Port of Spain Piarco Intl

to. 4/24

12:30 am-11:31 am

1 stop12h 01m

$607

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

sø. 6/1

8:40 am-1:35 am

2 stops15h 55m

Port of Spain Piarco Intl

fr. 6/6

2:35 am-2:55 pm

1 stop13h 20m

$841

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

ma. 2/3

9:50 am-2:15 pm

2 stops26h 25m

Scarborough ANR Robinson Intl

ma. 2/10

6:55 am-12:51 am

3 stops19h 56m

$991

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

to. 1/30

11:55 am-11:14 pm

1 stop9h 19m

$235

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

on. 12/25

6:19 pm-12:23 am

1 stop28h 04m

$510

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

on. 12/25

10:22 pm-6:25 pm

2 stops42h 03m

$675

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 11 results
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Best time to book a flight from Chicago to Trinidad and Tobago

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

Travel insights for flights from Chicago to Trinidad and Tobago

Get recent, data-driven insights about flights from Chicago to Trinidad and Tobago including ideal travel times, pricing trends, and more.

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

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

Find hourly flight availability from Chicago 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 Desember 20, 2024.

When flying from Chicago to Trinidad and Tobago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 Desember 20, 2024.
Get a feel of what it's like to fly with American Airlines and United Airlines from Chicago to Trinidad and Tobago by reading reviews from past customers. 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
7.7
Good
1,719 reviews

Boarding

7.9

Comfort

7.5

Crew

8.2

Entertainment

7.0

Overall

7.7

Food

7.0

Reviews

1 / 10

Nice staff. Delayed flight and delayed parking upon arrival. Copapass didn't work so I could watch movies. Spent extra money to buy a comfortable seat but ended up being seated with a little kid so noisy while there were still many empty seats around.

Copa Airlines
7.7
Good
1,719 reviews
Copa Airlines
7.7
Good
1,719 reviews

Boarding

7.9

Comfort

7.5

Crew

8.2

Entertainment

7.0

Overall

7.7

Food

7.0

Reviews

1 / 10

Nice staff. Delayed flight and delayed parking upon arrival. Copapass didn't work so I could watch movies. Spent extra money to buy a comfortable seat but ended up being seated with a little kid so noisy while there were still many empty seats around.

United Airlines
7.4
Good
9,041 reviews
Copa Airlines
7.7
Good
1,719 reviews

Boarding

7.9

Comfort

7.5

Crew

8.2

Entertainment

7.0

Overall

7.7

Food

7.0

Reviews

1 / 10

Nice staff. Delayed flight and delayed parking upon arrival. Copapass didn't work so I could watch movies. Spent extra money to buy a comfortable seat but ended up being seated with a little kid so noisy while there were still many empty seats around.

Turkish Airlines
7.3
Good
3,897 reviews
Copa Airlines
7.7
Good
1,719 reviews

Boarding

7.9

Comfort

7.5

Crew

8.2

Entertainment

7.0

Overall

7.7

Food

7.0

Reviews

1 / 10

Nice staff. Delayed flight and delayed parking upon arrival. Copapass didn't work so I could watch movies. Spent extra money to buy a comfortable seat but ended up being seated with a little kid so noisy while there were still many empty seats around.

American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.7
Good
1,719 reviews

Boarding

7.9

Comfort

7.5

Crew

8.2

Entertainment

7.0

Overall

7.7

Food

7.0

Reviews

1 / 10

Nice staff. Delayed flight and delayed parking upon arrival. Copapass didn't work so I could watch movies. Spent extra money to buy a comfortable seat but ended up being seated with a little kid so noisy while there were still many empty seats around.

Air Canada
7.0
Good
8,401 reviews
Copa Airlines
7.7
Good
1,719 reviews

Boarding

7.9

Comfort

7.5

Crew

8.2

Entertainment

7.0

Overall

7.7

Food

7.0

Reviews

1 / 10

Nice staff. Delayed flight and delayed parking upon arrival. Copapass didn't work so I could watch movies. Spent extra money to buy a comfortable seat but ended up being seated with a little kid so noisy while there were still many empty seats around.

Related info for your journey

Find useful and relevant information for your journey from Chicago 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.

  • What are the cheapest airlines to fly from Chicago to Trinidad and Tobago one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $235. Users have also found prices from $510 and $5,990 on United Airlines and Turkish Airlines, respectively.

  • Can I find deals for flights from Chicago to Trinidad and Tobago that include hotel bookings?

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

  • How can I find direct flights from Chicago 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 Chicago to Trinidad and Tobago.

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

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

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

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

Discover the top 3 airlines that operate flights from Chicago 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 Desember 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$430Average$555FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$440Average$672FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$480Average$626FlexibilityNo cancel feeOn-time69%
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