Chicago

$276+ Cheap flights from Trinidad to Chicago (CHI)

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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
POS — CHI
Dec 27 — Jan 31
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Cheap flight deals from Trinidad to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Trinidad (zzLAZ) to Chicago (CHI). 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 December 22, 2024.

Round-trip from

$353
(FlightHub)

One-way from

$276
(Kiwi.com)
From Trinidad to Chicago (CHI)
One-way flight from Trinidad to Chicago (CHI)

Find flight deals from Trinidad to Chicago

Cheapest flights from Trinidad to Chicago
Explore the most affordable flight options available from Trinidad to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.

This United Airlines deal was found by Cheapflights users on 12/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/281:30 amPOS - ORD
1 stop10h 38mUnited Airlines
Sat 1/48:00 pmORD - POS
1 stop26h 23mUnited Airlines
Deal found 12/21$598
This Kiwi.com deal was found by Cheapflights users on 12/21. 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.
Sun 12/293:29 pmPOS - ORD
1 stop10h 29mMultiple Airlines
Sat 1/410:49 amORD - POS
2 stops25h 20mMultiple Airlines
Deal found 12/21$643

Find flights from Trinidad to Chicago within your budget

Customize your flight search to find flights from Trinidad to Chicago 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 December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 2/2

5:50 pm-10:16 pm

2 stops30h 26m

Chicago O'Hare Intl

Fri 2/7

8:12 pm-4:29 pm

2 stops42h 17m

$353

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 1/20

9:10 am-1:36 pm

2 stops30h 26m

Chicago O'Hare Intl

Sun 1/26

6:55 am-8:00 pm

1 stop11h 05m

$488

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 1/24

2:25 pm-11:27 pm

1 stop11h 02m

Chicago O'Hare Intl

Sat 2/1

6:55 am-1:37 am

1 stop16h 42m

$549

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 5/20

7:55 am-4:10 pm

1 stop9h 15m

Chicago O'Hare Intl

Tue 6/3

10:10 am-9:20 pm

1 stop10h 10m

$561

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 1/19

1:30 am-7:10 pm

1 stop19h 40m

Chicago O'Hare Intl

Sun 1/26

8:50 am-12:23 am

1 stop13h 33m

$584

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 5/19

2:35 am-6:54 pm

2 stops17h 19m

Chicago O'Hare Intl

Tue 6/3

6:20 pm-1:35 am

2 stops54h 15m

$1,530

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 2/14

10:10 am-11:58 pm

1 stop15h 48m

$276

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 2/13

1:30 am-10:09 am

1 stop10h 39m

$320

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 12/29

4:45 pm-10:21 am

1 stop19h 36m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Best time to book a flight from Trinidad to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago 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.

Travel insights for flights from Trinidad to Chicago

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

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

Currently, August is the cheapest month in which you can book a flight from Trinidad to Chicago (average of $245). Flying from Trinidad to Chicago in March is currently the most expensive (average of $317). 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 CHI?

Find hourly flight availability from Trinidad to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 22, 2024.

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

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago 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 Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, 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 Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated December 22, 2024.
7.7
Good
1,713 reviews

Entertainment

7.0

Crew

8.2

Comfort

7.5

Overall

7.7

Boarding

7.9

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.

7.7
Good
1,713 reviews
7.7
Good
1,713 reviews

Entertainment

7.0

Crew

8.2

Comfort

7.5

Overall

7.7

Boarding

7.9

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.

7.4
Good
9,028 reviews
7.7
Good
1,713 reviews

Entertainment

7.0

Crew

8.2

Comfort

7.5

Overall

7.7

Boarding

7.9

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.

7.2
Good
10,000 reviews
7.7
Good
1,713 reviews

Entertainment

7.0

Crew

8.2

Comfort

7.5

Overall

7.7

Boarding

7.9

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.

7.0
Good
8,413 reviews
7.7
Good
1,713 reviews

Entertainment

7.0

Crew

8.2

Comfort

7.5

Overall

7.7

Boarding

7.9

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.

6.1
Okay
3,472 reviews
7.7
Good
1,713 reviews

Entertainment

7.0

Crew

8.2

Comfort

7.5

Overall

7.7

Boarding

7.9

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 Trinidad to Chicago. 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 Chicago that include hotel bookings?

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Trinidad to Chicago (average of $245). Flying from Trinidad to Chicago in March is currently the most expensive (average of $317). 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 Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Trinidad to Chicago

Discover the top 2 airlines that operate flights from Trinidad to Chicago. 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 December 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$505Average$701FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$556Average$638FlexibilityNo cancel feeOn-time71%
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