O'Hare Intl

$484+ Cheap flights from Trinidad and Tobago to O'Hare Intl (ORD)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
POS — ORD
Jul 28 — Aug 41
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Trinidad and Tobago to O'Hare Intl with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Trinidad and Tobago to O'Hare Intl

Keep the following information in mind while searching for Trinidad and Tobago to O'Hare Intl flight deals. Data was last updated July 23, 2025.

Round-trip from

$484
(Kiwi.com)
From Trinidad and Tobago to Chicago O'Hare Intl

Find flight deals from Trinidad and Tobago to O'Hare Intl

Cheapest flights from Trinidad and Tobago to O'Hare Intl
Explore the most affordable flight options available from Trinidad and Tobago to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Fri 9/59:10 amPOS - ORD
1 stop25h 08mMultiple Airlines
Fri 9/1210:27 amORD - POS
1 stop31h 28mMultiple Airlines
Deal found 7/22$484
This Booking.com deal was found by Cheapflights users on 7/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/301:15 amPOS - ORD
2 stops42h 40mAir Canada
Fri 11/78:00 amORD - POS
1 stop15h 15mAir Canada
Deal found 7/23$565
This United Airlines deal was found by Cheapflights users on 7/23. 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.
Thu 10/3012:30 amPOS - ORD
1 stop24h 45mUnited Airlines
Fri 11/712:45 pmORD - POS
1 stop9h 38mUnited Airlines
Deal found 7/23$573
This American Airlines deal was found by Cheapflights users on 7/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/317:00 amPOS - ORD
2 stops14h 40mAmerican Airlines
Fri 11/77:07 pmORD - POS
1 stop18h 09mAmerican Airlines
Deal found 7/23$578
This Copa Airlines deal was found by Cheapflights users on 7/22. 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.
Wed 11/262:26 pmPOS - ORD
1 stop11h 39mCopa Airlines
Sun 11/302:07 pmORD - POS
1 stop9h 41mCopa Airlines
Deal found 7/22$744

Cheapflights Fare Finder

 
Customize your flight search to find flights from Trinidad and Tobago to O'Hare Intl 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 July 23, 2025.
Use the filters below to find and compare flights from Trinidad and Tobago to Chicago O'Hare Intl Airport that are best for you.

Fly from

Trinidad and Tobago

Fly to

O'Hare Intl

Route

Depart

Return

Price

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 9/5

9:10 am-9:18 am

1 stop25h 08m

Chicago O'Hare Intl

Fri 9/12

10:27 am-6:55 pm

1 stop31h 28m

$484

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 10/30

1:15 am-6:55 pm

2 stops42h 40m

Chicago O'Hare Intl

Fri 11/7

8:00 am-1:15 am

1 stop15h 15m

$565

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 10/30

12:30 am-12:15 am

1 stop24h 45m

Chicago O'Hare Intl

Fri 11/7

12:45 pm-12:23 am

1 stop9h 38m

$573

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 10/31

7:00 am-8:40 pm

2 stops14h 40m

Chicago O'Hare Intl

Fri 11/7

7:07 pm-3:16 pm

1 stop18h 09m

$578

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Wed 11/26

2:26 pm-12:05 am

1 stop11h 39m

Chicago O'Hare Intl

Sun 11/30

2:07 pm-1:48 am

1 stop9h 41m

$744

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/22

Best time to book a flight from Trinidad and Tobago to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Trinidad and Tobago 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 and Tobago to Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Trinidad and Tobago to Chicago O'Hare Intl Airport?

Currently, August is the cheapest month in which you can book a flight from Trinidad and Tobago to Chicago O'Hare Intl Airport (average of $245). Flying from Trinidad and Tobago to Chicago O'Hare Intl Airport 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 TT to ORD?

Find hourly flight availability from Trinidad and Tobago to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 23, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Trinidad and Tobago to Chicago O'Hare Intl Airport as you normally would.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated July 23, 2025.
Get a feel of what it's like to fly with Copa Airlines, United Airlines, and American Airlines from Trinidad and Tobago to Chicago O'Hare Intl Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.0

Entertainment

6.8

Boarding

7.8

Food

6.8

Overall

7.5

Comfort

7.4

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.

Crew

8.0

Entertainment

6.8

Boarding

7.8

Food

6.8

Overall

7.5

Comfort

7.4

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.

Crew

8.0

Entertainment

6.8

Boarding

7.8

Food

6.8

Overall

7.5

Comfort

7.4

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.

Crew

8.0

Entertainment

6.8

Boarding

7.8

Food

6.8

Overall

7.5

Comfort

7.4

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.

Crew

8.0

Entertainment

6.8

Boarding

7.8

Food

6.8

Overall

7.5

Comfort

7.4

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 and Tobago to O'Hare Intl. 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 and Tobago to O'Hare Intl that include hotel bookings?

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

  • How can I find direct flights from Trinidad and Tobago to O'Hare Intl?

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

  • Can I find deals for business class flights from Trinidad and Tobago to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Trinidad and Tobago to O'Hare Intl 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 and Tobago to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Trinidad and Tobago to Chicago O'Hare Intl Airport (average of $245). Flying from Trinidad and Tobago to Chicago O'Hare Intl Airport 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Beloit
Hoffman Estates
Skokie
Naperville
Arlington Heights
Des Plaines
Elgin
Orland Park
Elk Grove Village
Racine
Rockford
Tinley Park
Merrillville
Evanston
Lake Geneva
Gurnee
Joliet
Waukegan

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from Trinidad and Tobago to O'Hare Intl

Discover the top 2 airlines that operate flights from Trinidad and Tobago to O'Hare Intl. 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 July 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$493Average$579FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$561Average$662FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.