O'Hare Intl

$313+ Cheap flights from Trinidad and Tobago to O'Hare Intl (ORD)

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 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
POS — ORD
Aug 26 — Sep 21
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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 August 21, 2025.

Round-trip from

$562
(Copa Airlines)

One-way from

$313
(Kiwi.com)
From Trinidad and Tobago to Chicago O'Hare Intl
One-way flight 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 August 21, 2025.

This Copa Airlines deal was found by Cheapflights users on 8/21. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:47 amPOS - ORD
1 stop10h 59mCopa Airlines
Sat 1/172:13 pmORD - POS
1 stop9h 31mCopa Airlines
Deal found 8/21$562
This American Airlines deal was found by Cheapflights users on 8/21. 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.
Fri 12/124:10 pmPOS - ORD
1 stop9h 46mAmerican Airlines
Sat 1/178:05 amORD - POS
2 stops12h 15mAmerican Airlines
Deal found 8/21$579
This FlightHub deal was found by Cheapflights users on 8/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/112:15 amPOS - ORD
2 stops42h 40mAir Canada
Sat 1/173:55 pmORD - POS
1 stop31h 15mAir Canada
Deal found 8/21$584
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 12/149:10 amPOS - ORD
1 stop29h 20mMultiple Airlines
Mon 12/221:35 pmORD - POS
1 stop27h 20mMultiple Airlines
Deal found 8/20$827
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Sun 12/147:10 amPOS - ORD
2 stops14h 13mAmerican Airlines
Mon 12/227:00 amORD - POS
2 stops13h 15mAmerican Airlines
Deal found 8/20$1,302

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 August 21, 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

Thu 12/11

3:47 am-12:46 pm

1 stop10h 59m

Chicago O'Hare Intl

Sat 1/17

2:13 pm-1:44 am

1 stop9h 31m

$562

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 12/12

4:10 pm-11:56 pm

1 stop9h 46m

Chicago O'Hare Intl

Sat 1/17

8:05 am-10:20 pm

2 stops12h 15m

$579

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 12/11

2:15 am-6:55 pm

2 stops42h 40m

Chicago O'Hare Intl

Sat 1/17

3:55 pm-1:10 am

1 stop31h 15m

$584

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 12/14

9:10 am-12:30 pm

1 stop29h 20m

Chicago O'Hare Intl

Mon 12/22

1:35 pm-6:55 pm

1 stop27h 20m

$827

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 12/14

7:10 am-7:23 pm

2 stops14h 13m

Chicago O'Hare Intl

Mon 12/22

7:00 am-10:15 pm

2 stops13h 15m

$1,302

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 2/16

3:40 am-12:30 pm

2 stops34h 50m

$313

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 2/17

4:40 pm-9:02 am

1 stop18h 22m

$426

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 2/17

3:40 am-12:31 pm

1 stop10h 51m

$723

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 2/17

2:15 am-2:55 pm

2 stops14h 40m

$990

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

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 August 21, 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 August 21, 2025.
Get a feel of what it's like to fly with 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.

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

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.
  • How long is the flight from Trinidad and Tobago to Chicago O'Hare Intl Airport?

    Copa Airlines, American Airlines, and Air Canada can get you from Trinidad and Tobago to Chicago O'Hare Intl Airport in just under 9h 46m. Your travel time can differ by up to 32h 54m. There are 2697 mi between Trinidad and Tobago and Chicago O'Hare Intl Airport. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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
Hoffman Estates
Beloit
Skokie
Des Plaines
Elgin
Gurnee
Arlington Heights
Racine
Rockford
Great Lakes
Orland Park
Naperville
Merrillville
Elk Grove Village
Downers Grove
Evanston
Lake Geneva
Joliet

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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 August 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$505Average$581FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$561Average$662FlexibilityNo cancel feeOn-time71%

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