HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Trinidad

$216+ Cheap flights from O'Hare Intl (ORD) to Trinidad

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 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — POS
Jun 28 — Jul 51
Sun 6/28
Sun 7/5
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from O'Hare Intl to Trinidad 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 O'Hare Intl to Trinidad

Cheapest flights from O'Hare Intl to Trinidad
Explore the most affordable flight options available from O'Hare Intl to Trinidad. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 29, 2026.

This Air Canada deal was found by Cheapflights users on 5/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/138:20 pm
ORD
-
POS
1 stop26h 55m
Air Canada
Fri 6/191:25 am
POS
-
ORD
1 stop12h 57m
Air Canada
Deal found 5/28$479
This Air Canada deal was found by Cheapflights users on 5/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/319:55 am
ORD
-
POS
1 stop13h 20m
Air Canada
Fri 6/51:25 am
POS
-
ORD
1 stop13h 00m
Air Canada
Deal found 5/28$513
This Air Canada deal was found by Cheapflights users on 5/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/159:55 am
ORD
-
POS
1 stop13h 20m
Air Canada
Mon 7/131:25 am
POS
-
ORD
2 stops14h 30m
Air Canada
Deal found 5/28$543
This Air Canada deal was found by Cheapflights users on 5/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:22 pm
ORD
-
POS
2 stops28h 53m
Air Canada
Mon 6/221:25 am
POS
-
ORD
1 stop16h 32m
Air Canada
Deal found 5/26$549
This FlightHub deal was found by Cheapflights users on 5/26. 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 6/118:20 pm
ORD
-
POS
1 stop26h 55m
Air Canada
Mon 6/221:25 am
POS
-
ORD
1 stop12h 57m
Air Canada
Deal found 5/26$574

Find flight deals from O'Hare Intl to Trinidad

Keep the following information in mind while searching for O'Hare Intl to Trinidad flight deals. Data was last updated May 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$479
(Air Canada)

One-way from

$216
(Orbitz)

Popular in

December

Cheapest in

February

Average price

$498
Provider with most accurate pricing for Chicago (CHI)-Port of Spain Piarco Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Port of Spain Piarco Intl flights.
Search Deals
From Chicago O'Hare Intl to Trinidad
Search Deals
One-way flight from Chicago O'Hare Intl to Trinidad
Search Deals
Highest demand for flights based on searches. 37% potential increase in price ($405 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 16% potential price decrease ($94 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Trinidad 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 May 29, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Trinidad that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 6/13

8:20 pm-12:15 am

1 stop26h 55m

Port of Spain Piarco Intl

Fri 6/19

1:25 am-1:22 pm

1 stop12h 57m

$479

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 7/13

8:02 am-1:46 am

1 stop16h 44m

Port of Spain Piarco Intl

Mon 7/20

2:19 pm-4:00 am

1 stop14h 41m

$618

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 7/14

8:02 am-1:46 am

1 stop16h 44m

Port of Spain Piarco Intl

Thu 7/30

3:50 am-4:00 am

1 stop25h 10m

$618

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 7/21

8:02 am-1:16 pm

1 stop28h 14m

Port of Spain Piarco Intl

Sat 7/25

3:50 am-4:00 am

1 stop25h 10m

$618

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 8/6

8:02 am-1:47 am

1 stop16h 45m

Port of Spain Piarco Intl

Tue 8/11

2:19 pm-1:59 pm

1 stop24h 40m

$618

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 7/3

8:02 am-1:46 am

1 stop16h 44m

Port of Spain Piarco Intl

Wed 7/8

2:19 pm-1:57 pm

1 stop24h 38m

$618

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 6/21

8:40 pm-12:15 am

1 stop26h 35m

Port of Spain Piarco Intl

Sun 6/28

7:45 pm-8:45 am

1 stop14h 00m

$621
Quickest round-trip

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 8/25

2:31 pm-12:50 am

1 stop9h 19m

Port of Spain Piarco Intl

Tue 9/1

2:00 am-10:58 am

1 stop9h 58m

$630

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 8/6

6:49 am-11:18 pm

2 stops15h 29m

Port of Spain Piarco Intl

Tue 8/11

7:00 am-8:30 pm

2 stops14h 30m

$634

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 8/25

8:00 am-11:18 pm

2 stops14h 18m

Port of Spain Piarco Intl

Wed 9/2

7:00 am-6:55 pm

2 stops12h 55m

$634

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/26

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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

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

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

Currently, June is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Trinidad (average of $317). Flying from Chicago O'Hare Intl Airport to Trinidad in January is currently the most expensive (average of $638). 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.

Reviews of airlines servicing Trinidad

Get insights into the airlines that provide service to Trinidad. 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. Reviews last updated May 29, 2026.
Read reviews from past customers who have flown Copa Airlines,United Airlines, andAmerican Airlines from Chicago O'Hare Intl Airport to Trinidad. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.5
Good
1,574 reviews

Overall

7.5

Boarding

7.8

Entertainment

6.8

Crew

8.1

Comfort

7.4

Food

6.9

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
Copa Airlines
7.5
Good
1,574 reviews
Copa Airlines
7.5
Good
1,574 reviews

Overall

7.5

Boarding

7.8

Entertainment

6.8

Crew

8.1

Comfort

7.4

Food

6.9

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
United Airlines
7.4
Good
9,766 reviews
Copa Airlines
7.5
Good
1,574 reviews

Overall

7.5

Boarding

7.8

Entertainment

6.8

Crew

8.1

Comfort

7.4

Food

6.9

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
American Airlines
7.1
Good
11,640 reviews
Copa Airlines
7.5
Good
1,574 reviews

Overall

7.5

Boarding

7.8

Entertainment

6.8

Crew

8.1

Comfort

7.4

Food

6.9

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
Air Canada
7.1
Good
11,102 reviews
Copa Airlines
7.5
Good
1,574 reviews

Overall

7.5

Boarding

7.8

Entertainment

6.8

Crew

8.1

Comfort

7.4

Food

6.9

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Trinidad. 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 Chicago O'Hare Intl Airport to Trinidad?

    Air Canada and Copa Airlines can get you from Chicago O'Hare Intl Airport to Trinidad in just under 16h 44m. Your travel time can differ by up to 10h 11m. The distance between Chicago O'Hare Intl Airport and Trinidad is about 2697 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from O'Hare Intl to Trinidad that include hotel bookings?

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

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

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

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

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

    Currently, June is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Trinidad (average of $317). Flying from Chicago O'Hare Intl Airport to Trinidad in January is currently the most expensive (average of $638). 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

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

Alternative routes for O'Hare Intl to Trinidad

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Port of Spain flights

Top 4 airlines flying from O'Hare Intl to Trinidad

Discover the top 4 airlines that operate flights from O'Hare Intl to Trinidad. 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 May 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$392Average$526FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$472Average$627FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$548Average$669FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$548Average$649FlexibilityNo cancel feeOn-time69%

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.