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O'Hare Intl

$314+ Cheap flights from Port of Spain (POS) 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
POS — ORD
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Port of Spain to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Port of Spain (POS) to O'Hare Intl (ORD). 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 September 15, 2025.

Round-trip from

$452
(Priceline)

One-way from

$314
(United Airlines)

Popular in

April

Cheapest in

June

Average price

$573
From Port of Spain Piarco Intl to Chicago O'Hare Intl
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One-way flight from Port of Spain Piarco Intl to Chicago O'Hare Intl
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Highest demand for flights based on searches. 25% potential increase in price ($223 potential increase over avg. RT price).
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Cheapest flight prices on average. 12% potential price decrease ($74 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Port of Spain to O'Hare Intl

Cheapest flights from Port of Spain to O'Hare Intl
Explore the most affordable flight options available from Port of Spain to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Priceline deal was found by Cheapflights users on 9/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/281:15 amPOS - ORD
2 stops43h 45mAir Canada
Wed 11/58:15 pmORD - POS
1 stop26h 55mAir Canada
Deal found 9/14$452
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Wed 10/292:27 pmPOS - ORD
2 stops19h 55mMultiple Airlines
Wed 11/55:59 pmORD - POS
1 stop24h 01mMultiple Airlines
Deal found 9/14$463
This Copa Airlines deal was found by Cheapflights users on 9/14. 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.
Tue 10/283:51 amPOS - ORD
1 stop10h 50mCopa Airlines
Wed 11/56:56 amORD - POS
1 stop16h 52mCopa Airlines
Deal found 9/14$562
This American Airlines deal was found by Cheapflights users on 9/15. 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 12/144:33 pmPOS - ORD
1 stop10h 04mAmerican Airlines
Sat 12/205:00 amORD - POS
1 stop16h 46mAmerican Airlines
Deal found 9/15$1,128

Cheapflights Fare Finder

 
Customize your flight search to find flights from Port of Spain 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 September 15, 2025.
Use the filters below to find and compare flights from Port of Spain to Chicago O'Hare Intl Airport that are best for you.

Fly from

Port of Spain

Fly to

O'Hare Intl

Route

Depart

Return

Price

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 10/28

1:15 am-8:00 pm

2 stops43h 45m

Chicago O'Hare Intl

Wed 11/5

8:15 pm-1:10 am

1 stop26h 55m

$452

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Wed 10/29

2:27 pm-9:22 am

2 stops19h 55m

Chicago O'Hare Intl

Wed 11/5

5:59 pm-8:00 pm

1 stop24h 01m

$463

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 10/28

3:51 am-1:41 pm

1 stop10h 50m

Chicago O'Hare Intl

Wed 11/5

6:56 am-1:48 am

1 stop16h 52m

$562

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 2/26

1:30 am-11:09 am

1 stop11h 39m

Chicago O'Hare Intl

Tue 3/3

7:35 am-12:23 am

1 stop14h 48m

$574

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 2/26

2:15 am-5:48 pm

1 stop17h 33m

Chicago O'Hare Intl

Tue 3/3

7:15 am-1:10 am

2 stops15h 55m

$640

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 2/27

2:33 pm-12:04 am

1 stop11h 31m

Chicago O'Hare Intl

Tue 3/3

2:22 pm-1:15 pm

1 stop20h 53m

$676

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 2/27

4:40 pm-10:33 am

2 stops19h 53m

Chicago O'Hare Intl

Tue 3/3

5:00 am-3:05 pm

1 stop8h 05m

$721

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 12/25

6:02 am-4:12 pm

1 stop12h 10m

$314

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Wed 12/24

2:20 am-12:05 pm

1 stop11h 45m

$314

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 12/25

7:40 am-9:10 am

3 stops27h 30m

$425

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 13 results
1
2

Best time to book a flight from Port of Spain to O'Hare Intl

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

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

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

Find hourly flight availability from Port of Spain 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 September 15, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 6% on flights from Port of Spain to Chicago O'Hare Intl Airport by exploring options for tickets in the morning.

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 September 15, 2025.
See what other customers who have flown with Copa Airlines, United Airlines, and American Airlines from Port of Spain to Chicago O'Hare Intl Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.6
Good
1,531 reviews

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Overall

7.6

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,531 reviews
Copa Airlines
7.6
Good
1,531 reviews

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Overall

7.6

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
United Airlines
7.4
Good
8,929 reviews
Copa Airlines
7.6
Good
1,531 reviews

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Overall

7.6

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.6
Good
1,531 reviews

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Overall

7.6

Entertainment

6.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

Related info for your journey

Find useful and relevant information for your journey from Port of Spain 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.

  • What airport do you fly from for flights from Port of Spain to Chicago O'Hare Intl?

    Port of Spain Piarco Intl (POS), located 12.6 mi from the city center, is the airport you fly out of when you book flights from Port of Spain to Chicago O'Hare Intl. 3 airlines have flights from Piarco Intl to Chicago O'Hare Intl on a regular basis. Booking flights from Port of Spain Piarco Intl to Chicago O'Hare Intl should not be difficult; the airport handles an average of 0 outbound flights to Chicago O'Hare Intl per day.

  • How long is the flight from Port of Spain to Chicago O'Hare Intl Airport?

    There are many flights that can get you from Port of Spain to Chicago O'Hare Intl Airport in 10h 50m. Fly via Air Canada or Copa Airlines to get the fastest option. The distance from Port of Spain to Chicago O'Hare Intl Airport is about 2697 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Port of Spain to Chicago O'Hare Intl Airport round-trip?

    Cheapflights users have booked flights from Port of Spain to Chicago O'Hare Intl Airport round-trip from $304. Other airlines that can offer you cheap pricing are United Airlines, from $559, and American Airlines, from $561. Copa Airlines is 54% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

  • How can I find direct flights from Port of Spain 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 Port of Spain to O'Hare Intl.

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

    Yes. Cheapflights offers flight deals from Port of Spain 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 Port of Spain to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Port of Spain to Chicago O'Hare Intl Airport (average of $245). Flying from Port of Spain 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
Skokie
Gurnee
Hoffman Estates
Des Plaines
Elgin
Arlington Heights
Orland Park
Beloit
Racine
Rockford
Oak Brook
Elk Grove Village
Downers Grove
Naperville
Evanston
Merrillville
Bridgeview
Warrenville

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Top 3 airlines flying from Port of Spain to O'Hare Intl

Discover the top 3 airlines that operate flights from Port of Spain 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$304Average$543FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$559Average$581FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$561Average$662FlexibilityNo cancel feeOn-time71%

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