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O'Hare Intl

$264+ 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
POS — ORD
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
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 agosto 14, 2025.

Round-trip from

$486
(Kiwi.com)

One-way from

$264
(Kiwi.com)

Popular in

April

Cheapest in

June

Average price

$792
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 ($227 potential increase over avg. RT price).
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Cheapest flight prices on average. 11% potential price decrease ($72 potential savings vs. average RT price).
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Average for round-trip flights in August 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 agosto 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
vie. 9/123:51 amPOS - ORD
2 stops30h 27mMultiple Airlines
sáb. 9/2010:27 amORD - POS
1 stop31h 28mMultiple Airlines
Deal found 8/14$486
This Trip.com deal was found by Cheapflights users on 8/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/122:25 amPOS - ORD
1 stop31h 43mAir Canada
sáb. 9/208:25 pmORD - POS
1 stop27h 55mAir Canada
Deal found 8/14$505
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
sáb. 9/279:10 amPOS - ORD
1 stop25h 08mMultiple Airlines
sáb. 10/410:27 amORD - POS
1 stop31h 28mMultiple Airlines
Deal found 8/12$511
This Priceline deal was found by Cheapflights users on 8/12. 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.
vie. 9/262:25 amPOS - ORD
2 stops17h 29mAir Canada
sáb. 10/46:20 pmORD - POS
1 stop30h 00mAir Canada
Deal found 8/12$558
This American Airlines deal was found by Cheapflights users on 8/12. 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.
sáb. 9/273:25 pmPOS - ORD
1 stop18h 15mAmerican Airlines
sáb. 10/48:47 pmORD - POS
2 stops16h 29mAmerican Airlines
Deal found 8/12$578

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 agosto 14, 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

vie. 9/12

3:51 am-9:18 am

2 stops30h 27m

Chicago O'Hare Intl

sáb. 9/20

10:27 am-6:55 pm

1 stop31h 28m

$486

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

vie. 9/12

2:25 am-9:08 am

1 stop31h 43m

Chicago O'Hare Intl

sáb. 9/20

8:25 pm-1:20 am

1 stop27h 55m

$505

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

sáb. 9/27

9:10 am-9:18 am

1 stop25h 08m

Chicago O'Hare Intl

sáb. 10/4

10:27 am-6:55 pm

1 stop31h 28m

$511

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

vie. 9/26

2:25 am-6:54 pm

2 stops17h 29m

Chicago O'Hare Intl

sáb. 10/4

6:20 pm-1:20 am

1 stop30h 00m

$558

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

sáb. 9/13

3:25 pm-7:42 am

2 stops17h 17m

Chicago O'Hare Intl

sáb. 9/20

6:55 pm-2:16 pm

2 stops18h 21m

$578

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

sáb. 9/27

3:25 pm-8:40 am

1 stop18h 15m

Chicago O'Hare Intl

sáb. 10/4

8:47 pm-2:16 pm

2 stops16h 29m

$578

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

mar. 10/7

9:10 am-9:22 am

1 stop25h 12m

$264

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

lun. 10/6

3:51 am-1:41 pm

1 stop10h 50m

$305

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

mar. 10/7

7:00 am-5:34 pm

2 stops11h 34m

$318

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

vie. 1/2

3:40 am-12:46 pm

1 stop11h 06m

$664

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 12 results
1
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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 agosto 14, 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 agosto 14, 2025.
See what other customers who have flown with 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.
United Airlines
7.4
Good
8,916 reviews

Crew

8.1

Boarding

7.7

Food

6.6

Overall

7.4

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.
United Airlines
7.4
Good
8,916 reviews
United Airlines
7.4
Good
8,916 reviews

Crew

8.1

Boarding

7.7

Food

6.6

Overall

7.4

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.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,916 reviews

Crew

8.1

Boarding

7.7

Food

6.6

Overall

7.4

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 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. 2 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.

  • 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 $505. Another airline that can offer you cheap pricing is American Airlines. United Airlines is 25% 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
Beloit
Hoffman Estates
Skokie
Des Plaines
Elgin
Gurnee
Arlington Heights
Racine
Rockford
Great Lakes
Orland Park
Merrillville
Naperville
Waukegan
Elk Grove Village
Downers Grove
Tinley Park
Evanston

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Top 2 airlines flying from Port of Spain to O'Hare Intl

Discover the top 2 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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$505Average$579FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$561Average$662FlexibilityNo cancel feeOn-time71%

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