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O'Hare Intl

$280+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
POS — ORD
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
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 July 1, 2025.

Round-trip from

$602
(Kiwi.com)

One-way from

$280
(Kiwi.com)

Popular in

April

Cheapest in

February

Average price

$846
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. 22% potential increase in price ($205 potential increase over avg. RT price).
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Cheapest flight prices on average. 11% potential price decrease ($71 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 1, 2025.

This United Airlines deal was found by Cheapflights users on 7/1. 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 10/212:30 amPOS - ORD
1 stop10h 40mUnited Airlines
Sat 10/410:35 amORD - POS
1 stop11h 48mUnited Airlines
Deal found 7/1$576
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 7/1111:10 amPOS - ORD
2 stops22h 45mMultiple Airlines
Sun 7/138:09 amORD - POS
1 stop19h 06mMultiple Airlines
Deal found 6/30$602
This JetBlue deal was found by Cheapflights users on 7/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/81:39 pmPOS - ORD
1 stop9h 49mJetBlue
Fri 8/156:15 amORD - POS
1 stop10h 49mJetBlue
Deal found 7/1$661
This American Airlines deal was found by Cheapflights users on 6/30. 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.
Thu 8/143:35 pmPOS - ORD
1 stop9h 22mAmerican Airlines
Thu 8/216:00 amORD - POS
1 stop14h 36mAmerican Airlines
Deal found 6/30$711

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 July 1, 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

Fri 7/11

11:10 am-8:55 am

2 stops22h 45m

Chicago O'Hare Intl

Sun 7/13

8:09 am-4:15 am

1 stop19h 06m

$602

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 8/14

12:30 am-12:15 am

1 stop24h 45m

Chicago O'Hare Intl

Fri 8/22

9:05 pm-11:23 pm

1 stop25h 18m

$639

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 8/8

1:39 pm-10:28 pm

1 stop9h 49m

Chicago O'Hare Intl

Fri 8/15

6:15 am-6:04 pm

1 stop10h 49m

$661

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 8/14

3:35 pm-11:57 pm

1 stop9h 22m

Chicago O'Hare Intl

Thu 8/21

6:00 am-9:36 pm

1 stop14h 36m

$711

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 8/11

2:38 pm-10:31 am

2 stops44h 53m

$280

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 8/8

2:20 am-1:13 pm

1 stop11h 53m

$366

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 8/10

12:30 am-10:21 am

1 stop10h 51m

$418

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Mon 8/11

8:50 am-10:28 pm

1 stop14h 38m

$478

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Wed 7/30

7:00 am-9:31 pm

2 stops15h 31m

$562

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 7/29

3:48 am-1:42 pm

1 stop10h 54m

$723

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

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 July 1, 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.

How much does it cost to fly round-trip from Port of Spain to Chicago O'Hare Intl Airport?

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 1, 2025.
See what other customers who have flown with Copa Airlines, United Airlines, and JetBlue 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
7.5
Good
1,465 reviews

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Overall

7.5

Entertainment

6.8

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.
Copa Airlines
7.5
Good
1,465 reviews
Copa Airlines
7.5
Good
1,465 reviews

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Overall

7.5

Entertainment

6.8

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.
United Airlines
7.4
Good
8,858 reviews
Copa Airlines
7.5
Good
1,465 reviews

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Overall

7.5

Entertainment

6.8

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.
JetBlue
7.3
Good
2,919 reviews
Copa Airlines
7.5
Good
1,465 reviews

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Overall

7.5

Entertainment

6.8

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.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.5
Good
1,465 reviews

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Overall

7.5

Entertainment

6.8

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.
Air Canada
7.1
Good
9,669 reviews
Copa Airlines
7.5
Good
1,465 reviews

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Overall

7.5

Entertainment

6.8

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 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 $639. Other airlines that can offer you cheap pricing are JetBlue, from $661, and American Airlines, from $711. United Airlines is 8% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Port of Spain to Chicago O'Hare Intl Airport one-way?

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $366. United Airlines flights start at $418 while deals on JetBlue start at $478 one-way.

  • 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 Port of Spain?

Book flights to Port of Spain if you plan to visit one of these locations
Schaumburg
Hoffman Estates
Rosemont
Beloit
Skokie
Des Plaines
Arlington Heights
Elgin
Naperville
Orland Park
Elk Grove Village
Racine
Rockford
Tinley Park
Merrillville
Bridgeview
Glenview
Lake Geneva
Joliet
Waukegan

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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 July 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$493Average$581FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$561Average$662FlexibilityNo cancel feeOn-time71%

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