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 42h 32m. Fly via Air Canada to get the fastest option. The distance from Port of Spain to Chicago O'Hare Intl Airport is about 2697 mi.

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 $299. Other airlines that can offer you cheap pricing are United Airlines, from $474, and American Airlines, from $562. Copa Airlines is 56% cheaper than the average price of flights available within the next 90 days to this destination.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

What are the most popular airlines that fly from Port of Spain to Chicago O'Hare Intl Airport?

When booking a flight from Port of Spain to Chicago O'Hare Intl Airport, you may want to consider flying on United Airlines, American Airlines or Copa Airlines as they are the most popular for this route.

Most accurate provider : When it comes to deals on Port of Spain-Chicago O'Hare Intl Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Port of Spain-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Port of Spain-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Port of Spain-Chicago O'Hare Intl Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Port of Spain-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

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.

$232+ Flights from Port of Spain to Chicago O'Hare Intl Airport

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

Airfare is typical for this route at the moment. Port of Spain to Chicago O'Hare Intl Airport flights typically cost between $375 and $1,074 in March. The cheapest round-trip price found within the last 3 days was $463 on Air Canada (Mar 24-Mar 30).

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Cheap 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 December 5, 2025.

Wed 12/179:10 amPOS - ORD

1 stop11h 26mMultiple Airlines

Sat 12/277:57 pmORD - POS

2 stops31h 18mMultiple Airlines

Deal found 12/4

$717

Fri 12/1210:10 amPOS - ORD

1 stop26h 58mMultiple Airlines

Sat 12/277:57 pmORD - POS

2 stops31h 18mMultiple Airlines

Deal found 12/4

$723

Tue 12/169:10 amPOS - ORD

1 stop11h 26mMultiple Airlines

Fri 12/267:57 pmORD - POS

2 stops20h 58mMultiple Airlines

Deal found 12/4

$771

Best flights from Port of Spain to O'Hare Intl
Discover carefully curated flight deals from Port of Spain to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 5, 2025.

Tue 3/241:20 amPOS - ORD

2 stops42h 32mAir Canada

Mon 3/308:20 pmORD - POS

1 stop27h 00mAir Canada

Deal found 12/3

$463

Sun 1/189:10 amPOS - ORD

2 stops39h 34mMultiple Airlines

Sun 1/256:57 pmORD - POS

1 stop21h 58mMultiple Airlines

Deal found 12/3

$478

Tue 5/53:49 amPOS - ORD

1 stop11h 17mCopa Airlines

Sun 5/108:02 amORD - POS

1 stop16h 44mCopa Airlines

Deal found 12/3

$584

Wed 5/63:10 pmPOS - ORD

2 stops17h 00mAmerican Airlines

Sun 5/105:00 amORD - POS

1 stop8h 00mAmerican Airlines

Deal found 12/3

$640

Tue 3/241:20 amPOS - ORD

2 stops34h 58mMultiple Airlines

Mon 3/307:41 pmORD - POS

3 stops27h 39mMultiple Airlines

Deal found 12/3

$600

Last-minute flights from Port of Spain to O'Hare Intl
Discover last-minute flight deals from Port of Spain to O'Hare Intl. Data last updated December 5, 2025 and is based on user searches.

Fri 12/1210:10 amPOS - ORD

1 stop26h 58mMultiple Airlines

Sat 12/277:57 pmORD - POS

2 stops31h 18mMultiple Airlines

Deal found 12/4

$723

Tue 12/169:10 amPOS - ORD

1 stop11h 26mMultiple Airlines

Fri 12/267:57 pmORD - POS

2 stops20h 58mMultiple Airlines

Deal found 12/4

$771

Wed 12/179:10 amPOS - ORD

1 stop11h 26mMultiple Airlines

Sat 12/277:57 pmORD - POS

2 stops31h 18mMultiple Airlines

Deal found 12/4

$717

Sun 1/189:10 amPOS - ORD

2 stops39h 34mMultiple Airlines

Sun 1/256:57 pmORD - POS

1 stop21h 58mMultiple Airlines

Deal found 12/3

$478

One-way flights from Port of Spain to O'Hare Intl
Search for one-way flight options from Port of Spain to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated December 5, 2025.

Wed 2/48:20 amPOS - ORD

2 stops35h 23mJetBlue

Deal found 12/3

$232

Tue 2/32:20 amPOS - ORD

1 stop12h 41mAir Canada

Deal found 12/3

$240

Wed 2/49:10 amPOS - ORD

1 stop25h 08mMultiple Airlines

Deal found 12/3

$250

Thu 3/261:20 amPOS - ORD

2 stops42h 32mAir Canada

Deal found 12/2

$265

Thu 3/261:20 amPOS - ORD

3 stops23h 13mMultiple Airlines

Deal found 12/2

$359

Thu 3/2610:10 amPOS - ORD

1 stop14h 31mMultiple Airlines

Deal found 12/3

$394

Thu 1/110:10 amPOS - ORD

1 stop10h 29mMultiple Airlines

Deal found 12/3

$396

Wed 3/2512:30 amPOS - ORD

1 stop10h 37mUnited Airlines

Deal found 12/2

$401

Find flight deals from Port of Spain to O'Hare Intl

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$463 (Mytrip)
One-way from	$232 (Expedia)
Popular in	April
Cheapest in	June
Average price	$720

Provider with most accurate pricing for Port of Spain Piarco Intl-Chicago O'Hare Intl flight deals.

Search Deals

Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-Chicago O'Hare Intl flights.

Search Deals

From Port of Spain Piarco Intl to Chicago O'Hare Intl

Search Deals

One-way flight from Port of Spain Piarco Intl to Chicago O'Hare Intl

Search Deals

Highest demand for flights based on searches. 23% potential increase in price ($209 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 11% potential price decrease ($72 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in December 2025

Search Deals

Cheapflights Fare Finder

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

Fly to

Route

Depart

Return

Price

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 3/24

1:20 am-6:52 pm

2 stops42h 32m

Chicago O'Hare Intl

Mon 3/30

8:20 pm-12:20 am

1 stop27h 00m

$463

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Sun 1/18

9:10 am-10:44 pm

2 stops39h 34m

Chicago O'Hare Intl

Sun 1/25

6:57 pm-6:55 pm

1 stop21h 58m

$478

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 5/5

3:49 am-2:06 pm

1 stop11h 17m

Chicago O'Hare Intl

Sun 5/10

8:02 am-1:46 am

1 stop16h 44m

$584

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 3/24

1:20 am-11:18 am

2 stops34h 58m

Chicago O'Hare Intl

Mon 3/30

7:41 pm-12:20 am

3 stops27h 39m

$600

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Wed 5/6

3:10 pm-7:10 am

2 stops17h 00m

Chicago O'Hare Intl

Sun 5/10

5:00 am-2:00 pm

1 stop8h 00m

$640

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Tue 2/3

2:20 am-1:01 pm

1 stop12h 41m

$240

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Wed 2/4

9:10 am-8:18 am

1 stop25h 08m

$250

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 3/26

1:20 am-6:52 pm

2 stops42h 32m

$265

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Fri 3/27

1:20 am-6:52 pm

2 stops18h 32m

$265

Port of SpainChicago

POS - ORD

POSORD

Port of Spain Piarco Intl

Thu 3/26

1:20 am-11:33 pm

3 stops23h 13m

$359

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 13 results

Compare providers for flights from Port of Spain to O'Hare Intl

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Port of Spain to O'Hare Intl in December.

Provider	Price Accuracy	Trust Score*
eDreams	Price Accuracy3 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
AranGrant	Price Accuracy2 stars	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Port of Spain-Chicago O'Hare Intl Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Port of Spain-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Port of Spain-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Port of Spain-Chicago O'Hare Intl Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Port of Spain-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, December is the cheapest month in which you can book a flight from Port of Spain to Chicago O'Hare Intl Airport (average of $304). Flying from Port of Spain to Chicago O'Hare Intl Airport in April is currently the most expensive (average of $632). 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?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 19% on flights from Port of Spain to Chicago O'Hare Intl Airport by exploring options for tickets at noon.

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

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

1,556 reviews

Reviews

1 / 20

10.0

Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.

Copa Airlines

7.6

Good

1,556 reviews

Copa Airlines

7.6

Good

1,556 reviews

Reviews

1 / 20

10.0

Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.

United Airlines

7.4

Good

9,065 reviews

Copa Airlines

7.6

Good

1,556 reviews

Reviews

1 / 20

10.0

Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.

American Airlines

7.2

Good

11,044 reviews

Copa Airlines

7.6

Good

1,556 reviews

Reviews

1 / 20

10.0

Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.

Related info for your journey

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 42h 32m. Fly via Air Canada to get the fastest option. The distance from Port of Spain to Chicago O'Hare Intl Airport is about 2697 mi.
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 $299. Other airlines that can offer you cheap pricing are United Airlines, from $474, and American Airlines, from $562. Copa Airlines is 56% 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, December is the cheapest month in which you can book a flight from Port of Spain to Chicago O'Hare Intl Airport (average of $304). Flying from Port of Spain to Chicago O'Hare Intl Airport in April is currently the most expensive (average of $632). 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.

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

Airline	Cheapest	Average	Flexibility	On-time
Copa Airlines	Cheapest$299	Average$542	FlexibilityNo cancel fee	On-time70%
United Airlines	Cheapest$559	Average$579	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$562	Average$698	FlexibilityNo cancel fee	On-time71%

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$232+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Port of Spain to O'Hare Intl with Cheapflights

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2. Select your favorite providers

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Cheap flight deals from Port of Spain to O'Hare Intl

Cheapest flights from Port of Spain to O'Hare IntlExplore 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 December 5, 2025.

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 December 5, 2025.

Find flight deals from Port of Spain to O'Hare Intl

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

Use the filters below to find and compare flights from Port of Spain to Chicago O'Hare Intl Airport that are best for you.

Compare providers for flights from Port of Spain to O'Hare Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Port of Spain to O'Hare Intl in December.

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.

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?

What is the cheapest time of day to fly from POS to ORD?

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

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.

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?

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

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

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

How can I 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?

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

Traveling to a place near Chicago O'Hare Intl Airport?

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

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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 December 5, 2025.