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Cheap flights from Chicago O'Hare Intl Airport to Port of Spain from $180

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Port of Spain departing on 4/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago O'Hare Intl Airport to Port of Spain

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
4:15 pm - 12:20 am
ORD
-
POS
31h 05m
1 stop
Air Canada Logo
1:20 am - 10:03 pm
POS
-
ORD
21h 43m
1 stop
$417Air Canada
Sat, Apr 25 - Tue, Apr 28
Air Canada Logo
8:40 am - 12:20 am
ORD
-
POS
14h 40m
2 stops
Air Canada Logo
1:20 am - 6:58 pm
POS
-
ORD
18h 38m
2 stops
$421Air Canada
Sun, Apr 19 - Tue, Apr 21
Air Canada Logo
4:15 pm - 12:20 am
ORD
-
POS
31h 05m
1 stop
Air Canada Logo
1:20 am - 6:58 pm
POS
-
ORD
18h 38m
2 stops
$437Air Canada
Sat, Apr 25 - Tue, Apr 28
Multiple Airlines Logo
6:40 pm - 12:20 am
ORD
-
POS
28h 40m
1 stop
Multiple Airlines Logo
10:10 am - 12:24 am
POS
-
ORD
15h 14m
1 stop
$442Multiple Airlines
Mon, Apr 27 - Fri, May 1
Air Canada Logo
7:13 am - 12:20 am
ORD
-
POS
16h 07m
2 stops
Air Canada Logo
1:20 am - 8:05 pm
POS
-
ORD
19h 45m
2 stops
$444Air Canada
Sun, Apr 19 - Tue, Apr 21
Multiple Airlines Logo
6:40 am - 6:55 pm
ORD
-
POS
11h 15m
1 stop
Multiple Airlines Logo
9:10 am - 11:56 pm
POS
-
ORD
15h 46m
1 stop
$457Multiple Airlines
Sat, May 2 - Thu, May 7
Multiple Airlines Logo
6:40 am - 6:55 pm
ORD
-
POS
11h 15m
1 stop
Multiple Airlines Logo
9:10 am - 4:50 pm
POS
-
ORD
32h 40m
1 stop
$461Multiple Airlines
Sat, May 2 - Wed, May 6
Multiple Airlines Logo
9:20 am - 6:55 pm
ORD
-
POS
8h 35m
1 stop
Multiple Airlines Logo
9:10 am - 4:50 pm
POS
-
ORD
32h 40m
1 stop
$463Multiple Airlines
Mon, May 4 - Wed, May 6
Multiple Airlines Logo
1:27 pm - 8:00 pm
ORD
-
POS
29h 33m
1 stop
Multiple Airlines Logo
10:10 am - 11:59 pm
POS
-
ORD
14h 49m
1 stop
$465Multiple Airlines
Sat, Apr 25 - Fri, May 8
Multiple Airlines Logo
5:05 am - 8:00 pm
ORD
-
POS
13h 55m
1 stop
Multiple Airlines Logo
10:10 am - 11:59 pm
POS
-
ORD
14h 49m
1 stop
$466Multiple Airlines
Sun, Apr 26 - Fri, May 8

Air Canada flights from Chicago O'Hare Intl Airport to Port of Spain

Our best Air Canada deals on Chicago O'Hare Intl Airport to Port of Spain flight tickets
Air Canada
Apr 25
ORD4:15 pmChicago O'Hare Intl
31h 05m
1 stop
POS12:20 amPort of Spain Piarco Intl
Apr 28
POS1:20 amPort of Spain Piarco Intl
21h 43m
1 stop
ORD10:03 pmChicago O'Hare Intl
$417
Air Canada
Apr 19
ORD8:40 amChicago O'Hare Intl
14h 40m
2 stops
POS12:20 amPort of Spain Piarco Intl
Apr 21
POS1:20 amPort of Spain Piarco Intl
18h 38m
2 stops
ORD6:58 pmChicago O'Hare Intl
$421
Air Canada
Apr 18
ORD6:21 pmChicago O'Hare Intl
28h 59m
2 stops
POS12:20 amPort of Spain Piarco Intl
Apr 21
POS1:20 amPort of Spain Piarco Intl
9h 30m
1 stop
ORD9:50 amChicago O'Hare Intl
$437

JetBlue flights from Chicago O'Hare Intl Airport to Port of Spain

Our best JetBlue deals on Chicago O'Hare Intl Airport to Port of Spain flight tickets
JetBlue
Apr 18
ORD8:31 amChicago O'Hare Intl
30h 42m
1 stop
POS4:13 pmPort of Spain Piarco Intl
Apr 24
POS5:38 pmPort of Spain Piarco Intl
15h 03m
1 stop
ORD7:41 amChicago O'Hare Intl
$616
JetBlue
Apr 18
ORD8:31 amChicago O'Hare Intl
30h 42m
1 stop
POS4:13 pmPort of Spain Piarco Intl
Apr 23
POS5:38 pmPort of Spain Piarco Intl
15h 03m
1 stop
ORD7:41 amChicago O'Hare Intl
$630
JetBlue
Apr 18
ORD8:31 amChicago O'Hare Intl
30h 42m
1 stop
POS4:13 pmPort of Spain Piarco Intl
Apr 23
POS5:38 pmPort of Spain Piarco Intl
29h 01m
2 stops
ORD9:39 pmChicago O'Hare Intl
$642

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Port of Spain 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, momondo users made 832,500 searches. Data last updated April 9, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Port of Spain 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 4/25

4:15 pm-12:20 am

1 stop31h 05m

Port of Spain Piarco Intl

Tue 4/28

1:20 am-10:03 pm

1 stop21h 43m

$417

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 4/19

8:40 am-12:20 am

2 stops14h 40m

Port of Spain Piarco Intl

Tue 4/21

1:20 am-6:58 pm

2 stops18h 38m

$421

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 4/25

4:15 pm-12:20 am

1 stop31h 05m

Port of Spain Piarco Intl

Tue 4/28

1:20 am-6:58 pm

2 stops18h 38m

$437

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 4/27

6:40 pm-12:20 am

1 stop28h 40m

Port of Spain Piarco Intl

Fri 5/1

10:10 am-12:24 am

1 stop15h 14m

$442

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 4/19

7:13 am-12:20 am

2 stops16h 07m

Port of Spain Piarco Intl

Tue 4/21

1:20 am-8:05 pm

2 stops19h 45m

$444
Quickest round-trip

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 5/2

6:40 am-6:55 pm

1 stop11h 15m

Port of Spain Piarco Intl

Thu 5/7

9:10 am-11:56 pm

1 stop15h 46m

$457

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 5/2

6:40 am-6:55 pm

1 stop11h 15m

Port of Spain Piarco Intl

Wed 5/6

9:10 am-4:50 pm

1 stop32h 40m

$461

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 5/4

9:20 am-6:55 pm

1 stop8h 35m

Port of Spain Piarco Intl

Wed 5/6

9:10 am-4:50 pm

1 stop32h 40m

$463

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 4/25

1:27 pm-8:00 pm

1 stop29h 33m

Port of Spain Piarco Intl

Fri 5/8

10:10 am-11:59 pm

1 stop14h 49m

$465

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 4/26

5:05 am-8:00 pm

1 stop13h 55m

Port of Spain Piarco Intl

Fri 5/8

10:10 am-11:59 pm

1 stop14h 49m

$466

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Port of Spain

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Port of Spain?

What is the cheapest month to fly to Port of Spain?

The month of November is, on average, the cheapest month to fly to Port of Spain from Chicago O'Hare Intl Airport, with most prices found around $443. If you’re not able to fly to Port of Spain in November, then June is your next best option. Flight prices from Chicago O'Hare Intl Airport to Port of Spain during June average around $548.

When to book flights from Chicago O'Hare Intl Airport to Port of Spain

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Port of Spain according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Port of Spain (ORD to POS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Port of Spain

Fastest flight time

9h 00m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Port of Spain takes 9h 00m
There are no direct flights from Chicago O'Hare Intl Airport to Port of Spain. There are no popular flight routes from Chicago O'Hare Intl Airport to Port of Spain.
Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Port of Spain

  • How far is Chicago O'Hare Intl to Port of Spain Piarco Intl by plane?

    Port of Spain Piarco Intl is 2686.5 mi away from Chicago O'Hare Intl. 9h 00m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Port of Spain Piarco Intl Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Port of Spain Piarco Intl Airport are updated daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Port of Spain Piarco Intl Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Port of Spain Piarco Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Port of Spain Piarco Intl Airport.

  • What documentation or ID do you need to fly to Port of Spain Piarco Intl Airport?

    The travel and health documents you'll need for your trip to Port of Spain Piarco Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Port of Spain Piarco Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Chicago O'Hare Intl Airport to Port of Spain?

Best airlines flying from Chicago O'Hare Intl Airport to Port of Spain

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Port of Spain with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $392Free CancellationRating
7.1
10,910 reviews
Search Air Canada flights
Copa AirlinesPriceFrom $472Free CancellationRating
7.5
1,575 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $548Free CancellationRating
7.1
11,564 reviews
Search American Airlines flights
United AirlinesPriceFrom $548Free CancellationRating
7.4
9,557 reviews
Search United Airlines flights

Traveling to a place near Port of Spain?

Book flights to Port of Spain if you plan to visit one of these locations
Piarco

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Port of Spain?

Finding the right flight to Port of Spain from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Port of Spain quick and easy, saving you time and money.

Can I find flights from Chicago to Port of Spain with flexible booking policies on momondo?

Yes. All flights to Port of Spain from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Port of Spain?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Port of Spain from Chicago.

I’m not ready to book a flight from Chicago to Port of Spain right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Port of Spain flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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