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Cheap flights from Chicago O'Hare Intl Airport to Port of Spain from $246

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 7/16. 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
8:20 pm - 12:15 am
ORD
-
POS
26h 55m
1 stop
Air Canada Logo
1:25 am - 1:22 pm
POS
-
ORD
12h 57m
1 stop
$479Air Canada
Sat, Jun 13 - Fri, Jun 19
Air Canada Logo
8:20 pm - 12:15 am
ORD
-
POS
26h 55m
1 stop
Air Canada Logo
1:25 am - 6:52 pm
POS
-
ORD
18h 27m
2 stops
$514Air Canada
Sat, Jun 13 - Fri, Jun 19
Air Canada Logo
8:20 pm - 12:15 am
ORD
-
POS
26h 55m
1 stop
Air Canada Logo
1:25 am - 1:22 pm
POS
-
ORD
12h 57m
1 stop
$515Air Canada
Sat, Jun 13 - Fri, Jun 19
Air Canada Logo
9:50 am - 12:15 am
ORD
-
POS
13h 25m
1 stop
Air Canada Logo
1:25 am - 1:22 pm
POS
-
ORD
12h 57m
1 stop
$519Air Canada
Mon, Aug 24 - Mon, Aug 31
Air Canada Logo
2:15 pm - 12:15 am
ORD
-
POS
9h 00m
1 stop
Air Canada Logo
1:25 am - 2:55 pm
POS
-
ORD
14h 30m
2 stops
$523Air Canada
Mon, Aug 24 - Mon, Aug 31
Air Canada Logo
8:45 am - 12:15 am
ORD
-
POS
14h 30m
2 stops
Air Canada Logo
1:25 am - 2:55 pm
POS
-
ORD
14h 30m
2 stops
$526Air Canada
Mon, Aug 24 - Mon, Aug 31
Air Canada Logo
8:20 pm - 12:15 am
ORD
-
POS
26h 55m
1 stop
Air Canada Logo
1:25 am - 1:22 pm
POS
-
ORD
12h 57m
1 stop
$539Air Canada
Sat, Jun 13 - Fri, Jun 19
Air Canada Logo
9:55 am - 12:15 am
ORD
-
POS
13h 20m
1 stop
Air Canada Logo
1:25 am - 2:55 pm
POS
-
ORD
14h 30m
2 stops
$543Air Canada
Mon, Jun 15 - Mon, Jul 13
Multiple Airlines Logo
8:05 am - 8:00 pm
ORD
-
POS
10h 55m
1 stop
Multiple Airlines Logo
10:10 am - 12:25 pm
POS
-
ORD
27h 15m
1 stop
$555Multiple Airlines
Mon, Aug 17 - Thu, Sep 3
Air Canada Logo
8:20 pm - 12:15 am
ORD
-
POS
26h 55m
1 stop
Air Canada Logo
1:25 am - 6:52 pm
POS
-
ORD
18h 27m
2 stops
$559Air Canada
Sat, Jun 13 - Fri, Jun 19

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

Our best American Airlines deals on Chicago O'Hare Intl Airport to Port of Spain flight tickets
American Airlines
Jul 29
ORD6:30 amChicago O'Hare Intl
15h 03m
2 stops
POS10:33 pmPort of Spain Piarco Intl
Aug 12
POS3:15 pmPort of Spain Piarco Intl
17h 19m
1 stop
ORD7:34 amChicago O'Hare Intl
$634
American Airlines
Sep 24
ORD8:55 pmChicago O'Hare Intl
16h 06m
2 stops
POS2:01 pmPort of Spain Piarco Intl
Sep 27
POS3:06 pmPort of Spain Piarco Intl
17h 23m
1 stop
ORD7:29 amChicago O'Hare Intl
$639
American Airlines
Jul 14
ORD6:59 amChicago O'Hare Intl
14h 34m
1 stop
POS10:33 pmPort of Spain Piarco Intl
Jul 25
POS3:18 pmPort of Spain Piarco Intl
18h 50m
1 stop
ORD9:08 amChicago O'Hare Intl
$692

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
Jun 13
ORD8:20 pmChicago O'Hare Intl
26h 55m
1 stop
POS12:15 amPort of Spain Piarco Intl
Jun 19
POS1:25 amPort of Spain Piarco Intl
12h 57m
1 stop
ORD1:22 pmChicago O'Hare Intl
$479
Air Canada
Jun 13
ORD8:20 pmChicago O'Hare Intl
26h 55m
1 stop
POS12:15 amPort of Spain Piarco Intl
Jun 19
POS1:25 amPort of Spain Piarco Intl
18h 27m
2 stops
ORD6:52 pmChicago O'Hare Intl
$514
Air Canada
Jun 13
ORD8:20 pmChicago O'Hare Intl
26h 55m
1 stop
POS12:15 amPort of Spain Piarco Intl
Jun 19
POS1:25 amPort of Spain Piarco Intl
12h 57m
1 stop
ORD1:22 pmChicago O'Hare Intl
$515

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 June 2, 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 6/13

8:20 pm-12:15 am

1 stop26h 55m

Port of Spain Piarco Intl

Fri 6/19

1:25 am-1:22 pm

1 stop12h 57m

$479

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 6/13

8:20 pm-12:15 am

1 stop26h 55m

Port of Spain Piarco Intl

Fri 6/19

1:25 am-6:52 pm

2 stops18h 27m

$514

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 6/13

8:20 pm-12:15 am

1 stop26h 55m

Port of Spain Piarco Intl

Fri 6/19

1:25 am-1:22 pm

1 stop12h 57m

$515

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 8/24

9:50 am-12:15 am

1 stop13h 25m

Port of Spain Piarco Intl

Mon 8/31

1:25 am-1:22 pm

1 stop12h 57m

$519
Quickest round-trip

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 8/24

2:15 pm-12:15 am

1 stop9h 00m

Port of Spain Piarco Intl

Mon 8/31

1:25 am-2:55 pm

2 stops14h 30m

$523

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 8/24

8:45 am-12:15 am

2 stops14h 30m

Port of Spain Piarco Intl

Mon 8/31

1:25 am-2:55 pm

2 stops14h 30m

$526

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 6/13

8:20 pm-12:15 am

1 stop26h 55m

Port of Spain Piarco Intl

Fri 6/19

1:25 am-1:22 pm

1 stop12h 57m

$539

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 6/15

9:55 am-12:15 am

1 stop13h 20m

Port of Spain Piarco Intl

Mon 7/13

1:25 am-2:55 pm

2 stops14h 30m

$543

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 8/17

8:05 am-8:00 pm

1 stop10h 55m

Port of Spain Piarco Intl

Thu 9/3

10:10 am-12:25 pm

1 stop27h 15m

$555

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 6/13

8:20 pm-12:15 am

1 stop26h 55m

Port of Spain Piarco Intl

Fri 6/19

1:25 am-6:52 pm

2 stops18h 27m

$559

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 January is your next best option. Flight prices from Chicago O'Hare Intl Airport to Port of Spain during January average around $462.

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 36m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Port of Spain takes 9h 36m
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 36m 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 $317Free CancellationRating
7.1
11,122 reviews
Search Air Canada flights
Copa AirlinesPriceFrom $472Free CancellationRating
7.5
1,567 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $548Free CancellationRating
7.1
11,640 reviews
Search American Airlines flights
United AirlinesPriceFrom $548Free CancellationRating
7.4
9,777 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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