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Cheap flights from Chicago O'Hare Intl Airport to Port of Spain from $219

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 9/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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
9:50 am - 12:15 am
ORD
-
POS
13h 25m
1 stop
Air Canada Logo
1:20 am - 4:58 pm
POS
-
ORD
16h 38m
1 stop
$485Air Canada
Mon, Sep 28 - Fri, Oct 2
Air Canada Logo
2:15 pm - 12:15 am
ORD
-
POS
9h 00m
1 stop
Air Canada Logo
1:20 am - 2:52 pm
POS
-
ORD
14h 32m
2 stops
$488Air Canada
Mon, Sep 28 - Fri, Oct 2
Air Canada Logo
8:45 am - 12:15 am
ORD
-
POS
14h 30m
2 stops
Air Canada Logo
1:20 am - 2:52 pm
POS
-
ORD
14h 32m
2 stops
$492Air Canada
Mon, Sep 28 - Fri, Oct 2
Air Canada Logo
8:40 pm - 12:15 am
ORD
-
POS
26h 35m
1 stop
Air Canada Logo
1:25 am - 1:22 pm
POS
-
ORD
12h 57m
1 stop
$533Air Canada
Tue, Aug 11 - Mon, Aug 17
Air Canada Logo
8:40 pm - 12:15 am
ORD
-
POS
26h 35m
1 stop
Air Canada Logo
1:25 am - 2:44 pm
POS
-
ORD
14h 19m
2 stops
$536Air Canada
Tue, Aug 11 - Mon, Aug 17
Air Canada Logo
8:50 pm - 1:00 am
ORD
-
POS
26h 10m
1 stop
Air Canada Logo
2:15 am - 7:58 pm
POS
-
ORD
19h 43m
1 stop
$550Air Canada
Mon, Jan 4 - Sun, Jan 10
Multiple Airlines Logo
8:05 am - 8:00 pm
ORD
-
POS
10h 55m
1 stop
Multiple Airlines Logo
10:10 am - 12:50 pm
POS
-
ORD
27h 40m
1 stop
$568Multiple Airlines
Mon, Aug 24 - Mon, Aug 31
Multiple Airlines Logo
7:50 am - 8:00 pm
ORD
-
POS
10h 10m
1 stop
Multiple Airlines Logo
9:10 am - 12:02 pm
POS
-
ORD
28h 52m
2 stops
$591Multiple Airlines
Thu, Nov 5 - Fri, Nov 13
Multiple Airlines Logo
7:50 am - 8:00 pm
ORD
-
POS
10h 10m
1 stop
Multiple Airlines Logo
10:10 am - 3:24 pm
POS
-
ORD
31h 14m
1 stop
$593Multiple Airlines
Thu, Nov 5 - Thu, Nov 12
Air Canada Logo
10:15 am - 1:00 am
ORD
-
POS
12h 45m
1 stop
Air Canada Logo
2:05 am - 7:58 pm
POS
-
ORD
19h 53m
1 stop
$595Air Canada
Sun, Nov 1 - Sun, Nov 8

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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
Aug 15
ORD6:00 amChicago O'Hare Intl
11h 35m
1 stop
POS6:35 pmPort of Spain Piarco Intl
Aug 24
POS8:00 pmPort of Spain Piarco Intl
13h 43m
1 stop
ORD8:43 amChicago O'Hare Intl
$633
JetBlue
Aug 14
ORD6:00 amChicago O'Hare Intl
11h 35m
1 stop
POS6:35 pmPort of Spain Piarco Intl
Aug 21
POS3:14 pmPort of Spain Piarco Intl
26h 03m
1 stop
ORD4:17 pmChicago O'Hare Intl
$645
JetBlue
Nov 3
ORD1:00 pmChicago O'Hare Intl
24h 20m
1 stop
POS3:20 pmPort of Spain Piarco Intl
Nov 10
POS4:45 pmPort of Spain Piarco Intl
21h 11m
1 stop
ORD11:56 amChicago O'Hare Intl
$656

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
Aug 15
ORD5:59 pmChicago O'Hare Intl
19h 15m
1 stop
POS2:14 pmPort of Spain Piarco Intl
Aug 22
POS3:15 pmPort of Spain Piarco Intl
17h 19m
1 stop
ORD7:34 amChicago O'Hare Intl
$630
American Airlines
Aug 22
ORD8:00 amChicago O'Hare Intl
14h 18m
2 stops
POS11:18 pmPort of Spain Piarco Intl
Aug 31
POS3:15 pmPort of Spain Piarco Intl
17h 19m
1 stop
ORD7:34 amChicago O'Hare Intl
$634
American Airlines
Aug 16
ORD7:09 amChicago O'Hare Intl
15h 09m
2 stops
POS11:18 pmPort of Spain Piarco Intl
Aug 23
POS7:00 amPort of Spain Piarco Intl
17h 30m
1 stop
ORD11:30 pmChicago O'Hare Intl
$639

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 July 20, 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

Mon 9/28

9:50 am-12:15 am

1 stop13h 25m

Port of Spain Piarco Intl

Fri 10/2

1:20 am-4:58 pm

1 stop16h 38m

$485
Quickest round-trip

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 9/28

2:15 pm-12:15 am

1 stop9h 00m

Port of Spain Piarco Intl

Fri 10/2

1:20 am-2:52 pm

2 stops14h 32m

$488

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 9/28

8:45 am-12:15 am

2 stops14h 30m

Port of Spain Piarco Intl

Fri 10/2

1:20 am-2:52 pm

2 stops14h 32m

$492

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 8/11

8:40 pm-12:15 am

1 stop26h 35m

Port of Spain Piarco Intl

Mon 8/17

1:25 am-1:22 pm

1 stop12h 57m

$533

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 8/11

8:40 pm-12:15 am

1 stop26h 35m

Port of Spain Piarco Intl

Mon 8/17

1:25 am-2:44 pm

2 stops14h 19m

$536

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 1/4

8:50 pm-1:00 am

1 stop26h 10m

Port of Spain Piarco Intl

Sun 1/10

2:15 am-7:58 pm

1 stop19h 43m

$550

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 8/24

8:05 am-8:00 pm

1 stop10h 55m

Port of Spain Piarco Intl

Mon 8/31

10:10 am-12:50 pm

1 stop27h 40m

$568

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 11/5

7:50 am-8:00 pm

1 stop10h 10m

Port of Spain Piarco Intl

Fri 11/13

9:10 am-12:02 pm

2 stops28h 52m

$591

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 11/5

7:50 am-8:00 pm

1 stop10h 10m

Port of Spain Piarco Intl

Thu 11/12

10:10 am-3:24 pm

1 stop31h 14m

$593

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 11/1

10:15 am-1:00 am

1 stop12h 45m

Port of Spain Piarco Intl

Sun 11/8

2:05 am-7:58 pm

1 stop19h 53m

$595

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 August is your next best option. Flight prices from Chicago O'Hare Intl Airport to Port of Spain during August average around $589.

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

11h 15m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Port of Spain takes 11h 15m
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. 11h 15m 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
Copa AirlinesPriceFrom $285Free CancellationRating
7.6
1,565 reviews
Search Copa Airlines flights
Air CanadaPriceFrom $317Free CancellationRating
7.1
11,359 reviews
Search Air Canada flights
American AirlinesPriceFrom $548Free CancellationRating
7.1
11,822 reviews
Search American Airlines flights
United AirlinesPriceFrom $548Free CancellationRating
7.4
10,011 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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