What is the cheapest airline that flies from Illinois to Port of Spain Piarco Intl?

Air Canada is the most popular carrier operating from Illinois to Port of Spain Piarco Intl

What airlines fly to Port of Spain?

American Airlines, United Airlines and Air Canada are the top three most popular airlines that fly to Port of Spain from Illinois according to our data. American Airlines is the first choice among our users, with 46% of people opting to fly with this airline when traveling to Port of Spain. Keep in mind that there are 3 different airlines that fly to Port of Spain on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Illinois to Port of Spain Piarco Intl Airport?

Prices for flights from Illinois to Port of Spain Piarco Intl Airport are updated daily.

How many operators does momondo search for flights from Illinois to Port of Spain Piarco Intl Airport?

As of September 2026, there are 3 operators available to choose from for flights from Illinois to Port of Spain Piarco Intl Airport.

How old do you have to be to fly from Illinois 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 Illinois to Port of Spain Piarco Intl Airport.

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

The required travel and health documents for your Port of Spain Piarco Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Port of Spain Piarco Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$245 Cheap Flights from Illinois to Port of Spain in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Illinois to Port of Spain

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:11 am - 8:00 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

11h 49m1 stop Fort Lauderdale

10:10 am - 3:30 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

30h 20m1 stop Fort Lauderdale

$535Multiple Airlines

Mon, Oct 5 - Mon, Oct 19

8:40 pm - 12:15 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

26h 35m1 stop Toronto Pearson Intl

1:20 am - 1:23 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

13h 03m1 stop Toronto Pearson Intl

$537Air Canada

Thu, Oct 15 - Sun, Oct 18

8:40 pm - 12:15 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

26h 35m1 stop Toronto Pearson Intl

1:20 am - 2:52 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

14h 32m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$541Air Canada

Thu, Oct 15 - Sun, Oct 18

7:28 pm - 6:55 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

22h 27m2 stops Atlanta Hartsfield-Jackson Miami

10:10 am - 3:30 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

30h 20m1 stop Fort Lauderdale

$553Multiple Airlines

Mon, Oct 5 - Mon, Oct 19

7:11 am - 8:00 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

11h 49m1 stop Fort Lauderdale

9:10 am - 11:32 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

27h 22m2 stops Miami Atlanta Hartsfield-Jackson

$557Multiple Airlines

Mon, Oct 5 - Tue, Oct 20

3:45 pm - 12:15 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

31h 30m1 stop Toronto Pearson Intl

1:20 am - 7:48 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

19h 28m1 stop Toronto Pearson Intl

$584Air Canada

Thu, Oct 8 - Fri, Oct 23

7:10 pm - 1:30 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

16h 20m1 stop Miami

2:30 pm - 12:38 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

12h 08m1 stop Miami

$630American Airlines

Sat, Feb 20 - Thu, Feb 25

6:59 pm - 2:08 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

18h 09m1 stop Miami

3:08 pm - 8:42 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

18h 34m1 stop Miami

$630American Airlines

Sat, Oct 24 - Sat, Oct 31

6:15 am - 11:23 pmSTL Lambert-St Louis-POS Port of Spain Piarco Intl

16h 08m1 stop Houston George Bush Intcntl

1:25 am - 10:02 amPOS Port of Spain Piarco Intl-STL Lambert-St Louis

10h 37m1 stop Houston George Bush Intcntl

$650United Airlines

Thu, Oct 22 - Wed, Nov 18

8:00 am - 11:23 pmSTL Lambert-St Louis-POS Port of Spain Piarco Intl

14h 23m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

1:25 am - 2:13 pmPOS Port of Spain Piarco Intl-STL Lambert-St Louis

14h 48m1 stop Houston George Bush Intcntl

$654United Airlines

Thu, Oct 22 - Wed, Nov 18

Cheap last minute flights

Enter your travel dates to find the best prices.

7:25 am - 12:15 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

15h 50m1 stop Toronto Island

1:20 am - 1:28 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

13h 08m1 stop Toronto Pearson Intl

$777Air Canada

Fri, Sep 18 - Sun, Sep 20

7:25 am - 12:15 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

15h 50m1 stop Toronto Island

1:20 am - 10:15 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

33h 55m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$780Air Canada

Fri, Sep 18 - Sun, Sep 20

9:01 pm - 2:06 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

16h 05m2 stops Charlotte Douglas Miami

3:06 pm - 7:53 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

17h 47m2 stops Miami New York LaGuardia

$811American Airlines

Fri, Sep 18 - Mon, Sep 21

3:50 pm - 7:30 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

26h 40m1 stop Orlando

10:10 am - 12:45 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

15h 35m2 stops Fort Lauderdale Dallas/Fort Worth

$867Multiple Airlines

Tue, Sep 15 - Thu, Sep 17

5:00 am - 2:06 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

8h 06m1 stop Miami

3:06 pm - 7:48 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

17h 42m1 stop Miami

$1,090American Airlines

Tue, Sep 15 - Thu, Sep 17

9:15 pm - 2:06 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

15h 51m2 stops Dallas/Fort Worth Miami

3:06 pm - 9:10 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

19h 04m2 stops Miami Washington, D.C. Reagan-National

$1,094American Airlines

Tue, Sep 15 - Thu, Sep 17

10:40 am - 5:30 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

17h 50m2 stops Ottawa Toronto Island

7:55 am - 12:00 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

29h 05m3 stops Kingston Norman Manley Toronto Pearson Intl Ottawa

$1,674Multiple Airlines

Fri, Sep 18 - Mon, Sep 21

11:05 am - 2:05 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

38h 00m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Georgetown Cheddi Jagan Intl

11:30 pm - 7:48 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

21h 18m2 stops Georgetown Cheddi Jagan Intl Toronto Pearson Intl

$4,279Multiple Airlines

Tue, Sep 15 - Thu, Sep 17

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Copa Airlines flights from Illinois to Port of Spain

Our best Copa Airlines deals on Illinois to Port of Spain flight tickets

Copa Airlines

Oct 23

ORD3:20 pmChicago O'Hare Intl

9h 27m

1 stop

POS1:47 amPort of Spain Piarco Intl

Oct 29

POS3:44 amPort of Spain Piarco Intl

11h 02m

1 stop

ORD1:46 pmChicago O'Hare Intl

$606

Copa Airlines

Nov 4

ORD7:35 amChicago O'Hare Intl

16h 19m

1 stop

POS1:54 amPort of Spain Piarco Intl

Nov 14

POS3:40 amPort of Spain Piarco Intl

11h 06m

1 stop

ORD12:46 pmChicago O'Hare Intl

$618

Copa Airlines

Oct 28

ORD3:13 pmChicago O'Hare Intl

9h 41m

1 stop

POS1:54 amPort of Spain Piarco Intl

Nov 3

POS3:40 amPort of Spain Piarco Intl

11h 06m

1 stop

ORD12:46 pmChicago O'Hare Intl

$648

United Airlines flights from Illinois to Port of Spain

Our best United Airlines deals on Illinois to Port of Spain flight tickets

United Airlines

Oct 22

STL6:15 amLambert-St Louis

16h 08m

1 stop

POS11:23 pmPort of Spain Piarco Intl

Nov 18

POS1:25 amPort of Spain Piarco Intl

10h 37m

1 stop

STL10:02 amLambert-St Louis

$650

United Airlines

Oct 22

STL8:00 amLambert-St Louis

14h 23m

2 stops

POS11:23 pmPort of Spain Piarco Intl

Nov 18

POS1:25 amPort of Spain Piarco Intl

14h 48m

1 stop

STL2:13 pmLambert-St Louis

$654

United Airlines

Oct 22

STL6:15 amLambert-St Louis

16h 08m

1 stop

POS11:23 pmPort of Spain Piarco Intl

Oct 25

POS12:25 amPort of Spain Piarco Intl

23h 01m

1 stop

STL10:26 pmLambert-St Louis

$760

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Mon 10/5

7:11 am-8:00 pm

1 stop11h 49m

Port of Spain Piarco Intl

Mon 10/19

10:10 am-3:30 pm

1 stop30h 20m

$535

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Thu 10/15

8:40 pm-12:15 am

1 stop26h 35m

Port of Spain Piarco Intl

Sun 10/18

1:20 am-1:23 pm

1 stop13h 03m

$537

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Thu 10/15

8:40 pm-12:15 am

1 stop26h 35m

Port of Spain Piarco Intl

Sun 10/18

1:20 am-2:52 pm

2 stops14h 32m

$541

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Mon 10/5

7:28 pm-6:55 pm

2 stops22h 27m

Port of Spain Piarco Intl

Mon 10/19

10:10 am-3:30 pm

1 stop30h 20m

$553

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Mon 10/5

7:11 am-8:00 pm

1 stop11h 49m

Port of Spain Piarco Intl

Tue 10/20

9:10 am-11:32 am

2 stops27h 22m

$557

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Thu 10/8

3:45 pm-12:15 am

1 stop31h 30m

Port of Spain Piarco Intl

Fri 10/23

1:20 am-7:48 pm

1 stop19h 28m

$584

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Sat 2/20

7:10 pm-1:30 pm

1 stop16h 20m

Port of Spain Piarco Intl

Thu 2/25

2:30 pm-12:38 am

1 stop12h 08m

$630

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Sat 10/24

6:59 pm-2:08 pm

1 stop18h 09m

Port of Spain Piarco Intl

Sat 10/31

3:08 pm-8:42 am

1 stop18h 34m

$630

Quickest round-trip

St. LouisPort of Spain

STL Lambert-St Louis - POS Port of Spain Piarco Intl

STLPOS

Lambert-St Louis

Thu 10/22

6:15 am-11:23 pm

1 stop16h 08m

Port of Spain Piarco Intl

Wed 11/18

1:25 am-10:02 am

1 stop10h 37m

$650

St. LouisPort of Spain

STL Lambert-St Louis - POS Port of Spain Piarco Intl

STLPOS

Lambert-St Louis

Thu 10/22

8:00 am-11:23 pm

2 stops14h 23m

Port of Spain Piarco Intl

Wed 11/18

1:25 am-2:13 pm

1 stop14h 48m

$654

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Illinois 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

Prices

Airlines

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

The month of October is, on average, the cheapest month to fly to Port of Spain from Illinois, with most prices found around $432. If you’re not able to fly to Port of Spain in October, then November is your next best option. Flight prices from Illinois to Port of Spain during November average around $443.

Cheap Illinois to Port of Spain flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Port of Spain

Best Price Found	$245
Fastest flight time	9h 41m
Direct flights	None

The best one-way flight to Port of Spain from Illinois in the past 72 hours is $245. The best round-trip flight deal from Illinois to Port of Spain found on momondo in the last 72 hours is $535.

The fastest flight from Illinois to Port of Spain takes 9h 41m

There are no direct flights from Illinois to Port of Spain. There are no popular flight routes from Illinois to Port of Spain.

Search flight deals

Frequently asked questions about flying from Illinois to Port of Spain

When did momondo last update prices for flights from Illinois to Port of Spain Piarco Intl Airport?
Prices for flights from Illinois to Port of Spain Piarco Intl Airport are updated daily.
How many operators does momondo search for flights from Illinois to Port of Spain Piarco Intl Airport?
As of September 2026, there are 3 operators available to choose from for flights from Illinois to Port of Spain Piarco Intl Airport.
How old do you have to be to fly from Illinois 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 Illinois to Port of Spain Piarco Intl Airport.
What documentation or ID do you need to fly to Port of Spain Piarco Intl Airport?
The required travel and health documents for your Port of Spain Piarco Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Port of Spain Piarco Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Illinois to Port of Spain

Compare and see reviews for airlines that fly from Illinois to Port of Spain with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom $317	Free Cancellation	Rating 7.1 11,619 reviews	Search Air Canada flights
United Airlines	PriceFrom $578	Free Cancellation	Rating 7.4 10,207 reviews	Search United Airlines flights
American Airlines	PriceFrom $596	Free Cancellation	Rating 7.1 12,051 reviews	Search American Airlines flights

Piarco

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

It is quick and easy to find Illinois to Port of Spain flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Port of Spain that suits you.

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

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

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Illinois to Port of Spain.

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

Of course. momondo tracks the price of Illinois 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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Cheap flights from Illinois to Port of Spain from $245

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Port of Spain departing on 9/26. 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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Copa Airlines flights from Illinois to Port of Spain

Our best Copa Airlines deals on Illinois to Port of Spain flight tickets

United Airlines flights from Illinois to Port of Spain

Our best United Airlines deals on Illinois to Port of Spain flight tickets

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How to get the cheapest flight ticket from Illinois to Port of Spain

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

What is the cheapest airline that flies from Illinois to Port of Spain Piarco Intl?

What airlines fly to Port of Spain?

Cheap Illinois to Port of Spain flight deals and tips

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Frequently asked questions about flying from Illinois to Port of Spain

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Compare and see reviews for airlines that fly from Illinois to Port of Spain with momondo

Traveling to a place near Port of Spain?

Why use momondo?

An easier way to manage your Port of Spain trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Trinidad and Tobago

Airports servicing Trinidad and Tobago

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Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Port of Spain

List of cabin classes available on flights landing in Port of Spain. Availability may vary depending on flight origin and airline.

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