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

Air Canada and United Airlines are the most popular carriers 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 49% 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 October 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.

$300 Cheap Flights from Illinois to Port of Spain in 2026/27

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.

7:35 am - 1:12 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

27h 37m1 stop Panama City Tocumen Intl

3:36 am - 12:11 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

22h 35m1 stop Panama City Tocumen Intl

$648Copa Airlines

Thu, Feb 18 - Sun, Feb 21

12:27 am - 1:55 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

23h 28m1 stop Panama City Tocumen Intl

2:14 pm - 12:07 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

11h 53m1 stop Panama City Tocumen Intl

$648Copa Airlines

Tue, Jan 5 - Mon, Jan 18

2:13 pm - 1:55 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

9h 42m1 stop Panama City Tocumen Intl

3:26 am - 12:11 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

22h 45m1 stop Panama City Tocumen Intl

$648Copa Airlines

Wed, Jan 20 - Sat, Jan 30

10:30 am - 12:20 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

11h 50m1 stop Houston George Bush Intcntl

12:30 am - 9:25 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

9h 55m1 stop Houston George Bush Intcntl

$660United Airlines

Sun, Jan 10 - Fri, Jun 4

9:45 pm - 2:10 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

15h 25m2 stops Philadelphia Miami

3:04 pm - 8:16 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

18h 12m1 stop Miami

$665American Airlines

Sat, Mar 27 - Fri, Apr 2

9:21 am - 12:18 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

12h 57m1 stop Houston George Bush Intcntl

1:25 am - 10:10 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

10h 45m1 stop Houston George Bush Intcntl

$680United Airlines

Tue, Nov 24 - Mon, Nov 30

10:34 am - 12:18 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

11h 44m1 stop Houston George Bush Intcntl

1:25 am - 12:29 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

13h 04m1 stop Houston George Bush Intcntl

$680United Airlines

Mon, Nov 30 - Mon, Dec 7

8:52 pm - 1:30 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

14h 38m2 stops Charlotte Douglas Miami

4:04 pm - 11:59 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

9h 55m1 stop Miami

$685American Airlines

Thu, Feb 18 - Mon, Feb 22

10:05 am - 1:00 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

12h 55m1 stop Toronto Pearson Intl

2:15 am - 1:13 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

12h 58m1 stop Toronto Pearson Intl

$706Air Canada

Thu, Dec 3 - Fri, Dec 11

10:05 am - 1:00 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

12h 55m1 stop Toronto Pearson Intl

2:15 am - 1:13 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

12h 58m1 stop Toronto Pearson Intl

$706Air Canada

Thu, Dec 3 - Thu, Dec 10

Cheap last minute flights

Enter your travel dates to find the best prices.

7:35 am - 1:54 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

16h 19m1 stop Panama City Tocumen Intl

2:19 pm - 12:46 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

24h 27m1 stop Panama City Tocumen Intl

$775Copa Airlines

Mon, Nov 2 - Mon, Nov 9

12:40 pm - 11:18 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

9h 38m1 stop Houston George Bush Intcntl

1:25 am - 2:51 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

15h 26m1 stop Houston George Bush Intcntl

$807United Airlines

Thu, Oct 29 - Mon, Nov 9

7:29 am - 11:18 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

14h 49m1 stop Houston George Bush Intcntl

1:25 am - 10:11 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

10h 46m1 stop Houston George Bush Intcntl

$807United Airlines

Thu, Oct 29 - Wed, Nov 4

3:13 pm - 1:54 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

9h 41m1 stop Panama City Tocumen Intl

3:40 am - 12:11 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

22h 31m1 stop Panama City Tocumen Intl

$830Copa Airlines

Fri, Oct 30 - Wed, Nov 4

3:50 pm - 6:55 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

25h 05m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Bridgetown Grantley Adams Intl

2:15 am - 5:43 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

17h 28m1 stop Toronto Pearson Intl

$900Multiple Airlines

Mon, Nov 2 - Sun, Nov 8

5:00 am - 3:37 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

8h 37m1 stop Miami

4:42 pm - 7:26 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

16h 44m2 stops Miami Washington, D.C. Reagan-National

$906American Airlines

Mon, Nov 2 - Mon, Nov 9

5:15 pm - 7:30 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

25h 15m2 stops Las Vegas Harry Reid Intl Orlando

9:10 am - 3:31 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

32h 21m3 stops Miami Atlanta Hartsfield-Jackson Dallas/Fort Worth

$921Multiple Airlines

Thu, Oct 29 - Tue, Nov 10

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

11h 00m1 stop Fort Lauderdale

9:10 am - 6:30 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

35h 20m2 stops Miami Atlanta Hartsfield-Jackson

$953Multiple Airlines

Thu, Oct 29 - Tue, Nov 10

5:15 pm - 6:55 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

24h 40m3 stops Las Vegas Harry Reid Intl Atlanta Hartsfield-Jackson Miami

9:10 am - 3:31 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

32h 21m3 stops Miami Atlanta Hartsfield-Jackson Dallas/Fort Worth

$967Multiple Airlines

Thu, Oct 29 - Tue, Nov 10

5:05 am - 2:08 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

8h 03m1 stop Miami

4:42 pm - 7:26 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

16h 44m2 stops Miami Washington, D.C. Reagan-National

$1,024American Airlines

Thu, Oct 29 - Thu, Nov 5

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United Airlines flights from Illinois to Port of Spain

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

United Airlines

Jan 10

ORD10:30 amChicago O'Hare Intl

11h 50m

1 stop

POS12:20 amPort of Spain Piarco Intl

Jun 4

POS12:30 amPort of Spain Piarco Intl

9h 55m

1 stop

ORD9:25 amChicago O'Hare Intl

$660

United Airlines

Nov 24

ORD9:21 amChicago O'Hare Intl

12h 57m

1 stop

POS12:18 amPort of Spain Piarco Intl

Nov 30

POS1:25 amPort of Spain Piarco Intl

10h 45m

1 stop

ORD10:10 amChicago O'Hare Intl

$680

United Airlines

Oct 29

ORD7:29 amChicago O'Hare Intl

14h 49m

1 stop

POS11:18 pmPort of Spain Piarco Intl

Nov 4

POS1:25 amPort of Spain Piarco Intl

10h 46m

1 stop

ORD10:11 amChicago O'Hare Intl

$807

Copa Airlines flights from Illinois to Port of Spain

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

Copa Airlines

Jan 5

ORD12:27 amChicago O'Hare Intl

23h 28m

1 stop

POS1:55 amPort of Spain Piarco Intl

Jan 18

POS2:14 pmPort of Spain Piarco Intl

11h 53m

1 stop

ORD12:07 amChicago O'Hare Intl

$648

Copa Airlines

Feb 3

ORD7:35 amChicago O'Hare Intl

16h 17m

1 stop

POS1:52 amPort of Spain Piarco Intl

Feb 15

POS2:12 pmPort of Spain Piarco Intl

24h 34m

1 stop

ORD12:46 pmChicago O'Hare Intl

$711

Copa Airlines

Nov 2

ORD7:35 amChicago O'Hare Intl

16h 19m

1 stop

POS1:54 amPort of Spain Piarco Intl

Nov 9

POS2:19 pmPort of Spain Piarco Intl

24h 27m

1 stop

ORD12:46 pmChicago O'Hare Intl

$775

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

Thu 2/18

7:35 am-1:12 pm

1 stop27h 37m

Port of Spain Piarco Intl

Sun 2/21

3:36 am-12:11 am

1 stop22h 35m

$648

ChicagoPort of Spain

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

ORDPOS

Chicago O'Hare Intl

Tue 1/5

12:27 am-1:55 am

1 stop23h 28m

Port of Spain Piarco Intl

Mon 1/18

2:14 pm-12:07 am

1 stop11h 53m

$648

ChicagoPort of Spain

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

ORDPOS

Chicago O'Hare Intl

Wed 1/20

2:13 pm-1:55 am

1 stop9h 42m

Port of Spain Piarco Intl

Sat 1/30

3:26 am-12:11 am

1 stop22h 45m

$648

Quickest round-trip

ChicagoPort of Spain

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

ORDPOS

Chicago O'Hare Intl

Sun 1/10

10:30 am-12:20 am

1 stop11h 50m

Port of Spain Piarco Intl

Fri 6/4

12:30 am-9:25 am

1 stop9h 55m

$660

ChicagoPort of Spain

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

ORDPOS

Chicago O'Hare Intl

Sat 3/27

9:45 pm-2:10 pm

2 stops15h 25m

Port of Spain Piarco Intl

Fri 4/2

3:04 pm-8:16 am

1 stop18h 12m

$665

ChicagoPort of Spain

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

ORDPOS

Chicago O'Hare Intl

Tue 11/24

9:21 am-12:18 am

1 stop12h 57m

Port of Spain Piarco Intl

Mon 11/30

1:25 am-10:10 am

1 stop10h 45m

$680

ChicagoPort of Spain

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

ORDPOS

Chicago O'Hare Intl

Mon 11/30

10:34 am-12:18 am

1 stop11h 44m

Port of Spain Piarco Intl

Mon 12/7

1:25 am-12:29 pm

1 stop13h 04m

$680

ChicagoPort of Spain

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

ORDPOS

Chicago O'Hare Intl

Thu 2/18

8:52 pm-1:30 pm

2 stops14h 38m

Port of Spain Piarco Intl

Mon 2/22

4:04 pm-11:59 pm

1 stop9h 55m

$685

ChicagoPort of Spain

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

ORDPOS

Chicago O'Hare Intl

Thu 12/3

10:05 am-1:00 am

1 stop12h 55m

Port of Spain Piarco Intl

Fri 12/11

2:15 am-1:13 pm

1 stop12h 58m

$706

ChicagoPort of Spain

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

ORDPOS

Chicago O'Hare Intl

Thu 12/3

10:05 am-1:00 am

1 stop12h 55m

Port of Spain Piarco Intl

Thu 12/10

2:15 am-1:13 pm

1 stop12h 58m

$706

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 November is, on average, the cheapest month to fly to Port of Spain from Illinois, with most prices found around $623. If you’re not able to fly to Port of Spain in November, then July is your next best option. Flight prices from Illinois to Port of Spain during July average around $629.

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	$300
Fastest flight time	9h 35m
Direct flights	None

The best one-way flight to Port of Spain from Illinois in the past 72 hours is $300. The best round-trip flight deal from Illinois to Port of Spain found on momondo in the last 72 hours is $648.

The fastest flight from Illinois to Port of Spain takes 9h 35m

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 October 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 11,819 reviews	Search Air Canada flights
United Airlines	PriceFrom $578	Free Cancellation	Rating 7.3 10,443 reviews	Search United Airlines flights
American Airlines	PriceFrom $623	Free Cancellation	Rating 7.0 12,191 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 $300

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 11/24. 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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United Airlines flights from Illinois to Port of Spain

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

Copa Airlines flights from Illinois to Port of Spain

Our best Copa 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

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

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

Fly your favorite airline to Port of Spain

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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