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Cheap flights from Illinois to Port of Spain from $150

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 4/3. 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 Illinois to Port of Spain

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
9:20 pm - 12:20 am
ORD
-
POS
26h 00m
1 stop
Air Canada Logo
1:20 am - 8:03 am
POS
-
ORD
31h 43m
1 stop
$270Air Canada
Mon, Apr 13 - Sun, Apr 19
Air Canada Logo
10:43 am - 12:20 am
ORD
-
POS
36h 37m
2 stops
Air Canada Logo
1:20 am - 7:58 am
POS
-
ORD
31h 38m
2 stops
$289Air Canada
Mon, Apr 13 - Sun, Apr 19
Air Canada Logo
9:20 pm - 12:20 am
ORD
-
POS
26h 00m
1 stop
Air Canada Logo
1:20 am - 7:58 am
POS
-
ORD
31h 38m
2 stops
$290Air Canada
Mon, Apr 13 - Sun, Apr 19
Air Canada Logo
2:00 pm - 12:20 am
ORD
-
POS
9h 20m
1 stop
Air Canada Logo
1:20 am - 1:05 pm
POS
-
ORD
12h 45m
1 stop
$298Air Canada
Fri, Apr 17 - Sun, Apr 19
Air Canada Logo
7:05 am - 12:15 am
STL
-
POS
16h 10m
1 stop
Air Canada Logo
1:25 am - 8:04 pm
POS
-
STL
19h 39m
1 stop
$298Air Canada
Fri, May 22 - Sun, May 24
Air Canada Logo
9:55 am - 12:15 am
ORD
-
POS
13h 20m
1 stop
Air Canada Logo
1:25 am - 2:53 pm
POS
-
ORD
14h 28m
2 stops
$301Air Canada
Wed, May 13 - Sun, May 17
Air Canada Logo
7:05 am - 12:15 am
STL
-
POS
16h 10m
1 stop
Air Canada Logo
1:25 am - 8:25 pm
POS
-
STL
20h 00m
2 stops
$301Air Canada
Fri, May 22 - Sun, May 24
Air Canada Logo
2:00 pm - 12:20 am
ORD
-
POS
9h 20m
1 stop
Air Canada Logo
1:20 am - 6:53 pm
POS
-
ORD
18h 33m
2 stops
$303Air Canada
Fri, Apr 17 - Sun, Apr 19
United Airlines Logo
7:45 am - 11:23 pm
STL
-
POS
14h 38m
2 stops
United Airlines Logo
12:30 am - 9:25 am
POS
-
STL
9h 55m
1 stop
$590United Airlines
Wed, Apr 15 - Tue, Apr 21
United Airlines Logo
7:45 am - 11:23 pm
STL
-
POS
14h 38m
2 stops
United Airlines Logo
12:30 am - 2:24 pm
POS
-
STL
14h 54m
2 stops
$594United Airlines
Wed, Apr 15 - Tue, Apr 21

Air Canada flights from Illinois to Port of Spain

Our best Air Canada deals on Illinois to Port of Spain flight tickets
Air Canada
Apr 13
ORD9:20 pmChicago O'Hare Intl
26h 00m
1 stop
POS12:20 amPort of Spain Piarco Intl
Apr 19
POS1:20 amPort of Spain Piarco Intl
31h 43m
1 stop
ORD8:03 amChicago O'Hare Intl
$270
Air Canada
Apr 13
ORD10:43 amChicago O'Hare Intl
36h 37m
2 stops
POS12:20 amPort of Spain Piarco Intl
Apr 19
POS1:20 amPort of Spain Piarco Intl
31h 38m
2 stops
ORD7:58 amChicago O'Hare Intl
$289
Air Canada
Apr 13
ORD9:20 pmChicago O'Hare Intl
26h 00m
1 stop
POS12:20 amPort of Spain Piarco Intl
Apr 19
POS1:20 amPort of Spain Piarco Intl
31h 38m
2 stops
ORD7:58 amChicago O'Hare Intl
$290

United Airlines flights from Illinois to Port of Spain

Our best United Airlines deals on Illinois to Port of Spain flight tickets
United Airlines
Apr 15
STL7:45 amLambert-St Louis
14h 38m
2 stops
POS11:23 pmPort of Spain Piarco Intl
Apr 21
POS12:30 amPort of Spain Piarco Intl
9h 55m
1 stop
STL9:25 amLambert-St Louis
$590
United Airlines
Apr 15
STL7:45 amLambert-St Louis
14h 38m
2 stops
POS11:23 pmPort of Spain Piarco Intl
Apr 21
POS12:30 amPort of Spain Piarco Intl
14h 54m
2 stops
STL2:24 pmLambert-St Louis
$594
United Airlines
Apr 6
STL7:45 amLambert-St Louis
14h 38m
2 stops
POS11:23 pmPort of Spain Piarco Intl
Apr 11
POS12:30 amPort of Spain Piarco Intl
9h 55m
1 stop
STL9:25 amLambert-St Louis
$610

momondo Fare Finder

 
Customize your flight search to find flights from Illinois 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 March 1, 2026.
Use the filters below to find and compare flights from Illinois to Port of Spain that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 4/13

9:20 pm-12:20 am

1 stop26h 00m

Port of Spain Piarco Intl

Sun 4/19

1:20 am-8:03 am

1 stop31h 43m

$270

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 4/13

10:43 am-12:20 am

2 stops36h 37m

Port of Spain Piarco Intl

Sun 4/19

1:20 am-7:58 am

2 stops31h 38m

$289

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 4/13

9:20 pm-12:20 am

1 stop26h 00m

Port of Spain Piarco Intl

Sun 4/19

1:20 am-7:58 am

2 stops31h 38m

$290

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 4/17

2:00 pm-12:20 am

1 stop9h 20m

Port of Spain Piarco Intl

Sun 4/19

1:20 am-1:05 pm

1 stop12h 45m

$298

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Fri 5/22

7:05 am-12:15 am

1 stop16h 10m

Port of Spain Piarco Intl

Sun 5/24

1:25 am-8:04 pm

1 stop19h 39m

$298

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 5/13

9:55 am-12:15 am

1 stop13h 20m

Port of Spain Piarco Intl

Sun 5/17

1:25 am-2:53 pm

2 stops14h 28m

$301

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Fri 5/22

7:05 am-12:15 am

1 stop16h 10m

Port of Spain Piarco Intl

Sun 5/24

1:25 am-8:25 pm

2 stops20h 00m

$301

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 4/17

2:00 pm-12:20 am

1 stop9h 20m

Port of Spain Piarco Intl

Sun 4/19

1:20 am-6:53 pm

2 stops18h 33m

$303

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Wed 4/15

7:45 am-11:23 pm

2 stops14h 38m

Port of Spain Piarco Intl

Tue 4/21

12:30 am-9:25 am

1 stop9h 55m

$590

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Wed 4/15

7:45 am-11:23 pm

2 stops14h 38m

Port of Spain Piarco Intl

Tue 4/21

12:30 am-2:24 pm

2 stops14h 54m

$594

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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See travel insights to Port of Spain from

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

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 42% of people opting to fly with this airline when traveling to Port of Spain. Keep in mind that there are 4 different airlines that fly to Port of Spain on a routine basis, so you have a few additional options to choose from.

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

Fastest flight time

9h 00m

Direct flights

None
The fastest flight from Illinois to Port of Spain takes 9h 00m
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

  • 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?

  • 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 CanadaPriceFrom $432Free CancellationRating
7.1
10,764 reviews
Search Air Canada flights
Copa AirlinesPriceFrom $472Free CancellationRating
7.5
1,559 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $548Free CancellationRating
7.1
11,369 reviews
Search American Airlines flights
United AirlinesPriceFrom $548Free CancellationRating
7.4
9,375 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 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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