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Cheap flights from Illinois to Port of Spain from $238

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 5/30. 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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0 bags

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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.
Multiple Airlines Logo
3:52 pm - 6:55 pm
ORD
-
POS
26h 03m
1 stop
Multiple Airlines Logo
9:10 am - 11:56 pm
POS
-
ORD
15h 46m
1 stop
$525Multiple Airlines
Sat, May 2 - Thu, May 7
Air Canada Logo
2:15 pm - 12:15 am
ORD
-
POS
9h 00m
1 stop
Air Canada Logo
1:25 am - 1:22 pm
POS
-
ORD
12h 57m
1 stop
$545Air Canada
Mon, Jun 22 - Sun, Jun 28
Air Canada Logo
2:15 pm - 12:15 am
ORD
-
POS
9h 00m
1 stop
Air Canada Logo
1:25 am - 6:47 pm
POS
-
ORD
18h 22m
2 stops
$550Air Canada
Mon, Jun 22 - Sun, Jun 28
Multiple Airlines Logo
8:05 am - 8:00 pm
ORD
-
POS
10h 55m
1 stop
Multiple Airlines Logo
10:10 am - 7:55 am
POS
-
ORD
22h 45m
2 stops
$551Multiple Airlines
Thu, May 21 - Mon, May 25
Multiple Airlines Logo
9:44 pm - 8:00 pm
ORD
-
POS
21h 16m
2 stops
Multiple Airlines Logo
9:10 am - 11:56 pm
POS
-
ORD
15h 46m
1 stop
$562Multiple Airlines
Sat, May 2 - Thu, May 7
Multiple Airlines Logo
8:05 am - 8:00 pm
ORD
-
POS
10h 55m
1 stop
Multiple Airlines Logo
10:10 am - 12:37 pm
POS
-
ORD
27h 27m
1 stop
$568Multiple Airlines
Thu, May 21 - Mon, May 25
Multiple Airlines Logo
1:18 pm - 8:00 pm
ORD
-
POS
29h 42m
1 stop
Multiple Airlines Logo
10:10 am - 12:25 pm
POS
-
ORD
27h 15m
1 stop
$571Multiple Airlines
Wed, Jun 10 - Mon, Jul 20
United Airlines Logo
8:35 am - 11:23 pm
STL
-
POS
13h 48m
1 stop
United Airlines Logo
12:30 am - 10:07 am
POS
-
STL
10h 37m
1 stop
$630United Airlines
Thu, May 28 - Wed, Jun 10
United Airlines Logo
12:30 pm - 12:50 am
STL
-
POS
11h 20m
1 stop
United Airlines Logo
2:00 am - 3:38 pm
POS
-
STL
14h 38m
2 stops
$634United Airlines
Thu, Aug 20 - Mon, Aug 24
American Airlines Logo
11:15 am - 11:01 pm
STL
-
POS
10h 46m
1 stop
American Airlines Logo
7:00 am - 10:58 pm
POS
-
STL
16h 58m
1 stop
$670American Airlines
Thu, Jun 11 - Sat, Jun 20

JetBlue flights from Illinois to Port of Spain

Our best JetBlue deals on Illinois to Port of Spain flight tickets
JetBlue
Jun 1
ORD8:30 pmChicago O'Hare Intl
17h 44m
2 stops
POS3:14 pmPort of Spain Piarco Intl
Jun 5
POS3:46 pmPort of Spain Piarco Intl
32h 10m
1 stop
ORD10:56 pmChicago O'Hare Intl
$612
JetBlue
May 2
ORD6:00 amChicago O'Hare Intl
33h 13m
2 stops
POS4:13 pmPort of Spain Piarco Intl
May 7
POS2:46 pmPort of Spain Piarco Intl
19h 13m
2 stops
ORD8:59 amChicago O'Hare Intl
$663
JetBlue
May 2
ORD8:31 amChicago O'Hare Intl
30h 42m
1 stop
POS4:13 pmPort of Spain Piarco Intl
May 7
POS2:46 pmPort of Spain Piarco Intl
19h 13m
2 stops
ORD8:59 amChicago O'Hare Intl
$725

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 19
ORD7:55 amChicago O'Hare Intl
15h 25m
1 stop
POS12:20 amPort of Spain Piarco Intl
Apr 24
POS1:20 amPort of Spain Piarco Intl
19h 05m
1 stop
ORD7:25 pmChicago O'Hare Intl
$427
Air Canada
Apr 19
ORD2:00 pmChicago O'Hare Intl
9h 20m
1 stop
POS12:20 amPort of Spain Piarco Intl
Apr 24
POS1:20 amPort of Spain Piarco Intl
12h 45m
1 stop
ORD1:05 pmChicago O'Hare Intl
$428
Air Canada
Apr 19
ORD2:00 pmChicago O'Hare Intl
9h 20m
1 stop
POS12:20 amPort of Spain Piarco Intl
Apr 24
POS1:20 amPort of Spain Piarco Intl
18h 38m
2 stops
ORD6:58 pmChicago O'Hare Intl
$432

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 April 18, 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

Cheapest round-trip

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 5/2

3:52 pm-6:55 pm

1 stop26h 03m

Port of Spain Piarco Intl

Thu 5/7

9:10 am-11:56 pm

1 stop15h 46m

$525
Quickest round-trip

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 6/22

2:15 pm-12:15 am

1 stop9h 00m

Port of Spain Piarco Intl

Sun 6/28

1:25 am-1:22 pm

1 stop12h 57m

$545

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 6/22

2:15 pm-12:15 am

1 stop9h 00m

Port of Spain Piarco Intl

Sun 6/28

1:25 am-6:47 pm

2 stops18h 22m

$550

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 5/21

8:05 am-8:00 pm

1 stop10h 55m

Port of Spain Piarco Intl

Mon 5/25

10:10 am-7:55 am

2 stops22h 45m

$551

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 5/2

9:44 pm-8:00 pm

2 stops21h 16m

Port of Spain Piarco Intl

Thu 5/7

9:10 am-11:56 pm

1 stop15h 46m

$562

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 5/21

8:05 am-8:00 pm

1 stop10h 55m

Port of Spain Piarco Intl

Mon 5/25

10:10 am-12:37 pm

1 stop27h 27m

$568

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 6/10

1:18 pm-8:00 pm

1 stop29h 42m

Port of Spain Piarco Intl

Mon 7/20

10:10 am-12:25 pm

1 stop27h 15m

$571

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Thu 5/28

8:35 am-11:23 pm

1 stop13h 48m

Port of Spain Piarco Intl

Wed 6/10

12:30 am-10:07 am

1 stop10h 37m

$630

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Thu 8/20

12:30 pm-12:50 am

1 stop11h 20m

Port of Spain Piarco Intl

Mon 8/24

2:00 am-3:38 pm

2 stops14h 38m

$634

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Thu 6/11

11:15 am-11:01 pm

1 stop10h 46m

Port of Spain Piarco Intl

Sat 6/20

7:00 am-10:58 pm

1 stop16h 58m

$670

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 and American 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 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

8h 35m

Direct flights

None
The fastest flight from Illinois to Port of Spain takes 8h 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?

  • 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 $392Free CancellationRating
7.1
10,934 reviews
Search Air Canada flights
Copa AirlinesPriceFrom $472Free CancellationRating
7.5
1,576 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $548Free CancellationRating
7.1
11,598 reviews
Search American Airlines flights
United AirlinesPriceFrom $548Free CancellationRating
7.4
9,604 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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