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Cheap flights from Illinois to Port of Spain from $232

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 8/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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
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
$492Air Canada
Fri, Oct 2 - Fri, Oct 9
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
$496Air Canada
Fri, Oct 2 - Fri, Oct 9
JetBlue Logo
6:00 am - 6:35 pm
ORD
-
POS
11h 35m
1 stop
JetBlue Logo
8:00 pm - 8:43 am
POS
-
ORD
13h 43m
1 stop
$498JetBlue
Thu, Aug 13 - Fri, Aug 21
Air Canada Logo
2:15 pm - 12:15 am
ORD
-
POS
9h 00m
1 stop
Air Canada Logo
1:20 am - 1:23 pm
POS
-
ORD
13h 03m
1 stop
$513Air Canada
Fri, Oct 9 - Mon, Oct 12
Air Canada Logo
9:50 am - 12:15 am
ORD
-
POS
13h 25m
1 stop
Air Canada Logo
1:20 am - 2:52 pm
POS
-
ORD
14h 32m
2 stops
$516Air Canada
Fri, Oct 9 - Mon, Oct 12
JetBlue Logo
6:00 am - 6:20 pm
ORD
-
POS
11h 20m
1 stop
JetBlue Logo
8:00 pm - 8:43 am
POS
-
ORD
13h 43m
1 stop
$537JetBlue
Sat, Aug 22 - Mon, Aug 31
United Airlines Logo
9:20 am - 12:50 am
STL
-
POS
14h 30m
2 stops
United Airlines Logo
12:30 am - 10:10 am
POS
-
STL
10h 40m
1 stop
$630United Airlines
Mon, Aug 10 - Sun, Aug 16
United Airlines Logo
7:33 am - 11:18 pm
STL
-
POS
14h 45m
2 stops
United Airlines Logo
1:25 am - 2:13 pm
POS
-
STL
14h 48m
1 stop
$634United Airlines
Wed, Oct 28 - Wed, Nov 4
American Airlines Logo
5:42 pm - 2:14 pm
STL
-
POS
19h 32m
2 stops
American Airlines Logo
3:15 pm - 1:02 pm
POS
-
STL
22h 47m
2 stops
$654American Airlines
Mon, Aug 10 - Mon, Aug 17
American Airlines Logo
6:00 am - 11:18 pm
STL
-
POS
16h 18m
2 stops
American Airlines Logo
7:00 am - 10:40 pm
POS
-
STL
16h 40m
1 stop
$679American Airlines
Sun, Aug 9 - Sun, Aug 16

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American Airlines flights from Illinois to Port of Spain

Our best American Airlines deals on Illinois to Port of Spain flight tickets
American Airlines
Aug 13
ORD9:55 amChicago O'Hare Intl
12h 23m
1 stop
POS11:18 pmPort of Spain Piarco Intl
Aug 21
POS7:00 amPort of Spain Piarco Intl
12h 54m
2 stops
ORD6:54 pmChicago O'Hare Intl
$623
American Airlines
Aug 11
ORD6:00 amChicago O'Hare Intl
16h 18m
1 stop
POS11:18 pmPort of Spain Piarco Intl
Aug 18
POS3:15 pmPort of Spain Piarco Intl
9h 15m
1 stop
ORD11:30 pmChicago O'Hare Intl
$630
American Airlines
Aug 10
STL5:42 pmLambert-St Louis
19h 32m
2 stops
POS2:14 pmPort of Spain Piarco Intl
Aug 17
POS3:15 pmPort of Spain Piarco Intl
22h 47m
2 stops
STL1:02 pmLambert-St Louis
$654

United Airlines flights from Illinois to Port of Spain

Our best United Airlines deals on Illinois to Port of Spain flight tickets
United Airlines
Aug 10
STL9:20 amLambert-St Louis
14h 30m
2 stops
POS12:50 amPort of Spain Piarco Intl
Aug 16
POS12:30 amPort of Spain Piarco Intl
10h 40m
1 stop
STL10:10 amLambert-St Louis
$630
United Airlines
Oct 28
STL7:33 amLambert-St Louis
14h 45m
2 stops
POS11:18 pmPort of Spain Piarco Intl
Nov 4
POS1:25 amPort of Spain Piarco Intl
14h 48m
1 stop
STL2:13 pmLambert-St Louis
$634
United Airlines
Sep 3
STL7:00 amLambert-St Louis
16h 50m
1 stop
POS12:50 amPort of Spain Piarco Intl
Sep 19
POS12:30 amPort of Spain Piarco Intl
10h 40m
1 stop
STL10:10 amLambert-St Louis
$650

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 July 13, 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

Fri 10/2

2:15 pm-12:15 am

1 stop9h 00m

Port of Spain Piarco Intl

Fri 10/9

1:20 am-2:52 pm

2 stops14h 32m

$492

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 10/2

8:45 am-12:15 am

2 stops14h 30m

Port of Spain Piarco Intl

Fri 10/9

1:20 am-2:52 pm

2 stops14h 32m

$496

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 8/13

6:00 am-6:35 pm

1 stop11h 35m

Port of Spain Piarco Intl

Fri 8/21

8:00 pm-8:43 am

1 stop13h 43m

$498
Quickest round-trip

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 10/9

2:15 pm-12:15 am

1 stop9h 00m

Port of Spain Piarco Intl

Mon 10/12

1:20 am-1:23 pm

1 stop13h 03m

$513

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 10/9

9:50 am-12:15 am

1 stop13h 25m

Port of Spain Piarco Intl

Mon 10/12

1:20 am-2:52 pm

2 stops14h 32m

$516

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 8/22

6:00 am-6:20 pm

1 stop11h 20m

Port of Spain Piarco Intl

Mon 8/31

8:00 pm-8:43 am

1 stop13h 43m

$537

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Mon 8/10

9:20 am-12:50 am

2 stops14h 30m

Port of Spain Piarco Intl

Sun 8/16

12:30 am-10:10 am

1 stop10h 40m

$630

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Wed 10/28

7:33 am-11:18 pm

2 stops14h 45m

Port of Spain Piarco Intl

Wed 11/4

1:25 am-2:13 pm

1 stop14h 48m

$634

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Mon 8/10

5:42 pm-2:14 pm

2 stops19h 32m

Port of Spain Piarco Intl

Mon 8/17

3:15 pm-1:02 pm

2 stops22h 47m

$654

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Sun 8/9

6:00 am-11:18 pm

2 stops16h 18m

Port of Spain Piarco Intl

Sun 8/16

7:00 am-10:40 pm

1 stop16h 40m

$679

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 month to fly to Port of Spain?

The month of January is, on average, the cheapest month to fly to Port of Spain from Illinois, with most prices found around $285. If you’re not able to fly to Port of Spain in January, then June is your next best option. Flight prices from Illinois to Port of Spain during June average around $317.

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

10h 20m

Direct flights

None
The fastest flight from Illinois to Port of Spain takes 10h 20m
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
Copa AirlinesPriceFrom $285Free CancellationRating
7.6
1,559 reviews
Search Copa Airlines flights
Air CanadaPriceFrom $317Free CancellationRating
7.1
11,335 reviews
Search Air Canada flights
American AirlinesPriceFrom $548Free CancellationRating
7.1
11,810 reviews
Search American Airlines flights
United AirlinesPriceFrom $548Free CancellationRating
7.4
9,986 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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