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Cheap flights from Illinois to Trinidad and Tobago from $178

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 Trinidad and Tobago departing on 3/15. 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 Trinidad and Tobago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
8:20 pm - 12:20 am
ORD
-
POS
27h 00m
1 stop
Air Canada Logo
1:20 am - 1:05 pm
POS
-
ORD
12h 45m
1 stop
$336Air Canada
Mon, Mar 30 - Sun, Apr 5
Air Canada Logo
8:20 pm - 12:20 am
ORD
-
POS
27h 00m
1 stop
Air Canada Logo
1:20 am - 2:55 pm
POS
-
ORD
14h 35m
2 stops
$339Air Canada
Mon, Mar 30 - Sun, Apr 5
Air Canada Logo
8:00 am - 1:20 am
ORD
-
POS
15h 20m
1 stop
Air Canada Logo
1:20 am - 8:00 am
POS
-
ORD
31h 40m
2 stops
$346Air Canada
Fri, Mar 6 - Sun, Mar 8
Air Canada Logo
1:55 pm - 12:20 am
ORD
-
POS
33h 25m
2 stops
Air Canada Logo
1:20 am - 8:00 am
POS
-
ORD
31h 40m
2 stops
$349Air Canada
Mon, Mar 30 - Sun, Apr 5
Air Canada Logo
8:20 pm - 12:20 am
ORD
-
POS
27h 00m
1 stop
Air Canada Logo
1:20 am - 1:05 pm
POS
-
ORD
12h 45m
1 stop
$358Air Canada
Mon, Mar 30 - Thu, Apr 2
Air Canada Logo
8:20 pm - 12:20 am
ORD
-
POS
27h 00m
1 stop
Air Canada Logo
1:20 am - 2:55 pm
POS
-
ORD
14h 35m
2 stops
$361Air Canada
Mon, Mar 30 - Sun, Apr 5
Air Canada Logo
8:20 pm - 12:20 am
ORD
-
POS
27h 00m
1 stop
Air Canada Logo
1:20 am - 6:53 pm
POS
-
ORD
18h 33m
2 stops
$363Air Canada
Mon, Mar 30 - Thu, Apr 2
United Airlines Logo
7:00 pm - 11:23 pm
STL
-
POS
27h 23m
2 stops
United Airlines Logo
12:30 am - 2:43 pm
POS
-
STL
15h 13m
2 stops
$814United Airlines
Mon, Mar 23 - Thu, Mar 26
United Airlines Logo
7:00 pm - 11:23 pm
STL
-
POS
27h 23m
2 stops
United Airlines Logo
12:30 am - 6:00 pm
POS
-
STL
18h 30m
2 stops
$824United Airlines
Mon, Mar 23 - Thu, Mar 26
Multiple Airlines Logo
10:00 am - 11:40 am
ORD
-
TAB
24h 40m
2 stops
Multiple Airlines Logo
10:20 pm - 1:05 pm
TAB
-
ORD
15h 45m
2 stops
$835Multiple Airlines
Tue, Mar 24 - Sat, Mar 28

Air Canada flights from Illinois to Trinidad and Tobago

Our best Air Canada deals on Illinois to Trinidad and Tobago flight tickets
Air Canada
Mar 30
ORD8:20 pmChicago O'Hare Intl
27h 00m
1 stop
POS12:20 amPort of Spain Piarco Intl
Apr 5
POS1:20 amPort of Spain Piarco Intl
12h 45m
1 stop
ORD1:05 pmChicago O'Hare Intl
$336
Air Canada
Mar 30
ORD8:20 pmChicago O'Hare Intl
27h 00m
1 stop
POS12:20 amPort of Spain Piarco Intl
Apr 5
POS1:20 amPort of Spain Piarco Intl
14h 35m
2 stops
ORD2:55 pmChicago O'Hare Intl
$339
Air Canada
Mar 6
ORD8:00 amChicago O'Hare Intl
15h 20m
1 stop
POS1:20 amPort of Spain Piarco Intl
Mar 8
POS1:20 amPort of Spain Piarco Intl
31h 40m
2 stops
ORD8:00 amChicago O'Hare Intl
$346

United Airlines flights from Illinois to Trinidad and Tobago

Our best United Airlines deals on Illinois to Trinidad and Tobago flight tickets
United Airlines
Mar 23
STL7:00 pmLambert-St Louis
27h 23m
2 stops
POS11:23 pmPort of Spain Piarco Intl
Mar 26
POS12:30 amPort of Spain Piarco Intl
15h 13m
2 stops
STL2:43 pmLambert-St Louis
$814
United Airlines
Mar 23
STL7:00 pmLambert-St Louis
27h 23m
2 stops
POS11:23 pmPort of Spain Piarco Intl
Mar 26
POS12:30 amPort of Spain Piarco Intl
18h 30m
2 stops
STL6:00 pmLambert-St Louis
$824
United Airlines
Feb 13
ORD6:20 pmChicago O'Hare Intl
28h 03m
1 stop
POS12:23 amPort of Spain Piarco Intl
Feb 20
POS1:30 amPort of Spain Piarco Intl
10h 37m
1 stop
ORD10:07 amChicago O'Hare Intl
$1,125

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Trinidad and Tobago 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 February 12, 2026.
Use the filters below to find and compare flights from Illinois to Trinidad and Tobago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 3/30

8:20 pm-12:20 am

1 stop27h 00m

Port of Spain Piarco Intl

Sun 4/5

1:20 am-1:05 pm

1 stop12h 45m

$336

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 3/30

8:20 pm-12:20 am

1 stop27h 00m

Port of Spain Piarco Intl

Sun 4/5

1:20 am-2:55 pm

2 stops14h 35m

$339

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 3/6

8:00 am-1:20 am

1 stop15h 20m

Port of Spain Piarco Intl

Sun 3/8

1:20 am-8:00 am

2 stops31h 40m

$346

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 3/30

1:55 pm-12:20 am

2 stops33h 25m

Port of Spain Piarco Intl

Sun 4/5

1:20 am-8:00 am

2 stops31h 40m

$349

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 3/30

8:20 pm-12:20 am

1 stop27h 00m

Port of Spain Piarco Intl

Thu 4/2

1:20 am-1:05 pm

1 stop12h 45m

$358

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 3/30

8:20 pm-12:20 am

1 stop27h 00m

Port of Spain Piarco Intl

Sun 4/5

1:20 am-2:55 pm

2 stops14h 35m

$361

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Mon 3/30

8:20 pm-12:20 am

1 stop27h 00m

Port of Spain Piarco Intl

Thu 4/2

1:20 am-6:53 pm

2 stops18h 33m

$363

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Mon 3/23

7:00 pm-11:23 pm

2 stops27h 23m

Port of Spain Piarco Intl

Thu 3/26

12:30 am-2:43 pm

2 stops15h 13m

$814

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Mon 3/23

7:00 pm-11:23 pm

2 stops27h 23m

Port of Spain Piarco Intl

Thu 3/26

12:30 am-6:00 pm

2 stops18h 30m

$824

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

Tue 3/24

10:00 am-11:40 am

2 stops24h 40m

Scarborough ANR Robinson Intl

Sat 3/28

10:20 pm-1:05 pm

2 stops15h 45m

$835

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 Trinidad and Tobago from

How to get the cheapest flight ticket from Illinois to Trinidad and Tobago

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 Trinidad and Tobago?

Air Canada is the most popular carrier operating from Illinois to Trinidad and Tobago

What airlines fly to Trinidad and Tobago?

American Airlines, United Airlines and Air Canada are the top three most popular airlines that fly to Trinidad and Tobago from Illinois according to our data. American Airlines is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Trinidad and Tobago. Keep in mind that there are 3 different airlines that fly to Trinidad and Tobago on a routine basis, so you have a few additional options to choose from.

Cheap Illinois to Trinidad and Tobago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Trinidad and Tobago

Fastest flight time

9h 20m

Direct flights

None
The fastest flight from Illinois to Trinidad and Tobago takes 9h 20m
There are no direct flights from Illinois to Trinidad and Tobago. There are no popular flight routes from Illinois to Trinidad and Tobago.
Search flight deals

  • When did momondo last update prices for flights from Illinois to Trinidad and Tobago?

    Prices for flights from Illinois to Trinidad and Tobago are updated daily.

  • How many operators does momondo search for flights from Illinois to Trinidad and Tobago?

  • How old do you have to be to fly from Illinois to Trinidad and Tobago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Trinidad and Tobago.

  • What documentation or ID do you need to fly to Trinidad and Tobago?

    The required travel and health documents for your Trinidad and Tobago 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 Trinidad and Tobago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Illinois to Trinidad and Tobago

Compare and see reviews for airlines that fly from Illinois to Trinidad and Tobago with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $432Free CancellationRating
7.1
10,717 reviews
Search Air Canada flights
United AirlinesPriceFrom $501Free CancellationRating
7.4
9,286 reviews
Search United Airlines flights
American AirlinesPriceFrom $528Free CancellationRating
7.2
11,277 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Trinidad and Tobago?

It is quick and easy to find Illinois to Trinidad and Tobago 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 Trinidad and Tobago that suits you.

Can I find flights from Illinois to Trinidad and Tobago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Illinois to Trinidad and Tobago flights to just show those with flexible booking policies.

How can momondo help me find flights from Illinois to Trinidad and Tobago?

Once you have performed a search for Illinois to Trinidad and Tobago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Illinois to Trinidad and Tobago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Illinois to Trinidad and Tobago 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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Find better results for your trip to Trinidad and Tobago

Popular cities in Trinidad and Tobago

Popular flights according to clicks in the last 7 days on momondo
Flights to Port of Spainfrom $242
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