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Cheap flights from Illinois to Trinidad and Tobago from $245

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 6/12. 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
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
9:55 am - 12:15 am
ORD
-
POS
13h 20m
1 stop
Air Canada Logo
1:25 am - 4:59 pm
POS
-
ORD
16h 34m
1 stop
$538Air Canada
Fri, Jun 12 - Sun, Jun 14
Air Canada Logo
9:55 am - 12:15 am
ORD
-
POS
13h 20m
1 stop
Air Canada Logo
1:25 am - 6:52 pm
POS
-
ORD
18h 27m
2 stops
$543Air Canada
Fri, Jun 12 - Sun, Jun 14
Air Canada Logo
9:55 am - 12:15 am
ORD
-
POS
13h 20m
1 stop
Air Canada Logo
1:25 am - 1:22 pm
POS
-
ORD
12h 57m
1 stop
$548Air Canada
Sun, Jun 14 - Fri, Jun 19
Air Canada Logo
9:55 am - 12:15 am
ORD
-
POS
13h 20m
1 stop
Air Canada Logo
1:25 am - 11:20 am
POS
-
ORD
34h 55m
2 stops
$551Air Canada
Fri, May 29 - Sun, May 31
Multiple Airlines Logo
6:00 am - 6:35 pm
ORD
-
POS
11h 35m
1 stop
Multiple Airlines Logo
1:25 am - 1:22 pm
POS
-
ORD
12h 57m
1 stop
$604Multiple Airlines
Sat, Jun 13 - Fri, Jun 19
Multiple Airlines Logo
6:00 am - 6:35 pm
ORD
-
POS
11h 35m
1 stop
Multiple Airlines Logo
1:25 am - 6:52 pm
POS
-
ORD
18h 27m
2 stops
$610Multiple Airlines
Sat, Jun 13 - Fri, Jun 19
JetBlue Logo
6:00 am - 6:35 pm
ORD
-
POS
11h 35m
1 stop
JetBlue Logo
7:45 pm - 8:45 am
POS
-
ORD
14h 00m
1 stop
$614JetBlue
Sat, Jun 13 - Fri, Jun 19
United Airlines Logo
9:15 am - 12:50 am
STL
-
POS
14h 35m
2 stops
United Airlines Logo
12:30 am - 10:07 am
POS
-
STL
10h 37m
1 stop
$630United Airlines
Wed, Jul 1 - Tue, Jul 14
United Airlines Logo
12:23 pm - 12:50 am
STL
-
POS
11h 27m
1 stop
United Airlines Logo
12:30 am - 10:07 am
POS
-
STL
10h 37m
1 stop
$670United Airlines
Wed, Jul 1 - Tue, Jul 14
American Airlines Logo
7:04 am - 11:00 pm
STL
-
POS
14h 56m
2 stops
American Airlines Logo
7:00 am - 11:32 pm
POS
-
STL
17h 32m
2 stops
$709American Airlines
Wed, Jul 1 - Wed, Jul 15

United Airlines flights from Illinois to Trinidad and Tobago

Our best United Airlines deals on Illinois to Trinidad and Tobago flight tickets
United Airlines
Jul 1
STL9:15 amLambert-St Louis
14h 35m
2 stops
POS12:50 amPort of Spain Piarco Intl
Jul 14
POS12:30 amPort of Spain Piarco Intl
10h 37m
1 stop
STL10:07 amLambert-St Louis
$630
United Airlines
Jul 1
STL12:23 pmLambert-St Louis
11h 27m
1 stop
POS12:50 amPort of Spain Piarco Intl
Jul 14
POS12:30 amPort of Spain Piarco Intl
10h 37m
1 stop
STL10:07 amLambert-St Louis
$670
United Airlines
May 19
ORD8:46 amChicago O'Hare Intl
13h 37m
1 stop
POS11:23 pmPort of Spain Piarco Intl
May 24
POS12:30 amPort of Spain Piarco Intl
10h 50m
1 stop
ORD10:20 amChicago O'Hare Intl
$762

Air Canada flights from Illinois to Trinidad and Tobago

Our best Air Canada deals on Illinois to Trinidad and Tobago flight tickets
Air Canada
Jun 12
ORD9:55 amChicago O'Hare Intl
13h 20m
1 stop
POS12:15 amPort of Spain Piarco Intl
Jun 14
POS1:25 amPort of Spain Piarco Intl
16h 34m
1 stop
ORD4:59 pmChicago O'Hare Intl
$538
Air Canada
Jun 12
ORD9:55 amChicago O'Hare Intl
13h 20m
1 stop
POS12:15 amPort of Spain Piarco Intl
Jun 14
POS1:25 amPort of Spain Piarco Intl
18h 27m
2 stops
ORD6:52 pmChicago O'Hare Intl
$543
Air Canada
Jun 14
ORD9:55 amChicago O'Hare Intl
13h 20m
1 stop
POS12:15 amPort of Spain Piarco Intl
Jun 19
POS1:25 amPort of Spain Piarco Intl
12h 57m
1 stop
ORD1:22 pmChicago O'Hare Intl
$548

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 May 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

Cheapest round-trip

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 6/12

9:55 am-12:15 am

1 stop13h 20m

Port of Spain Piarco Intl

Sun 6/14

1:25 am-4:59 pm

1 stop16h 34m

$538

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 6/12

9:55 am-12:15 am

1 stop13h 20m

Port of Spain Piarco Intl

Sun 6/14

1:25 am-6:52 pm

2 stops18h 27m

$543

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 6/14

9:55 am-12:15 am

1 stop13h 20m

Port of Spain Piarco Intl

Fri 6/19

1:25 am-1:22 pm

1 stop12h 57m

$548

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 5/29

9:55 am-12:15 am

1 stop13h 20m

Port of Spain Piarco Intl

Sun 5/31

1:25 am-11:20 am

2 stops34h 55m

$551

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 6/13

6:00 am-6:35 pm

1 stop11h 35m

Port of Spain Piarco Intl

Fri 6/19

1:25 am-1:22 pm

1 stop12h 57m

$604

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 6/13

6:00 am-6:35 pm

1 stop11h 35m

Port of Spain Piarco Intl

Fri 6/19

1:25 am-6:52 pm

2 stops18h 27m

$610

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 6/13

6:00 am-6:35 pm

1 stop11h 35m

Port of Spain Piarco Intl

Fri 6/19

7:45 pm-8:45 am

1 stop14h 00m

$614

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Wed 7/1

9:15 am-12:50 am

2 stops14h 35m

Port of Spain Piarco Intl

Tue 7/14

12:30 am-10:07 am

1 stop10h 37m

$630
Quickest round-trip

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Wed 7/1

12:23 pm-12:50 am

1 stop11h 27m

Port of Spain Piarco Intl

Tue 7/14

12:30 am-10:07 am

1 stop10h 37m

$670

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Wed 7/1

7:04 am-11:00 pm

2 stops14h 56m

Port of Spain Piarco Intl

Wed 7/15

7:00 am-11:32 pm

2 stops17h 32m

$709

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 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 month to fly to Trinidad and Tobago?

In general, June is the cheapest month to fly from Illinois to Trinidad and Tobago. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $317. If you aren’t able to travel to Trinidad and Tobago during the month of June, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $392.

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

11h 05m

Direct flights

None
The fastest flight from Illinois to Trinidad and Tobago takes 11h 05m
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

Frequently asked questions about flying from Illinois to Trinidad and Tobago

  • 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 $392Free CancellationRating
7.1
11,019 reviews
Search Air Canada flights
Copa AirlinesPriceFrom $472Free CancellationRating
7.5
1,584 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $548Free CancellationRating
7.1
11,661 reviews
Search American Airlines flights
United AirlinesPriceFrom $548Free CancellationRating
7.4
9,701 reviews
Search United 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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