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 48% 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.

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

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?

There are 3 operators available for flights from Illinois to Trinidad and Tobago as of August 2026.

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.

$210 Cheap Flights from Illinois to Trinidad and Tobago in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Illinois to Trinidad and Tobago

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

7:11 am - 8:00 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

11h 49m1 stop Fort Lauderdale

10:10 am - 3:20 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

30h 10m1 stop Fort Lauderdale

$484Multiple Airlines

Mon, Sep 14 - Mon, Sep 21

7:11 am - 8:00 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

11h 49m1 stop Fort Lauderdale

10:10 am - 3:20 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

30h 10m1 stop Fort Lauderdale

$484Multiple Airlines

Thu, Sep 17 - Mon, Sep 21

8:04 am - 8:00 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

10h 56m1 stop Fort Lauderdale

10:10 am - 3:36 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

30h 26m1 stop Fort Lauderdale

$499Multiple Airlines

Thu, Oct 8 - Mon, Oct 12

5:35 pm - 12:15 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

29h 40m1 stop Toronto Pearson Intl

1:20 am - 2:55 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

14h 35m1 stop Toronto Pearson Intl

$550Air Canada

Thu, Sep 10 - Sun, Sep 13

8:40 pm - 12:15 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

26h 35m1 stop Toronto Pearson Intl

1:20 am - 2:52 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

14h 32m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$559Air Canada

Thu, Sep 10 - Sun, Sep 13

3:45 pm - 12:15 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

31h 30m1 stop Toronto Pearson Intl

1:20 am - 8:12 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

19h 52m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$566Air Canada

Thu, Sep 10 - Sun, Sep 13

9:01 pm - 2:06 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

16h 05m2 stops Charlotte Douglas Miami

3:08 pm - 11:33 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

9h 25m1 stop Miami

$629American Airlines

Wed, Sep 30 - Wed, Oct 7

9:15 am - 12:18 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

13h 03m1 stop Houston George Bush Intcntl

1:25 am - 10:11 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

10h 46m1 stop Houston George Bush Intcntl

$630United Airlines

Tue, Nov 24 - Sun, Nov 29

8:50 am - 11:23 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

13h 33m1 stop Houston George Bush Intcntl

12:30 am - 10:15 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

10h 45m1 stop Houston George Bush Intcntl

$630United Airlines

Fri, Sep 18 - Sat, Sep 19

9:01 pm - 2:06 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

16h 05m2 stops Charlotte Douglas Miami

3:06 pm - 7:53 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

17h 47m2 stops Miami New York LaGuardia

$634American Airlines

Fri, Sep 18 - Mon, Sep 21

Cheap last minute flights

Enter your travel dates to find the best prices.

5:35 pm - 12:15 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

29h 40m1 stop Toronto Pearson Intl

1:25 am - 7:53 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

19h 28m1 stop Toronto Pearson Intl

$820Air Canada

Sat, Aug 22 - Fri, Aug 28

10:25 am - 12:50 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

13h 25m1 stop Newark

2:00 am - 10:58 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

9h 58m1 stop Newark

$826United Airlines

Sat, Aug 22 - Sat, Aug 29

5:00 am - 11:18 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

17h 18m1 stop Miami

7:00 am - 10:31 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

16h 31m1 stop Miami

$826American Airlines

Sat, Aug 22 - Sat, Aug 29

5:59 pm - 2:14 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

19h 15m1 stop Miami

7:00 am - 12:35 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

18h 35m1 stop Miami

$826American Airlines

Sat, Aug 22 - Mon, Aug 31

10:25 am - 12:50 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

13h 25m1 stop Newark

2:00 am - 10:58 amPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

9h 58m1 stop Newark

$829United Airlines

Wed, Aug 26 - Sat, Aug 29

7:05 am - 12:50 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

16h 45m1 stop Newark

2:00 am - 2:45 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

13h 45m1 stop Newark

$892United Airlines

Tue, Aug 25 - Mon, Aug 31

12:44 am - 1:17 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

35h 33m2 stops San Juan Luis Munoz Marin Intl Panama City Tocumen Intl

8:30 am - 11:08 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

15h 38m1 stop Orlando

$954Multiple Airlines

Mon, Aug 24 - Mon, Aug 31

12:44 am - 1:17 pmORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

35h 33m2 stops San Juan Luis Munoz Marin Intl Panama City Tocumen Intl

8:30 am - 11:08 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

15h 38m1 stop Orlando

$962Multiple Airlines

Tue, Aug 25 - Mon, Aug 31

7:09 am - 12:15 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

16h 06m1 stop Toronto Pearson Intl

1:25 am - 6:46 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

18h 21m2 stops Toronto Pearson Intl Ottawa

$1,482Air Canada

Wed, Aug 26 - Sun, Aug 30

8:50 am - 12:15 amORD Chicago O'Hare Intl-POS Port of Spain Piarco Intl

14h 25m1 stop Toronto Pearson Intl

1:25 am - 6:46 pmPOS Port of Spain Piarco Intl-ORD Chicago O'Hare Intl

18h 21m2 stops Toronto Pearson Intl Ottawa

$1,482Air Canada

Wed, Aug 26 - Fri, Aug 28

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United Airlines flights from Illinois to Trinidad and Tobago

Our best United Airlines deals on Illinois to Trinidad and Tobago flight tickets

United Airlines

Sep 18

ORD8:50 amChicago O'Hare Intl

13h 33m

1 stop

POS11:23 pmPort of Spain Piarco Intl

Sep 19

POS12:30 amPort of Spain Piarco Intl

10h 45m

1 stop

ORD10:15 amChicago O'Hare Intl

$630

United Airlines

Sep 19

STL6:00 amLambert-St Louis

16h 23m

2 stops

POS11:23 pmPort of Spain Piarco Intl

Sep 20

POS12:30 amPort of Spain Piarco Intl

20h 30m

2 stops

STL8:00 pmLambert-St Louis

$774

United Airlines

Oct 2

STL8:35 amLambert-St Louis

13h 48m

1 stop

POS11:23 pmPort of Spain Piarco Intl

Oct 8

POS12:30 amPort of Spain Piarco Intl

23h 00m

1 stop

STL10:30 pmLambert-St Louis

$780

Air Canada flights from Illinois to Trinidad and Tobago

Our best Air Canada deals on Illinois to Trinidad and Tobago flight tickets

Air Canada

Sep 10

ORD5:35 pmChicago O'Hare Intl

29h 40m

1 stop

POS12:15 amPort of Spain Piarco Intl

Sep 13

POS1:20 amPort of Spain Piarco Intl

14h 35m

1 stop

ORD2:55 pmChicago O'Hare Intl

$550

Air Canada

Sep 10

ORD8:40 pmChicago O'Hare Intl

26h 35m

1 stop

POS12:15 amPort of Spain Piarco Intl

Sep 13

POS1:20 amPort of Spain Piarco Intl

14h 32m

2 stops

ORD2:52 pmChicago O'Hare Intl

$559

Air Canada

Sep 10

ORD3:45 pmChicago O'Hare Intl

31h 30m

1 stop

POS12:15 amPort of Spain Piarco Intl

Sep 13

POS1:20 amPort of Spain Piarco Intl

19h 52m

2 stops

ORD8:12 pmChicago O'Hare Intl

$566

momondo Fare Finder

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 Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Mon 9/14

7:11 am-8:00 pm

1 stop11h 49m

Port of Spain Piarco Intl

Mon 9/21

10:10 am-3:20 pm

1 stop30h 10m

$484

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Thu 9/17

7:11 am-8:00 pm

1 stop11h 49m

Port of Spain Piarco Intl

Mon 9/21

10:10 am-3:20 pm

1 stop30h 10m

$484

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Thu 10/8

8:04 am-8:00 pm

1 stop10h 56m

Port of Spain Piarco Intl

Mon 10/12

10:10 am-3:36 pm

1 stop30h 26m

$499

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Thu 9/10

5:35 pm-12:15 am

1 stop29h 40m

Port of Spain Piarco Intl

Sun 9/13

1:20 am-2:55 pm

1 stop14h 35m

$550

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Thu 9/10

8:40 pm-12:15 am

1 stop26h 35m

Port of Spain Piarco Intl

Sun 9/13

1:20 am-2:52 pm

2 stops14h 32m

$559

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Thu 9/10

3:45 pm-12:15 am

1 stop31h 30m

Port of Spain Piarco Intl

Sun 9/13

1:20 am-8:12 pm

2 stops19h 52m

$566

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Wed 9/30

9:01 pm-2:06 pm

2 stops16h 05m

Port of Spain Piarco Intl

Wed 10/7

3:08 pm-11:33 pm

1 stop9h 25m

$629

Quickest round-trip

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Tue 11/24

9:15 am-12:18 am

1 stop13h 03m

Port of Spain Piarco Intl

Sun 11/29

1:25 am-10:11 am

1 stop10h 46m

$630

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Fri 9/18

8:50 am-11:23 pm

1 stop13h 33m

Port of Spain Piarco Intl

Sat 9/19

12:30 am-10:15 am

1 stop10h 45m

$630

ChicagoPort of Spain

ORD Chicago O'Hare Intl - POS Port of Spain Piarco Intl

ORDPOS

Chicago O'Hare Intl

Fri 9/18

9:01 pm-2:06 pm

2 stops16h 05m

Port of Spain Piarco Intl

Mon 9/21

3:06 pm-7:53 am

2 stops17h 47m

$634

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

What is the cheapest month to fly to Trinidad and Tobago?

In general, November 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 $443. If you aren’t able to travel to Trinidad and Tobago during the month of November, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $548.

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

Best Price Found	$210
Fastest flight time	11h 43m
Direct flights	None

The best one-way flight to Trinidad and Tobago from Illinois in the past 72 hours is $210. The best round-trip flight deal from Illinois to Trinidad and Tobago found on momondo in the last 72 hours is $484.

The fastest flight from Illinois to Trinidad and Tobago takes 11h 43m

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?
There are 3 operators available for flights from Illinois to Trinidad and Tobago as of August 2026.
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 Canada	PriceFrom $317	Free Cancellation	Rating 7.1 11,508 reviews	Search Air Canada flights
American Airlines	PriceFrom $548	Free Cancellation	Rating 7.1 11,977 reviews	Search American Airlines flights
United Airlines	PriceFrom $578	Free Cancellation	Rating 7.4 10,104 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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Popular cities in Trinidad and Tobago

Flights to Port of Spainfrom $262

Flights to Scarborough, Eastern Tobagofrom $391

Cheap flights from Illinois to Trinidad and Tobago from $210

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 10/23. 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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United Airlines flights from Illinois to Trinidad and Tobago

Our best United Airlines deals on Illinois to Trinidad and Tobago flight tickets

Air Canada flights from Illinois to Trinidad and Tobago

Our best Air Canada deals on Illinois to Trinidad and Tobago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Illinois to Trinidad and Tobago that are best for you.

See travel insights to Trinidad and Tobago from

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

What is the cheapest month to fly to Trinidad and Tobago?

What is the cheapest airline that flies from Illinois to Trinidad and Tobago?

What airlines fly to Trinidad and Tobago?

Cheap Illinois to Trinidad and Tobago flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Illinois to Trinidad and Tobago

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

Why use momondo?

An easier way to manage your Trinidad and Tobago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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

Illinois flight routes

According to popular flight searches on momondo this year

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Fly your favorite airline to Trinidad and Tobago

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Cabin classes currently available on flights to Trinidad and Tobago

List of cabin classes available on flights landing in Trinidad and Tobago. Availability may vary depending on flight origin and airline.

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