Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Illinois to Trinidad and Tobago from $211

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 5/8. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
4:15 pm - 12:20 am
ORD
-
POS
31h 05m
1 stop
Air Canada Logo
1:20 am - 6:58 pm
POS
-
ORD
18h 38m
2 stops
$418Air Canada
Sat, Apr 25 - Tue, Apr 28
Air Canada Logo
2:00 pm - 12:20 am
ORD
-
POS
9h 20m
1 stop
Air Canada Logo
1:20 am - 1:05 pm
POS
-
ORD
12h 45m
1 stop
$458Air Canada
Fri, Apr 17 - Tue, Apr 21
Air Canada Logo
2:00 pm - 12:20 am
ORD
-
POS
9h 20m
1 stop
Air Canada Logo
1:20 am - 6:58 pm
POS
-
ORD
18h 38m
2 stops
$463Air Canada
Fri, Apr 17 - Tue, Apr 21
Multiple Airlines Logo
4:15 pm - 12:20 am
ORD
-
POS
31h 05m
1 stop
Multiple Airlines Logo
5:38 pm - 9:36 pm
POS
-
ORD
28h 58m
2 stops
$468Multiple Airlines
Sat, Apr 25 - Sat, May 2
Multiple Airlines Logo
6:21 pm - 12:20 am
ORD
-
POS
28h 59m
2 stops
Multiple Airlines Logo
5:38 pm - 8:59 am
POS
-
ORD
40h 21m
2 stops
$473Multiple Airlines
Sat, Apr 25 - Sat, May 2
Multiple Airlines Logo
5:57 pm - 12:20 am
ORD
-
POS
29h 23m
1 stop
Multiple Airlines Logo
5:38 pm - 8:59 am
POS
-
ORD
40h 21m
2 stops
$479Multiple Airlines
Sat, Apr 25 - Sat, May 2
American Airlines Logo
5:53 pm - 2:32 pm
STL
-
POS
19h 39m
2 stops
American Airlines Logo
3:47 pm - 10:16 am
POS
-
STL
19h 29m
1 stop
$679American Airlines
Tue, May 12 - Tue, May 19
American Airlines Logo
5:53 pm - 2:32 pm
STL
-
POS
19h 39m
2 stops
American Airlines Logo
3:47 pm - 8:25 am
POS
-
STL
17h 38m
2 stops
$720American Airlines
Tue, May 12 - Tue, May 19
United Airlines Logo
10:09 am - 11:23 pm
STL
-
POS
12h 14m
1 stop
United Airlines Logo
12:30 am - 9:13 pm
POS
-
STL
21h 43m
2 stops
$754United Airlines
Mon, Apr 27 - Sun, May 3
United Airlines Logo
6:00 am - 11:23 pm
STL
-
POS
16h 23m
1 stop
United Airlines Logo
12:30 am - 10:30 pm
POS
-
STL
23h 00m
1 stop
$760United Airlines
Mon, Apr 27 - Sun, May 3

Air Canada flights from Illinois to Trinidad and Tobago

Our best Air Canada deals on Illinois to Trinidad and Tobago flight tickets
Air Canada
Apr 25
ORD4:15 pmChicago O'Hare Intl
31h 05m
1 stop
POS12:20 amPort of Spain Piarco Intl
Apr 28
POS1:20 amPort of Spain Piarco Intl
18h 38m
2 stops
ORD6:58 pmChicago O'Hare Intl
$418
Air Canada
Apr 17
ORD2:00 pmChicago O'Hare Intl
9h 20m
1 stop
POS12:20 amPort of Spain Piarco Intl
Apr 21
POS1:20 amPort of Spain Piarco Intl
12h 45m
1 stop
ORD1:05 pmChicago O'Hare Intl
$458
Air Canada
Apr 17
ORD2:00 pmChicago O'Hare Intl
9h 20m
1 stop
POS12:20 amPort of Spain Piarco Intl
Apr 21
POS1:20 amPort of Spain Piarco Intl
18h 38m
2 stops
ORD6:58 pmChicago O'Hare Intl
$463

JetBlue flights from Illinois to Trinidad and Tobago

Our best JetBlue deals on Illinois to Trinidad and Tobago flight tickets
JetBlue
May 8
ORD9:49 amChicago O'Hare Intl
26h 48m
2 stops
POS1:37 pmPort of Spain Piarco Intl
May 18
POS2:46 pmPort of Spain Piarco Intl
31h 07m
2 stops
ORD8:53 pmChicago O'Hare Intl
$528
JetBlue
May 9
ORD7:20 amChicago O'Hare Intl
29h 16m
2 stops
POS1:36 pmPort of Spain Piarco Intl
May 12
POS2:46 pmPort of Spain Piarco Intl
31h 07m
2 stops
ORD8:53 pmChicago O'Hare Intl
$529
JetBlue
May 8
ORD6:00 amChicago O'Hare Intl
30h 37m
2 stops
POS1:37 pmPort of Spain Piarco Intl
May 19
POS2:46 pmPort of Spain Piarco Intl
17h 58m
1 stop
ORD7:44 amChicago O'Hare Intl
$554

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 March 31, 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

Sat 4/25

4:15 pm-12:20 am

1 stop31h 05m

Port of Spain Piarco Intl

Tue 4/28

1:20 am-6:58 pm

2 stops18h 38m

$418
Quickest round-trip

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 4/17

2:00 pm-12:20 am

1 stop9h 20m

Port of Spain Piarco Intl

Tue 4/21

1:20 am-1:05 pm

1 stop12h 45m

$458

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 4/17

2:00 pm-12:20 am

1 stop9h 20m

Port of Spain Piarco Intl

Tue 4/21

1:20 am-6:58 pm

2 stops18h 38m

$463

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 4/25

4:15 pm-12:20 am

1 stop31h 05m

Port of Spain Piarco Intl

Sat 5/2

5:38 pm-9:36 pm

2 stops28h 58m

$468

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 4/25

6:21 pm-12:20 am

2 stops28h 59m

Port of Spain Piarco Intl

Sat 5/2

5:38 pm-8:59 am

2 stops40h 21m

$473

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 4/25

5:57 pm-12:20 am

1 stop29h 23m

Port of Spain Piarco Intl

Sat 5/2

5:38 pm-8:59 am

2 stops40h 21m

$479

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Tue 5/12

5:53 pm-2:32 pm

2 stops19h 39m

Port of Spain Piarco Intl

Tue 5/19

3:47 pm-10:16 am

1 stop19h 29m

$679

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Tue 5/12

5:53 pm-2:32 pm

2 stops19h 39m

Port of Spain Piarco Intl

Tue 5/19

3:47 pm-8:25 am

2 stops17h 38m

$720

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Mon 4/27

10:09 am-11:23 pm

1 stop12h 14m

Port of Spain Piarco Intl

Sun 5/3

12:30 am-9:13 pm

2 stops21h 43m

$754

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Mon 4/27

6:00 am-11:23 pm

1 stop16h 23m

Port of Spain Piarco Intl

Sun 5/3

12:30 am-10:30 pm

1 stop23h 00m

$760

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

JetBlue, Air Canada, and United Airlines are the most popular carriers 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 42% of people opting to fly with this airline when traveling to Trinidad and Tobago. Keep in mind that there are 4 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 26m

Direct flights

None
The fastest flight from Illinois to Trinidad and Tobago takes 9h 26m
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 $392Free CancellationRating
7.1
10,868 reviews
Search Air Canada flights
Copa AirlinesPriceFrom $472Free CancellationRating
7.5
1,578 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $548Free CancellationRating
7.1
11,542 reviews
Search American Airlines flights
United AirlinesPriceFrom $548Free CancellationRating
7.4
9,527 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.

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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 4/30
Thu 5/7
By creating a price alert you accept our terms of use and privacy policy.

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 $282
Flights to Scarborough, Eastern Tobagofrom $359