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Cheap flights from Illinois to Trinidad and Tobago from $258

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 11/2. 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 Trinidad and Tobago

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
1:25 am - 4:57 pm
POS
-
ORD
16h 32m
1 stop
$539Air Canada
Fri, Aug 28 - Sun, Sep 6
Air Canada Logo
8:40 am - 12:15 am
ORD
-
POS
14h 35m
2 stops
Air Canada Logo
1:25 am - 1:22 pm
POS
-
ORD
12h 57m
1 stop
$542Air Canada
Fri, Aug 28 - Sun, Sep 6
JetBlue Logo
6:00 am - 6:35 pm
ORD
-
POS
11h 35m
1 stop
JetBlue Logo
3:14 pm - 8:43 am
POS
-
ORD
18h 29m
1 stop
$570JetBlue
Wed, Aug 19 - Tue, Aug 25
JetBlue Logo
6:00 am - 6:35 pm
ORD
-
POS
11h 35m
1 stop
JetBlue Logo
3:09 pm - 4:17 pm
POS
-
ORD
26h 08m
1 stop
$578JetBlue
Thu, Aug 13 - Thu, Aug 20
United Airlines Logo
6:15 am - 11:23 pm
STL
-
POS
16h 08m
1 stop
United Airlines Logo
12:25 am - 10:05 am
POS
-
STL
10h 40m
1 stop
$630United Airlines
Wed, Oct 21 - Thu, Oct 29
American Airlines Logo
6:00 am - 11:18 pm
STL
-
POS
16h 18m
2 stops
American Airlines Logo
3:06 pm - 12:15 pm
POS
-
STL
22h 09m
2 stops
$634American Airlines
Tue, Sep 1 - Wed, Sep 9
American Airlines Logo
5:00 am - 2:14 pm
STL
-
POS
8h 14m
1 stop
American Airlines Logo
3:06 pm - 1:23 pm
POS
-
STL
23h 17m
1 stop
$642American Airlines
Tue, Sep 1 - Wed, Sep 9
United Airlines Logo
11:10 am - 11:23 pm
STL
-
POS
11h 13m
1 stop
United Airlines Logo
12:30 am - 10:07 am
POS
-
STL
10h 37m
1 stop
$650United Airlines
Fri, Jul 31 - Thu, Aug 6
Multiple Airlines Logo
9:50 am - 8:30 am
ORD
-
TAB
21h 40m
2 stops
Multiple Airlines Logo
3:00 pm - 7:52 pm
TAB
-
ORD
29h 52m
2 stops
$676Multiple Airlines
Sun, Aug 16 - Sun, Aug 23
Multiple Airlines Logo
3:21 pm - 4:35 pm
ORD
-
TAB
24h 14m
2 stops
Multiple Airlines Logo
9:15 am - 1:02 am
TAB
-
ORD
16h 47m
2 stops
$728Multiple Airlines
Mon, Aug 17 - Mon, Aug 24

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Air Canada flights from Illinois to Trinidad and Tobago

Our best Air Canada deals on Illinois to Trinidad and Tobago flight tickets
Air Canada
Aug 28
ORD2:15 pmChicago O'Hare Intl
9h 00m
1 stop
POS12:15 amPort of Spain Piarco Intl
Sep 6
POS1:25 amPort of Spain Piarco Intl
16h 32m
1 stop
ORD4:57 pmChicago O'Hare Intl
$539
Air Canada
Aug 28
ORD8:40 amChicago O'Hare Intl
14h 35m
2 stops
POS12:15 amPort of Spain Piarco Intl
Sep 6
POS1:25 amPort of Spain Piarco Intl
12h 57m
1 stop
ORD1:22 pmChicago O'Hare Intl
$542
Air Canada
Oct 2
ORD8:45 amChicago O'Hare Intl
14h 30m
2 stops
POS12:15 amPort of Spain Piarco Intl
Oct 9
POS1:20 amPort of Spain Piarco Intl
14h 32m
2 stops
ORD2:52 pmChicago O'Hare Intl
$546

United Airlines flights from Illinois to Trinidad and Tobago

Our best United Airlines deals on Illinois to Trinidad and Tobago flight tickets
United Airlines
Oct 21
STL6:15 amLambert-St Louis
16h 08m
1 stop
POS11:23 pmPort of Spain Piarco Intl
Oct 29
POS12:25 amPort of Spain Piarco Intl
10h 40m
1 stop
STL10:05 amLambert-St Louis
$630
United Airlines
Jul 31
STL11:10 amLambert-St Louis
11h 13m
1 stop
POS11:23 pmPort of Spain Piarco Intl
Aug 6
POS12:30 amPort of Spain Piarco Intl
10h 37m
1 stop
STL10:07 amLambert-St Louis
$650
United Airlines
Oct 3
STL8:35 amLambert-St Louis
13h 48m
1 stop
POS11:23 pmPort of Spain Piarco Intl
Oct 9
POS12:30 amPort of Spain Piarco Intl
14h 40m
1 stop
STL2:10 pmLambert-St Louis
$670

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 July 3, 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 8/28

2:15 pm-12:15 am

1 stop9h 00m

Port of Spain Piarco Intl

Sun 9/6

1:25 am-4:57 pm

1 stop16h 32m

$539

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 8/28

8:40 am-12:15 am

2 stops14h 35m

Port of Spain Piarco Intl

Sun 9/6

1:25 am-1:22 pm

1 stop12h 57m

$542

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 8/19

6:00 am-6:35 pm

1 stop11h 35m

Port of Spain Piarco Intl

Tue 8/25

3:14 pm-8:43 am

1 stop18h 29m

$570

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

Thu 8/20

3:09 pm-4:17 pm

1 stop26h 08m

$578

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Wed 10/21

6:15 am-11:23 pm

1 stop16h 08m

Port of Spain Piarco Intl

Thu 10/29

12:25 am-10:05 am

1 stop10h 40m

$630

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Tue 9/1

6:00 am-11:18 pm

2 stops16h 18m

Port of Spain Piarco Intl

Wed 9/9

3:06 pm-12:15 pm

2 stops22h 09m

$634

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Tue 9/1

5:00 am-2:14 pm

1 stop8h 14m

Port of Spain Piarco Intl

Wed 9/9

3:06 pm-1:23 pm

1 stop23h 17m

$642
Quickest round-trip

St. LouisPort of Spain

STL - POS

STLPOS

Lambert-St Louis

Fri 7/31

11:10 am-11:23 pm

1 stop11h 13m

Port of Spain Piarco Intl

Thu 8/6

12:30 am-10:07 am

1 stop10h 37m

$650

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

Sun 8/16

9:50 am-8:30 am

2 stops21h 40m

Scarborough ANR Robinson Intl

Sun 8/23

3:00 pm-7:52 pm

2 stops29h 52m

$676

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

Mon 8/17

3:21 pm-4:35 pm

2 stops24h 14m

Scarborough ANR Robinson Intl

Mon 8/24

9:15 am-1:02 am

2 stops16h 47m

$728

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, January 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 $285. If you aren’t able to travel to Trinidad and Tobago during the month of January, then flying in June is also cheap. Prices for this month can be found on momondo for an average of $317.

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 00m

Direct flights

None
The fastest flight from Illinois to Trinidad and Tobago takes 9h 00m
There are no direct flights from Illinois to Trinidad and Tobago. There are no popular flight routes from Illinois to Trinidad and Tobago.
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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
Copa AirlinesPriceFrom $285Free CancellationRating
7.6
1,567 reviews
Search Copa Airlines flights
Air CanadaPriceFrom $317Free CancellationRating
7.1
11,294 reviews
Search Air Canada flights
American AirlinesPriceFrom $548Free CancellationRating
7.1
11,765 reviews
Search American Airlines flights
United AirlinesPriceFrom $548Free CancellationRating
7.4
9,931 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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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 $276
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