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Cheap flights from Illinois to Trinidad and Tobago from $400

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 12/17. 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

Logo
7:11 pm - 8:00 pmORD-POS
23h 49m1 stop
Logo
6:25 pm - 9:18 amPOS-ORD
15h 53m1 stop
$533
Find Deal
mié., oct. 22 - dom., oct. 26
Air Canada Logo
8:40 am - 1:20 amORD-POS
15h 40m2 stops
Air Canada Logo
2:25 am - 2:55 pmPOS-ORD
13h 30m2 stops
$537Air Canada
Find Deal
lun., oct. 13 - vie., oct. 17
Air Canada Logo
8:15 pm - 1:10 amORD-POS
26h 55m1 stop
Air Canada Logo
2:15 am - 6:55 pmPOS-ORD
18h 40m2 stops
$542Air Canada
Find Deal
lun., ene. 12 - dom., feb. 15
Logo
8:41 am - 8:00 pmORD-POS
9h 19m1 stop
Logo
10:10 am - 9:23 amPOS-ORD
25h 13m1 stop
$546
Find Deal
lun., ene. 12 - lun., feb. 16
American Airlines Logo
8:06 am - 9:20 pmORD-POS
12h 14m1 stop
American Airlines Logo
7:00 am - 11:58 pmPOS-ORD
17h 58m1 stop
$548American Airlines
Find Deal
lun., oct. 13 - sáb., oct. 18
American Airlines Logo
7:00 am - 9:20 pmORD-POS
13h 20m1 stop
American Airlines Logo
3:25 pm - 8:53 amPOS-ORD
18h 28m1 stop
$553American Airlines
Find Deal
mié., oct. 22 - dom., oct. 26
Copa Airlines Logo
3:07 pm - 1:46 amORD-POS
9h 39m1 stop
Copa Airlines Logo
3:51 am - 12:21 amPOS-ORD
21h 30m1 stop
$589Copa Airlines
Find Deal
mié., oct. 8 - sáb., oct. 11
Copa Airlines Logo
7:53 am - 1:46 amORD-POS
16h 53m1 stop
Copa Airlines Logo
3:51 am - 1:41 pmPOS-ORD
10h 50m1 stop
$609Copa Airlines
Find Deal
mié., oct. 22 - sáb., oct. 25
United Airlines Logo
12:45 pm - 11:23 pmORD-POS
9h 38m1 stop
United Airlines Logo
12:30 am - 10:02 amPOS-ORD
10h 32m1 stop
$668United Airlines
Find Deal
mié., oct. 22 - sáb., oct. 25
United Airlines Logo
9:23 pm - 12:23 amORD-POS
25h 00m1 stop
United Airlines Logo
1:30 am - 11:02 amPOS-ORD
11h 32m1 stop
$1,383United Airlines
Find Deal
dom., dic. 21 - sáb., dic. 27

Air Canada flights from Illinois to Trinidad and Tobago

Our best Air Canada deals on Illinois to Trinidad and Tobago flight tickets
Air Canada
Oct 13
ORD8:40 amChicago O'Hare Intl
15h 40m
2 stops
POS1:20 amPort of Spain Piarco Intl
Oct 17
POS2:25 amPort of Spain Piarco Intl
13h 30m
2 stops
ORD2:55 pmChicago O'Hare Intl
$537
Find similar
Air Canada
Jan 12
ORD8:15 pmChicago O'Hare Intl
26h 55m
1 stop
POS1:10 amPort of Spain Piarco Intl
Feb 15
POS2:15 amPort of Spain Piarco Intl
18h 40m
2 stops
ORD6:55 pmChicago O'Hare Intl
$542
Find similar
Air Canada
Jan 12
ORD6:20 pmChicago O'Hare Intl
28h 50m
2 stops
POS1:10 amPort of Spain Piarco Intl
Feb 15
POS2:15 amPort of Spain Piarco Intl
18h 40m
2 stops
ORD6:55 pmChicago O'Hare Intl
$547
Find similar

American Airlines flights from Illinois to Trinidad and Tobago

Our best American Airlines deals on Illinois to Trinidad and Tobago flight tickets
American Airlines
Oct 13
ORD8:06 amChicago O'Hare Intl
12h 14m
1 stop
POS9:20 pmPort of Spain Piarco Intl
Oct 18
POS7:00 amPort of Spain Piarco Intl
17h 58m
1 stop
ORD11:58 pmChicago O'Hare Intl
$548
Find similar
American Airlines
Oct 22
ORD7:00 amChicago O'Hare Intl
13h 20m
1 stop
POS9:20 pmPort of Spain Piarco Intl
Oct 26
POS3:25 pmPort of Spain Piarco Intl
18h 28m
1 stop
ORD8:53 amChicago O'Hare Intl
$553
Find similar
American Airlines
Oct 22
ORD8:11 amChicago O'Hare Intl
12h 09m
2 stops
POS9:20 pmPort of Spain Piarco Intl
Oct 26
POS3:25 pmPort of Spain Piarco Intl
9h 33m
1 stop
ORD11:58 pmChicago O'Hare Intl
$558
Find similar

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 agosto 11, 2025.
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

mié. 10/22

7:11 pm-8:00 pm

1 stop23h 49m

Port of Spain Piarco Intl

dom. 10/26

6:25 pm-9:18 am

1 stop15h 53m

$533

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

lun. 10/13

8:40 am-1:20 am

2 stops15h 40m

Port of Spain Piarco Intl

vie. 10/17

2:25 am-2:55 pm

2 stops13h 30m

$537

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

lun. 1/12

8:15 pm-1:10 am

1 stop26h 55m

Port of Spain Piarco Intl

dom. 2/15

2:15 am-6:55 pm

2 stops18h 40m

$542

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

lun. 1/12

8:41 am-8:00 pm

1 stop9h 19m

Port of Spain Piarco Intl

lun. 2/16

10:10 am-9:23 am

1 stop25h 13m

$546

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

lun. 10/13

8:06 am-9:20 pm

1 stop12h 14m

Port of Spain Piarco Intl

sáb. 10/18

7:00 am-11:58 pm

1 stop17h 58m

$548

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

mié. 10/22

7:00 am-9:20 pm

1 stop13h 20m

Port of Spain Piarco Intl

dom. 10/26

3:25 pm-8:53 am

1 stop18h 28m

$553

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

mié. 10/8

3:07 pm-1:46 am

1 stop9h 39m

Port of Spain Piarco Intl

sáb. 10/11

3:51 am-12:21 am

1 stop21h 30m

$589

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

mié. 10/22

7:53 am-1:46 am

1 stop16h 53m

Port of Spain Piarco Intl

sáb. 10/25

3:51 am-1:41 pm

1 stop10h 50m

$609

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

mié. 10/22

12:45 pm-11:23 pm

1 stop9h 38m

Port of Spain Piarco Intl

sáb. 10/25

12:30 am-10:02 am

1 stop10h 32m

$668

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

dom. 12/21

9:23 pm-12:23 am

1 stop25h 00m

Port of Spain Piarco Intl

sáb. 12/27

1:30 am-11:02 am

1 stop11h 32m

$1,383

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 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 day to depart on your flight to Trinidad and Tobago?

On average, the least expensive day to fly to Trinidad and Tobago from Illinois is on a Sunday. momondo users have found tickets for Sunday departures for as low as $569. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Trinidad and Tobago is Monday, with ticket prices averaging around $706.

What is the cheapest time of day to depart on your flight to Trinidad and Tobago?

According to our data, the cheapest time of day to fly to Trinidad and Tobago is in the afternoon. momondo users have found flights departing from Illinois to Trinidad and Tobago in the afternoon for as low as $533. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the evening is when there is more demand to fly to Trinidad and Tobago, so prices are often more expensive at around $905 per ticket.

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

$400

Fastest flight time

8h 28m

Direct flights

None

Airports in Trinidad and Tobago

1 airport
The best one-way flight to Trinidad and Tobago from Illinois in the past 72 hours is $400. The best round-trip flight deal from Illinois to Trinidad and Tobago found on momondo in the last 72 hours is $533.
The fastest flight from Illinois to Trinidad and Tobago takes 8h 28m
There are no direct flights from Illinois to Trinidad and Tobago. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Port of Spain Piarco Intl Airport.
There is 1 airport near Trinidad and Tobago: Port of Spain Piarco Intl (POS)
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  • 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
United AirlinesPriceFrom $480Free CancellationRating
7.4
8,920 reviews
Search United Airlines flights
American AirlinesPriceFrom $487Free CancellationRating
7.2
10,000 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

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