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Cheap flights from Illinois to Trinidad and Tobago from $217

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 10/15. 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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Find the cheapest flights from Illinois to Trinidad and Tobago

Cheap round-trip flights

Air Canada Logo
2:00 pm - 1:10 amORD-POS
9h 10m1 stop
Air Canada Logo
2:15 am - 1:01 pmPOS-ORD
12h 46m1 stop
$433Air Canada
Find Deal
Thu, Nov 20 - Fri, Nov 28
Air Canada Logo
2:00 pm - 1:10 amORD-POS
9h 10m1 stop
Air Canada Logo
2:15 am - 6:55 pmPOS-ORD
18h 40m2 stops
$438Air Canada
Find Deal
Fri, Nov 21 - Fri, Nov 28
Multiple Airlines Logo
10:27 am - 6:55 pmORD-POS
31h 28m1 stop
Multiple Airlines Logo
2:40 pm - 8:18 amPOS-ORD
18h 38m2 stops
$508Multiple Airlines
Find Deal
Fri, Oct 10 - Fri, Oct 17
Multiple Airlines Logo
8:25 pm - 1:20 amORD-POS
27h 55m1 stop
Multiple Airlines Logo
10:10 am - 11:45 pmPOS-ORD
14h 35m1 stop
$526Multiple Airlines
Find Deal
Sat, Oct 18 - Mon, Oct 20
Copa Airlines Logo
3:07 pm - 1:46 amORD-POS
9h 39m1 stop
Copa Airlines Logo
3:51 am - 1:41 pmPOS-ORD
10h 50m1 stop
$532Copa Airlines
Find Deal
Sat, Oct 18 - Sun, Oct 19
United Airlines Logo
9:00 am - 11:23 pmORD-POS
13h 23m1 stop
United Airlines Logo
12:30 am - 7:56 pmPOS-ORD
20h 26m1 stop
$548United Airlines
Find Deal
Wed, Oct 22 - Sat, Oct 25
Copa Airlines Logo
3:07 pm - 1:46 amORD-POS
9h 39m1 stop
Copa Airlines Logo
2:27 pm - 12:56 amPOS-ORD
11h 29m1 stop
$549Copa Airlines
Find Deal
Wed, Oct 22 - Wed, Oct 29
American Airlines Logo
6:07 am - 9:20 pmORD-POS
14h 13m2 stops
American Airlines Logo
7:00 am - 11:58 pmPOS-ORD
17h 58m1 stop
$553American Airlines
Find Deal
Sat, Oct 18 - Mon, Oct 20
American Airlines Logo
5:50 pm - 1:51 pmORD-POS
19h 01m1 stop
American Airlines Logo
3:34 pm - 9:05 amPOS-ORD
18h 31m1 stop
$601American Airlines
Find Deal
Sun, Mar 15 - Sun, Mar 22
United Airlines Logo
6:00 am - 11:23 pmORD-POS
16h 23m1 stop
United Airlines Logo
12:30 am - 7:40 pmPOS-ORD
20h 10m1 stop
$658United Airlines
Find Deal
Fri, Oct 10 - Thu, Oct 16

Copa Airlines flights from Illinois to Trinidad and Tobago

Our best Copa Airlines deals on Illinois to Trinidad and Tobago flight tickets
Copa Airlines
Oct 18
ORD3:07 pmChicago O'Hare Intl
9h 39m
1 stop
POS1:46 amPort of Spain Piarco Intl
Oct 19
POS3:51 amPort of Spain Piarco Intl
10h 50m
1 stop
ORD1:41 pmChicago O'Hare Intl
$532
Find similar
Copa Airlines
Oct 22
ORD3:07 pmChicago O'Hare Intl
9h 39m
1 stop
POS1:46 amPort of Spain Piarco Intl
Oct 29
POS2:27 pmPort of Spain Piarco Intl
11h 29m
1 stop
ORD12:56 amChicago O'Hare Intl
$549
Find similar
Copa Airlines
Oct 10
ORD7:59 amChicago O'Hare Intl
16h 47m
1 stop
POS1:46 amPort of Spain Piarco Intl
Oct 16
POS3:51 amPort of Spain Piarco Intl
10h 50m
1 stop
ORD1:41 pmChicago O'Hare Intl
$566
Find similar

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 22
ORD9:00 amChicago O'Hare Intl
13h 23m
1 stop
POS11:23 pmPort of Spain Piarco Intl
Oct 25
POS12:30 amPort of Spain Piarco Intl
20h 26m
1 stop
ORD7:56 pmChicago O'Hare Intl
$548
Find similar
United Airlines
Oct 10
ORD6:00 amChicago O'Hare Intl
16h 23m
1 stop
POS11:23 pmPort of Spain Piarco Intl
Oct 16
POS12:30 amPort of Spain Piarco Intl
20h 10m
1 stop
ORD7:40 pmChicago O'Hare Intl
$658
Find similar
United Airlines
Nov 20
ORD12:45 pmChicago O'Hare Intl
9h 38m
1 stop
POS12:23 amPort of Spain Piarco Intl
Nov 28
POS1:30 amPort of Spain Piarco Intl
11h 16m
1 stop
ORD10:46 amChicago O'Hare Intl
$747
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 September 25, 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

Thu 11/20

2:00 pm-1:10 am

1 stop9h 10m

Port of Spain Piarco Intl

Fri 11/28

2:15 am-1:01 pm

1 stop12h 46m

$433

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 11/21

2:00 pm-1:10 am

1 stop9h 10m

Port of Spain Piarco Intl

Fri 11/28

2:15 am-6:55 pm

2 stops18h 40m

$438

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 10/10

10:27 am-6:55 pm

1 stop31h 28m

Port of Spain Piarco Intl

Fri 10/17

2:40 pm-8:18 am

2 stops18h 38m

$508

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 10/18

8:25 pm-1:20 am

1 stop27h 55m

Port of Spain Piarco Intl

Mon 10/20

10:10 am-11:45 pm

1 stop14h 35m

$526

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 10/18

3:07 pm-1:46 am

1 stop9h 39m

Port of Spain Piarco Intl

Sun 10/19

3:51 am-1:41 pm

1 stop10h 50m

$532

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 10/22

9:00 am-11:23 pm

1 stop13h 23m

Port of Spain Piarco Intl

Sat 10/25

12:30 am-7:56 pm

1 stop20h 26m

$548

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 10/22

3:07 pm-1:46 am

1 stop9h 39m

Port of Spain Piarco Intl

Wed 10/29

2:27 pm-12:56 am

1 stop11h 29m

$549

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 10/18

6:07 am-9:20 pm

2 stops14h 13m

Port of Spain Piarco Intl

Mon 10/20

7:00 am-11:58 pm

1 stop17h 58m

$553

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sun 3/15

5:50 pm-1:51 pm

1 stop19h 01m

Port of Spain Piarco Intl

Sun 3/22

3:34 pm-9:05 am

1 stop18h 31m

$601

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 10/10

6:00 am-11:23 pm

1 stop16h 23m

Port of Spain Piarco Intl

Thu 10/16

12:30 am-7:40 pm

1 stop20h 10m

$658

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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

Direct flights

None
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
United AirlinesPriceFrom $480Free CancellationRating
7.4
8,928 reviews
Search United Airlines flights
American AirlinesPriceFrom $487Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom $516Free CancellationRating
7.1
10,000 reviews
Search Air Canada 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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