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Cheap flights from Chicago O'Hare Intl Airport to Trinidad and Tobago from $180

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Trinidad and Tobago departing on 4/15. 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 Chicago O'Hare Intl Airport to Trinidad and Tobago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Copa Airlines Logo
8:06 am - 1:40 am
ORD
-
POS
16h 34m
1 stop
Copa Airlines Logo
3:44 am - 1:50 pm
POS
-
ORD
11h 06m
1 stop
$384Copa Airlines
Fri, Apr 17 - Tue, Apr 21
Air Canada Logo
7:04 am - 12:20 am
ORD
-
POS
16h 16m
1 stop
Air Canada Logo
1:20 am - 2:01 pm
POS
-
ORD
13h 41m
1 stop
$417Air Canada
Thu, Apr 16 - Tue, Apr 21
Air Canada Logo
8:40 am - 12:20 am
ORD
-
POS
14h 40m
2 stops
Air Canada Logo
1:20 am - 7:58 am
POS
-
ORD
31h 38m
2 stops
$421Air Canada
Tue, Apr 14 - Tue, Apr 21
Multiple Airlines Logo
2:00 pm - 12:20 am
ORD
-
POS
9h 20m
1 stop
Multiple Airlines Logo
10:10 am - 12:24 am
POS
-
ORD
15h 14m
1 stop
$448Multiple Airlines
Thu, Apr 16 - Fri, Apr 24
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
$462Air 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
Air Canada Logo
7:55 am - 12:20 am
ORD
-
POS
15h 25m
1 stop
Air Canada Logo
1:20 am - 6:58 pm
POS
-
ORD
18h 38m
2 stops
$467Air Canada
Fri, Apr 17 - Sun, Apr 19
Multiple Airlines Logo
2:00 pm - 12:20 am
ORD
-
POS
9h 20m
1 stop
Multiple Airlines Logo
9:10 am - 9:36 am
POS
-
ORD
25h 26m
3 stops
$468Multiple Airlines
Thu, Apr 16 - Fri, Apr 24
Multiple Airlines Logo
6:21 pm - 12:20 am
ORD
-
POS
52h 59m
2 stops
Multiple Airlines Logo
5:38 pm - 9:36 pm
POS
-
ORD
28h 58m
2 stops
$473Multiple Airlines
Fri, Apr 24 - Fri, May 1

Air Canada flights from Chicago O'Hare Intl Airport to Trinidad and Tobago

Our best Air Canada deals on Chicago O'Hare Intl Airport to Trinidad and Tobago flight tickets
Air Canada
Apr 16
ORD7:04 amChicago O'Hare Intl
16h 16m
1 stop
POS12:20 amPort of Spain Piarco Intl
Apr 21
POS1:20 amPort of Spain Piarco Intl
13h 41m
1 stop
ORD2:01 pmChicago O'Hare Intl
$417
Air Canada
Apr 14
ORD8:40 amChicago O'Hare Intl
14h 40m
2 stops
POS12:20 amPort of Spain Piarco Intl
Apr 21
POS1:20 amPort of Spain Piarco Intl
31h 38m
2 stops
ORD7:58 amChicago O'Hare Intl
$421
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

JetBlue flights from Chicago O'Hare Intl Airport to Trinidad and Tobago

Our best JetBlue deals on Chicago O'Hare Intl Airport to Trinidad and Tobago flight tickets
JetBlue
Apr 17
ORD8:31 amChicago O'Hare Intl
30h 42m
1 stop
POS4:13 pmPort of Spain Piarco Intl
Apr 21
POS3:00 pmPort of Spain Piarco Intl
31h 39m
2 stops
ORD9:39 pmChicago O'Hare Intl
$519
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

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport 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 April 1, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport 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 4/17

8:06 am-1:40 am

1 stop16h 34m

Port of Spain Piarco Intl

Tue 4/21

3:44 am-1:50 pm

1 stop11h 06m

$384

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 4/16

7:04 am-12:20 am

1 stop16h 16m

Port of Spain Piarco Intl

Tue 4/21

1:20 am-2:01 pm

1 stop13h 41m

$417

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 4/14

8:40 am-12:20 am

2 stops14h 40m

Port of Spain Piarco Intl

Tue 4/21

1:20 am-7:58 am

2 stops31h 38m

$421

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 4/16

2:00 pm-12:20 am

1 stop9h 20m

Port of Spain Piarco Intl

Fri 4/24

10:10 am-12:24 am

1 stop15h 14m

$448
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

$462

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

Fri 4/17

7:55 am-12:20 am

1 stop15h 25m

Port of Spain Piarco Intl

Sun 4/19

1:20 am-6:58 pm

2 stops18h 38m

$467

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 4/16

2:00 pm-12:20 am

1 stop9h 20m

Port of Spain Piarco Intl

Fri 4/24

9:10 am-9:36 am

3 stops25h 26m

$468

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 4/24

6:21 pm-12:20 am

2 stops52h 59m

Port of Spain Piarco Intl

Fri 5/1

5:38 pm-9:36 pm

2 stops28h 58m

$473

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 Chicago O'Hare Intl Airport 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, November is the cheapest month to fly from Chicago O'Hare Intl Airport 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 June is also cheap. Prices for this month can be found on momondo for an average of $548.

Cheap Chicago O'Hare Intl Airport to Trinidad and Tobago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Trinidad and Tobago

Fastest flight time

9h 26m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Trinidad and Tobago takes 9h 26m
There are no direct flights from Chicago O'Hare Intl Airport to Trinidad and Tobago. There are no popular flight routes from Chicago O'Hare Intl Airport to Trinidad and Tobago.
Search flight deals

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Trinidad and Tobago?

    Prices for flights from Chicago O'Hare Intl Airport to Trinidad and Tobago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Trinidad and Tobago?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Trinidad and Tobago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport to Trinidad and Tobago

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Trinidad and Tobago with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $392Free CancellationRating
7.1
10,877 reviews
Search Air Canada flights
Copa AirlinesPriceFrom $472Free CancellationRating
7.5
1,577 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $548Free CancellationRating
7.1
11,545 reviews
Search American Airlines flights
United AirlinesPriceFrom $548Free CancellationRating
7.4
9,534 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Trinidad and Tobago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Trinidad and Tobago from Chicago.

Can I find flights from Chicago to Trinidad and Tobago with flexible booking policies on momondo?

All flight searches from Chicago to Trinidad and Tobago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Trinidad and Tobago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Trinidad and Tobago from Chicago.

I’m not ready to book a flight from Chicago to Trinidad and Tobago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Trinidad and Tobago, momondo offers a useful price alert feature which will track prices for flights to Trinidad and Tobago from Chicago and alert you when they change.

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