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Cheap flights from Chicago O'Hare Intl Airport to Trinidad and Tobago from $455

This is the cheapest round-trip 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 9/16. 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

Logo
10:27 am - 6:55 pmORD-POS
31h 28m1 stop
Logo
9:10 am - 9:18 amPOS-ORD
25h 08m1 stop
$455
Find Deal
Tue, Sep 16 - Fri, Sep 26
Logo
5:05 am - 1:46 amORD-POS
19h 41m2 stops
Logo
6:25 pm - 9:18 amPOS-ORD
15h 53m1 stop
$524
Find Deal
Wed, Oct 22 - Sun, Oct 26
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
$526Copa Airlines
Find Deal
Fri, Sep 19 - Sun, Sep 28
Air Canada Logo
10:00 am - 1:15 amORD-POS
13h 15m1 stop
Air Canada Logo
2:15 am - 1:01 pmPOS-ORD
12h 46m1 stop
$537Air Canada
Find Deal
Tue, Nov 11 - Fri, Nov 21
Air Canada Logo
10:40 am - 1:20 amORD-POS
13h 40m2 stops
Air Canada Logo
2:25 am - 6:54 pmPOS-ORD
17h 29m2 stops
$542Air Canada
Find Deal
Fri, Sep 19 - Sun, Sep 28
American Airlines Logo
7:15 pm - 2:16 pmORD-POS
18h 01m1 stop
American Airlines Logo
3:25 pm - 11:49 pmPOS-ORD
9h 24m1 stop
$548American Airlines
Find Deal
Fri, Sep 19 - Mon, Sep 29
American Airlines Logo
5:00 am - 2:25 pmORD-POS
8h 25m1 stop
American Airlines Logo
7:00 am - 10:35 pmPOS-ORD
16h 35m1 stop
$553American Airlines
Find Deal
Wed, Oct 22 - Sun, Oct 26
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
$564Copa Airlines
Find Deal
Wed, Oct 22 - Sat, Oct 25
United Airlines Logo
12:45 pm - 11:23 pmORD-POS
9h 38m1 stop
United Airlines Logo
12:30 am - 7:56 pmPOS-ORD
20h 26m1 stop
$658United Airlines
Find Deal
Wed, Oct 22 - Sat, Oct 25
United Airlines Logo
12:45 pm - 12:23 amORD-POS
9h 38m1 stop
United Airlines Logo
1:30 am - 12:15 amPOS-ORD
24h 45m1 stop
$669United Airlines
Find Deal
Tue, Nov 25 - Sat, Nov 29

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

Our best Copa Airlines deals on Chicago O'Hare Intl Airport to Trinidad and Tobago flight tickets
Copa Airlines
Sep 19
ORD3:07 pmChicago O'Hare Intl
9h 39m
1 stop
POS1:46 amPort of Spain Piarco Intl
Sep 28
POS3:51 amPort of Spain Piarco Intl
10h 50m
1 stop
ORD1:41 pmChicago O'Hare Intl
$526
Find similar
Copa Airlines
Oct 22
ORD7:53 amChicago O'Hare Intl
16h 53m
1 stop
POS1:46 amPort of Spain Piarco Intl
Oct 25
POS3:51 amPort of Spain Piarco Intl
10h 50m
1 stop
ORD1:41 pmChicago O'Hare Intl
$564
Find similar

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
Nov 11
ORD10:00 amChicago O'Hare Intl
13h 15m
1 stop
POS1:15 amPort of Spain Piarco Intl
Nov 21
POS2:15 amPort of Spain Piarco Intl
12h 46m
1 stop
ORD1:01 pmChicago O'Hare Intl
$537
Find similar
Air Canada
Sep 19
ORD10:40 amChicago O'Hare Intl
13h 40m
2 stops
POS1:20 amPort of Spain Piarco Intl
Sep 28
POS2:25 amPort of Spain Piarco Intl
17h 29m
2 stops
ORD6:54 pmChicago O'Hare Intl
$542
Find similar
Air Canada
Nov 12
ORD6:05 pmChicago O'Hare Intl
29h 10m
2 stops
POS1:15 amPort of Spain Piarco Intl
Nov 23
POS2:15 amPort of Spain Piarco Intl
18h 40m
2 stops
ORD6:55 pmChicago O'Hare Intl
$547
Find similar

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 July 31, 2025.
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

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 9/16

10:27 am-6:55 pm

1 stop31h 28m

Port of Spain Piarco Intl

Fri 9/26

9:10 am-9:18 am

1 stop25h 08m

$455

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 10/22

5:05 am-1:46 am

2 stops19h 41m

Port of Spain Piarco Intl

Sun 10/26

6:25 pm-9:18 am

1 stop15h 53m

$524

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 9/19

3:07 pm-1:46 am

1 stop9h 39m

Port of Spain Piarco Intl

Sun 9/28

3:51 am-1:41 pm

1 stop10h 50m

$526

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 11/11

10:00 am-1:15 am

1 stop13h 15m

Port of Spain Piarco Intl

Fri 11/21

2:15 am-1:01 pm

1 stop12h 46m

$537

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 9/19

10:40 am-1:20 am

2 stops13h 40m

Port of Spain Piarco Intl

Sun 9/28

2:25 am-6:54 pm

2 stops17h 29m

$542

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Fri 9/19

7:15 pm-2:16 pm

1 stop18h 01m

Port of Spain Piarco Intl

Mon 9/29

3:25 pm-11:49 pm

1 stop9h 24m

$548

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 10/22

5:00 am-2:25 pm

1 stop8h 25m

Port of Spain Piarco Intl

Sun 10/26

7:00 am-10:35 pm

1 stop16h 35m

$553

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 10/22

7:53 am-1:46 am

1 stop16h 53m

Port of Spain Piarco Intl

Sat 10/25

3:51 am-1:41 pm

1 stop10h 50m

$564

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 10/22

12:45 pm-11:23 pm

1 stop9h 38m

Port of Spain Piarco Intl

Sat 10/25

12:30 am-7:56 pm

1 stop20h 26m

$658

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

Tue 11/25

12:45 pm-12:23 am

1 stop9h 38m

Port of Spain Piarco Intl

Sat 11/29

1:30 am-12:15 am

1 stop24h 45m

$669

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 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, January 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 $528. 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 $548.

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 Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport 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 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

Best Price Found

$553

Fastest flight time

8h 18m

Direct flights

None

Airports in Trinidad and Tobago

2 airports
The best one-way flight to Trinidad and Tobago from Chicago O'Hare Intl Airport in the past 72 hours is $553. The best round-trip flight deal from Chicago O'Hare Intl Airport to Trinidad and Tobago found on momondo in the last 72 hours is $455.
The fastest flight from Chicago O'Hare Intl Airport to Trinidad and Tobago takes 8h 18m
There are no direct flights from Chicago O'Hare Intl Airport to Trinidad and Tobago. Popular non-direct routes for this connection are Chicago O'Hare Intl Airport - Port of Spain Piarco Intl Airport and Chicago O'Hare Intl Airport - Scarborough ANR Robinson Intl Airport.
There are 2 airports near Trinidad and Tobago: Scarborough ANR Robinson Intl (TAB), Port of Spain Piarco Intl (POS)
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  • 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
United AirlinesPriceFrom $480Free CancellationRating
7.4
8,900 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 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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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 $269
Flights to Scarborough, Eastern Tobagofrom $333