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Cheap flights from Chicago O'Hare Intl Airport to Trinidad and Tobago from $216

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 6/8. 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.
Air Canada Logo
8:20 pm - 12:15 am
ORD
-
POS
26h 55m
1 stop
Air Canada Logo
1:25 am - 1:22 pm
POS
-
ORD
12h 57m
1 stop
$479Air Canada
週六, 6月 13 - 週五, 6月 19
Air Canada Logo
8:20 pm - 12:15 am
ORD
-
POS
26h 55m
1 stop
Air Canada Logo
1:25 am - 6:52 pm
POS
-
ORD
18h 27m
2 stops
$514Air Canada
週六, 6月 13 - 週五, 6月 19
Air Canada Logo
2:00 pm - 12:20 am
ORD
-
POS
9h 20m
1 stop
Air Canada Logo
2:20 am - 10:58 am
POS
-
ORD
10h 38m
1 stop
$519Air Canada
週四, 10月 29 - 週日, 11月 1
Air Canada Logo
7:15 am - 12:20 am
ORD
-
POS
16h 05m
2 stops
Air Canada Logo
2:20 am - 10:58 am
POS
-
ORD
10h 38m
1 stop
$523Air Canada
週四, 10月 29 - 週日, 11月 1
Air Canada Logo
7:15 am - 12:20 am
ORD
-
POS
16h 05m
2 stops
Air Canada Logo
2:20 am - 2:55 pm
POS
-
ORD
14h 35m
2 stops
$526Air Canada
週四, 10月 29 - 週日, 11月 1
Air Canada Logo
8:20 pm - 12:15 am
ORD
-
POS
26h 55m
1 stop
Air Canada Logo
1:25 am - 1:22 pm
POS
-
ORD
12h 57m
1 stop
$539Air Canada
週六, 6月 13 - 週五, 6月 19
Air Canada Logo
8:20 pm - 12:15 am
ORD
-
POS
26h 55m
1 stop
Air Canada Logo
1:25 am - 1:22 pm
POS
-
ORD
12h 57m
1 stop
$540Air Canada
週六, 6月 13 - 週五, 6月 19
Air Canada Logo
9:55 am - 12:15 am
ORD
-
POS
13h 20m
1 stop
Air Canada Logo
1:25 am - 2:55 pm
POS
-
ORD
14h 30m
2 stops
$543Air Canada
週一, 6月 15 - 週一, 7月 13
Air Canada Logo
8:20 pm - 12:15 am
ORD
-
POS
26h 55m
1 stop
Air Canada Logo
1:25 am - 6:52 pm
POS
-
ORD
18h 27m
2 stops
$544Air Canada
週六, 6月 13 - 週五, 6月 19
Air Canada Logo
8:20 pm - 12:15 am
ORD
-
POS
26h 55m
1 stop
Air Canada Logo
1:25 am - 6:52 pm
POS
-
ORD
18h 27m
2 stops
$545Air Canada
週六, 6月 13 - 週五, 6月 19

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
Jun 13
ORD8:20 pmChicago O'Hare Intl
26h 55m
1 stop
POS12:15 amPort of Spain Piarco Intl
Jun 19
POS1:25 amPort of Spain Piarco Intl
12h 57m
1 stop
ORD1:22 pmChicago O'Hare Intl
$479
Air Canada
May 31
ORD9:55 amChicago O'Hare Intl
13h 20m
1 stop
POS12:15 amPort of Spain Piarco Intl
Jun 5
POS1:25 amPort of Spain Piarco Intl
13h 00m
1 stop
ORD1:25 pmChicago O'Hare Intl
$513
Air Canada
Jun 13
ORD8:20 pmChicago O'Hare Intl
26h 55m
1 stop
POS12:15 amPort of Spain Piarco Intl
Jun 19
POS1:25 amPort of Spain Piarco Intl
18h 27m
2 stops
ORD6:52 pmChicago O'Hare Intl
$514

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
Aug 18
ORD6:00 amChicago O'Hare Intl
11h 31m
1 stop
POS6:31 pmPort of Spain Piarco Intl
Sep 2
POS7:41 pmPort of Spain Piarco Intl
14h 07m
1 stop
ORD8:48 amChicago O'Hare Intl
$604
JetBlue
Jun 16
ORD6:27 pmChicago O'Hare Intl
18h 08m
1 stop
POS1:35 pmPort of Spain Piarco Intl
Jun 28
POS7:45 pmPort of Spain Piarco Intl
14h 00m
1 stop
ORD8:45 amChicago O'Hare Intl
$614
JetBlue
Jun 17
ORD6:00 amChicago O'Hare Intl
11h 15m
1 stop
POS6:15 pmPort of Spain Piarco Intl
Jun 28
POS7:45 pmPort of Spain Piarco Intl
14h 00m
1 stop
ORD8:45 amChicago O'Hare Intl
$624

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 5月 30, 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

週六 6/13

8:20 pm-12:15 am

1 stop26h 55m

Port of Spain Piarco Intl

週五 6/19

1:25 am-1:22 pm

1 stop12h 57m

$479

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

週六 6/13

8:20 pm-12:15 am

1 stop26h 55m

Port of Spain Piarco Intl

週五 6/19

1:25 am-6:52 pm

2 stops18h 27m

$514
Quickest round-trip

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

週四 10/29

2:00 pm-12:20 am

1 stop9h 20m

Port of Spain Piarco Intl

週日 11/1

2:20 am-10:58 am

1 stop10h 38m

$519

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

週四 10/29

7:15 am-12:20 am

2 stops16h 05m

Port of Spain Piarco Intl

週日 11/1

2:20 am-10:58 am

1 stop10h 38m

$523

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

週四 10/29

7:15 am-12:20 am

2 stops16h 05m

Port of Spain Piarco Intl

週日 11/1

2:20 am-2:55 pm

2 stops14h 35m

$526

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

週六 6/13

8:20 pm-12:15 am

1 stop26h 55m

Port of Spain Piarco Intl

週五 6/19

1:25 am-1:22 pm

1 stop12h 57m

$539

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

週六 6/13

8:20 pm-12:15 am

1 stop26h 55m

Port of Spain Piarco Intl

週五 6/19

1:25 am-1:22 pm

1 stop12h 57m

$540

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

週一 6/15

9:55 am-12:15 am

1 stop13h 20m

Port of Spain Piarco Intl

週一 7/13

1:25 am-2:55 pm

2 stops14h 30m

$543

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

週六 6/13

8:20 pm-12:15 am

1 stop26h 55m

Port of Spain Piarco Intl

週五 6/19

1:25 am-6:52 pm

2 stops18h 27m

$544

ChicagoPort of Spain

ORD - POS

ORDPOS

Chicago O'Hare Intl

週六 6/13

8:20 pm-12:15 am

1 stop26h 55m

Port of Spain Piarco Intl

週五 6/19

1:25 am-6:52 pm

2 stops18h 27m

$545

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, June 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 $317. If you aren’t able to travel to Trinidad and Tobago during the month of June, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $392.

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 41m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Trinidad and Tobago takes 9h 41m
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

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Trinidad and Tobago

  • 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 $317Free CancellationRating
7.1
11,102 reviews
Search Air Canada flights
Copa AirlinesPriceFrom $472Free CancellationRating
7.5
1,574 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $548Free CancellationRating
7.1
11,640 reviews
Search American Airlines flights
United AirlinesPriceFrom $548Free CancellationRating
7.4
9,766 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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週一 6/29
週一 7/6
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