Cheap flights from Chicago to Trinidad and Tobago from $242

Round-trip
1 adult
Economy
From?
To?
Mon 10/25
Mon 11/1

Travel Restriction Alert

The COVID-19 (coronavirus) outbreak may impact travel from Chicago to Trinidad and Tobago.
View current Trinidad and Tobago travel restrictions

Flight information for Chicago to Trinidad and Tobago

Find info about flight duration, direct flights, and airports for your flight from Chicago to Trinidad and Tobago
Best Price Found$440The best flight deal from Chicago to Trinidad and Tobago found on momondo in the last 72 hours is $440
Fastest flight time7h 42mThe fastest flight from Chicago to Trinidad and Tobago takes 7h 42m
Direct flightsNoneThere are no direct flights from Chicago 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.

How to get the cheapest flight ticket from Chicago 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 airline that flies to Trinidad and Tobago from Chicago?

Air Canada

Air Canada, American Airlines, and United Airlines are the most popular carriers operating from Chicago to Trinidad and Tobago

What is the cheapest Chicago to Trinidad and Tobago flight route?

Chicago O'Hare Intl - Port of Spain Piarco Intl

Fly from Chicago O'Hare Intl to Port of Spain Piarco Intl for the best Chicago - Trinidad and Tobago flight prices


Easily compare round-trip flights from Chicago to Trinidad and Tobago

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to Trinidad and Tobago by changing tabs
Multiple Airlines
Jan 10
ORD11:34 amChicago O'Hare Intl
24h 11m
1 stop
POS11:45 amPort of Spain Piarco Intl
Jan 14
POS2:45 amPort of Spain Piarco Intl
9h 48m
1 stop
ORD12:33 pmChicago O'Hare Intl
Copa Airlines
Nov 30
ORD3:12 amChicago O'Hare Intl
15h 05m
1 stop
POS6:17 pmPort of Spain Piarco Intl
Dec 7
POS11:02 pmPort of Spain Piarco Intl
21h 02m
1 stop
ORD8:04 pmChicago O'Hare Intl
American Airlines
Mar 18
ORD3:07 amChicago O'Hare Intl
15h 12m
2 stops
POS6:19 pmPort of Spain Piarco Intl
Mar 22
POS3:47 amPort of Spain Piarco Intl
12h 50m
2 stops
ORD4:37 pmChicago O'Hare Intl
Multiple Airlines
Jan 10
ORD12:43 pmChicago O'Hare Intl
29h 20m
2 stops
POS6:03 pmPort of Spain Piarco Intl
Jan 14
POS2:45 amPort of Spain Piarco Intl
9h 48m
1 stop
ORD12:33 pmChicago O'Hare Intl
Multiple Airlines
Jan 23
ORD12:30 pmChicago O'Hare Intl
23h 15m
1 stop
POS11:45 amPort of Spain Piarco Intl
Jan 30
POS2:45 amPort of Spain Piarco Intl
10h 49m
1 stop
ORD1:34 pmChicago O'Hare Intl
Multiple Airlines
Jan 21
ORD11:26 amChicago O'Hare Intl
24h 19m
1 stop
POS11:45 amPort of Spain Piarco Intl
Jan 23
POS2:45 amPort of Spain Piarco Intl
17h 04m
1 stop
ORD7:49 pmChicago O'Hare Intl

Find the cheapest one-way flights from Chicago to Trinidad and Tobago

If you're looking for one-way flights from Chicago to Trinidad and Tobago, view some of our deals below provided by Copa Airlines and United Airlines
Copa Airlines
Jan 2
ORD2:53 amChicago O'Hare Intl
15h 10m
1 stop
POS6:03 pmPort of Spain Piarco Intl
United Airlines
Jan 2
ORD1:00 amChicago O'Hare Intl
16h 27m
1 stop
POS5:27 pmPort of Spain Piarco Intl
Multiple Airlines
Jan 2
ORD6:30 amChicago O'Hare Intl
11h 33m
2 stops
POS6:03 pmPort of Spain Piarco Intl

Best airlines flying from Chicago to Trinidad and Tobago

Compare and see reviews for airlines that fly from Chicago to Trinidad and Tobago with momondo
AirlineRatingFree CancellationPrice
United Airlines
PriceFrom $237
Free Cancellation
Rating
6.9
7.3

Boarding

6.7

Comfort

7.5

Crew

6.7

Entertainment

6.2

Food

Reviews

Not because the flight is going to Africa we can’t get better service on board

1 / 10
American Airlines
PriceFrom $239
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.8

Crew

7.1

Entertainment

6.8

Food

Reviews

Flight attendant for first class is definitely not a morning person. Oh and the WiFi DID NOT WORK!

1 / 10
Air Canada
PriceFrom $276
Free Cancellation
Rating
7.5
7.8

Boarding

7.3

Comfort

8.1

Crew

7.3

Entertainment

5.9

Food

Reviews

The food selection has been better in the past but due to Covid it is understandable. This particular flight did not have any entertainment and the Air Canada App did not work to access movies.

1 / 10

  • Are airlines flying from Chicago to Trinidad and Tobago offering flexible cancellation due to COVID-19?

    To ease the stress of booking flights, some of our airline partners flying from Chicago to Trinidad and Tobago are responding to the global pandemic. The following airlines may have a flexible cancellation policy to help accommodate travelers: American Airlines, United Airlines, and Air Canada.


Can I fly to Trinidad and Tobago from Chicago right now?

Information is based on travel restrictions from Chicago to Trinidad and Tobago

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter Trinidad and Tobago.

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) test taken 72 hours before departing to Trinidad and Tobago.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Trinidad and Tobago.

Can I fly back to Chicago from Trinidad and Tobago?

Returning to Chicago from Trinidad and Tobago

COVID-19 testing requirements
Visitors from Trinidad and Tobago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Trinidad and Tobago are not required to quarantine after entering Chicago.

If you are planning to travel to Trinidad and Tobago at this time, it is recommended that you stay up to date on current restrictions and follow proper safety measures while in public.

Flights to other cities in Trinidad and Tobago

Lost the lust for Trinidad and Tobago? Check out some flights to other cities in Trinidad and Tobago