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Cheap flights from Chicago to Trinidad and Tobago from $235

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 to Trinidad and Tobago departing on 1/30. 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 to Trinidad and Tobago

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Trinidad and Tobago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Trinidad and Tobago.

Cheap last minute flights

Planning a quick getaway from Chicago to Trinidad and Tobago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Trinidad and Tobago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Trinidad and Tobago

Find recent round-trip train or bus tickets from Chicago to Trinidad and Tobago.

All round-trip flight deals to Trinidad and Tobago

The cheapest plane tickets to Trinidad and Tobago found on KAYAK recently.
1:44 pm - 4:29 pmORD-POS
24h 45m1 stop
3:36 am - 11:58 pmPOS-ORD
22h 22m2 stops
Wed, Feb 5 - Tue, Feb 11
1:44 pm - 4:29 pmORD-POS
24h 45m1 stop
3:36 am - 10:03 pmPOS-ORD
20h 27m2 stops
Wed, Feb 5 - Tue, Feb 11
1:44 pm - 4:29 pmORD-POS
24h 45m1 stop
9:10 am - 10:37 amPOS-ORD
27h 27m1 stop
Wed, Feb 5 - Wed, Feb 12
1:57 pm - 1:33 amORD-POS
9h 36m1 stop
2:25 pm - 11:27 pmPOS-ORD
11h 02m1 stop
$491Copa Airlines
Find Deal
Fri, Jan 17 - Wed, Jan 22
6:55 am - 1:33 amORD-POS
16h 38m1 stop
3:36 am - 11:27 pmPOS-ORD
21h 51m1 stop
$515Copa Airlines
Find Deal
Wed, Feb 5 - Tue, Feb 11
8:15 am - 11:14 pmORD-POS
12h 59m1 stop
6:00 am - 6:19 pmPOS-ORD
14h 19m1 stop
$517American Airlines
Find Deal
Fri, Jan 17 - Wed, Jan 22
11:55 am - 11:14 pmORD-POS
9h 19m1 stop
6:00 am - 7:26 pmPOS-ORD
15h 26m2 stops
$522American Airlines
Find Deal
Fri, Jan 17 - Wed, Jan 22
9:12 am - 4:41 pmORD-POS
30h 29m2 stops
6:01 pm - 1:43 pmPOS-ORD
44h 42m2 stops
$551Frontier
Find Deal
Wed, Mar 19 - Thu, Mar 27
5:15 am - 11:23 pmORD-POS
17h 08m1 stop
12:30 am - 7:55 pmPOS-ORD
20h 25m1 stop
$607United Airlines
Find Deal
Fri, Apr 11 - Mon, Apr 21
6:22 pm - 11:23 pmORD-POS
28h 01m1 stop
12:30 am - 10:11 amPOS-ORD
10h 41m1 stop
$617United Airlines
Find Deal
Sat, Apr 12 - Thu, Apr 24
8:12 am - 11:14 pmORD-POS
13h 02m2 stops
$235American Airlines
Find Deal
Thu, Jan 30
11:55 am - 1:33 amORD-POS
35h 38m3 stops
$1,870Turkish Airlines
Find Deal
Thu, Jan 30
11:55 am - 1:33 amORD-POS
35h 38m3 stops
$5,990Turkish Airlines
Find Deal
Thu, Jan 30
9:29 pm - 12:23 amORD-POS
24h 54m1 stop
1:30 am - 10:46 amPOS-ORD
11h 16m1 stop
$617United Airlines
Find Deal
Fri, Dec 27 - Sun, Dec 29
6:05 pm - 12:23 amORD-POS
28h 18m1 stop
1:30 am - 9:29 pmPOS-ORD
21h 59m1 stop
$627United Airlines
Find Deal
Fri, Dec 27 - Sun, Jan 12
5:00 am - 12:23 amORD-POS
17h 23m1 stop
1:30 am - 10:08 amPOS-ORD
10h 38m1 stop
$655United Airlines
Find Deal
Fri, Dec 27 - Sat, Dec 28
9:29 pm - 12:23 amORD-POS
24h 54m1 stop
1:30 am - 10:14 amPOS-ORD
10h 44m1 stop
$666United Airlines
Find Deal
Thu, Dec 26 - Wed, Jan 15
6:54 am - 1:43 amORD-POS
16h 49m1 stop
5:50 pm - 12:29 pmPOS-ORD
44h 39m2 stops
Wed, Dec 25 - Thu, Jan 16
6:54 am - 1:43 amORD-POS
16h 49m1 stop
5:50 pm - 12:29 pmPOS-ORD
44h 39m2 stops
Wed, Dec 25 - Sun, Jan 12
6:54 am - 1:43 amORD-POS
16h 49m1 stop
2:25 pm - 11:27 pmPOS-ORD
11h 02m1 stop
$825Copa Airlines
Find Deal
Wed, Dec 25 - Sat, Jan 18
4:56 pm - 3:42 pmORD-POS
20h 46m2 stops
4:45 pm - 10:21 amPOS-ORD
19h 36m1 stop
$947American Airlines
Find Deal
Wed, Dec 25 - Fri, Dec 27
5:00 am - 10:44 pmORD-POS
15h 44m1 stop
4:45 pm - 9:05 amPOS-ORD
18h 20m1 stop
$972American Airlines
Find Deal
Fri, Dec 27 - Sun, Dec 29
6:54 am - 1:43 amORD-POS
16h 49m1 stop
2:27 pm - 11:21 pmPOS-ORD
10h 54m1 stop
$995Copa Airlines
Find Deal
Wed, Dec 25 - Fri, Dec 27

American Airlines flights from Chicago to Trinidad and Tobago

Our best American Airlines deals on Chicago to Trinidad and Tobago flight tickets
American Airlines
Jan 17
ORD8:15 amChicago O'Hare Intl
12h 59m
1 stop
POS11:14 pmPort of Spain Piarco Intl
Jan 22
POS6:00 amPort of Spain Piarco Intl
14h 19m
1 stop
ORD6:19 pmChicago O'Hare Intl
American Airlines
Jan 17
ORD11:55 amChicago O'Hare Intl
9h 19m
1 stop
POS11:14 pmPort of Spain Piarco Intl
Jan 22
POS6:00 amPort of Spain Piarco Intl
15h 26m
2 stops
ORD7:26 pmChicago O'Hare Intl
American Airlines
Jun 1
ORD6:45 pmChicago O'Hare Intl
18h 15m
1 stop
POS2:00 pmPort of Spain Piarco Intl
Jun 7
POS3:20 pmPort of Spain Piarco Intl
9h 33m
1 stop
ORD11:53 pmChicago O'Hare Intl

Copa Airlines flights from Chicago to Trinidad and Tobago

Our best Copa Airlines deals on Chicago to Trinidad and Tobago flight tickets
Copa Airlines
Jan 17
ORD1:57 pmChicago O'Hare Intl
9h 36m
1 stop
POS1:33 amPort of Spain Piarco Intl
Jan 22
POS2:25 pmPort of Spain Piarco Intl
11h 02m
1 stop
ORD11:27 pmChicago O'Hare Intl
Copa Airlines
Feb 5
ORD6:55 amChicago O'Hare Intl
16h 38m
1 stop
POS1:33 amPort of Spain Piarco Intl
Feb 11
POS3:36 amPort of Spain Piarco Intl
21h 51m
1 stop
ORD11:27 pmChicago O'Hare Intl
Copa Airlines
Feb 5
ORD6:55 amChicago O'Hare Intl
16h 38m
1 stop
POS1:33 amPort of Spain Piarco Intl
Feb 11
POS3:36 amPort of Spain Piarco Intl
21h 51m
1 stop
ORD11:27 pmChicago O'Hare Intl

See travel insights to Trinidad and Tobago from

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 month to fly to Trinidad and Tobago?

In general, January is the cheapest month to fly from Chicago to Trinidad and Tobago. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $490. If you aren’t able to travel to Trinidad and Tobago during the month of January, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $542.

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 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 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 to Trinidad and Tobago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Trinidad and Tobago

Best Price Found

$235

Fastest flight time

9h 19m

Direct flights

None

Airports in Trinidad and Tobago

2 airports
The best one-way flight to Trinidad and Tobago from Chicago in the past 72 hours is $235. The best round-trip flight deal from Chicago to Trinidad and Tobago found on momondo in the last 72 hours is $381.
The fastest flight from Chicago to Trinidad and Tobago takes 9h 19m
There 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.
There are 2 airports near Trinidad and Tobago: Scarborough ANR Robinson Intl (TAB), Port of Spain Piarco Intl (POS)

  • When did momondo last update prices for flights from Chicago to Trinidad and Tobago?

    Prices for flights from Chicago to Trinidad and Tobago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Trinidad and Tobago?

  • How old do you have to be to fly from Chicago 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 Chicago 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 to Trinidad and Tobago

Compare and see reviews for airlines that fly from Chicago to Trinidad and Tobago with momondo
Airline
Rating
Free Cancellation
Price
Copa AirlinesPriceFrom $430Free CancellationRating
7.7
1,710 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $440Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $480Free CancellationRating
7.4
9,009 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?

Yes. momondo allows you to filter the results for Chicago to Trinidad and Tobago flights to just show those with flexible booking policies.

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

Once all potential Chicago to Trinidad and Tobago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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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