HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

Cheap flights from Chicago (CHI) to Trinidad from $177

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — POS
May 1 — May 81
From?
To?
Wed 5/1
Wed 5/8
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

How far in advance should I book a flight from Chicago to Trinidad?

Users have found that booking a flight from Chicago to Trinidad at least 11 days early can save you up to 50% on average compared to booking a flight this week. If booking 11 days before your flight isn’t an option for you, users have found flights from Chicago to Trinidad for as little as $379 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $2,513 for flights departing within the next 3 days.

What is the cheapest month to fly from Chicago to Trinidad?

The best pricing can be found in the month of January. Prices to Trinidad from Chicago average $751. You can even find prices in January for less than $751, as users have found deals to Trinidad from as low as $471. The month of July appears to be one of the more expensive times to travel to Trinidad from Chicago. Flying in the targeted month can save you up to 30%.

When is the cheapest time to fly from Chicago to Trinidad (CHI - LAZ)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Trinidad as you normally would.

Cheap United Airlines flights from Chicago to Trinidad

Explore cheap flight options specifically provided by United Airlines for the route between Chicago and Trinidad. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
Check out some of the cheapest United Airlines flights we've come across from Chicago to Trinidad. Come back soon if you're not finding the exact deal you're looking for.
Thu 6/279:15 pmORD - POS
1 stop25h 08mUnited Airlines
Thu 7/412:30 amPOS - ORD
1 stop32h 18mUnited Airlines
Deal found 4/25$535
Sat 5/2510:35 amORD - POS
1 stop11h 48mUnited Airlines
Fri 5/3112:30 amPOS - ORD
1 stop10h 03mUnited Airlines
Deal found 4/25$549
Sat 8/39:15 pmORD - POS
1 stop25h 08mUnited Airlines
Fri 8/912:30 amPOS - ORD
1 stop11h 23mUnited Airlines
Deal found 4/25$559
Sat 5/118:45 amORD - POS
1 stop13h 38mUnited Airlines
Tue 5/1412:30 amPOS - ORD
1 stop11h 18mUnited Airlines
Deal found 4/24$650
Tue 7/306:00 amORD - POS
1 stop16h 23mUnited Airlines
Mon 8/512:30 amPOS - ORD
1 stop24h 43mUnited Airlines
Deal found 4/25$661
Mon 7/292:01 pmORD - POS
1 stop32h 22mUnited Airlines
Mon 8/512:30 amPOS - ORD
1 stop24h 43mUnited Airlines
Deal found 4/25$673
Wed 7/316:00 amORD - POS
1 stop16h 23mUnited Airlines
Mon 8/512:30 amPOS - ORD
1 stop24h 43mUnited Airlines
Deal found 4/25$726
Wed 7/38:45 amORD - POS
1 stop13h 38mUnited Airlines
Mon 7/812:30 amPOS - ORD
1 stop32h 18mUnited Airlines
Deal found 4/25$730
Sat 5/116:00 amORD - POS
1 stop16h 23mUnited Airlines
Tue 5/1412:30 amPOS - ORD
1 stop13h 21mUnited Airlines
Deal found 4/25$737

Cheap American Airlines flights from Chicago to Trinidad

Explore cheap flight options specifically provided by American Airlines for the route between Chicago and Trinidad. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
To aid your search, here are some of the cheapest American Airlines flights we've found from Chicago to Trinidad. Ensure the flight price, dates, time, and airline match your criteria before you book.
Sat 5/256:45 pmORD - POS
1 stop18h 25mAmerican Airlines
Sat 6/17:00 amPOS - ORD
1 stop13h 39mAmerican Airlines
Deal found 4/25$509
Sat 5/256:30 amORD - POS
2 stops14h 04mAmerican Airlines
Sat 6/17:00 amPOS - ORD
1 stop10h 10mAmerican Airlines
Deal found 4/25$512
Sat 5/257:30 amORD - POS
2 stops13h 04mAmerican Airlines
Sat 6/17:00 amPOS - ORD
2 stops13h 39mAmerican Airlines
Deal found 4/25$584
Sat 5/116:45 pmORD - POS
1 stop18h 25mAmerican Airlines
Wed 5/157:00 amPOS - ORD
1 stop10h 10mAmerican Airlines
Deal found 4/24$698
Mon 7/294:11 pmORD - POS
1 stop21h 03mAmerican Airlines
Sun 8/43:22 pmPOS - ORD
1 stop18h 43mAmerican Airlines
Deal found 4/25$700
Sat 5/119:55 amORD - POS
2 stops10h 39mAmerican Airlines
Wed 5/157:00 amPOS - ORD
1 stop11h 42mAmerican Airlines
Deal found 4/24$701
Sat 8/39:45 amORD - POS
2 stops27h 29mAmerican Airlines
Sat 8/103:18 pmPOS - ORD
2 stops22h 22mAmerican Airlines
Deal found 4/25$753
Sat 5/117:30 amORD - POS
2 stops13h 04mAmerican Airlines
Wed 5/157:00 amPOS - ORD
2 stops13h 40mAmerican Airlines
Deal found 4/24$783
Tue 7/307:00 pmORD - POS
1 stop26h 01mAmerican Airlines
Mon 8/57:00 amPOS - ORD
1 stop12h 10mAmerican Airlines
Deal found 4/25$786

Cheap Chicago to Trinidad flights in April & May 2024

Find cheap flight options from Chicago to Trinidad specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Prices were last updated on April 26, 2024.
Check out some of the best flight deals from Chicago to Trinidad in 2024. For more flight deals, be sure to check back very soon.
Sat 5/119:35 pmORD - POS
1 stop20h 20mMultiple Airlines
Tue 5/144:05 amPOS - ORD
2 stops30h 50mMultiple Airlines
Deal found 4/26$404
Sat 5/256:45 pmORD - POS
1 stop18h 25mAmerican Airlines
Sat 6/17:00 amPOS - ORD
1 stop13h 39mAmerican Airlines
Deal found 4/25$509
Sat 5/256:30 amORD - POS
2 stops14h 04mAmerican Airlines
Sat 6/17:00 amPOS - ORD
1 stop10h 10mAmerican Airlines
Deal found 4/25$512
Sat 5/2510:35 amORD - POS
1 stop11h 48mUnited Airlines
Fri 5/3112:30 amPOS - ORD
1 stop10h 03mUnited Airlines
Deal found 4/25$549
Sat 5/119:35 pmORD - POS
1 stop20h 20mMultiple Airlines
Tue 5/149:10 amPOS - ORD
1 stop24h 35mMultiple Airlines
Deal found 4/26$554
Mon 5/2710:35 amORD - POS
1 stop11h 48mUnited Airlines
Tue 5/2812:30 amPOS - ORD
1 stop11h 23mUnited Airlines
Deal found 4/26$563
Sat 5/119:25 pmORD - POS
2 stops21h 35mMultiple Airlines
Tue 5/149:10 amPOS - ORD
2 stops15h 19mMultiple Airlines
Deal found 4/26$577
Sat 5/257:30 amORD - POS
2 stops13h 04mAmerican Airlines
Sat 6/17:00 amPOS - ORD
2 stops13h 39mAmerican Airlines
Deal found 4/25$584
Mon 4/295:25 pmORD - POS
1 stop24h 30mMultiple Airlines
Mon 5/69:10 amPOS - ORD
1 stop24h 18mMultiple Airlines
Deal found 4/25$608

Chicago to Trinidad 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Trinidad in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
Check out some of the best flight deals from Chicago to Trinidad in 2024. For more flight deals, be sure to check back very soon.
Sat 5/119:35 pmORD - POS
1 stop20h 20mMultiple Airlines
Tue 5/144:05 amPOS - ORD
2 stops30h 50mMultiple Airlines
Deal found 4/26$404
Sat 5/256:45 pmORD - POS
1 stop18h 25mAmerican Airlines
Sat 6/17:00 amPOS - ORD
1 stop13h 39mAmerican Airlines
Deal found 4/25$509
Sat 5/256:30 amORD - POS
2 stops14h 04mAmerican Airlines
Sat 6/17:00 amPOS - ORD
1 stop10h 10mAmerican Airlines
Deal found 4/25$512
Wed 7/33:10 pmORD - POS
1 stop9h 32mCopa Airlines
Tue 7/94:09 amPOS - ORD
1 stop10h 09mCopa Airlines
Deal found 4/25$529
Thu 6/279:15 pmORD - POS
1 stop25h 08mUnited Airlines
Thu 7/412:30 amPOS - ORD
1 stop32h 18mUnited Airlines
Deal found 4/25$535
Sat 5/2510:35 amORD - POS
1 stop11h 48mUnited Airlines
Fri 5/3112:30 amPOS - ORD
1 stop10h 03mUnited Airlines
Deal found 4/25$549
Sat 5/119:35 pmORD - POS
1 stop20h 20mMultiple Airlines
Tue 5/149:10 amPOS - ORD
1 stop24h 35mMultiple Airlines
Deal found 4/26$554
Sat 8/39:15 pmORD - POS
1 stop25h 08mUnited Airlines
Fri 8/912:30 amPOS - ORD
1 stop11h 23mUnited Airlines
Deal found 4/25$559
Mon 5/2710:35 amORD - POS
1 stop11h 48mUnited Airlines
Tue 5/2812:30 amPOS - ORD
1 stop11h 23mUnited Airlines
Deal found 4/26$563

One-way flights to Trinidad from Chicago

Search for one-way flight options from Chicago to Trinidad. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
Users traveling one-way from Chicago to Trinidad can select one of these great deals. Users can also find round-trip Chicago to Trinidad flights by using the search form above.
Sat 5/119:35 pmORD - POS
1 stop20h 20mMultiple Airlines
Deal found 4/25$177
Sat 5/119:25 pmORD - POS
2 stops21h 35mMultiple Airlines
Deal found 4/25$198
Sat 5/259:35 pmORD - POS
1 stop20h 20mMultiple Airlines
Deal found 4/25$225
Mon 6/245:34 pmORD - POS
2 stops42h 42mMultiple Airlines
Deal found 4/25$229
Sat 5/117:13 pmORD - POS
3 stops23h 47mMultiple Airlines
Deal found 4/25$233
Mon 6/2410:07 amORD - POS
1 stop31h 48mMultiple Airlines
Deal found 4/25$237
Sat 5/2510:55 amORD - POS
2 stops31h 00mMultiple Airlines
Deal found 4/25$261
Mon 6/246:53 amORD - POS
3 stops29h 23mMultiple Airlines
Deal found 4/25$297
Sat 5/257:07 pmORD - POS
3 stops29h 35mMultiple Airlines
Deal found 4/25$320

Find flights from Chicago to Trinidad within your budget

Customize your flight search to find flights from Chicago to Trinidad 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, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$404 - $911

Route

Depart

Return

Price

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 5/11

1 stop20h 20m

Port of Spain Piarco Intl

Tue 5/14

2 stops30h 50m

$404

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 5/25

1 stop18h 25m

Port of Spain Piarco Intl

Sat 6/1

1 stop13h 39m

$509

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 5/25

2 stops14h 04m

Port of Spain Piarco Intl

Sat 6/1

1 stop10h 10m

$512

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 7/3

1 stop9h 32m

Port of Spain Piarco Intl

Tue 7/9

1 stop10h 09m

$529

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Thu 6/27

1 stop25h 08m

Port of Spain Piarco Intl

Thu 7/4

1 stop32h 18m

$535

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 5/25

1 stop11h 48m

Port of Spain Piarco Intl

Fri 5/31

1 stop10h 03m

$549

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 5/11

1 stop20h 20m

Port of Spain Piarco Intl

Tue 5/14

1 stop24h 35m

$554

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Sat 8/3

1 stop25h 08m

Port of Spain Piarco Intl

Fri 8/9

1 stop11h 23m

$559

Chicago O'Hare IntlPort of Spain Piarco Intl

ORD - POS

ORDPOS

Chicago O'Hare Intl

Wed 7/31

1 stop9h 40m

Port of Spain Piarco Intl

Sun 8/4

1 stop12h 20m

$911

Flights are sorted by cheapest first

Deals found on 4/26

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Trinidad

Get insights into the airlines that provide service to Trinidad. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Trinidad. Reviews last updated April 26, 2024.
See what other customers who have flown with United Airlines, American Airlines and Copa Airlines from Chicago to Trinidad have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
8.0
Very good
2,861 reviews
Check prices

Boarding

8.1

Overall

8.0

Entertainment

7.2

Food

7.4

Comfort

7.7

Crew

8.3

Reviews

1 / 10

The food is horrible and little, a single meal is served on a 7 hour flight. The movies are old and there are very few options in Portuguese. Regarding the crew, they are not helpful or friendly.

Copa Airlines
8.0
Very good
2,861 reviews
Copa Airlines
8.0
Very good
2,861 reviews
Check prices

Boarding

8.1

Overall

8.0

Entertainment

7.2

Food

7.4

Comfort

7.7

Crew

8.3

Reviews

1 / 10

The food is horrible and little, a single meal is served on a 7 hour flight. The movies are old and there are very few options in Portuguese. Regarding the crew, they are not helpful or friendly.

JetBlue
7.6
Good
4,606 reviews
Copa Airlines
8.0
Very good
2,861 reviews
Check prices

Boarding

8.1

Overall

8.0

Entertainment

7.2

Food

7.4

Comfort

7.7

Crew

8.3

Reviews

1 / 10

The food is horrible and little, a single meal is served on a 7 hour flight. The movies are old and there are very few options in Portuguese. Regarding the crew, they are not helpful or friendly.

United Airlines
7.4
Good
11,228 reviews
Copa Airlines
8.0
Very good
2,861 reviews
Check prices

Boarding

8.1

Overall

8.0

Entertainment

7.2

Food

7.4

Comfort

7.7

Crew

8.3

Reviews

1 / 10

The food is horrible and little, a single meal is served on a 7 hour flight. The movies are old and there are very few options in Portuguese. Regarding the crew, they are not helpful or friendly.

American Airlines
7.3
Good
14,889 reviews
Copa Airlines
8.0
Very good
2,861 reviews
Check prices

Boarding

8.1

Overall

8.0

Entertainment

7.2

Food

7.4

Comfort

7.7

Crew

8.3

Reviews

1 / 10

The food is horrible and little, a single meal is served on a 7 hour flight. The movies are old and there are very few options in Portuguese. Regarding the crew, they are not helpful or friendly.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Trinidad. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Chicago to Trinidad for under $500 on Cheapflights?

    Yes, there are multiple flights from Chicago to Trinidad for under $500. The cheapest flight booked recently is on Multiple Airlines for just $404, but on average you can expect to pay $594.

  • What are the most popular airlines that fly from Chicago to Trinidad?

    American Airlines, Copa Airlines and United Airlines are the most popular airlines when flying from Chicago to Trinidad.

  • What does ORD to POS mean?

    Chicago O'Hare Intl Airport is ORD and Port of Spain Piarco Intl Airport is POS. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Chicago to Trinidad that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to Trinidad flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to Trinidad with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Trinidad flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Chicago to Trinidad that include hotel bookings?

    Yes. In addition to deals on Chicago to Trinidad flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Trinidad?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Trinidad.

  • Can I find deals for business class flights from Chicago to Trinidad?

    Yes. Cheapflights offers flight deals from Chicago to Trinidad by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Chicago to Trinidad that allow pets onboard?

    Many airlines flying from Chicago to Trinidad offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to Trinidad?

    Yes, you can often find last-minute deals on Chicago to Trinidad flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to Trinidad flight deals updated?

    The Chicago to Trinidad flight deals you see on this page were last updated on 4/26.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Trinidad
See prices for flight routes from nearby airports that may be better suited for you.

O'Hare Intl to Port of Spain flights
O'Hare Intl to Scarborough flights
St. Louis to Port of Spain flights

Top 3 airlines flying from Chicago to Trinidad

Discover the top 3 airlines that operate flights from Chicago to Trinidad. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$430Average$535FlexibilityNo cancel feeOn-time70%
Search Copa Airlines flights
American AirlinesCheapest$439Average$761FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$524Average$689FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Los Angeles to Phoenix flights
New Jersey to California flights
Newark Airport to Charlotte flights
Chicago to Detroit flights
Atlanta to Baltimore flights
Denver to Phoenix flights
USA to Australia flights
Seattle to Los Angeles flights
Seattle to Dallas flights
Orlando to Phoenix flights
Orlando to Houston flights
Chicago to Tobago flights

Search flights from Chicago to Trinidad by cabin class

Find flights from Chicago to Trinidad, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Perugia Sant Egidio
Flights to Biarritz Parme
Flights to Argostoli Cephalonia
Flights to Melilla
Flights to Milas–Bodrum
Flights to Girona Costa Brava
Flights to Fez Sais
Flights to Zakynthos Dionsios Salomos
Flights to Bourgas
Flights to Bodø
Flights to Reggio Calabria Tito Menniti
Flights to Bastia Poretta
Flights to Skiathos
Flights to Kalamata
Flights to Batumi
Flights to Menorca/Mahon
Flights to Kristiansand Kjevik
Flights to Champaign University-Willard
Flights to Kagoshima
Flights to Ohrid
Flights to Clermont-Ferrand Aulnat
Flights to Parikia Paros
Flights to Lanzhou Arpt
Flights to Mason City

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Trinidad?

Deals for Chicago to Trinidad flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Trinidad?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Chicago to Trinidad for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Chicago to Trinidad with no change fees?

Need flexible booking options for your flight to Trinidad from Chicago? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Chicago to Trinidad become cheaper?

Not ready to book yet? You can track prices for flights from Chicago to Trinidad on Cheapflights with our Price Alert feature and get notified when better prices are available.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines