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Trinidad and Tobago

$286+ Cheap flights from Chesapeake, VA to Trinidad and Tobago

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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — POS
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
1 adult, Economy
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Cheap flight deals from Chesapeake to Trinidad and Tobago

Keep the following information in mind while searching for Chesapeake to Trinidad and Tobago flight deals. Data was last updated February 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$623
(United Airlines)

One-way from

$286
(Kiwi.com)

Popular in

January

Cheapest in

May

Average price

$929
Provider with most accurate pricing for Norfolk-Port of Spain Piarco Intl flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Port of Spain Piarco Intl flights.
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From Chesapeake to Trinidad and Tobago
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One-way flight from Chesapeake to Trinidad and Tobago
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Highest demand for flights based on searches. 26% potential increase in price ($282 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($46 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Find flight deals from Chesapeake to Trinidad and Tobago

Cheapest flights from Chesapeake to Trinidad and Tobago
Explore the most affordable flight options available from Chesapeake to Trinidad and Tobago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 22, 2025.

This United Airlines deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/236:10 amORF - POS
1 stop17h 13mUnited Airlines
Sat 3/2912:30 amPOS - ORF
2 stops23h 00mUnited Airlines
Deal found 2/21$623
This American Airlines deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/236:16 amORF - POS
1 stop7h 49mAmerican Airlines
Sun 3/303:16 pmPOS - ORF
1 stop8h 32mAmerican Airlines
Deal found 2/21$693
This United deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/236:00 amORF - POS
3 stops33h 50mMultiple Airlines
Sat 3/2912:30 amPOS - ORF
2 stops23h 29mMultiple Airlines
Deal found 2/21$743
This Copa Airlines deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/286:00 amORF - POS
2 stops18h 37mCopa Airlines
Wed 3/52:15 pmPOS - ORF
2 stops20h 27mCopa Airlines
Deal found 2/21$1,470

Find flights from Chesapeake to Trinidad and Tobago within your budget

Customize your flight search to find flights from Chesapeake 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, Cheapflights users made 2,558,603 searches. Data last updated February 22, 2025.

Fly from

Chesapeake

Fly to

Trinidad and Tobago

Route

Depart

Return

Price

NorfolkPort of Spain

ORF - POS

ORFPOS

Norfolk

Sun 3/23

6:10 am-11:23 pm

1 stop17h 13m

Port of Spain Piarco Intl

Sat 3/29

12:30 am-11:30 pm

2 stops23h 00m

$623

NorfolkPort of Spain

ORF - POS

ORFPOS

Norfolk

Sun 3/23

6:16 am-2:05 pm

1 stop7h 49m

Port of Spain Piarco Intl

Sun 3/30

3:16 pm-11:48 pm

1 stop8h 32m

$693

NorfolkPort of Spain

ORF - POS

ORFPOS

Norfolk

Sun 3/23

6:00 am-3:50 pm

3 stops33h 50m

Port of Spain Piarco Intl

Sat 3/29

12:30 am-11:59 pm

2 stops23h 29m

$743

NorfolkPort of Spain

ORF - POS

ORFPOS

Norfolk

Fri 2/28

4:29 pm-1:37 am

2 stops32h 08m

$286

NorfolkPort of Spain

ORF - POS

ORFPOS

Norfolk

Fri 2/28

8:00 pm-12:23 am

2 stops27h 23m

$439

NorfolkPort of Spain

ORF - POS

ORFPOS

Norfolk

Thu 2/27

2:22 pm-5:56 pm

2 stops26h 34m

$443

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Best time to book a flight from Chesapeake to Trinidad and Tobago

Have a flexible travel schedule? Discover the best time to fly to Trinidad and Tobago from Chesapeake with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chesapeake to Trinidad and Tobago

Get recent, data-driven insights about flights from Chesapeake to Trinidad and Tobago including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chesapeake to Trinidad and Tobago?

Currently, October is the cheapest month in which you can book a flight from Chesapeake to Trinidad and Tobago (average of $435). Flying from Chesapeake to Trinidad and Tobago in December is currently the most expensive (average of $710). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from C6E to TT?

Find hourly flight availability from Chesapeake to Trinidad and Tobago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 22, 2025.

When flying from Chesapeake to Trinidad and Tobago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Trinidad and Tobago by month

Plan your trip to Trinidad and Tobago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Trinidad and Tobago ranges from 1.2 - 9.8 inches per month. June is typically the wettest month, when rainfall can reach 9.8 in. March is typically the driest time to visit Trinidad and Tobago when rainfall is around 1.2 in.

Temperature in Trinidad and Tobago by month

Plan your trip to Trinidad and Tobago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Trinidad and Tobago, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Trinidad and Tobago

Get insights into the airlines that provide service to Trinidad and Tobago. 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 and Tobago. Reviews last updated February 22, 2025.
Peruse reviews from past customers who have flown with United Airlines, American Airlines and Frontier from Chesapeake to Trinidad and Tobago to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,759 reviews

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

Food

6.7

Comfort

7.3

Reviews

1 / 20

2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

United Airlines
7.4
Good
8,759 reviews
United Airlines
7.4
Good
8,759 reviews

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

Food

6.7

Comfort

7.3

Reviews

1 / 20

2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,759 reviews

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

Food

6.7

Comfort

7.3

Reviews

1 / 20

2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Frontier
6.0
Okay
3,353 reviews
United Airlines
7.4
Good
8,759 reviews

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

Food

6.7

Comfort

7.3

Reviews

1 / 20

2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

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

  • Can I find deals for flights from Chesapeake to Trinidad and Tobago that include hotel bookings?

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

  • How can I find direct flights from Chesapeake to Trinidad and Tobago?

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

  • Can I find deals for business class flights from Chesapeake to Trinidad and Tobago?

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

  • What is the cheapest month to book a flight from Chesapeake to Trinidad and Tobago?

    Currently, October is the cheapest month in which you can book a flight from Chesapeake to Trinidad and Tobago (average of $435). Flying from Chesapeake to Trinidad and Tobago in December is currently the most expensive (average of $710). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chesapeake to Trinidad and Tobago

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Chesapeake to Trinidad and Tobago

Discover the top airline that operate flights from Chesapeake to Trinidad and Tobago. 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 2,558,603 searches. Data last updated February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$476Average$700FlexibilityNo cancel feeOn-time71%
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