$280+ Cheap flights from Trinidad and Tobago to Boston (BOS)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Nov 8 — Nov 151
Round-trip
1 adult, Economy
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Find cheap flights from Trinidad and Tobago to Boston with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Trinidad and Tobago to Boston
Cheapest
Best
Last-minute
One-way
Cheapest flights from Trinidad and Tobago to BostonExplore the most affordable flight options available from Trinidad and Tobago to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 9, 2026.
Explore the most affordable flight options available from Trinidad and Tobago to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 9, 2026.
This United Airlines deal was found by Cheapflights users on 10/4. 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.
Thu 11/51:25 am -
2 stops18h 09m
Tue 11/107:31 am -
2 stops15h 47m
Deal found 10/4![United Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Wed 12/232:20 am -
1 stop17h 07m
Sat 1/239:09 am -
2 stops14h 11m
Deal found 10/6![United Airlines logo]()
$488
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Tue 10/1312:30 am -
2 stops22h 54m
Mon 10/198:25 pm -
2 stops26h 58m
Deal found 10/5![United Airlines logo]()
$490
This United Airlines deal was found by Cheapflights users on 10/9. 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.
Sat 10/311:37 am -
1 stop11h 48m
Sun 11/88:25 pm -
2 stops26h 53m
Deal found 10/9![United Airlines logo]()
$507
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Tue 10/2012:30 am -
2 stops17h 22m
Wed 11/187:31 am -
2 stops15h 47m
Deal found 10/6![United Airlines logo]()
$508
This United Airlines deal was found by Cheapflights users on 10/7. 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.
Fri 10/912:30 am -
2 stops33h 14m
Thu 10/226:00 am -
3 stops41h 23m
Deal found 10/7![United Airlines logo]()
$531
This United Airlines deal was found by Cheapflights users on 10/7. 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.
Fri 10/912:30 am -
2 stops33h 14m
Wed 10/147:38 am -
2 stops39h 45m
Deal found 10/7![United Airlines logo]()
$534
Best flights from Trinidad and Tobago to BostonDiscover carefully curated flight deals from Trinidad and Tobago to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 9, 2026.
Discover carefully curated flight deals from Trinidad and Tobago to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 9, 2026.
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Mon 2/221:25 am -
2 stops19h 13m
Sat 2/277:35 am -
1 stop15h 45m
Deal found 10/5![United Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Wed 12/232:20 am -
1 stop17h 07m
Sat 1/237:05 am -
1 stop16h 15m
Deal found 10/6![United Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 10/4. 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.
Thu 11/51:25 am -
2 stops18h 09m
Tue 11/107:31 am -
2 stops15h 47m
Deal found 10/4![United Airlines logo]()
$483
Last-minute flights from Trinidad and Tobago to BostonDiscover last-minute flight deals from Trinidad and Tobago to Boston. Data last updated October 9, 2026 and is based on user searches.
Discover last-minute flight deals from Trinidad and Tobago to Boston. Data last updated October 9, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/7. 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.
Fri 10/912:30 am -
2 stops42h 55m
Thu 10/221:40 pm -
1 stop33h 43m
Deal found 10/7![United Airlines logo]()
$531
This United Airlines deal was found by Cheapflights users on 10/7. 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.
Fri 10/912:30 am -
2 stops46h 15m
Sat 10/176:00 am -
3 stops41h 23m
Deal found 10/7![United Airlines logo]()
$534
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Tue 10/1312:30 am -
2 stops22h 54m
Mon 10/198:25 pm -
2 stops26h 58m
Deal found 10/5![United Airlines logo]()
$490
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Tue 10/2012:30 am -
1 stop16h 59m
Wed 11/189:43 am -
1 stop13h 35m
Deal found 10/6![United Airlines logo]()
$506
This United Airlines deal was found by Cheapflights users on 10/9. 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.
Sat 10/311:37 am -
1 stop11h 48m
Sun 11/88:25 pm -
2 stops26h 53m
Deal found 10/9![United Airlines logo]()
$507
This United Airlines deal was found by Cheapflights users on 10/4. 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.
Thu 11/51:25 am -
2 stops18h 09m
Tue 11/107:31 am -
2 stops15h 47m
Deal found 10/4![United Airlines logo]()
$483
One-way flights from Trinidad and Tobago to BostonSearch for one-way flight options from Trinidad and Tobago to Boston. Find affordable one-way fares based on user searches. Data last updated October 9, 2026.
Search for one-way flight options from Trinidad and Tobago to Boston. Find affordable one-way fares based on user searches. Data last updated October 9, 2026.
This United Airlines deal was found by Cheapflights users on 10/5. 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 11/11:25 am -
1 stop13h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![United Airlines logo]()
$280
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Wed 11/41:25 am -
2 stops21h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![United Airlines logo]()
$281
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Mon 1/111:25 am -
1 stop18h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![United Airlines logo]()
$282
This United Airlines deal was found by Cheapflights users on 10/9. 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.
Mon 3/2212:30 am -
2 stops16h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![United Airlines logo]()
$295
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Fri 11/61:25 am -
1 stop21h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![United Airlines logo]()
$298
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Sat 10/311:37 am -
2 stops24h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 10/8. 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 1/171:25 am -
2 stops34h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![United Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 10/9. 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.
Tue 3/303:04 pm -
2 stops21h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![American Airlines logo]()
$304
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Sat 1/91:25 am -
2 stops41h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![United Airlines logo]()
$317
Find flight deals from Trinidad and Tobago to Boston
Keep the following information in mind while searching for Trinidad and Tobago to Boston flight deals. Data was last updated October 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $483 (United Airlines) |
One-way from | $280 (United Airlines) |
Popular in | March |
Cheapest in | February |
Average price | $284 |
Cheapflights Fare Finder
Customize your flight search to find flights from Trinidad and Tobago to Boston 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 7,457,451 searches. Data last updated October 9, 2026.
Use the filters below to find and compare flights from Trinidad and Tobago to Boston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Mon 1/11
1:25 am-7:15 pm
1 stop18h 50m
Boston Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$280
Quickest round-trip
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Wed 11/4
1:25 am-4:49 pm
1 stop16h 24m
Boston Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$280
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Mon 12/14
1:25 am-9:53 pm
2 stops21h 28m
Boston Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$281
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Sun 12/13
1:25 am-11:59 pm
2 stops23h 34m
Boston Logan Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$281
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Mon 2/22
1:25 am-7:38 pm
2 stops19h 13m
Boston Logan Intl
Sat 2/27
7:35 am-12:20 am
1 stop15h 45m
$483
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Wed 12/23
2:20 am-6:27 pm
1 stop17h 07m
Boston Logan Intl
Sat 1/23
7:05 am-12:20 am
1 stop16h 15m
$483
Port of SpainBoston
POS Port of Spain Piarco Intl - BOS Boston Logan Intl
POSBOS
Port of Spain Piarco Intl
Thu 11/5
1:25 am-6:34 pm
2 stops18h 09m
Boston Logan Intl
Tue 11/10
7:31 am-12:18 am
2 stops15h 47m
$483
Sorted by cheapest first
Best time to book a flight from Trinidad and Tobago to Boston
Have a flexible travel schedule? Discover the best time to fly to Boston from Trinidad and Tobago with our price prediction graph.
POS-BOS
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.
Cheapflights Insights
Everything you need to know about your flight from Trinidad and Tobago to Boston
TT0-BOS
POS-BOS
What is the cheapest month to book a flight from Trinidad and Tobago to Boston?
Currently, February is the cheapest month in which you can book a flight from Trinidad and Tobago to Boston (average of $268). Flying from Trinidad and Tobago to Boston in January is currently the most expensive (average of $813). 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.
Reviews of airlines servicing Boston
Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated October 9, 2026.
See what other customers who have flown with Copa Airlines,United Airlines, andJetBlue from Trinidad and Tobago to Boston have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.9
Overall
7.6
Entertainment
6.9
Comfort
7.4
Boarding
7.8
Crew
8.1
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Food
6.9
Overall
7.6
Entertainment
6.9
Comfort
7.4
Boarding
7.8
Crew
8.1
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Food
6.9
Overall
7.6
Entertainment
6.9
Comfort
7.4
Boarding
7.8
Crew
8.1
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Food
6.9
Overall
7.6
Entertainment
6.9
Comfort
7.4
Boarding
7.8
Crew
8.1
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Food
6.9
Overall
7.6
Entertainment
6.9
Comfort
7.4
Boarding
7.8
Crew
8.1
Reviews
1 / 20
2.0
MediocreKaterine,Mar 2026
LAX - PTY
Related info for your journey
Find useful and relevant information for your journey from Trinidad and Tobago to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Boston?
Book flights to Boston if you plan to visit one of these locationsWaltham
Randolph
Concord
Cambridge
Brockton
Dedham
Cranston
Warwick
Pawtucket
Peabody
Auburn
Londonderry
York Beach
Revere
Fitchburg
North Falmouth
Chelsea
Swansea
Braintree
Sandwich
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.
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Alternative routes for Trinidad and Tobago to Boston
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Boston
Explore flights to Boston departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 9, 2026.
Complete your trip
Complete your trip to Boston by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Trinidad and Tobago to Boston by cabin class
Find flights from Trinidad and Tobago to Boston, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Trinidad and Tobago and Boston flights
Browse other Trinidad and Tobago and Boston flight options. Last updated on October 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Trinidad and Tobago to Boston
Discover the top 4 airlines that operate flights from Trinidad and Tobago to Boston. 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 7,457,451 searches. Data last updated October 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$183 | Average$409 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$241 | Average$406 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$245 | Average$465 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$372 | Average$618 | FlexibilityNo cancel fee | On-time71% |