United has round-trip flights from Newark/New York (EWR) to Port of Spain, Trinidad & Tobago (POS) for $283-$299, NONSTOP. Flights February to March. Very few weekends available. Origin/Destination reversible.
Category: <span>Port of Spain</span>
JetBlue has round-trip flights from New York (JFK) to Port of Spain, Trinidad & Tobago (POS) for $334-$364, NONSTOP. Flights September to November. Weekends available. Origin/Destination reversible. No Thanksgiving dates.

Cheap Flights: Seattle to/from Port of Spain, Trinidad & Tobago $459 r/t [Sep-Nov, Jan-Mar] – United
United has round-trip flights from Seattle (SEA) to Port of Spain (POS) for $459-$473 with a connection. Flights September, October, November, January, February, and March. Weekends available. Origin/Destination reversible.
JetBlue has round-trip flights from New York (JFK) to Port of Spain (POS) for $304, NONSTOP. Flights March to April. Very few weekends available. Origin/Destination reversible.
JetBlue has round-trip flights from Chicago (ORD) to Port of Spain (POS) for $284-$298 with a connection. Flights February to March. Departures on Monday, Wednesday, Thursday, and Sunday. Very few extended weekends available. Origin/Destination reversible. Most departures are early in the morning, around 5:30 am.
United has round-trip flights from Newark/New York (EWR) to Port of Spain (POS) for $255-$266, NONSTOP. Flights April to October. Weekends available. Origin/Destination reversible.
COVID restrictions for non Trinidad residents is currently in effect. This may change later on in the year.
Carry-on bag and seat selection allowed for free.
JetBlue has round-trip flights from Newark/New York (EWR) to Port of Spain (POS) for $242 with a connection. Flights in September. Weekends available. Origin/Destination reversible.
Change fees are being waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
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United has round-trip flights from Milwaukee (MKE) to Port of Spain (POS) for $342-$372 with a connection. Flights August to October. Weekends available.
Change fees are waived, but United’s “Basic Economy” fares do not include a free carry-on bag. Only a personal item (like a small laptop bag) is free. Seats are randomly assigned for free prior to boarding.
The personal item size on United flights is smaller (9-in/10-in/17-in) than Frontier or Spirit (8-in/14-in/18-in).
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[06/19/2020 @ 11:10 AM CT] United is matching with better routing (quicker connection), but has a fee for carry-on bag.
American Airlines has round-trip flights from Seattle (SEA) to Port of Spain (POS) for $363-$366 with one or two connections. Flights in October, and November. Departures on Monday, Tuesday, Wednesday, Thursday, and Sunday. No Fridays or Saturdays. Extended Weekends available.
There are also flights in July and September, but those require 2-stops each way.
Change fees are waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
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JetBlue has round-trip flights from Chicago (ORD) to Port of Spain (POS) for $266-$273 with a connection. Flights September to November. Very few extended weekends available. Origin/Destination reversible.
Carry-on bag is allowed for free on JetBlue. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
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[05/26/2020 @ 11:38 AM CT] Price dropped to $288. Was $359.
Due to the covid-19 pandemic, we do not recommend booking travel with departures between May and June. This fare has departures later in the year.
JetBlue has round-trip flights from Chicago (ORD) to Port of Spain (POS) for $288-$379 with a connection. Flights in September and November. Very few extended weekends available. Origin/Destination reversible.
Change fees are being waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
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JetBlue has round-trip flights from Chicago (ORD) to Port of Spain (POS) for $312-$353 with a connection. Flights in May. Departures on Tuesday and Saturday. Very few extended weekends available.
You can also save an additional 16% off your Hotel or up to $150 for Flight+Hotel packages on CheapTickets by using the “WANDERLUST” or “ADVENTURE150” coupon codes at checkout (before finalizing your booking). Be sure to check our coupon code page for a list of other coupons that are available.
Note: Carry-on bag is allowed for free on JetBlue. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
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We don’t charge a subscription fee. All of our deal notifications are available for FREE via Instagram, Facebook, Twitter, Telegram, our Webpage, and our E-mail list. If you are paying someone a subscription fee for our content, you are being ripped off.