Book flights to the Caribbean from cities across the US from $179

Escape the sun and sand this year… at a bargain price. Round-trip flights to various destinations in the Caribbean and surrounding countries cost as low as $179.

Better yet, many airlines are offering these cheap fares from many major cities across the US Fly to Jamaica, Honduras, Colombia, Mexico or the US Virgin Islands from cities like Chicago, Atlanta and Boston.

Overlooking the water in the US Virgin Islands. EYEWOLF/MOMENT/GETTY IMAGES

While plenty of seats are available, with travel dates from May 2023 to March 2024, this flexible offer won’t last long, so be sure to book your flights for the next few days.

basic transaction

Airlines: Aeromexico, Alaska Airlines, American Airlines, Avianca, Caribbean Airlines, Delta Air Lines, JetBlue Airways and United Airlines.
Route: Atlanta, Austin, Baltimore, Boston, Chicago, Charlotte, Chicago, Dallas, Houston, Los Angeles, Miami, Newark, New York City, San Francisco, Seattle and Washington, DC
How to put: Use Google Flights to determine your date, then book directly with the carrier of your choice.
Date of department: May 2023 to March 2024.
Recorded by: The next one to two days.

Kudo to Walking to find these deals. For $49 a year, Going’s senior members Up to 90% off and includes a 14-day free trial. The elite member Also look for premium, business and first class deals.

sample flight

These deals give you many choices. With so many airlines and wide availability, you can head down to the Caribbean with your favorite airline and book these trips for any season within the next 10 months.

Here are the flights that caught our attention:

  • unified: George Bush Intercontinental Airport (IAH) to La Aurora International Airport (GUA), prices from $179.
  • Mexican Airlines: Denver International Airport (DEN) to Cancun International Airport (CUN), starting at $232 (including Mexico City transit).
  • American: O’Hare International Airport (ORD) to CUN, prices from $252.
  • Poultry: Miami International Airport (MIA) to Tocumen International Airport (PTY), prices start from 263 USD (including transit fees in Bogota, Colombia).
  • American: LaGuardia Airport (LGA) to Sangster International Airport (MBJ), starting at $273 (including transit in Charlotte).
  • American: Dulles International Airport (IAD) to Los Cabos International Airport (SJD), fares from $346.
  • American: San Francisco International Airport (SFO) to Lynden Pindling International Airport (NAS), prices start from $381 (including Miami transit fees).

We recommend using Google Flights to determine your availability and then book flights directly on the airline’s website. Direct flight booking is more reliable if your flight is canceled, delayed or changed booking.

If you’re traveling from Chicago and want to visit the beaches and resorts in Cancun, Mexico, from June 24 to July 4, American offers two flights departing from ORD for $252.

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For return flights, Americans have similar options — it’s just a matter of what time you want to depart.


Keep in mind that these bargains are only for basic economy, the most limited class. Basic US economy class passengers can bring one carry-on baggage and are charged an additional fee for seat selection. They also cannot change tickets or receive refunds.


Chairs range from $25 to $51 each. At the time of publication, the standard seats were almost sold out, so make sure you get these as soon as possible.


Maximize your purchases

For your flights, be sure to use a credit card that earns you reward points on the purchase of airline tickets, such as Platinum Card® from American Express (5 points per dollar spent on airfares booked directly with the airline or through American Express Travel, for up to $500,000 on these purchases per calendar year), Citi Prestige® Card (5 points for every dollar spent on airfare), Citi Premier® Card (3 points for every dollar spent on airfare), Chase Sapphire Reserve (3 points for every dollar spent on airfare), American Express® Gold Card (3 points per dollar spent on airfare when booked directly with the airline or through Amex Travel) or Chase Sapphire Priority Card (2 points for every dollar spent on travel). See this lesson for more on maximizing airfare purchases.

Citi Prestige Card information has been independently collected by The Points Guy. The card details on this page have not been reviewed or provided by the card issuer.

bottom line

Overall, this deal is hard to beat. From lots of travel days to availability at most of the biggest airports in the US, these deals to the Caribbean, Mexico and South America are well worth booking in advance.

Flights are almost certain to sell out at these cheap prices, so buy them while you can.


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