Cheap Flights to the Caribbean: Deals Starting at $71 Round-Trip

Airfare monitoring tools show several standout deals available for travel between November 2025 and April 2026 typically the dry, high-demand season in the Caribbean.

1.Miami to Nassau, Bahamas: Frontier and JetBlue have offered round-trip fares from $71-$85 for midweek departures.

2.Fort Lauderdale to San Juan, Puerto Rico: Spirit Airlines and Southwest list deals under $90 round-trip during select January and February dates.

3.Orlando to Montego Bay, Jamaica: American Airlines and Frontier have advertised limited fares in the $100-$130 range.

4.New York (JFK) to Santo Domingo, Dominican Republic: JetBlue’s basic economy tickets have dropped below $150 on specific February weekends.

5.Atlanta to Aruba: Delta occasionally features flash fares between $170–$200 for off-peak travel in March.

These prices fluctuate quickly, but the trend shows that Caribbean travel remains one of the most affordable international options for 

U.S.-based travelers in 2026.

What’s Driving the Lower Prices

1.Expanded airline competition: Frontier, Spirit, and Southwest have added more direct routes to key Caribbean hubs, pushing legacy carriers like American and JetBlue to match lower prices.

2.Off-peak fare adjustments: Airlines are actively filling midweek and shoulder-season seats with discounted fares to maintain load factors.

3.Tourism recovery incentives: Several Caribbean governments have encouraged airlines to maintain lower ticket prices through airport fee reductions and tourism board promotions.

4.Package tie-ins: Some carriers now link flight discounts to bundled vacation packages with hotels, particularly in Jamaica and The Bahamas, reducing the overall trip cost.

Timing Your Booking for the Best Price
 
Travel analysts suggest booking 45-75 days in advance for the best Caribbean fares. For early 2025 travel, that means booking by late November 2024 to secure the lowest rates. Prices tend to rise sharply two weeks before departure, especially for weekend flights.

Midweek travel Tuesday to Thursday offers the largest savings. Early morning and red-eye flights are also typically cheaper and less crowded. Travelers flying from smaller hubs (like Tampa, Raleigh, or Austin) can often connect through Miami or Fort Lauderdale to access the sub-$100 fares.

Low-Cost Carriers to Watch

1.Frontier Airlines: Frequent flash sales covering Puerto Rico, Jamaica, and The Bahamas.

2.Spirit Airlines: Broad network across the Caribbean, though baggage fees can raise total cost.

3.JetBlue: Offers low base fares with a free carry-on and solid Caribbean coverage, especially from New York and Boston.

4.Southwest Airlines: No change fees and two free checked bags, now servicing Aruba, Montego Bay, and Grand Cayman from select U.S. cities.

Tips to Lock in the Best Deals

1.Use fare alerts: Set price alerts on Google Flights, Skyscanner, or Hopper to catch sudden price drops.

2.Be flexible with dates: Flying midweek can cut prices by up to 30%.

3.Check nearby airports: For example, flying from Fort Lauderdale instead of Miami can sometimes save $40-$60 per ticket.

4.Book directly with airlines: This can provide access to sales not listed on third-party sites and allow for easier changes.

5.Watch for “bundled” sales: Some carriers run short-term promotions that discount both flights and accommodations together.

Destinations Seeing the Most Deals

1.Puerto Rico: No passport requirement for U.S. citizens makes it a consistent low-fare option.

2.The Bahamas: Proximity to Florida keeps fares competitive and travel times short.

3.Dominican Republic: Multiple entry airports (Punta Cana, Santo Domingo, Santiago) drive pricing competition.

4.Jamaica: Montego Bay remains the main gateway, with frequent low-cost promotions in spring.

5.Aruba and Curaçao: Higher fares on average, but select flash sales dip below $200 round-trip.

When Prices Rise
 
Expect higher fares during late December holidays, spring break (March-April), and early summer. Weather-related demand spikes especially during major festivals or regattas-can also drive up prices. Travelers who avoid those windows can often find round-trip Caribbean flights for under $150 well into 2026.

With round-trip fares starting at $71, the Caribbean remains one of the most cost-effective destinations for short-haul international travel from the U.S. Savvy travelers who monitor airline sales, stay flexible with dates, and understand low-cost carrier fees can easily turn a weekend getaway into a budget-friendly island escape. Whether you’re heading to Puerto Rico for culture, The Bahamas for beaches, or Jamaica for music and food, 2025 offers some of the best airfare deals in years.