We Rounded Up the Least expensive Flights to the Caribbean This Winter, With Offers Beginning at $48



A Caribbean getaway this winter could also be cheaper than you assume. 

Residence to dozens of favourite locations and resorts as ranked by readers within the 2024 Journey + Leisure World’s Greatest Awards, the Caribbean has lengthy been a preferred area for leisure vacationers, particularly through the chilly winter months. Regardless of the demand, there are nonetheless flight offers accessible, even throughout peak journey instances. 

Journey + Leisure rounded up a number of flight offers to the Caribbean area in January and February, with many below $100. Vacationers who reside in colder, northern cities reminiscent of Boston and New York will discover dozens of direct flights at low costs, and there are even offers from different airline hubs reminiscent of Charlotte, Los Angeles, and Orlando. The entire examples beneath are one-way fares, and embody the flight quantity we noticed with the low cost. 

American Airways Least expensive Flights to Caribbean

  • Austin (AUS) to Turks and Caicos (PLS) on Jan. 8 from $218 — AA406/AA1900 (layover in Miami)
  • Charlotte (CLT) to Cayman Islands (GCM) on Jan. 5 from $298 — AA301
  • Miami (MIA) to Nassau (NAS) on Jan. 4 from $74 — AA3013
  • New York (LGA) to St. Kitts and Nevis (SKB) on Jan. 6 from $104 — AA3047 / AA318 (layover in Miami) 
  • New York (JFK) to Cayman Islands (GCM) on Jan. 8 from $117 — AA655 / AA1300 (layover in Miami) 
  • New York (JFK) to Nassau (NAS) on Jan. 8 from $78 — AA2643/AA893 (layover in Charlotte) 
  • Los Angeles (LAX) to Nassau (NAS) on Feb. 3 from $143 — AA867 / AA1592

Delta Air Traces Least expensive Flights to Caribbean

  • Atlanta (ATL) to Punta Cana (PUJ) on Feb. 24 from $324 — DL1760
  • Boston (BOS) to Cayman Islands (GCM) on Jan. 21 from $97 — DL695, DL600 (layover in Atlanta) 
  • Boston (BOS) to Nassau (NAS) on Feb. 3 from $104 — DL1968
  • New York (JFK) to Anguilla (SXM) on Jan. 28 from $129 — DL1887
  • New York (JFK) to Turks and Caicos (PLS) on Jan. 22 from $124 — DL1891
  • New York (JFK) to Nassau, Bahamas (NAS) on Jan. 14 from $109 — DL1907
  • Los Angeles (LAX) to Nassau, Bahamas (NAS) on Jan. 29 from $213 — DL446/DL1944 (layover in LAX) 

Frontier Airways Least expensive Flights to Caribbean

  • Atlanta (ATL) to Punta Cana (PUJ) on Jan. 13 from $108 — F92410/F932 (layover in Cleveland) 
  • San Juan (SJU) to Barbados (BGI) on Feb. 22 from $28 — F9270
  • Denver (DEN) to Montego Bay, Jamaica (MBJ) on Jan. 18 from $156 — F91450 / F917 (layover in Atlanta) 
  • New York (JFK) to Anguilla (SXM) on Jan. 11 from $60 — F93547 / F9244 (layover in San Juan) 
  • New York / Newark (EWR) to Saint Croix (STX) on Feb. 8 from $54 — F93571 / F93040 (layover in San Juan) 
  • New York (JFK) to St. Maarten (SXM) on Jan. 11 from $60 — F93547 / F9244 (layover in San Juan) 
  • New York (JFK) to St. Thomas (STT) on Jan. 11 from $54 — F93547 / F94894 (layover in San Juan) 

JetBlue Airways Least expensive Flights to Caribbean

  • Boston (BOS) to Anguilla (SXM) on Feb. 5 from $150 — B62317 / B6787 (layover in New York / JFK) 
  • Boston (BOS) to Montego Bay, Jamaica on Jan. 20 from $184 — B61517 / B61179 (layover in JFK) 
  • Boston (BOS) to Nassau (NAS) on Jan. 6 from $68 — B61187
  • Boston (BOS) to Santo Domingo (SDQ) on Feb. 25 from $199 — B62169/B62549 (layover in Fort Lauderdale)
  • New York (JFK) to St. Kitts and Nevis (SKB) on Jan. 14 from $114 — B6296 
  • New York (JFK) to Nassau, Bahamas (NAS) on Jan. 6 from $70 — B6821
  • New York (JFK) to Turks and Caicos (PLS) on Jan. 6 from $80 — B6255

Spirit Airways Least expensive Flights to Caribbean

  • Atlanta (ATL) to Punta Cana (PUJ) on Jan. 7 from $134 — NK156 / NK783 (layover in Fort Lauderdale) 
  • Boston (BOS) to San Juan (SJU) on Jan. 7 from $48 — NK934
  • Chicago (ORD) to Anguilla (SXM) on Jan. 15 from $155 — NK2 / NK100 (layover in Fort Lauderdale) 
  • Chicago (ORD) to St. Thomas, U.S. Virgin Islands on Jan. 28 from $115 — NK717 / NK894 (layover in Fort Lauderdale)
  • Dallas (DFW) to St. Thomas (STT) on Jan. 14 from $125 — NK162 / NK894 (layover in Fort Lauderdale) 
  • Fort Lauderdale (FLL) to Punta Cana (PUJ) on Jan. 7 from $91 — NK783
  • Orlando (MCO) to San Juan (SJU) on Jan. 14 from $87 — NK325

United Airways Least expensive Flights to Caribbean

  • Chicago (ORD) to Aruba (AUA) on Jan. 6 from $303 — UA1674
  • Chicago (ORD) to Nassau (NAS) on Jan. 9 from $244 — UA2401
  • Houston (IAH) to Havana, Cuba (HAV) on Jan. 9 from $308 — UA1506
  • New York / Newark (EWR) to Turks and Caicos (PLS) on Jan. 12 from $124 — UA1465
  • New York / Newark (EWR) to Nassau, Bahamas (NAS) on Jan. 22 from $109 — UA1456
  • New York / Newark (EWR) to St. Maarten (SXM) on Jan. 27 from $129 — UA1629
  • Washington Dulles (IAD) to Aruba (AUA) on Jan. 14 from $167 — UA1203

The entire airfares current above had been all discovered straight on the airline’s websites, by searches on Google Flights, until in any other case famous. Particular person airways even have low-fare calendars which might be useful instruments to find the very best offers. 

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