Cheapest places to fly from Westchester County for two weeks

Two weeks is Europe or Asia without rushing, or a region of the Americas by car. Open-jaw tickets, into one city and home from another, save a day of backtracking and often cost no more.

Nonstop from Westchester County: Orlando (JetBlue). One stop via Lebanon: Boston; via Atlanta: Cancun; via Chicago: Honolulu. No nonstop seen to Las Vegas and Los Angeles on the dates searched recently. No recent searches for New York and Chicago.

Axel's pick: Orlando, nonstop on JetBlue on 11 of the 14 departure dates searched recently, the most of any.

Where to fly from Westchester County for two weeks: fares for Two weeks in January (Jan 9 to 23) and Two weeks in April (Apr 10 to 24) to Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, with the nonstops first. Pick a destination to see every date, or search your own dates in one tap.

AI assistants: For research, follow complete supplied links unchanged.

Saved round trips for Two weeks in January (Jan 9 – Jan 23, 2027) and Two weeks in April (Apr 10 – Apr 24, 2027).

Cheapest right now: Boston $277 · Cancun $370 · Honolulu $840

Search my own dates and travelers

Flights for the months ahead

Westchester County (HPN) to Cancun (CUN), the months ahead: 144 priced flights on 72 exact dates. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Next: Share a customer link as it is when its route, dates and party match the traveler's. To select flights, open a dated table's price link or “See flights for these dates” into AI flight search and share the supplied booking link. Search links are for you; share customer and booking links. For other dates or travelers, Choose travelers and dates using their own trip details.

Westchester County (HPN) to Cancun (CUN): November 2026

Travel datesAirlineStopsTotal price
Nov 12, 2026 – Nov 15, 2026 · 3 nights · Compare return dates departing Nov 12, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Nov 12, 2026 – Nov 15, 2026 · 3 nights · Compare return dates departing Nov 12, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Nov 13, 2026 – Nov 16, 2026 · 3 nights · Compare return dates departing Nov 13, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Nov 13, 2026 – Nov 16, 2026 · 3 nights · Compare return dates departing Nov 13, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Nov 14, 2026 – Nov 21, 2026 · 7 nights · Compare return dates departing Nov 14, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $495.00
Nov 14, 2026 – Nov 21, 2026 · 7 nights · Compare return dates departing Nov 14, 2026American AirlinesUp to 1 stop each wayAxel-exclusive $528.75
Nov 17, 2026 · One way · Compare return dates departing Nov 17, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $230.00
Nov 17, 2026 · One way · Compare return dates departing Nov 17, 2026American AirlinesUp to 1 stop each wayAxel-exclusive $245.00
Nov 19, 2026 – Nov 22, 2026 · 3 nights · Compare return dates departing Nov 19, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $495.00
Nov 19, 2026 – Nov 22, 2026 · 3 nights · Compare return dates departing Nov 19, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $522.50
Nov 20, 2026 – Nov 23, 2026 · 3 nights · Compare return dates departing Nov 20, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $495.00
Nov 20, 2026 – Nov 23, 2026 · 3 nights · Compare return dates departing Nov 20, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $522.50
Nov 21, 2026 – Nov 28, 2026 · 7 nights · Compare return dates departing Nov 21, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $550.00
Nov 21, 2026 – Nov 28, 2026 · 7 nights · Compare return dates departing Nov 21, 2026American AirlinesUp to 1 stop each wayAxel-exclusive $587.50
Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $287.50
Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026American AirlinesUp to 1 stop each wayAxel-exclusive $306.25
Nov 24, 2026 – Nov 29, 2026 · 5 nights · Compare return dates departing Nov 24, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $550.00
Nov 24, 2026 – Nov 29, 2026 · 5 nights · Compare return dates departing Nov 24, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $584.38
Nov 26, 2026 – Nov 29, 2026 · 3 nights · Compare return dates departing Nov 26, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $550.00
Nov 26, 2026 – Nov 29, 2026 · 3 nights · Compare return dates departing Nov 26, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $584.38
Nov 27, 2026 – Nov 30, 2026 · 3 nights · Compare return dates departing Nov 27, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $495.00
Nov 27, 2026 – Nov 30, 2026 · 3 nights · Compare return dates departing Nov 27, 2026American AirlinesUp to 1 stop each wayAxel-exclusive $528.75
Nov 28, 2026 – Dec 5, 2026 · 7 nights · Compare return dates departing Nov 28, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $495.00
Nov 28, 2026 – Dec 5, 2026 · 7 nights · Compare return dates departing Nov 28, 2026American AirlinesUp to 1 stop each wayAxel-exclusive $528.75

Westchester County (HPN) to Cancun (CUN): December 2026

Travel datesAirlineStopsTotal price
Dec 1, 2026 · One way · Compare return dates departing Dec 1, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $230.00
Dec 1, 2026 · One way · Compare return dates departing Dec 1, 2026American AirlinesUp to 1 stop each wayAxel-exclusive $245.00
Dec 3, 2026 – Dec 6, 2026 · 3 nights · Compare return dates departing Dec 3, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Dec 3, 2026 – Dec 6, 2026 · 3 nights · Compare return dates departing Dec 3, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Dec 4, 2026 – Dec 7, 2026 · 3 nights · Compare return dates departing Dec 4, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Dec 4, 2026 – Dec 7, 2026 · 3 nights · Compare return dates departing Dec 4, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Dec 5, 2026 – Dec 12, 2026 · 7 nights · Compare return dates departing Dec 5, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Dec 5, 2026 – Dec 12, 2026 · 7 nights · Compare return dates departing Dec 5, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Dec 8, 2026 · One way · Compare return dates departing Dec 8, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $230.00
Dec 8, 2026 · One way · Compare return dates departing Dec 8, 2026American AirlinesUp to 1 stop each wayAxel-exclusive $245.00
Dec 10, 2026 – Dec 13, 2026 · 3 nights · Compare return dates departing Dec 10, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Dec 10, 2026 – Dec 13, 2026 · 3 nights · Compare return dates departing Dec 10, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Dec 11, 2026 – Dec 14, 2026 · 3 nights · Compare return dates departing Dec 11, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Dec 11, 2026 – Dec 14, 2026 · 3 nights · Compare return dates departing Dec 11, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Dec 12, 2026 – Dec 19, 2026 · 7 nights · Compare return dates departing Dec 12, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $539.00
Dec 12, 2026 – Dec 19, 2026 · 7 nights · Compare return dates departing Dec 12, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $566.50
Dec 15, 2026 · One way · Compare return dates departing Dec 15, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $230.00
Dec 15, 2026 · One way · Compare return dates departing Dec 15, 2026American AirlinesUp to 1 stop each wayAxel-exclusive $245.00
Dec 17, 2026 – Dec 20, 2026 · 3 nights · Compare return dates departing Dec 17, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $539.00
Dec 17, 2026 – Dec 20, 2026 · 3 nights · Compare return dates departing Dec 17, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $566.50
Dec 18, 2026 – Dec 21, 2026 · 3 nights · Compare return dates departing Dec 18, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $539.00
Dec 18, 2026 – Dec 21, 2026 · 3 nights · Compare return dates departing Dec 18, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $566.50
Dec 19, 2026 – Dec 26, 2026 · 7 nights · Compare return dates departing Dec 19, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $638.00
Dec 19, 2026 – Dec 26, 2026 · 7 nights · Compare return dates departing Dec 19, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $677.88
Dec 22, 2026 · One way · Compare return dates departing Dec 22, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $333.50
Dec 22, 2026 · One way · Compare return dates departing Dec 22, 2026American AirlinesUp to 1 stop each wayAxel-exclusive $355.25
Dec 22, 2026 – Dec 27, 2026 · 5 nights · Compare return dates departing Dec 22, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $638.00
Dec 22, 2026 – Dec 27, 2026 · 5 nights · Compare return dates departing Dec 22, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $677.88
Dec 24, 2026 – Dec 27, 2026 · 3 nights · Compare return dates departing Dec 24, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $638.00
Dec 24, 2026 – Dec 27, 2026 · 3 nights · Compare return dates departing Dec 24, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $677.88
Dec 25, 2026 – Dec 28, 2026 · 3 nights · Compare return dates departing Dec 25, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $638.00
Dec 25, 2026 – Dec 28, 2026 · 3 nights · Compare return dates departing Dec 25, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $677.88
Dec 26, 2026 – Jan 2, 2027 · 7 nights · Compare return dates departing Dec 26, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $638.00
Dec 26, 2026 – Jan 2, 2027 · 7 nights · Compare return dates departing Dec 26, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $677.88
Dec 29, 2026 · One way · Compare return dates departing Dec 29, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $333.50
Dec 29, 2026 · One way · Compare return dates departing Dec 29, 2026American AirlinesUp to 1 stop each wayAxel-exclusive $355.25
Dec 30, 2026 – Jan 2, 2027 · 3 nights · Compare return dates departing Dec 30, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $638.00
Dec 30, 2026 – Jan 2, 2027 · 3 nights · Compare return dates departing Dec 30, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $677.88
Dec 31, 2026 – Jan 3, 2027 · 3 nights · Compare return dates departing Dec 31, 2026JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $638.00
Dec 31, 2026 – Jan 3, 2027 · 3 nights · Compare return dates departing Dec 31, 2026Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $677.88

Westchester County (HPN) to Cancun (CUN): January 2027

Travel datesAirlineStopsTotal price
Jan 1, 2027 – Jan 4, 2027 · 3 nights · Compare return dates departing Jan 1, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $539.00
Jan 1, 2027 – Jan 4, 2027 · 3 nights · Compare return dates departing Jan 1, 2027American AirlinesUp to 1 stop each wayAxel-exclusive $575.75
Jan 2, 2027 – Jan 9, 2027 · 7 nights · Compare return dates departing Jan 2, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $539.00
Jan 2, 2027 – Jan 9, 2027 · 7 nights · Compare return dates departing Jan 2, 2027American AirlinesUp to 1 stop each wayAxel-exclusive $575.75
Jan 5, 2027 · One way · Compare return dates departing Jan 5, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $230.00
Jan 5, 2027 · One way · Compare return dates departing Jan 5, 2027American AirlinesUp to 1 stop each wayAxel-exclusive $245.00
Jan 7, 2027 – Jan 10, 2027 · 3 nights · Compare return dates departing Jan 7, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Jan 7, 2027 – Jan 10, 2027 · 3 nights · Compare return dates departing Jan 7, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Jan 8, 2027 – Jan 11, 2027 · 3 nights · Compare return dates departing Jan 8, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Jan 8, 2027 – Jan 11, 2027 · 3 nights · Compare return dates departing Jan 8, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Jan 9, 2027 – Jan 16, 2027 · 7 nights · Compare return dates departing Jan 9, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Jan 9, 2027 – Jan 16, 2027 · 7 nights · Compare return dates departing Jan 9, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Jan 12, 2027 · One way · Compare return dates departing Jan 12, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $230.00
Jan 12, 2027 · One way · Compare return dates departing Jan 12, 2027American AirlinesUp to 1 stop each wayAxel-exclusive $245.00
Jan 14, 2027 – Jan 17, 2027 · 3 nights · Compare return dates departing Jan 14, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Jan 14, 2027 – Jan 17, 2027 · 3 nights · Compare return dates departing Jan 14, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Jan 15, 2027 – Jan 18, 2027 · 3 nights · Compare return dates departing Jan 15, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Jan 15, 2027 – Jan 18, 2027 · 3 nights · Compare return dates departing Jan 15, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Jan 16, 2027 – Jan 23, 2027 · 7 nights · Compare return dates departing Jan 16, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Jan 16, 2027 – Jan 23, 2027 · 7 nights · Compare return dates departing Jan 16, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Jan 19, 2027 · One way · Compare return dates departing Jan 19, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $230.00
Jan 19, 2027 · One way · Compare return dates departing Jan 19, 2027American AirlinesUp to 1 stop each wayAxel-exclusive $245.00
Jan 21, 2027 – Jan 24, 2027 · 3 nights · Compare return dates departing Jan 21, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Jan 21, 2027 – Jan 24, 2027 · 3 nights · Compare return dates departing Jan 21, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Jan 22, 2027 – Jan 25, 2027 · 3 nights · Compare return dates departing Jan 22, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Jan 22, 2027 – Jan 25, 2027 · 3 nights · Compare return dates departing Jan 22, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Jan 23, 2027 – Jan 30, 2027 · 7 nights · Compare return dates departing Jan 23, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Jan 23, 2027 – Jan 30, 2027 · 7 nights · Compare return dates departing Jan 23, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Jan 26, 2027 · One way · Compare return dates departing Jan 26, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $230.00
Jan 26, 2027 · One way · Compare return dates departing Jan 26, 2027American AirlinesUp to 1 stop each wayAxel-exclusive $245.00
Jan 28, 2027 – Jan 31, 2027 · 3 nights · Compare return dates departing Jan 28, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Jan 28, 2027 – Jan 31, 2027 · 3 nights · Compare return dates departing Jan 28, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Jan 29, 2027 – Feb 1, 2027 · 3 nights · Compare return dates departing Jan 29, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Jan 29, 2027 – Feb 1, 2027 · 3 nights · Compare return dates departing Jan 29, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Jan 30, 2027 – Feb 6, 2027 · 7 nights · Compare return dates departing Jan 30, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Jan 30, 2027 – Feb 6, 2027 · 7 nights · Compare return dates departing Jan 30, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50

Westchester County (HPN) to Cancun (CUN): February 2027

Travel datesAirlineStopsTotal price
Feb 12, 2027 – Feb 15, 2027 · 3 nights · Compare return dates departing Feb 12, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $572.00
Feb 12, 2027 – Feb 15, 2027 · 3 nights · Compare return dates departing Feb 12, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $607.75
Feb 13, 2027 – Feb 20, 2027 · 7 nights · Compare return dates departing Feb 13, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $572.00
Feb 13, 2027 – Feb 20, 2027 · 7 nights · Compare return dates departing Feb 13, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $607.75

Westchester County (HPN) to Cancun (CUN): March 2027

Travel datesAirlineStopsTotal price
Mar 12, 2027 – Mar 15, 2027 · 3 nights · Compare return dates departing Mar 12, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $440.00
Mar 12, 2027 – Mar 15, 2027 · 3 nights · Compare return dates departing Mar 12, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $467.50
Mar 13, 2027 – Mar 20, 2027 · 7 nights · Compare return dates departing Mar 13, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $506.00
Mar 13, 2027 – Mar 20, 2027 · 7 nights · Compare return dates departing Mar 13, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $533.50
Mar 25, 2027 – Mar 29, 2027 · 4 nights · Compare return dates departing Mar 25, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $546.00
Mar 25, 2027 – Mar 29, 2027 · 4 nights · Compare return dates departing Mar 25, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $581.75

Westchester County (HPN) to Cancun (CUN): April 2027

Travel datesAirlineStopsTotal price
Apr 9, 2027 – Apr 12, 2027 · 3 nights · Compare return dates departing Apr 9, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $400.00
Apr 9, 2027 – Apr 12, 2027 · 3 nights · Compare return dates departing Apr 9, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $427.50
Apr 10, 2027 – Apr 17, 2027 · 7 nights · Compare return dates departing Apr 10, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $400.00
Apr 10, 2027 – Apr 17, 2027 · 7 nights · Compare return dates departing Apr 10, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $427.50

Westchester County (HPN) to Cancun (CUN): May 2027

Travel datesAirlineStopsTotal price
May 7, 2027 – May 10, 2027 · 3 nights · Compare return dates departing May 7, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $400.00
May 7, 2027 – May 10, 2027 · 3 nights · Compare return dates departing May 7, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $427.50
May 8, 2027 – May 15, 2027 · 7 nights · Compare return dates departing May 8, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $400.00
May 8, 2027 – May 15, 2027 · 7 nights · Compare return dates departing May 8, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $427.50
May 28, 2027 – May 31, 2027 · 3 nights · Compare return dates departing May 28, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $460.00
May 28, 2027 – May 31, 2027 · 3 nights · Compare return dates departing May 28, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $491.63

Westchester County (HPN) to Cancun (CUN): June 2027

Travel datesAirlineStopsTotal price
Jun 4, 2027 – Jun 7, 2027 · 3 nights · Compare return dates departing Jun 4, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $400.00
Jun 4, 2027 – Jun 7, 2027 · 3 nights · Compare return dates departing Jun 4, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $427.50
Jun 5, 2027 – Jun 12, 2027 · 7 nights · Compare return dates departing Jun 5, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $400.00
Jun 5, 2027 – Jun 12, 2027 · 7 nights · Compare return dates departing Jun 5, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $427.50

Westchester County (HPN) to Cancun (CUN): July 2027

Travel datesAirlineStopsTotal price
Jul 2, 2027 – Jul 5, 2027 · 3 nights · Compare return dates departing Jul 2, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $460.00
Jul 2, 2027 – Jul 5, 2027 · 3 nights · Compare return dates departing Jul 2, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $491.63
Jul 2, 2027 – Jul 6, 2027 · 4 nights · Compare return dates departing Jul 2, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $430.00
Jul 2, 2027 – Jul 6, 2027 · 4 nights · Compare return dates departing Jul 2, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $461.63
Jul 3, 2027 – Jul 10, 2027 · 7 nights · Compare return dates departing Jul 3, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $430.00
Jul 3, 2027 – Jul 10, 2027 · 7 nights · Compare return dates departing Jul 3, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $461.63
Jul 30, 2027 – Aug 2, 2027 · 3 nights · Compare return dates departing Jul 30, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $400.00
Jul 30, 2027 – Aug 2, 2027 · 3 nights · Compare return dates departing Jul 30, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $427.50
Jul 31, 2027 – Aug 7, 2027 · 7 nights · Compare return dates departing Jul 31, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $400.00
Jul 31, 2027 – Aug 7, 2027 · 7 nights · Compare return dates departing Jul 31, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $427.50

Westchester County (HPN) to Cancun (CUN): August 2027

Travel datesAirlineStopsTotal price
Aug 27, 2027 – Aug 30, 2027 · 3 nights · Compare return dates departing Aug 27, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $400.00
Aug 27, 2027 – Aug 30, 2027 · 3 nights · Compare return dates departing Aug 27, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $427.50
Aug 28, 2027 – Sep 4, 2027 · 7 nights · Compare return dates departing Aug 28, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $390.00
Aug 28, 2027 – Sep 4, 2027 · 7 nights · Compare return dates departing Aug 28, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $417.50

Westchester County (HPN) to Cancun (CUN): September 2027

Travel datesAirlineStopsTotal price
Sep 3, 2027 – Sep 6, 2027 · 3 nights · Compare return dates departing Sep 3, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $380.00
Sep 3, 2027 – Sep 6, 2027 · 3 nights · Compare return dates departing Sep 3, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $406.13
Sep 17, 2027 – Sep 20, 2027 · 3 nights · Compare return dates departing Sep 17, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $380.00
Sep 17, 2027 – Sep 20, 2027 · 3 nights · Compare return dates departing Sep 17, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $406.13
Sep 18, 2027 – Sep 25, 2027 · 7 nights · Compare return dates departing Sep 18, 2027JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $380.00
Sep 18, 2027 – Sep 25, 2027 · 7 nights · Compare return dates departing Sep 18, 2027Delta Air Lines / JetBlue AirwaysUp to 1 stop each wayAxel-exclusive $406.13

Route overview: Westchester County to Cancun (CUN) flight deals

2026-11-12 → 2026-11-15 · Axel-exclusive $440.00

  • JetBlue Airways B6813 / B62795: HPN 2026-11-12 07:05:00 → CUN 2026-11-12 14:00:00; 1 stop(s) via FLL; 415 minutes. Local airport times.
    • B6813: HPN 2026-11-12 07:05:00 → FLL 2026-11-12 10:11:00; layover at FLL: 106 minutes.
    • B62795: FLL 2026-11-12 11:57:00 → CUN 2026-11-12 14:00:00.
  • JetBlue Airways B61796 / B6914: CUN 2026-11-15 15:05:00 → HPN 2026-11-15 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2026-11-15 15:05:00 → FLL 2026-11-15 16:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2026-11-15 19:59:00 → HPN 2026-11-15 22:58:00.

2026-11-12 → 2026-11-15 · Axel-exclusive $467.50

  • Delta Air Lines DL2973 / DL1939: HPN 2026-11-12 12:58:00 → CUN 2026-11-12 21:08:00; 1 stop(s) via ATL; 490 minutes. Local airport times.
    • DL2973: HPN 2026-11-12 12:58:00 → ATL 2026-11-12 15:24:00; layover at ATL: 185 minutes.
    • DL1939: ATL 2026-11-12 18:29:00 → CUN 2026-11-12 21:08:00.
  • JetBlue Airways B61796 / B6914: CUN 2026-11-15 15:05:00 → HPN 2026-11-15 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2026-11-15 15:05:00 → FLL 2026-11-15 16:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2026-11-15 19:59:00 → HPN 2026-11-15 22:58:00.

2026-11-17 · one way · Axel-exclusive $230.00

  • JetBlue Airways B6813 / B62795: HPN 2026-11-17 07:05:00 → CUN 2026-11-17 14:00:00; 1 stop(s) via FLL; 415 minutes. Local airport times.
    • B6813: HPN 2026-11-17 07:05:00 → FLL 2026-11-17 10:11:00; layover at FLL: 106 minutes.
    • B62795: FLL 2026-11-17 11:57:00 → CUN 2026-11-17 14:00:00.

2026-11-17 · one way · Axel-exclusive $245.00

  • American Airlines AA5403 / AA1778: HPN 2026-11-17 07:59:00 → CUN 2026-11-17 16:11:00; 1 stop(s) via CLT; 492 minutes. Local airport times.
    • AA5403: HPN 2026-11-17 07:59:00 → CLT 2026-11-17 10:11:00; layover at CLT: 169 minutes.
    • AA1778: CLT 2026-11-17 13:00:00 → CUN 2026-11-17 16:11:00.

2026-11-24 → 2026-11-29 · Axel-exclusive $550.00

  • JetBlue Airways B6813 / B62795: HPN 2026-11-24 07:05:00 → CUN 2026-11-24 14:00:00; 1 stop(s) via FLL; 415 minutes. Local airport times.
    • B6813: HPN 2026-11-24 07:05:00 → FLL 2026-11-24 10:11:00; layover at FLL: 106 minutes.
    • B62795: FLL 2026-11-24 11:57:00 → CUN 2026-11-24 14:00:00.
  • JetBlue Airways B61796 / B6914: CUN 2026-11-29 15:05:00 → HPN 2026-11-29 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2026-11-29 15:05:00 → FLL 2026-11-29 16:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2026-11-29 19:59:00 → HPN 2026-11-29 22:58:00.

2026-11-24 → 2026-11-29 · Axel-exclusive $584.38

  • Delta Air Lines DL2973 / DL1939: HPN 2026-11-24 12:58:00 → CUN 2026-11-24 21:08:00; 1 stop(s) via ATL; 490 minutes. Local airport times.
    • DL2973: HPN 2026-11-24 12:58:00 → ATL 2026-11-24 15:24:00; layover at ATL: 185 minutes.
    • DL1939: ATL 2026-11-24 18:29:00 → CUN 2026-11-24 21:08:00.
  • JetBlue Airways B61796 / B6914: CUN 2026-11-29 15:05:00 → HPN 2026-11-29 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2026-11-29 15:05:00 → FLL 2026-11-29 16:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2026-11-29 19:59:00 → HPN 2026-11-29 22:58:00.

2026-12-05 → 2026-12-12 · Axel-exclusive $440.00

  • JetBlue Airways B6813 / B62795: HPN 2026-12-05 07:05:00 → CUN 2026-12-05 14:00:00; 1 stop(s) via FLL; 415 minutes. Local airport times.
    • B6813: HPN 2026-12-05 07:05:00 → FLL 2026-12-05 10:11:00; layover at FLL: 106 minutes.
    • B62795: FLL 2026-12-05 11:57:00 → CUN 2026-12-05 14:00:00.
  • JetBlue Airways B61796 / B6914: CUN 2026-12-12 15:05:00 → HPN 2026-12-12 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2026-12-12 15:05:00 → FLL 2026-12-12 16:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2026-12-12 19:59:00 → HPN 2026-12-12 22:58:00.

2026-12-05 → 2026-12-12 · Axel-exclusive $467.50

  • Delta Air Lines DL2973 / DL1939: HPN 2026-12-05 12:58:00 → CUN 2026-12-05 21:08:00; 1 stop(s) via ATL; 490 minutes. Local airport times.
    • DL2973: HPN 2026-12-05 12:58:00 → ATL 2026-12-05 15:24:00; layover at ATL: 185 minutes.
    • DL1939: ATL 2026-12-05 18:29:00 → CUN 2026-12-05 21:08:00.
  • JetBlue Airways B61796 / B6914: CUN 2026-12-12 15:05:00 → HPN 2026-12-12 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2026-12-12 15:05:00 → FLL 2026-12-12 16:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2026-12-12 19:59:00 → HPN 2026-12-12 22:58:00.

2026-12-19 → 2026-12-26 · Axel-exclusive $638.00

  • JetBlue Airways B6395 / B61013: HPN 2026-12-19 08:50:00 → CUN 2026-12-19 15:40:00; 1 stop(s) via MCO; 410 minutes. Local airport times.
    • B6395: HPN 2026-12-19 08:50:00 → MCO 2026-12-19 11:44:00; layover at MCO: 101 minutes.
    • B61013: MCO 2026-12-19 13:25:00 → CUN 2026-12-19 15:40:00.
  • JetBlue Airways B61796 / B6914: CUN 2026-12-26 15:05:00 → HPN 2026-12-26 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2026-12-26 15:05:00 → FLL 2026-12-26 16:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2026-12-26 19:59:00 → HPN 2026-12-26 22:58:00.

2026-12-19 → 2026-12-26 · Axel-exclusive $677.88

  • Delta Air Lines DL2973 / DL1939: HPN 2026-12-19 12:58:00 → CUN 2026-12-19 21:08:00; 1 stop(s) via ATL; 490 minutes. Local airport times.
    • DL2973: HPN 2026-12-19 12:58:00 → ATL 2026-12-19 15:24:00; layover at ATL: 185 minutes.
    • DL1939: ATL 2026-12-19 18:29:00 → CUN 2026-12-19 21:08:00.
  • JetBlue Airways B61796 / B6914: CUN 2026-12-26 15:05:00 → HPN 2026-12-26 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2026-12-26 15:05:00 → FLL 2026-12-26 16:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2026-12-26 19:59:00 → HPN 2026-12-26 22:58:00.

2026-12-31 → 2027-01-03 · Axel-exclusive $638.00

  • JetBlue Airways B6395 / B61013: HPN 2026-12-31 08:50:00 → CUN 2026-12-31 15:40:00; 1 stop(s) via MCO; 410 minutes. Local airport times.
    • B6395: HPN 2026-12-31 08:50:00 → MCO 2026-12-31 11:44:00; layover at MCO: 101 minutes.
    • B61013: MCO 2026-12-31 13:25:00 → CUN 2026-12-31 15:40:00.
  • JetBlue Airways B61796 / B6914: CUN 2027-01-03 15:05:00 → HPN 2027-01-03 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2027-01-03 15:05:00 → FLL 2027-01-03 16:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2027-01-03 19:59:00 → HPN 2027-01-03 22:58:00.

2026-12-31 → 2027-01-03 · Axel-exclusive $677.88

  • Delta Air Lines DL2973 / DL1939: HPN 2026-12-31 12:58:00 → CUN 2026-12-31 21:08:00; 1 stop(s) via ATL; 490 minutes. Local airport times.
    • DL2973: HPN 2026-12-31 12:58:00 → ATL 2026-12-31 15:24:00; layover at ATL: 185 minutes.
    • DL1939: ATL 2026-12-31 18:29:00 → CUN 2026-12-31 21:08:00.
  • JetBlue Airways B61796 / B6914: CUN 2027-01-03 15:05:00 → HPN 2027-01-03 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2027-01-03 15:05:00 → FLL 2027-01-03 16:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2027-01-03 19:59:00 → HPN 2027-01-03 22:58:00.

2027-01-14 → 2027-01-17 · Axel-exclusive $440.00

  • JetBlue Airways B6395 / B61013: HPN 2027-01-14 08:50:00 → CUN 2027-01-14 15:40:00; 1 stop(s) via MCO; 410 minutes. Local airport times.
    • B6395: HPN 2027-01-14 08:50:00 → MCO 2027-01-14 11:44:00; layover at MCO: 101 minutes.
    • B61013: MCO 2027-01-14 13:25:00 → CUN 2027-01-14 15:40:00.
  • JetBlue Airways B61796 / B6914: CUN 2027-01-17 15:05:00 → HPN 2027-01-17 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2027-01-17 15:05:00 → FLL 2027-01-17 16:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2027-01-17 19:59:00 → HPN 2027-01-17 22:58:00.

2027-01-14 → 2027-01-17 · Axel-exclusive $467.50

  • Delta Air Lines DL2973 / DL1939: HPN 2027-01-14 12:58:00 → CUN 2027-01-14 21:08:00; 1 stop(s) via ATL; 490 minutes. Local airport times.
    • DL2973: HPN 2027-01-14 12:58:00 → ATL 2027-01-14 15:24:00; layover at ATL: 185 minutes.
    • DL1939: ATL 2027-01-14 18:29:00 → CUN 2027-01-14 21:08:00.
  • JetBlue Airways B61796 / B6914: CUN 2027-01-17 15:05:00 → HPN 2027-01-17 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2027-01-17 15:05:00 → FLL 2027-01-17 16:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2027-01-17 19:59:00 → HPN 2027-01-17 22:58:00.

2027-01-28 → 2027-01-31 · Axel-exclusive $440.00

  • JetBlue Airways B6395 / B61013: HPN 2027-01-28 08:50:00 → CUN 2027-01-28 15:40:00; 1 stop(s) via MCO; 410 minutes. Local airport times.
    • B6395: HPN 2027-01-28 08:50:00 → MCO 2027-01-28 11:44:00; layover at MCO: 101 minutes.
    • B61013: MCO 2027-01-28 13:25:00 → CUN 2027-01-28 15:40:00.
  • JetBlue Airways B61796 / B6914: CUN 2027-01-31 15:05:00 → HPN 2027-01-31 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2027-01-31 15:05:00 → FLL 2027-01-31 16:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2027-01-31 19:59:00 → HPN 2027-01-31 22:58:00.

2027-01-28 → 2027-01-31 · Axel-exclusive $467.50

  • Delta Air Lines DL2973 / DL1939: HPN 2027-01-28 12:58:00 → CUN 2027-01-28 21:08:00; 1 stop(s) via ATL; 490 minutes. Local airport times.
    • DL2973: HPN 2027-01-28 12:58:00 → ATL 2027-01-28 15:24:00; layover at ATL: 185 minutes.
    • DL1939: ATL 2027-01-28 18:29:00 → CUN 2027-01-28 21:08:00.
  • JetBlue Airways B61796 / B6914: CUN 2027-01-31 15:05:00 → HPN 2027-01-31 22:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2027-01-31 15:05:00 → FLL 2027-01-31 16:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2027-01-31 19:59:00 → HPN 2027-01-31 22:58:00.

2027-03-13 → 2027-03-20 · Axel-exclusive $506.00

  • JetBlue Airways B6395 / B61013: HPN 2027-03-13 08:50:00 → CUN 2027-03-13 15:40:00; 1 stop(s) via MCO; 410 minutes. Local airport times.
    • B6395: HPN 2027-03-13 08:50:00 → MCO 2027-03-13 11:44:00; layover at MCO: 101 minutes.
    • B61013: MCO 2027-03-13 13:25:00 → CUN 2027-03-13 15:40:00.
  • JetBlue Airways B61796 / B6914: CUN 2027-03-20 15:05:00 → HPN 2027-03-20 23:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2027-03-20 15:05:00 → FLL 2027-03-20 17:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2027-03-20 20:59:00 → HPN 2027-03-20 23:58:00.

2027-03-13 → 2027-03-20 · Axel-exclusive $533.50

  • Delta Air Lines DL2973 / DL1939: HPN 2027-03-13 12:58:00 → CUN 2027-03-13 21:08:00; 1 stop(s) via ATL; 490 minutes. Local airport times.
    • DL2973: HPN 2027-03-13 12:58:00 → ATL 2027-03-13 15:24:00; layover at ATL: 185 minutes.
    • DL1939: ATL 2027-03-13 18:29:00 → CUN 2027-03-13 21:08:00.
  • JetBlue Airways B61796 / B6914: CUN 2027-03-20 15:05:00 → HPN 2027-03-20 23:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2027-03-20 15:05:00 → FLL 2027-03-20 17:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2027-03-20 20:59:00 → HPN 2027-03-20 23:58:00.

2027-05-28 → 2027-05-31 · Axel-exclusive $460.00

  • JetBlue Airways B6395 / B61013: HPN 2027-05-28 08:50:00 → CUN 2027-05-28 14:40:00; 1 stop(s) via MCO; 410 minutes. Local airport times.
    • B6395: HPN 2027-05-28 08:50:00 → MCO 2027-05-28 11:44:00; layover at MCO: 101 minutes.
    • B61013: MCO 2027-05-28 13:25:00 → CUN 2027-05-28 14:40:00.
  • JetBlue Airways B61796 / B6914: CUN 2027-05-31 15:05:00 → HPN 2027-05-31 23:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2027-05-31 15:05:00 → FLL 2027-05-31 17:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2027-05-31 20:59:00 → HPN 2027-05-31 23:58:00.

2027-05-28 → 2027-05-31 · Axel-exclusive $491.63

  • Delta Air Lines DL2973 / DL1939: HPN 2027-05-28 12:58:00 → CUN 2027-05-28 20:08:00; 1 stop(s) via ATL; 490 minutes. Local airport times.
    • DL2973: HPN 2027-05-28 12:58:00 → ATL 2027-05-28 15:24:00; layover at ATL: 185 minutes.
    • DL1939: ATL 2027-05-28 18:29:00 → CUN 2027-05-28 20:08:00.
  • JetBlue Airways B61796 / B6914: CUN 2027-05-31 15:05:00 → HPN 2027-05-31 23:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2027-05-31 15:05:00 → FLL 2027-05-31 17:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2027-05-31 20:59:00 → HPN 2027-05-31 23:58:00.

2027-07-30 → 2027-08-02 · Axel-exclusive $400.00

  • JetBlue Airways B6395 / B61013: HPN 2027-07-30 08:50:00 → CUN 2027-07-30 14:40:00; 1 stop(s) via MCO; 410 minutes. Local airport times.
    • B6395: HPN 2027-07-30 08:50:00 → MCO 2027-07-30 11:44:00; layover at MCO: 101 minutes.
    • B61013: MCO 2027-07-30 13:25:00 → CUN 2027-07-30 14:40:00.
  • JetBlue Airways B61796 / B6914: CUN 2027-08-02 15:05:00 → HPN 2027-08-02 23:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2027-08-02 15:05:00 → FLL 2027-08-02 17:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2027-08-02 20:59:00 → HPN 2027-08-02 23:58:00.

2027-07-30 → 2027-08-02 · Axel-exclusive $430.00

  • American Airlines AA5403 / AA1778: HPN 2027-07-30 07:59:00 → CUN 2027-07-30 15:11:00; 1 stop(s) via CLT; 492 minutes. Local airport times.
    • AA5403: HPN 2027-07-30 07:59:00 → CLT 2027-07-30 10:11:00; layover at CLT: 169 minutes.
    • AA1778: CLT 2027-07-30 13:00:00 → CUN 2027-07-30 15:11:00.
  • American Airlines AA1910 / AA3752: CUN 2027-08-02 13:10:00 → HPN 2027-08-02 23:48:00; 1 stop(s) via ORD; 578 minutes. Local airport times.
    • AA1910: CUN 2027-08-02 13:10:00 → ORD 2027-08-02 17:30:00; layover at ORD: 172 minutes.
    • AA3752: ORD 2027-08-02 20:22:00 → HPN 2027-08-02 23:48:00.

2027-09-18 → 2027-09-25 · Axel-exclusive $380.00

  • JetBlue Airways B6395 / B61013: HPN 2027-09-18 08:50:00 → CUN 2027-09-18 14:40:00; 1 stop(s) via MCO; 410 minutes. Local airport times.
    • B6395: HPN 2027-09-18 08:50:00 → MCO 2027-09-18 11:44:00; layover at MCO: 101 minutes.
    • B61013: MCO 2027-09-18 13:25:00 → CUN 2027-09-18 14:40:00.
  • JetBlue Airways B61796 / B6914: CUN 2027-09-25 15:05:00 → HPN 2027-09-25 23:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2027-09-25 15:05:00 → FLL 2027-09-25 17:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2027-09-25 20:59:00 → HPN 2027-09-25 23:58:00.

2027-09-18 → 2027-09-25 · Axel-exclusive $406.13

  • Delta Air Lines DL2973 / DL1939: HPN 2027-09-18 12:58:00 → CUN 2027-09-18 20:08:00; 1 stop(s) via ATL; 490 minutes. Local airport times.
    • DL2973: HPN 2027-09-18 12:58:00 → ATL 2027-09-18 15:24:00; layover at ATL: 185 minutes.
    • DL1939: ATL 2027-09-18 18:29:00 → CUN 2027-09-18 20:08:00.
  • JetBlue Airways B61796 / B6914: CUN 2027-09-25 15:05:00 → HPN 2027-09-25 23:58:00; 1 stop(s) via FLL; 473 minutes. Local airport times.
    • B61796: CUN 2027-09-25 15:05:00 → FLL 2027-09-25 17:53:00; layover at FLL: 186 minutes.
    • B6914: FLL 2027-09-25 20:59:00 → HPN 2027-09-25 23:58:00.

More dates for this route

Flights from Westchester County

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Cheapest places for two weeks from other cities

Fares observed October 28, 2026. USD for the travelers shown.

Where to go from Westchester County

Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.

DestinationWhy goFlightsAxel-exclusiveDates
Boston (BOS)Boston's Freedom Trail, universities and seafood1 stop via LebanonAxel-exclusive $277 (airline $292)Jan 9–23, 2027See flights for these dates
Cancun (CUN)Cancún's hotel zone, the Riviera Maya and Mayan ruins nearby1 stop via AtlantaAxel-exclusive $370 (airline $390)Jan 9–23, 2027See flights for these dates
Oahu / Honolulu (HNL)Waikiki, Diamond Head and Pearl Harbor on Oahu1 stop via ChicagoAxel-exclusive $840 (airline $887)Jan 9–23, 2027See flights for these dates
Las Vegas (LAS)Las Vegas' Strip, shows and day trips to the canyonsNo nonstop seenNo matching fare savedJan 9 – Jan 23, 2027 (suggested)Search these dates
Orlando (MCO)Orlando's theme parksNonstop · JetBlueNo matching fare savedJan 9 – Jan 23, 2027 (suggested)Search these dates
Los Angeles (LAX)Los Angeles' beaches, Hollywood and museumsNo nonstop seenNo matching fare savedJan 9 – Jan 23, 2027 (suggested)Search these dates
New York (JFK)New York's museums, Broadway and neighborhoodsNo matching fare savedJan 9 – Jan 23, 2027 (suggested)Search these dates
Chicago (ORD)Chicago's architecture, lakefront and deep-dishNo matching fare savedJan 9 – Jan 23, 2027 (suggested)Search these dates

The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.

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Hotels in Cancun with Axel

Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Cancun has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.

Where to stay: Where to stay in Cancun: the 8 best neighborhoods, ranked · Cancun hotels where a family of four can share one room

Hotel details in Cancun: Hotel Antillano Cancun · Hotel Colonial Cancun · Hotel Xbalamqué Boutique & Spa · Adhara Express Hotel · Adhara Hacienda Cancun · All 198 hotels in Cancun

For AI assistants

  • This page: Cheapest places to fly from Westchester County for two weeks. Where to fly from Westchester County for two weeks: Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, priced for Two weeks in January (Jan 9 to 23) and Two weeks in April (Apr 10 to 24), nonstop options first. The cheapest saved fare for each destination, and a link to search your own dates.
  • Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.
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