Best places to fly from Saint Thomas for Labor Day weekend

Flights for the months ahead

Saint Thomas (STT) to Orlando (MCO), the months ahead: 130 priced flights on 65 exact dates. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

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Saint Thomas (STT) to Orlando (MCO): November 2026

Travel dates Airline Stops Total price
Nov 12, 2026 – Nov 15, 2026 · 3 nights · Compare return dates departing Nov 12, 2026 Southwest Airlines Nonstop Axel-exclusive $340.00
Nov 12, 2026 – Nov 15, 2026 · 3 nights · Compare return dates departing Nov 12, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Nov 13, 2026 – Nov 16, 2026 · 3 nights · Compare return dates departing Nov 13, 2026 Southwest Airlines Nonstop Axel-exclusive $340.00
Nov 13, 2026 – Nov 16, 2026 · 3 nights · Compare return dates departing Nov 13, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Nov 14, 2026 – Nov 21, 2026 · 7 nights · Compare return dates departing Nov 14, 2026 Southwest Airlines Nonstop Axel-exclusive $374.00
Nov 14, 2026 – Nov 21, 2026 · 7 nights · Compare return dates departing Nov 14, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $412.50
Nov 17, 2026 · One way · Compare return dates departing Nov 17, 2026 Southwest Airlines Nonstop Axel-exclusive $180.00
Nov 17, 2026 · One way · Compare return dates departing Nov 17, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $200.00
Nov 19, 2026 – Nov 22, 2026 · 3 nights · Compare return dates departing Nov 19, 2026 Southwest Airlines Nonstop Axel-exclusive $374.00
Nov 19, 2026 – Nov 22, 2026 · 3 nights · Compare return dates departing Nov 19, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $412.50
Nov 20, 2026 – Nov 23, 2026 · 3 nights · Compare return dates departing Nov 20, 2026 Southwest Airlines Nonstop Axel-exclusive $374.00
Nov 20, 2026 – Nov 23, 2026 · 3 nights · Compare return dates departing Nov 20, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $412.50
Nov 21, 2026 – Nov 28, 2026 · 7 nights · Compare return dates departing Nov 21, 2026 Southwest Airlines Nonstop Axel-exclusive $408.00
Nov 21, 2026 – Nov 28, 2026 · 7 nights · Compare return dates departing Nov 21, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $450.00
Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026 Southwest Airlines Nonstop Axel-exclusive $216.00
Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $240.00
Nov 26, 2026 – Nov 29, 2026 · 3 nights · Compare return dates departing Nov 26, 2026 Southwest Airlines Nonstop Axel-exclusive $408.00
Nov 26, 2026 – Nov 29, 2026 · 3 nights · Compare return dates departing Nov 26, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $450.00
Nov 27, 2026 – Nov 30, 2026 · 3 nights · Compare return dates departing Nov 27, 2026 Southwest Airlines Nonstop Axel-exclusive $374.00
Nov 27, 2026 – Nov 30, 2026 · 3 nights · Compare return dates departing Nov 27, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $412.50
Nov 28, 2026 – Dec 5, 2026 · 7 nights · Compare return dates departing Nov 28, 2026 Southwest Airlines Nonstop Axel-exclusive $374.00
Nov 28, 2026 – Dec 5, 2026 · 7 nights · Compare return dates departing Nov 28, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $412.50

Saint Thomas (STT) to Orlando (MCO): December 2026

Travel dates Airline Stops Total price
Dec 1, 2026 · One way · Compare return dates departing Dec 1, 2026 Southwest Airlines Nonstop Axel-exclusive $180.00
Dec 1, 2026 · One way · Compare return dates departing Dec 1, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $200.00
Dec 3, 2026 – Dec 6, 2026 · 3 nights · Compare return dates departing Dec 3, 2026 Southwest Airlines Nonstop Axel-exclusive $340.00
Dec 3, 2026 – Dec 6, 2026 · 3 nights · Compare return dates departing Dec 3, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Dec 4, 2026 – Dec 7, 2026 · 3 nights · Compare return dates departing Dec 4, 2026 Southwest Airlines Nonstop Axel-exclusive $340.00
Dec 4, 2026 – Dec 7, 2026 · 3 nights · Compare return dates departing Dec 4, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Dec 5, 2026 – Dec 12, 2026 · 7 nights · Compare return dates departing Dec 5, 2026 Southwest Airlines Nonstop Axel-exclusive $340.00
Dec 5, 2026 – Dec 12, 2026 · 7 nights · Compare return dates departing Dec 5, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Dec 8, 2026 · One way · Compare return dates departing Dec 8, 2026 Southwest Airlines Nonstop Axel-exclusive $180.00
Dec 8, 2026 · One way · Compare return dates departing Dec 8, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $200.00
Dec 10, 2026 – Dec 13, 2026 · 3 nights · Compare return dates departing Dec 10, 2026 Southwest Airlines Nonstop Axel-exclusive $340.00
Dec 10, 2026 – Dec 13, 2026 · 3 nights · Compare return dates departing Dec 10, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Dec 11, 2026 – Dec 14, 2026 · 3 nights · Compare return dates departing Dec 11, 2026 Southwest Airlines Nonstop Axel-exclusive $340.00
Dec 11, 2026 – Dec 14, 2026 · 3 nights · Compare return dates departing Dec 11, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Dec 12, 2026 – Dec 19, 2026 · 7 nights · Compare return dates departing Dec 12, 2026 Southwest Airlines Nonstop Axel-exclusive $399.50
Dec 12, 2026 – Dec 19, 2026 · 7 nights · Compare return dates departing Dec 12, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $440.63
Dec 15, 2026 · One way · Compare return dates departing Dec 15, 2026 Southwest Airlines Nonstop Axel-exclusive $180.00
Dec 15, 2026 · One way · Compare return dates departing Dec 15, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $200.00
Dec 17, 2026 – Dec 20, 2026 · 3 nights · Compare return dates departing Dec 17, 2026 Southwest Airlines Nonstop Axel-exclusive $399.50
Dec 17, 2026 – Dec 20, 2026 · 3 nights · Compare return dates departing Dec 17, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $440.63
Dec 18, 2026 – Dec 21, 2026 · 3 nights · Compare return dates departing Dec 18, 2026 Southwest Airlines Nonstop Axel-exclusive $399.50
Dec 18, 2026 – Dec 21, 2026 · 3 nights · Compare return dates departing Dec 18, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $440.63
Dec 19, 2026 – Dec 26, 2026 · 7 nights · Compare return dates departing Dec 19, 2026 Southwest Airlines Nonstop Axel-exclusive $459.00
Dec 19, 2026 – Dec 26, 2026 · 7 nights · Compare return dates departing Dec 19, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $506.26
Dec 22, 2026 · One way · Compare return dates departing Dec 22, 2026 Southwest Airlines Nonstop Axel-exclusive $243.00
Dec 22, 2026 · One way · Compare return dates departing Dec 22, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $270.00
Dec 24, 2026 – Dec 27, 2026 · 3 nights · Compare return dates departing Dec 24, 2026 Southwest Airlines Nonstop Axel-exclusive $459.00
Dec 24, 2026 – Dec 27, 2026 · 3 nights · Compare return dates departing Dec 24, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $506.26
Dec 25, 2026 – Dec 28, 2026 · 3 nights · Compare return dates departing Dec 25, 2026 Southwest Airlines Nonstop Axel-exclusive $459.00
Dec 25, 2026 – Dec 28, 2026 · 3 nights · Compare return dates departing Dec 25, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $506.26
Dec 26, 2026 – Jan 2, 2027 · 7 nights · Compare return dates departing Dec 26, 2026 Southwest Airlines Nonstop Axel-exclusive $459.00
Dec 26, 2026 – Jan 2, 2027 · 7 nights · Compare return dates departing Dec 26, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $506.26
Dec 29, 2026 · One way · Compare return dates departing Dec 29, 2026 Southwest Airlines Nonstop Axel-exclusive $243.00
Dec 29, 2026 · One way · Compare return dates departing Dec 29, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $270.00
Dec 31, 2026 – Jan 3, 2027 · 3 nights · Compare return dates departing Dec 31, 2026 Southwest Airlines Nonstop Axel-exclusive $459.00
Dec 31, 2026 – Jan 3, 2027 · 3 nights · Compare return dates departing Dec 31, 2026 JetBlue Airways Up to 1 stop each way Axel-exclusive $506.26

Saint Thomas (STT) to Orlando (MCO): January 2027

Travel dates Airline Stops Total price
Jan 1, 2027 – Jan 4, 2027 · 3 nights · Compare return dates departing Jan 1, 2027 Southwest Airlines Nonstop Axel-exclusive $399.50
Jan 1, 2027 – Jan 4, 2027 · 3 nights · Compare return dates departing Jan 1, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $440.63
Jan 2, 2027 – Jan 9, 2027 · 7 nights · Compare return dates departing Jan 2, 2027 Southwest Airlines Nonstop Axel-exclusive $399.50
Jan 2, 2027 – Jan 9, 2027 · 7 nights · Compare return dates departing Jan 2, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $440.63
Jan 5, 2027 · One way · Compare return dates departing Jan 5, 2027 Southwest Airlines Nonstop Axel-exclusive $180.00
Jan 5, 2027 · One way · Compare return dates departing Jan 5, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $200.00
Jan 7, 2027 – Jan 10, 2027 · 3 nights · Compare return dates departing Jan 7, 2027 Southwest Airlines Nonstop Axel-exclusive $340.00
Jan 7, 2027 – Jan 10, 2027 · 3 nights · Compare return dates departing Jan 7, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Jan 8, 2027 – Jan 11, 2027 · 3 nights · Compare return dates departing Jan 8, 2027 Southwest Airlines Nonstop Axel-exclusive $340.00
Jan 8, 2027 – Jan 11, 2027 · 3 nights · Compare return dates departing Jan 8, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Jan 9, 2027 – Jan 16, 2027 · 7 nights · Compare return dates departing Jan 9, 2027 Southwest Airlines Nonstop Axel-exclusive $340.00
Jan 9, 2027 – Jan 16, 2027 · 7 nights · Compare return dates departing Jan 9, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Jan 12, 2027 · One way · Compare return dates departing Jan 12, 2027 Southwest Airlines Nonstop Axel-exclusive $180.00
Jan 12, 2027 · One way · Compare return dates departing Jan 12, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $200.00
Jan 14, 2027 – Jan 17, 2027 · 3 nights · Compare return dates departing Jan 14, 2027 Southwest Airlines Nonstop Axel-exclusive $340.00
Jan 14, 2027 – Jan 17, 2027 · 3 nights · Compare return dates departing Jan 14, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Jan 15, 2027 – Jan 18, 2027 · 3 nights · Compare return dates departing Jan 15, 2027 Southwest Airlines Nonstop Axel-exclusive $340.00
Jan 15, 2027 – Jan 18, 2027 · 3 nights · Compare return dates departing Jan 15, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Jan 16, 2027 – Jan 23, 2027 · 7 nights · Compare return dates departing Jan 16, 2027 Southwest Airlines Nonstop Axel-exclusive $340.00
Jan 16, 2027 – Jan 23, 2027 · 7 nights · Compare return dates departing Jan 16, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Jan 19, 2027 · One way · Compare return dates departing Jan 19, 2027 Southwest Airlines Nonstop Axel-exclusive $180.00
Jan 19, 2027 · One way · Compare return dates departing Jan 19, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $200.00
Jan 21, 2027 – Jan 24, 2027 · 3 nights · Compare return dates departing Jan 21, 2027 Southwest Airlines Nonstop Axel-exclusive $340.00
Jan 21, 2027 – Jan 24, 2027 · 3 nights · Compare return dates departing Jan 21, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Jan 22, 2027 – Jan 25, 2027 · 3 nights · Compare return dates departing Jan 22, 2027 Southwest Airlines Nonstop Axel-exclusive $340.00
Jan 22, 2027 – Jan 25, 2027 · 3 nights · Compare return dates departing Jan 22, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Jan 23, 2027 – Jan 30, 2027 · 7 nights · Compare return dates departing Jan 23, 2027 Southwest Airlines Nonstop Axel-exclusive $340.00
Jan 23, 2027 – Jan 30, 2027 · 7 nights · Compare return dates departing Jan 23, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Jan 26, 2027 · One way · Compare return dates departing Jan 26, 2027 Southwest Airlines Nonstop Axel-exclusive $180.00
Jan 26, 2027 · One way · Compare return dates departing Jan 26, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $200.00
Jan 28, 2027 – Jan 31, 2027 · 3 nights · Compare return dates departing Jan 28, 2027 Southwest Airlines Nonstop Axel-exclusive $340.00
Jan 28, 2027 – Jan 31, 2027 · 3 nights · Compare return dates departing Jan 28, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Jan 29, 2027 – Feb 1, 2027 · 3 nights · Compare return dates departing Jan 29, 2027 Southwest Airlines Nonstop Axel-exclusive $340.00
Jan 29, 2027 – Feb 1, 2027 · 3 nights · Compare return dates departing Jan 29, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Jan 30, 2027 – Feb 6, 2027 · 7 nights · Compare return dates departing Jan 30, 2027 Southwest Airlines Nonstop Axel-exclusive $340.00
Jan 30, 2027 – Feb 6, 2027 · 7 nights · Compare return dates departing Jan 30, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00

Saint Thomas (STT) to Orlando (MCO): February 2027

Travel dates Airline Stops Total price
Feb 12, 2027 – Feb 15, 2027 · 3 nights · Compare return dates departing Feb 12, 2027 Southwest Airlines Nonstop Axel-exclusive $391.00
Feb 12, 2027 – Feb 15, 2027 · 3 nights · Compare return dates departing Feb 12, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $431.26
Feb 13, 2027 – Feb 20, 2027 · 7 nights · Compare return dates departing Feb 13, 2027 Southwest Airlines Nonstop Axel-exclusive $365.50
Feb 13, 2027 – Feb 20, 2027 · 7 nights · Compare return dates departing Feb 13, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $403.13

Saint Thomas (STT) to Orlando (MCO): March 2027

Travel dates Airline Stops Total price
Mar 12, 2027 – Mar 15, 2027 · 3 nights · Compare return dates departing Mar 12, 2027 Southwest Airlines Nonstop Axel-exclusive $340.00
Mar 12, 2027 – Mar 15, 2027 · 3 nights · Compare return dates departing Mar 12, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $375.00
Mar 13, 2027 – Mar 20, 2027 · 7 nights · Compare return dates departing Mar 13, 2027 Southwest Airlines Nonstop Axel-exclusive $374.00
Mar 13, 2027 – Mar 20, 2027 · 7 nights · Compare return dates departing Mar 13, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $412.50

Saint Thomas (STT) to Orlando (MCO): April 2027

Travel dates Airline Stops Total price
Apr 9, 2027 – Apr 12, 2027 · 3 nights · Compare return dates departing Apr 9, 2027 Southwest Airlines Nonstop Axel-exclusive $304.00
Apr 9, 2027 – Apr 12, 2027 · 3 nights · Compare return dates departing Apr 9, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $332.50
Apr 10, 2027 – Apr 17, 2027 · 7 nights · Compare return dates departing Apr 10, 2027 Southwest Airlines Nonstop Axel-exclusive $304.00
Apr 10, 2027 – Apr 17, 2027 · 7 nights · Compare return dates departing Apr 10, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $332.50

Saint Thomas (STT) to Orlando (MCO): May 2027

Travel dates Airline Stops Total price
May 7, 2027 – May 10, 2027 · 3 nights · Compare return dates departing May 7, 2027 Southwest Airlines Nonstop Axel-exclusive $304.00
May 7, 2027 – May 10, 2027 · 3 nights · Compare return dates departing May 7, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $332.50
May 8, 2027 – May 15, 2027 · 7 nights · Compare return dates departing May 8, 2027 Southwest Airlines Nonstop Axel-exclusive $304.00
May 8, 2027 – May 15, 2027 · 7 nights · Compare return dates departing May 8, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $332.50

Saint Thomas (STT) to Orlando (MCO): June 2027

Travel dates Airline Stops Total price
Jun 4, 2027 – Jun 7, 2027 · 3 nights · Compare return dates departing Jun 4, 2027 Southwest Airlines Nonstop Axel-exclusive $320.00
Jun 4, 2027 – Jun 7, 2027 · 3 nights · Compare return dates departing Jun 4, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $350.00
Jun 5, 2027 – Jun 12, 2027 · 7 nights · Compare return dates departing Jun 5, 2027 Southwest Airlines Nonstop Axel-exclusive $320.00
Jun 5, 2027 – Jun 12, 2027 · 7 nights · Compare return dates departing Jun 5, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $350.00

Saint Thomas (STT) to Orlando (MCO): July 2027

Travel dates Airline Stops Total price
Jul 2, 2027 – Jul 5, 2027 · 3 nights · Compare return dates departing Jul 2, 2027 Southwest Airlines Nonstop Axel-exclusive $368.00
Jul 2, 2027 – Jul 5, 2027 · 3 nights · Compare return dates departing Jul 2, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $402.50
Jul 3, 2027 – Jul 10, 2027 · 7 nights · Compare return dates departing Jul 3, 2027 Southwest Airlines Nonstop Axel-exclusive $344.00
Jul 3, 2027 – Jul 10, 2027 · 7 nights · Compare return dates departing Jul 3, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $376.25
Jul 30, 2027 – Aug 2, 2027 · 3 nights · Compare return dates departing Jul 30, 2027 Southwest Airlines Nonstop Axel-exclusive $312.00
Jul 30, 2027 – Aug 2, 2027 · 3 nights · Compare return dates departing Jul 30, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $341.25
Jul 31, 2027 – Aug 7, 2027 · 7 nights · Compare return dates departing Jul 31, 2027 Southwest Airlines Nonstop Axel-exclusive $312.00
Jul 31, 2027 – Aug 7, 2027 · 7 nights · Compare return dates departing Jul 31, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $341.25

Saint Thomas (STT) to Orlando (MCO): August 2027

Travel dates Airline Stops Total price
Aug 27, 2027 – Aug 30, 2027 · 3 nights · Compare return dates departing Aug 27, 2027 Southwest Airlines Nonstop Axel-exclusive $304.00
Aug 27, 2027 – Aug 30, 2027 · 3 nights · Compare return dates departing Aug 27, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $332.50
Aug 28, 2027 – Sep 4, 2027 · 7 nights · Compare return dates departing Aug 28, 2027 Southwest Airlines Nonstop Axel-exclusive $296.00
Aug 28, 2027 – Sep 4, 2027 · 7 nights · Compare return dates departing Aug 28, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $323.75

Saint Thomas (STT) to Orlando (MCO): September 2027

Travel dates Airline Stops Total price
Sep 17, 2027 – Sep 20, 2027 · 3 nights · Compare return dates departing Sep 17, 2027 Southwest Airlines Nonstop Axel-exclusive $288.00
Sep 17, 2027 – Sep 20, 2027 · 3 nights · Compare return dates departing Sep 17, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $315.00
Sep 18, 2027 – Sep 25, 2027 · 7 nights · Compare return dates departing Sep 18, 2027 Southwest Airlines Nonstop Axel-exclusive $288.00
Sep 18, 2027 – Sep 25, 2027 · 7 nights · Compare return dates departing Sep 18, 2027 JetBlue Airways Up to 1 stop each way Axel-exclusive $315.00

Route overview: Saint Thomas to Orlando (MCO) flight deals

2026-11-12 → 2026-11-15 · Axel-exclusive $340.00

2026-11-12 → 2026-11-15 · Axel-exclusive $375.00

2026-11-17 · one way · Axel-exclusive $180.00

2026-11-17 · one way · Axel-exclusive $200.00

2026-11-21 → 2026-11-28 · Axel-exclusive $408.00

2026-11-21 → 2026-11-28 · Axel-exclusive $450.00

2026-12-04 → 2026-12-07 · Axel-exclusive $340.00

2026-12-04 → 2026-12-07 · Axel-exclusive $375.00

2026-12-17 → 2026-12-20 · Axel-exclusive $399.50

2026-12-17 → 2026-12-20 · Axel-exclusive $440.63

2026-12-31 → 2027-01-03 · Axel-exclusive $459.00

2026-12-31 → 2027-01-03 · Axel-exclusive $506.26

2027-01-09 → 2027-01-16 · Axel-exclusive $340.00

2027-01-09 → 2027-01-16 · Axel-exclusive $455.00

2027-01-22 → 2027-01-25 · Axel-exclusive $340.00

2027-01-22 → 2027-01-25 · Axel-exclusive $375.00

2027-02-13 → 2027-02-20 · Axel-exclusive $365.50

2027-02-13 → 2027-02-20 · Axel-exclusive $403.13

2027-05-07 → 2027-05-10 · Axel-exclusive $304.00

2027-05-07 → 2027-05-10 · Axel-exclusive $370.50

2027-07-03 → 2027-07-10 · Axel-exclusive $344.00

2027-07-03 → 2027-07-10 · Axel-exclusive $376.25

2027-09-18 → 2027-09-25 · Axel-exclusive $288.00

2027-09-18 → 2027-09-25 · Axel-exclusive $315.00

More dates for this route

Source: https://helloaxel.com/en/flights/from-saint-thomas-stt-anywhere-labor-day

Labor Day is the last long weekend of summer and one of the cheaper holiday weekends to fly, because the crowds go to the beach by car. Three nights rewards a nonstop: a city or a beach you can reach by lunch on Friday, home by Monday evening. Fares peak on the Thursday and Friday before; a Saturday departure is the quiet one.

Nonstop from Saint Thomas: New York (American, Delta), Boston (Delta), Orlando (Southwest), San Juan (JetBlue, 9K) and Miami (American). One stop via Atlanta: Fort Lauderdale.

Axel's pick: New York, nonstop on American and Delta and the lowest fare saved for these dates, $347.

Where to fly from Saint Thomas for Labor Day weekend: fares for Labor Day weekend 2027 (Sep 3 to 6) 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 Labor Day weekend 2027 (Sep 3 – Sep 6, 2027).

Cheapest right now: New York $347 · Boston $506 · Fort Lauderdale $779

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Best places for Labor Day weekend from other cities

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

Where to go from Saint Thomas

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.

Destination Why go Flights Axel-exclusive Dates
New York (JFK) New York's museums, Broadway and neighborhoods Nonstop · American, Delta Axel-exclusive $347 (airline $366) Sep 3–6, 2027 See flights for these dates
Boston (BOS) Boston's Freedom Trail, universities and seafood Nonstop · Delta Axel-exclusive $506 (airline $534) Sep 3–6, 2027 See flights for these dates
Fort Lauderdale (FLL) Fort Lauderdale's beach and cruise port 1 stop via Atlanta Axel-exclusive $779 (airline $824) Sep 3–6, 2027 See flights for these dates
Orlando (MCO) Orlando's theme parks Nonstop · Southwest No matching fare saved Sep 3 – Sep 6, 2027 (suggested) Search these dates
San Juan (SJU) Old San Juan, beaches and the rainforest, no passport needed from the US Nonstop · JetBlue, 9K No matching fare saved Sep 3 – Sep 6, 2027 (suggested) Search these dates
Miami (MIA) Miami's South Beach, Little Havana and art deco Nonstop · American No matching fare saved Sep 3 – Sep 6, 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.

About these places

Facts checked October 27, 2026. Sources: OPM: federal holidays 2026 and 2027

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