Best places to fly from Islip for Presidents' Day weekend
Presidents' Day weekend is the winter's big getaway: ski towns and warm beaches both peak, and fares rise for the Friday out and the Monday back. A city nobody associates with February, New Orleans, Austin, San Diego, is the value play.
Nonstop from Islip: Boston (9K) and Orlando (Southwest, JetBlue, Frontier). One stop via Baltimore: Cancun. No nonstop seen to Honolulu, Las Vegas and New York on the dates searched recently. No recent searches for Los Angeles.
Axel's pick: Boston, nonstop on 9K and the lowest fare saved for these dates, $404.
Where to fly from Islip for Presidents' Day weekend: fares for Presidents' Day weekend 2027 (Feb 12 to 16) 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 Presidents' Day weekend 2027 (Feb 12 – Feb 16, 2027).
Cheapest right now: Boston $404 · Cancun $570 · Honolulu $899
Flights for the months ahead
Islip (ISP) 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.
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Islip (ISP) to Cancun (CUN): 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 | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Nov 13, 2026 – Nov 16, 2026 · 3 nights · Compare return dates departing Nov 13, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Nov 14, 2026 – Nov 21, 2026 · 7 nights · Compare return dates departing Nov 14, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $485.05 |
| 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 $495.95 |
| Nov 17, 2026 · One way · Compare return dates departing Nov 17, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $235.00 |
| Nov 17, 2026 · One way · Compare return dates departing Nov 17, 2026 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $245.00 |
| Nov 19, 2026 – Nov 22, 2026 · 3 nights · Compare return dates departing Nov 19, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $485.05 |
| 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 $495.95 |
| Nov 20, 2026 – Nov 23, 2026 · 3 nights · Compare return dates departing Nov 20, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $485.05 |
| 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 $495.95 |
| Nov 21, 2026 – Nov 28, 2026 · 7 nights · Compare return dates departing Nov 21, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $525.10 |
| 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 $536.90 |
| Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $277.30 |
| Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $289.10 |
| Nov 24, 2026 – Nov 29, 2026 · 5 nights · Compare return dates departing Nov 24, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $525.10 |
| Nov 24, 2026 – Nov 29, 2026 · 5 nights · Compare return dates departing Nov 24, 2026 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $536.90 |
| Nov 26, 2026 – Nov 29, 2026 · 3 nights · Compare return dates departing Nov 26, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $525.10 |
| 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 $536.90 |
| Nov 27, 2026 – Nov 30, 2026 · 3 nights · Compare return dates departing Nov 27, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $485.05 |
| 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 $495.95 |
| Nov 28, 2026 – Dec 5, 2026 · 7 nights · Compare return dates departing Nov 28, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $485.05 |
| 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 $495.95 |
Islip (ISP) to Cancun (CUN): December 2026
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Dec 1, 2026 · One way · Compare return dates departing Dec 1, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $235.00 |
| Dec 1, 2026 · One way · Compare return dates departing Dec 1, 2026 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $245.00 |
| Dec 3, 2026 – Dec 6, 2026 · 3 nights · Compare return dates departing Dec 3, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Dec 4, 2026 – Dec 7, 2026 · 3 nights · Compare return dates departing Dec 4, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Dec 5, 2026 – Dec 12, 2026 · 7 nights · Compare return dates departing Dec 5, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Dec 8, 2026 · One way · Compare return dates departing Dec 8, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $235.00 |
| Dec 8, 2026 · One way · Compare return dates departing Dec 8, 2026 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $245.00 |
| Dec 10, 2026 – Dec 13, 2026 · 3 nights · Compare return dates departing Dec 10, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Dec 11, 2026 – Dec 14, 2026 · 3 nights · Compare return dates departing Dec 11, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Dec 12, 2026 – Dec 19, 2026 · 7 nights · Compare return dates departing Dec 12, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $522.88 |
| 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 $534.63 |
| Dec 15, 2026 · One way · Compare return dates departing Dec 15, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $235.00 |
| Dec 15, 2026 · One way · Compare return dates departing Dec 15, 2026 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $245.00 |
| Dec 17, 2026 – Dec 20, 2026 · 3 nights · Compare return dates departing Dec 17, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $522.88 |
| 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 $534.63 |
| Dec 18, 2026 – Dec 21, 2026 · 3 nights · Compare return dates departing Dec 18, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $522.88 |
| 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 $534.63 |
| Dec 19, 2026 – Dec 26, 2026 · 7 nights · Compare return dates departing Dec 19, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $600.76 |
| 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 $614.26 |
| Dec 22, 2026 · One way · Compare return dates departing Dec 22, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $317.25 |
| Dec 22, 2026 · One way · Compare return dates departing Dec 22, 2026 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $330.75 |
| Dec 22, 2026 – Dec 27, 2026 · 5 nights · Compare return dates departing Dec 22, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $600.76 |
| Dec 22, 2026 – Dec 27, 2026 · 5 nights · Compare return dates departing Dec 22, 2026 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $614.26 |
| Dec 24, 2026 – Dec 27, 2026 · 3 nights · Compare return dates departing Dec 24, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $600.76 |
| 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 $614.26 |
| Dec 25, 2026 – Dec 28, 2026 · 3 nights · Compare return dates departing Dec 25, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $600.76 |
| 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 $614.26 |
| Dec 26, 2026 – Jan 2, 2027 · 7 nights · Compare return dates departing Dec 26, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $600.76 |
| 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 $614.26 |
| Dec 29, 2026 · One way · Compare return dates departing Dec 29, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $317.25 |
| Dec 29, 2026 · One way · Compare return dates departing Dec 29, 2026 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $330.75 |
| Dec 30, 2026 – Jan 2, 2027 · 3 nights · Compare return dates departing Dec 30, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $600.76 |
| Dec 30, 2026 – Jan 2, 2027 · 3 nights · Compare return dates departing Dec 30, 2026 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $614.26 |
| Dec 31, 2026 – Jan 3, 2027 · 3 nights · Compare return dates departing Dec 31, 2026 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $600.76 |
| 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 $614.26 |
Islip (ISP) to Cancun (CUN): 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 | Up to 1 stop each way | Axel-exclusive $522.88 |
| 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 $534.63 |
| Jan 2, 2027 – Jan 9, 2027 · 7 nights · Compare return dates departing Jan 2, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $522.88 |
| 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 $534.63 |
| Jan 5, 2027 · One way · Compare return dates departing Jan 5, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $235.00 |
| Jan 5, 2027 · One way · Compare return dates departing Jan 5, 2027 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $245.00 |
| Jan 7, 2027 – Jan 10, 2027 · 3 nights · Compare return dates departing Jan 7, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Jan 8, 2027 – Jan 11, 2027 · 3 nights · Compare return dates departing Jan 8, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Jan 9, 2027 – Jan 16, 2027 · 7 nights · Compare return dates departing Jan 9, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Jan 12, 2027 · One way · Compare return dates departing Jan 12, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $235.00 |
| Jan 12, 2027 · One way · Compare return dates departing Jan 12, 2027 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $245.00 |
| Jan 14, 2027 – Jan 17, 2027 · 3 nights · Compare return dates departing Jan 14, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Jan 15, 2027 – Jan 18, 2027 · 3 nights · Compare return dates departing Jan 15, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Jan 16, 2027 – Jan 23, 2027 · 7 nights · Compare return dates departing Jan 16, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Jan 19, 2027 · One way · Compare return dates departing Jan 19, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $235.00 |
| Jan 19, 2027 · One way · Compare return dates departing Jan 19, 2027 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $245.00 |
| Jan 21, 2027 – Jan 24, 2027 · 3 nights · Compare return dates departing Jan 21, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Jan 22, 2027 – Jan 25, 2027 · 3 nights · Compare return dates departing Jan 22, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Jan 23, 2027 – Jan 30, 2027 · 7 nights · Compare return dates departing Jan 23, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Jan 26, 2027 · One way · Compare return dates departing Jan 26, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $235.00 |
| Jan 26, 2027 · One way · Compare return dates departing Jan 26, 2027 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $245.00 |
| Jan 28, 2027 – Jan 31, 2027 · 3 nights · Compare return dates departing Jan 28, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $445.00 |
| 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 $455.00 |
| Jan 29, 2027 – Feb 1, 2027 · 3 nights · Compare return dates departing Jan 29, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $451.68 |
| 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 $461.83 |
| Jan 30, 2027 – Feb 6, 2027 · 7 nights · Compare return dates departing Jan 30, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $451.68 |
| 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 $461.83 |
Islip (ISP) to Cancun (CUN): 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 | Up to 1 stop each way | Axel-exclusive $502.86 |
| 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 $514.16 |
| Feb 13, 2027 – Feb 20, 2027 · 7 nights · Compare return dates departing Feb 13, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $547.36 |
| 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 $559.66 |
Islip (ISP) to Cancun (CUN): 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 | Up to 1 stop each way | Axel-exclusive $471.70 |
| 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 $482.30 |
| Mar 13, 2027 – Mar 20, 2027 · 7 nights · Compare return dates departing Mar 13, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $522.88 |
| 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 $534.63 |
| Mar 25, 2027 – Mar 29, 2027 · 4 nights · Compare return dates departing Mar 25, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $586.96 |
| Mar 25, 2027 – Mar 29, 2027 · 4 nights · Compare return dates departing Mar 25, 2027 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $603.08 |
Islip (ISP) to Cancun (CUN): 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 | Up to 1 stop each way | Axel-exclusive $465.00 |
| 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 $480.00 |
| Apr 10, 2027 – Apr 17, 2027 · 7 nights · Compare return dates departing Apr 10, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $465.00 |
| 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 $480.00 |
Islip (ISP) to Cancun (CUN): 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 | Up to 1 stop each way | Axel-exclusive $441.76 |
| 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 $456.00 |
| May 8, 2027 – May 15, 2027 · 7 nights · Compare return dates departing May 8, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $441.76 |
| 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 $456.00 |
| May 28, 2027 – May 31, 2027 · 3 nights · Compare return dates departing May 28, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $492.90 |
| May 28, 2027 – May 31, 2027 · 3 nights · Compare return dates departing May 28, 2027 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $508.80 |
Islip (ISP) to Cancun (CUN): 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 | Up to 1 stop each way | Axel-exclusive $465.00 |
| 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 $480.00 |
| Jun 5, 2027 – Jun 12, 2027 · 7 nights · Compare return dates departing Jun 5, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $465.00 |
| 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 $480.00 |
Islip (ISP) to Cancun (CUN): 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 | Up to 1 stop each way | Axel-exclusive $520.80 |
| 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 $537.60 |
| Jul 2, 2027 – Jul 6, 2027 · 4 nights · Compare return dates departing Jul 2, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $492.90 |
| Jul 2, 2027 – Jul 6, 2027 · 4 nights · Compare return dates departing Jul 2, 2027 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $508.80 |
| Jul 3, 2027 – Jul 10, 2027 · 7 nights · Compare return dates departing Jul 3, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $492.90 |
| 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 $508.80 |
| Jul 30, 2027 – Aug 2, 2027 · 3 nights · Compare return dates departing Jul 30, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $460.35 |
| 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 $475.20 |
| Jul 31, 2027 – Aug 7, 2027 · 7 nights · Compare return dates departing Jul 31, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $460.35 |
| 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 $475.20 |
Islip (ISP) to Cancun (CUN): 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 | Up to 1 stop each way | Axel-exclusive $455.70 |
| 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 $470.40 |
| Aug 28, 2027 – Sep 4, 2027 · 7 nights · Compare return dates departing Aug 28, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $432.45 |
| 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 $446.40 |
Islip (ISP) to Cancun (CUN): September 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Sep 3, 2027 – Sep 6, 2027 · 3 nights · Compare return dates departing Sep 3, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $409.20 |
| Sep 3, 2027 – Sep 6, 2027 · 3 nights · Compare return dates departing Sep 3, 2027 | JetBlue Airways | Up to 1 stop each way | Axel-exclusive $422.40 |
| Sep 17, 2027 – Sep 20, 2027 · 3 nights · Compare return dates departing Sep 17, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $409.20 |
| 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 $422.40 |
| Sep 18, 2027 – Sep 25, 2027 · 7 nights · Compare return dates departing Sep 18, 2027 | Southwest Airlines | Up to 1 stop each way | Axel-exclusive $409.20 |
| 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 $422.40 |
Hotels in Cancun for these trips
Hotels: under a trip, hotels in Cancun for exactly those nights: the lowest 3★, 4★, 5★ stay totals among the city's featured hotels, Axel's price for 2 adults in 1 room, each opening that hotel's page for those dates with the rooms and the booking link.
- Hotels in Cancun for these nights (Nov 12–15, 2026 · 3 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $110 total · 4★ Krystal Urban Cancun & Beach Club, $197 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $434 total
- Hotels in Cancun for these nights (Nov 13–16, 2026 · 3 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $108 total · 4★ Krystal Urban Cancun & Beach Club, $193 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $435 total
- Hotels in Cancun for these nights (Nov 14–21, 2026 · 7 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $252 total · 4★ Krystal Urban Cancun & Beach Club, $451 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $957 total
- Hotels in Cancun for these nights (Nov 19–22, 2026 · 3 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $108 total · 4★ Krystal Urban Cancun & Beach Club, $193 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $412 total
- Hotels in Cancun for these nights (Nov 20–23, 2026 · 3 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $110 total · 4★ Krystal Urban Cancun & Beach Club, $190 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $420 total
- Hotels in Cancun for these nights (Nov 21–28, 2026 · 7 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $268 total · 4★ Krystal Urban Cancun & Beach Club, $447 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $941 total
- Hotels in Cancun for these nights (Nov 24–29, 2026 · 5 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $198 total · 4★ Krystal Urban Cancun & Beach Club, $321 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $662 total
- Hotels in Cancun for these nights (Nov 26–29, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $122 total · 4★ Krystal Urban Cancun & Beach Club, $191 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $396 total
- Hotels in Cancun for these nights (Nov 27–30, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $122 total · 4★ Krystal Urban Cancun & Beach Club, $188 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $399 total
- Hotels in Cancun for these nights (Nov 28 – Dec 5, 2026 · 7 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $278 total · 4★ Krystal Urban Cancun & Beach Club, $446 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $945 total
- Hotels in Cancun for these nights (Dec 3–6, 2026 · 3 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $126 total · 4★ Krystal Urban Cancun & Beach Club, $191 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $418 total
- Hotels in Cancun for these nights (Dec 4–7, 2026 · 3 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $126 total · 4★ Krystal Urban Cancun & Beach Club, $188 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $416 total
- Hotels in Cancun for these nights (Dec 5–12, 2026 · 7 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $274 total · 4★ Krystal Urban Cancun & Beach Club, $446 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $947 total
- Hotels in Cancun for these nights (Dec 10–13, 2026 · 3 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $122 total · 4★ Krystal Urban Cancun & Beach Club, $191 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $421 total
- Hotels in Cancun for these nights (Dec 11–14, 2026 · 3 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $122 total · 4★ Krystal Urban Cancun & Beach Club, $188 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $424 total
- Hotels in Cancun for these nights (Dec 12–19, 2026 · 7 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $274 total · 4★ Krystal Urban Cancun & Beach Club, $484 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $953 total
- Hotels in Cancun for these nights (Dec 17–20, 2026 · 3 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $122 total · 4★ Krystal Urban Cancun & Beach Club, $249 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $428 total
- Hotels in Cancun for these nights (Dec 18–21, 2026 · 3 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $130 total · 4★ Krystal Urban Cancun & Beach Club, $249 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $434 total
- Hotels in Cancun for these nights (Dec 19–26, 2026 · 7 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $326 total · 4★ Krystal Urban Cancun & Beach Club, $537 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $1,189 total
- Hotels in Cancun for these nights (Dec 22–27, 2026 · 5 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $242 total · 4★ Krystal Urban Cancun & Beach Club, $366 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $1,003 total
- Hotels in Cancun for these nights (Dec 24–27, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $150 total · 4★ Krystal Urban Cancun & Beach Club, $226 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $721 total
- Hotels in Cancun for these nights (Dec 25–28, 2026 · 3 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $150 total · 4★ Krystal Urban Cancun & Beach Club, $234 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $729 total
- Hotels in Cancun for these nights (Dec 26 – Jan 2, 2027 · 7 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $357 total · 4★ Krystal Urban Cancun & Beach Club, $595 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $1,875.50 total
- Hotels in Cancun for these nights (Dec 30 – Jan 2, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $152 total · 4★ Krystal Urban Cancun & Beach Club, $281 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $865.50 total
- Hotels in Cancun for these nights (Dec 31 – Jan 3, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $153 total · 4★ Krystal Urban Cancun & Beach Club, $298 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $850.50 total
- Hotels in Cancun for these nights (Jan 1–4, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $147 total · 4★ Krystal Urban Cancun & Beach Club, $273 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $763 total
- Hotels in Cancun for these nights (Jan 2–9, 2027 · 7 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $322 total · 4★ Krystal Urban Cancun & Beach Club, $501 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $1,372 total
- Hotels in Cancun for these nights (Jan 7–10, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $138 total · 4★ Krystal Urban Cancun & Beach Club, $196 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $543 total
- Hotels in Cancun for these nights (Jan 8–11, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $138 total · 4★ Krystal Urban Cancun & Beach Club, $191 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $543 total
- Hotels in Cancun for these nights (Jan 9–16, 2027 · 7 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $314 total · 4★ Krystal Urban Cancun & Beach Club, $460 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $1,253 total
- Hotels in Cancun for these nights (Jan 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $126 total · 4★ Krystal Urban Cancun & Beach Club, $196 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $543 total
- Hotels in Cancun for these nights (Jan 15–18, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $126 total · 4★ Krystal Urban Cancun & Beach Club, $191 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $536 total
- Hotels in Cancun for these nights (Jan 16–23, 2027 · 7 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $300 total · 4★ Krystal Urban Cancun & Beach Club, $460 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $1,195 total
- Hotels in Cancun for these nights (Jan 21–24, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $127 total · 4★ Krystal Urban Cancun & Beach Club, $196 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $510 total
- Hotels in Cancun for these nights (Jan 22–25, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $133 total · 4★ Krystal Urban Cancun & Beach Club, $191 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $516 total
- Hotels in Cancun for these nights (Jan 23–30, 2027 · 7 nights · 2 adults, 1 room): 3★ Hotel Antillano Cancun, $303 total · 4★ Krystal Urban Cancun & Beach Club, $460 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $1,206 total
- Hotels in Cancun for these nights (Jan 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $135 total · 4★ Krystal Urban Cancun & Beach Club, $197 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $528 total
- Hotels in Cancun for these nights (Jan 29 – Feb 1, 2027 · 3 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $135 total · 4★ Krystal Urban Cancun & Beach Club, $192 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $528 total
- Hotels in Cancun for these nights (Jan 30 – Feb 6, 2027 · 7 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $304 total · 4★ Krystal Urban Cancun & Beach Club, $464 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $1,300 total
- Hotels in Cancun for these nights (Feb 12–15, 2027 · 3 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $136 total · 4★ Krystal Urban Cancun & Beach Club, $191 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $570 total
- Hotels in Cancun for these nights (Feb 13–20, 2027 · 7 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $305 total · 4★ Krystal Urban Cancun & Beach Club, $525 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $1,334 total
- Hotels in Cancun for these nights (Mar 12–15, 2027 · 3 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $135 total · 4★ Krystal Urban Cancun & Beach Club, $195 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $576 total
- Hotels in Cancun for these nights (Mar 13–20, 2027 · 7 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $304 total · 4★ Krystal Urban Cancun & Beach Club, $469 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $1,320 total
- Hotels in Cancun for these nights (Mar 25–29, 2027 · 4 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $178 total · 4★ Krystal Urban Cancun & Beach Club, $284 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $750 total
- Hotels in Cancun for these nights (Apr 9–12, 2027 · 3 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $134 total · 4★ Krystal Urban Cancun & Beach Club, $198 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $468 total
- Hotels in Cancun for these nights (Apr 10–17, 2027 · 7 nights · 2 adults, 1 room): 3★ Nílu Isla Mujeres by Selina, $302 total · 4★ Krystal Urban Cancun & Beach Club, $474 total · 5★ The Reef 28 Hotel & Spa - Luxury Adults Only - All Suites, $1,092 total
Route overview: Islip to Cancun (CUN) flight deals
2026-11-12 → 2026-11-15 · Axel-exclusive $445.00
- Southwest Airlines WN2238 / WN923: ISP 2026-11-12 05:35:00 → CUN 2026-11-12 13:30:00; 1 stop(s) via MCO; 475 minutes. Local airport times.
- WN2238: ISP 2026-11-12 05:35:00 → MCO 2026-11-12 08:35:00; layover at MCO: 170 minutes.
- WN923: MCO 2026-11-12 11:25:00 → CUN 2026-11-12 13:30:00.
- Southwest Airlines WN904 / WN2128: CUN 2026-11-15 13:40:00 → ISP 2026-11-15 21:15:00; 1 stop(s) via MCO; 455 minutes. Local airport times.
- WN904: CUN 2026-11-15 13:40:00 → MCO 2026-11-15 15:45:00; layover at MCO: 175 minutes.
- WN2128: MCO 2026-11-15 18:40:00 → ISP 2026-11-15 21:15:00.
2026-11-12 → 2026-11-15 · Axel-exclusive $455.00
- JetBlue Airways B6513 / B62795: ISP 2026-11-12 06:00:00 → CUN 2026-11-12 14:00:00; 1 stop(s) via FLL; 480 minutes. Local airport times.
- B6513: ISP 2026-11-12 06:00:00 → FLL 2026-11-12 09:05:00; layover at FLL: 172 minutes.
- B62795: FLL 2026-11-12 11:57:00 → CUN 2026-11-12 14:00:00.
- JetBlue Airways B61796 / B6514: CUN 2026-11-15 15:05:00 → ISP 2026-11-15 22:04:00; 1 stop(s) via FLL; 419 minutes. Local airport times.
- B61796: CUN 2026-11-15 15:05:00 → FLL 2026-11-15 16:53:00; layover at FLL: 137 minutes.
- B6514: FLL 2026-11-15 19:10:00 → ISP 2026-11-15 22:04:00.
2026-11-17 · one way · Axel-exclusive $235.00
- Southwest Airlines WN2238 / WN923: ISP 2026-11-17 05:35:00 → CUN 2026-11-17 13:30:00; 1 stop(s) via MCO; 475 minutes. Local airport times.
- WN2238: ISP 2026-11-17 05:35:00 → MCO 2026-11-17 08:35:00; layover at MCO: 170 minutes.
- WN923: MCO 2026-11-17 11:25:00 → CUN 2026-11-17 13:30:00.
2026-11-17 · one way · Axel-exclusive $245.00
- JetBlue Airways B6513 / B62795: ISP 2026-11-17 06:00:00 → CUN 2026-11-17 14:00:00; 1 stop(s) via FLL; 480 minutes. Local airport times.
- B6513: ISP 2026-11-17 06:00:00 → FLL 2026-11-17 09:05:00; layover at FLL: 172 minutes.
- B62795: FLL 2026-11-17 11:57:00 → CUN 2026-11-17 14:00:00.
2026-11-24 → 2026-11-29 · Axel-exclusive $525.10
- Southwest Airlines WN2238 / WN923: ISP 2026-11-24 05:35:00 → CUN 2026-11-24 13:30:00; 1 stop(s) via MCO; 475 minutes. Local airport times.
- WN2238: ISP 2026-11-24 05:35:00 → MCO 2026-11-24 08:35:00; layover at MCO: 170 minutes.
- WN923: MCO 2026-11-24 11:25:00 → CUN 2026-11-24 13:30:00.
- Southwest Airlines WN904 / WN2128: CUN 2026-11-29 13:40:00 → ISP 2026-11-29 21:15:00; 1 stop(s) via MCO; 455 minutes. Local airport times.
- WN904: CUN 2026-11-29 13:40:00 → MCO 2026-11-29 15:45:00; layover at MCO: 175 minutes.
- WN2128: MCO 2026-11-29 18:40:00 → ISP 2026-11-29 21:15:00.
2026-11-24 → 2026-11-29 · Axel-exclusive $536.90
- JetBlue Airways B6513 / B62795: ISP 2026-11-24 06:00:00 → CUN 2026-11-24 14:00:00; 1 stop(s) via FLL; 480 minutes. Local airport times.
- B6513: ISP 2026-11-24 06:00:00 → FLL 2026-11-24 09:05:00; layover at FLL: 172 minutes.
- B62795: FLL 2026-11-24 11:57:00 → CUN 2026-11-24 14:00:00.
- JetBlue Airways B61796 / B6514: CUN 2026-11-29 15:05:00 → ISP 2026-11-29 22:04:00; 1 stop(s) via FLL; 419 minutes. Local airport times.
- B61796: CUN 2026-11-29 15:05:00 → FLL 2026-11-29 16:53:00; layover at FLL: 137 minutes.
- B6514: FLL 2026-11-29 19:10:00 → ISP 2026-11-29 22:04:00.
2026-12-05 → 2026-12-12 · Axel-exclusive $445.00
- Southwest Airlines WN2238 / WN923: ISP 2026-12-05 05:35:00 → CUN 2026-12-05 13:30:00; 1 stop(s) via MCO; 475 minutes. Local airport times.
- WN2238: ISP 2026-12-05 05:35:00 → MCO 2026-12-05 08:35:00; layover at MCO: 170 minutes.
- WN923: MCO 2026-12-05 11:25:00 → CUN 2026-12-05 13:30:00.
- Southwest Airlines WN1610 / WN1035: CUN 2026-12-12 16:25:00 → ISP 2026-12-12 23:45:00; 1 stop(s) via BWI; 440 minutes. Local airport times.
- WN1610: CUN 2026-12-12 16:25:00 → BWI 2026-12-12 19:45:00; layover at BWI: 165 minutes.
- WN1035: BWI 2026-12-12 22:30:00 → ISP 2026-12-12 23:45:00.
2026-12-05 → 2026-12-12 · Axel-exclusive $455.00
- JetBlue Airways B6513 / B62795: ISP 2026-12-05 06:00:00 → CUN 2026-12-05 14:00:00; 1 stop(s) via FLL; 480 minutes. Local airport times.
- B6513: ISP 2026-12-05 06:00:00 → FLL 2026-12-05 09:05:00; layover at FLL: 172 minutes.
- B62795: FLL 2026-12-05 11:57:00 → CUN 2026-12-05 14:00:00.
- JetBlue Airways B61796 / B6514: CUN 2026-12-12 15:05:00 → ISP 2026-12-12 22:04:00; 1 stop(s) via FLL; 419 minutes. Local airport times.
- B61796: CUN 2026-12-12 15:05:00 → FLL 2026-12-12 16:53:00; layover at FLL: 137 minutes.
- B6514: FLL 2026-12-12 19:10:00 → ISP 2026-12-12 22:04:00.
2026-12-19 → 2026-12-26 · Axel-exclusive $600.76
- Southwest Airlines WN4506 / WN1609: ISP 2026-12-19 06:05:00 → CUN 2026-12-19 13:10:00; 1 stop(s) via BWI; 425 minutes. Local airport times.
- WN4506: ISP 2026-12-19 06:05:00 → BWI 2026-12-19 07:25:00; layover at BWI: 120 minutes.
- WN1609: BWI 2026-12-19 09:25:00 → CUN 2026-12-19 13:10:00.
- Southwest Airlines WN1610 / WN1035: CUN 2026-12-26 16:25:00 → ISP 2026-12-26 23:45:00; 1 stop(s) via BWI; 440 minutes. Local airport times.
- WN1610: CUN 2026-12-26 16:25:00 → BWI 2026-12-26 19:45:00; layover at BWI: 165 minutes.
- WN1035: BWI 2026-12-26 22:30:00 → ISP 2026-12-26 23:45:00.
2026-12-19 → 2026-12-26 · Axel-exclusive $614.26
- JetBlue Airways B6513 / B62795: ISP 2026-12-19 06:00:00 → CUN 2026-12-19 14:00:00; 1 stop(s) via FLL; 480 minutes. Local airport times.
- B6513: ISP 2026-12-19 06:00:00 → FLL 2026-12-19 09:05:00; layover at FLL: 172 minutes.
- B62795: FLL 2026-12-19 11:57:00 → CUN 2026-12-19 14:00:00.
- JetBlue Airways B61796 / B6514: CUN 2026-12-26 15:05:00 → ISP 2026-12-26 22:04:00; 1 stop(s) via FLL; 419 minutes. Local airport times.
- B61796: CUN 2026-12-26 15:05:00 → FLL 2026-12-26 16:53:00; layover at FLL: 137 minutes.
- B6514: FLL 2026-12-26 19:10:00 → ISP 2026-12-26 22:04:00.
2026-12-31 → 2027-01-03 · Axel-exclusive $600.76
- Southwest Airlines WN4506 / WN1609: ISP 2026-12-31 06:05:00 → CUN 2026-12-31 13:10:00; 1 stop(s) via BWI; 425 minutes. Local airport times.
- WN4506: ISP 2026-12-31 06:05:00 → BWI 2026-12-31 07:25:00; layover at BWI: 120 minutes.
- WN1609: BWI 2026-12-31 09:25:00 → CUN 2026-12-31 13:10:00.
- Southwest Airlines WN904 / WN2128: CUN 2027-01-03 13:40:00 → ISP 2027-01-03 21:15:00; 1 stop(s) via MCO; 455 minutes. Local airport times.
- WN904: CUN 2027-01-03 13:40:00 → MCO 2027-01-03 15:45:00; layover at MCO: 175 minutes.
- WN2128: MCO 2027-01-03 18:40:00 → ISP 2027-01-03 21:15:00.
2026-12-31 → 2027-01-03 · Axel-exclusive $614.26
- JetBlue Airways B6513 / B62795: ISP 2026-12-31 06:00:00 → CUN 2026-12-31 14:00:00; 1 stop(s) via FLL; 480 minutes. Local airport times.
- B6513: ISP 2026-12-31 06:00:00 → FLL 2026-12-31 09:05:00; layover at FLL: 172 minutes.
- B62795: FLL 2026-12-31 11:57:00 → CUN 2026-12-31 14:00:00.
- JetBlue Airways B61796 / B6514: CUN 2027-01-03 15:05:00 → ISP 2027-01-03 22:04:00; 1 stop(s) via FLL; 419 minutes. Local airport times.
- B61796: CUN 2027-01-03 15:05:00 → FLL 2027-01-03 16:53:00; layover at FLL: 137 minutes.
- B6514: FLL 2027-01-03 19:10:00 → ISP 2027-01-03 22:04:00.
2027-01-14 → 2027-01-17 · Axel-exclusive $445.00
- Southwest Airlines WN4506 / WN1609: ISP 2027-01-14 06:05:00 → CUN 2027-01-14 13:10:00; 1 stop(s) via BWI; 425 minutes. Local airport times.
- WN4506: ISP 2027-01-14 06:05:00 → BWI 2027-01-14 07:25:00; layover at BWI: 120 minutes.
- WN1609: BWI 2027-01-14 09:25:00 → CUN 2027-01-14 13:10:00.
- Southwest Airlines WN904 / WN2128: CUN 2027-01-17 13:40:00 → ISP 2027-01-17 21:15:00; 1 stop(s) via MCO; 455 minutes. Local airport times.
- WN904: CUN 2027-01-17 13:40:00 → MCO 2027-01-17 15:45:00; layover at MCO: 175 minutes.
- WN2128: MCO 2027-01-17 18:40:00 → ISP 2027-01-17 21:15:00.
2027-01-14 → 2027-01-17 · Axel-exclusive $455.00
- JetBlue Airways B6513 / B62795: ISP 2027-01-14 06:00:00 → CUN 2027-01-14 14:00:00; 1 stop(s) via FLL; 480 minutes. Local airport times.
- B6513: ISP 2027-01-14 06:00:00 → FLL 2027-01-14 09:05:00; layover at FLL: 172 minutes.
- B62795: FLL 2027-01-14 11:57:00 → CUN 2027-01-14 14:00:00.
- JetBlue Airways B61796 / B6514: CUN 2027-01-17 15:05:00 → ISP 2027-01-17 22:04:00; 1 stop(s) via FLL; 419 minutes. Local airport times.
- B61796: CUN 2027-01-17 15:05:00 → FLL 2027-01-17 16:53:00; layover at FLL: 137 minutes.
- B6514: FLL 2027-01-17 19:10:00 → ISP 2027-01-17 22:04:00.
2027-01-28 → 2027-01-31 · Axel-exclusive $445.00
- Southwest Airlines WN4506 / WN1609: ISP 2027-01-28 06:05:00 → CUN 2027-01-28 13:10:00; 1 stop(s) via BWI; 425 minutes. Local airport times.
- WN4506: ISP 2027-01-28 06:05:00 → BWI 2027-01-28 07:25:00; layover at BWI: 120 minutes.
- WN1609: BWI 2027-01-28 09:25:00 → CUN 2027-01-28 13:10:00.
- Southwest Airlines WN904 / WN2128: CUN 2027-01-31 13:40:00 → ISP 2027-01-31 21:15:00; 1 stop(s) via MCO; 455 minutes. Local airport times.
- WN904: CUN 2027-01-31 13:40:00 → MCO 2027-01-31 15:45:00; layover at MCO: 175 minutes.
- WN2128: MCO 2027-01-31 18:40:00 → ISP 2027-01-31 21:15:00.
2027-01-28 → 2027-01-31 · Axel-exclusive $455.00
- JetBlue Airways B6513 / B62795: ISP 2027-01-28 06:00:00 → CUN 2027-01-28 14:00:00; 1 stop(s) via FLL; 480 minutes. Local airport times.
- B6513: ISP 2027-01-28 06:00:00 → FLL 2027-01-28 09:05:00; layover at FLL: 172 minutes.
- B62795: FLL 2027-01-28 11:57:00 → CUN 2027-01-28 14:00:00.
- JetBlue Airways B61796 / B6514: CUN 2027-01-31 15:05:00 → ISP 2027-01-31 22:04:00; 1 stop(s) via FLL; 419 minutes. Local airport times.
- B61796: CUN 2027-01-31 15:05:00 → FLL 2027-01-31 16:53:00; layover at FLL: 137 minutes.
- B6514: FLL 2027-01-31 19:10:00 → ISP 2027-01-31 22:04:00.
2027-03-13 → 2027-03-20 · Axel-exclusive $522.88
- Southwest Airlines WN4506 / WN1609: ISP 2027-03-13 06:05:00 → CUN 2027-03-13 13:10:00; 1 stop(s) via BWI; 425 minutes. Local airport times.
- WN4506: ISP 2027-03-13 06:05:00 → BWI 2027-03-13 07:25:00; layover at BWI: 120 minutes.
- WN1609: BWI 2027-03-13 09:25:00 → CUN 2027-03-13 13:10:00.
- Southwest Airlines WN1610 / WN1035: CUN 2027-03-20 16:25:00 → ISP 2027-03-21 00:45:00; 1 stop(s) via BWI; 440 minutes. Local airport times.
- WN1610: CUN 2027-03-20 16:25:00 → BWI 2027-03-20 20:45:00; layover at BWI: 165 minutes.
- WN1035: BWI 2027-03-20 23:30:00 → ISP 2027-03-21 00:45:00.
2027-03-13 → 2027-03-20 · Axel-exclusive $534.63
- JetBlue Airways B6513 / B62795: ISP 2027-03-13 06:00:00 → CUN 2027-03-13 14:00:00; 1 stop(s) via FLL; 480 minutes. Local airport times.
- B6513: ISP 2027-03-13 06:00:00 → FLL 2027-03-13 09:05:00; layover at FLL: 172 minutes.
- B62795: FLL 2027-03-13 11:57:00 → CUN 2027-03-13 14:00:00.
- JetBlue Airways B61796 / B6514: CUN 2027-03-20 15:05:00 → ISP 2027-03-20 23:04:00; 1 stop(s) via FLL; 419 minutes. Local airport times.
- B61796: CUN 2027-03-20 15:05:00 → FLL 2027-03-20 17:53:00; layover at FLL: 137 minutes.
- B6514: FLL 2027-03-20 20:10:00 → ISP 2027-03-20 23:04:00.
2027-05-28 → 2027-05-31 · Axel-exclusive $492.90
- Southwest Airlines WN4506 / WN1609: ISP 2027-05-28 06:05:00 → CUN 2027-05-28 12:10:00; 1 stop(s) via BWI; 425 minutes. Local airport times.
- WN4506: ISP 2027-05-28 06:05:00 → BWI 2027-05-28 07:25:00; layover at BWI: 120 minutes.
- WN1609: BWI 2027-05-28 09:25:00 → CUN 2027-05-28 12:10:00.
- Southwest Airlines WN1610 / WN1035: CUN 2027-05-31 16:25:00 → ISP 2027-06-01 00:45:00; 1 stop(s) via BWI; 440 minutes. Local airport times.
- WN1610: CUN 2027-05-31 16:25:00 → BWI 2027-05-31 20:45:00; layover at BWI: 165 minutes.
- WN1035: BWI 2027-05-31 23:30:00 → ISP 2027-06-01 00:45:00.
2027-05-28 → 2027-05-31 · Axel-exclusive $508.80
- JetBlue Airways B6513 / B62795: ISP 2027-05-28 06:00:00 → CUN 2027-05-28 13:00:00; 1 stop(s) via FLL; 480 minutes. Local airport times.
- B6513: ISP 2027-05-28 06:00:00 → FLL 2027-05-28 09:05:00; layover at FLL: 172 minutes.
- B62795: FLL 2027-05-28 11:57:00 → CUN 2027-05-28 13:00:00.
- JetBlue Airways B61796 / B6514: CUN 2027-05-31 15:05:00 → ISP 2027-05-31 23:04:00; 1 stop(s) via FLL; 419 minutes. Local airport times.
- B61796: CUN 2027-05-31 15:05:00 → FLL 2027-05-31 17:53:00; layover at FLL: 137 minutes.
- B6514: FLL 2027-05-31 20:10:00 → ISP 2027-05-31 23:04:00.
2027-07-30 → 2027-08-02 · Axel-exclusive $460.35
- Southwest Airlines WN4506 / WN1609: ISP 2027-07-30 06:05:00 → CUN 2027-07-30 12:10:00; 1 stop(s) via BWI; 425 minutes. Local airport times.
- WN4506: ISP 2027-07-30 06:05:00 → BWI 2027-07-30 07:25:00; layover at BWI: 120 minutes.
- WN1609: BWI 2027-07-30 09:25:00 → CUN 2027-07-30 12:10:00.
- Southwest Airlines WN1610 / WN1035: CUN 2027-08-02 16:25:00 → ISP 2027-08-03 00:45:00; 1 stop(s) via BWI; 440 minutes. Local airport times.
- WN1610: CUN 2027-08-02 16:25:00 → BWI 2027-08-02 20:45:00; layover at BWI: 165 minutes.
- WN1035: BWI 2027-08-02 23:30:00 → ISP 2027-08-03 00:45:00.
2027-07-30 → 2027-08-02 · Axel-exclusive $475.20
- JetBlue Airways B6513 / B62795: ISP 2027-07-30 06:00:00 → CUN 2027-07-30 13:00:00; 1 stop(s) via FLL; 480 minutes. Local airport times.
- B6513: ISP 2027-07-30 06:00:00 → FLL 2027-07-30 09:05:00; layover at FLL: 172 minutes.
- B62795: FLL 2027-07-30 11:57:00 → CUN 2027-07-30 13:00:00.
- JetBlue Airways B61796 / B6514: CUN 2027-08-02 15:05:00 → ISP 2027-08-02 23:04:00; 1 stop(s) via FLL; 419 minutes. Local airport times.
- B61796: CUN 2027-08-02 15:05:00 → FLL 2027-08-02 17:53:00; layover at FLL: 137 minutes.
- B6514: FLL 2027-08-02 20:10:00 → ISP 2027-08-02 23:04:00.
2027-09-18 → 2027-09-25 · Axel-exclusive $409.20
- Southwest Airlines WN4506 / WN1609: ISP 2027-09-18 06:05:00 → CUN 2027-09-18 12:10:00; 1 stop(s) via BWI; 425 minutes. Local airport times.
- WN4506: ISP 2027-09-18 06:05:00 → BWI 2027-09-18 07:25:00; layover at BWI: 120 minutes.
- WN1609: BWI 2027-09-18 09:25:00 → CUN 2027-09-18 12:10:00.
- Southwest Airlines WN1610 / WN1035: CUN 2027-09-25 16:25:00 → ISP 2027-09-26 00:45:00; 1 stop(s) via BWI; 440 minutes. Local airport times.
- WN1610: CUN 2027-09-25 16:25:00 → BWI 2027-09-25 20:45:00; layover at BWI: 165 minutes.
- WN1035: BWI 2027-09-25 23:30:00 → ISP 2027-09-26 00:45:00.
2027-09-18 → 2027-09-25 · Axel-exclusive $422.40
- JetBlue Airways B6513 / B62795: ISP 2027-09-18 06:00:00 → CUN 2027-09-18 13:00:00; 1 stop(s) via FLL; 480 minutes. Local airport times.
- B6513: ISP 2027-09-18 06:00:00 → FLL 2027-09-18 09:05:00; layover at FLL: 172 minutes.
- B62795: FLL 2027-09-18 11:57:00 → CUN 2027-09-18 13:00:00.
- JetBlue Airways B61796 / B6514: CUN 2027-09-25 15:05:00 → ISP 2027-09-25 23:04:00; 1 stop(s) via FLL; 419 minutes. Local airport times.
- B61796: CUN 2027-09-25 15:05:00 → FLL 2027-09-25 17:53:00; layover at FLL: 137 minutes.
- B6514: FLL 2027-09-25 20:10:00 → ISP 2027-09-25 23:04:00.
More dates for this route
- Nov 12, 2026 · Return options
- Nov 21, 2026 · Return options
- Dec 1, 2026 · Return options
- Dec 12, 2026 · Return options
- Dec 22, 2026 · Return options
- Jan 1, 2027 · Return options
- Jan 12, 2027 · Return options
- Jan 23, 2027 · Return options
- Feb 13, 2027 · Return options
- May 8, 2027 · Return options
- Jul 3, 2027 · Return options
- Sep 18, 2027 · Return options
- Hotels in Cancun with Axel
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- Anywhere: for Thanksgiving · for Christmas · for MLK weekend · for spring break · for Easter weekend · for Memorial Day weekend · for July 4th weekend · for Labor Day weekend · in November · in December · in January · in February · in March · in April · in May · in June · in July · in August · in September · for 4 days · for a week · for two weeks
Fares observed October 28, 2026. USD for the travelers shown.
Where to go from Islip
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 | |
|---|---|---|---|---|---|
| Boston (BOS) | Boston's Freedom Trail, universities and seafood | Nonstop · 9K | Axel-exclusive $404 (airline $427) | Feb 12–16, 2027 | See flights for these dates |
| Cancun (CUN) | Cancún's hotel zone, the Riviera Maya and Mayan ruins nearby | 1 stop via Baltimore | Axel-exclusive $570 (airline $603) | Feb 12–16, 2027 | See flights for these dates |
| Oahu / Honolulu (HNL) | Waikiki, Diamond Head and Pearl Harbor on Oahu | No nonstop seen | Axel-exclusive $899 (airline $946) | Feb 12–16, 2027 | See flights for these dates |
| Las Vegas (LAS) | Las Vegas' Strip, shows and day trips to the canyons | No nonstop seen | No matching fare saved | Feb 12 – Feb 16, 2027 (suggested) | Search these dates |
| Orlando (MCO) | Orlando's theme parks | Nonstop · Southwest, JetBlue, Frontier | No matching fare saved | Feb 12 – Feb 16, 2027 (suggested) | Search these dates |
| Los Angeles (LAX) | Los Angeles' beaches, Hollywood and museums | No matching fare saved | Feb 12 – Feb 16, 2027 (suggested) | Search these dates | |
| New York (JFK) | New York's museums, Broadway and neighborhoods | No nonstop seen | No matching fare saved | Feb 12 – Feb 16, 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
Keep exploring
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: Temptation at The Tower Cancún All Inclusive - Adults Only 4★ · Paradisus Cancún – All Inclusive 5★ · Pachamaya Holistic Wellness & Spa - Adults Only 4★ · Hyatt Ziva Cancun All Inclusive 4★ from $420 a night in the next 30 days · Hotel Riu Palace Riviera Maya 4★ from $787 a night in the next 30 days · All 198 hotels in Cancun
For AI assistants
- This page: Best places to fly from Islip for Presidents' Day weekend. Where to fly from Islip for Presidents' Day weekend: Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, priced for Presidents' Day weekend 2027 (Feb 12 to 16), 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.