$52+ Cheap flights from Westchester County to Florida
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MIA
Apr 28 — May 51
Round-trip
1 adult, Economy
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Cheapest flights from Westchester County to FloridaExplore the most affordable flight options available from Westchester County to Florida. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 29, 2026.
Explore the most affordable flight options available from Westchester County to Florida. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 29, 2026.
This Mytrip deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/318:00 am
HPN
- JAX
Nonstop2h 37m
Breeze Airways
Thu 4/236:08 pm
JAX
- HPN
Nonstop2h 22m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$117
This Mytrip deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:00 am
HPN
- JAX
Nonstop2h 37m
Breeze Airways
Thu 4/236:08 pm
JAX
- HPN
Nonstop2h 22m
Breeze Airways
Deal found 3/26![Breeze Airways logo]()
$135
This Priceline deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/218:00 am
HPN
- JAX
Nonstop2h 37m
Breeze Airways
Tue 4/216:08 pm
JAX
- HPN
Nonstop2h 22m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$152
This Priceline deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:00 am
HPN
- DAB
Nonstop2h 52m
Breeze Airways
Sat 5/25:50 pm
DAB
- HPN
Nonstop2h 40m
Breeze Airways
Deal found 3/26![Breeze Airways logo]()
$158
This Booking.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:00 am
HPN
- DAB
Nonstop2h 52m
Breeze Airways
Wed 4/295:50 pm
DAB
- HPN
Nonstop2h 40m
Breeze Airways
Deal found 3/24![Breeze Airways logo]()
$170
This Priceline deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:55 pm
HPN
- MCO
Nonstop2h 48m
Multiple Airlines
Wed 4/227:00 am
MCO
- HPN
1 stop5h 47m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$175
This CheapOair deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1812:27 pm
HPN
- MCO
1 stop4h 14m
Breeze Airways
Tue 8/257:10 am
MCO
- HPN
1 stop4h 17m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/98:00 am
HPN
- JAX
Nonstop2h 37m
Breeze Airways
Tue 4/146:08 pm
JAX
- HPN
Nonstop2h 22m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$178
This Priceline deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1912:27 pm
HPN
- MCO
1 stop4h 14m
Breeze Airways
Thu 5/217:10 am
MCO
- HPN
1 stop4h 17m
Breeze Airways
Deal found 3/24![Breeze Airways logo]()
$179
This CheapOair deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2112:08 pm
HPN
- MCO
1 stop4h 21m
Breeze Airways
Fri 5/17:05 am
MCO
- HPN
1 stop4h 23m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$180
This Cheapflightsfares deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:55 pm
HPN
- MCO
Nonstop2h 48m
JetBlue
Wed 4/228:10 pm
MCO
- HPN
Nonstop2h 49m
JetBlue
Deal found 3/24![JetBlue logo]()
$182
This CheapOair deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/37:55 pm
HPN
- MCO
1 stop4h 21m
Breeze Airways
Fri 5/87:00 am
MCO
- HPN
1 stop10h 29m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$183
Best flights from Westchester County to FloridaDiscover carefully curated flight deals from Westchester County to Florida that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 29, 2026.
Discover carefully curated flight deals from Westchester County to Florida that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 29, 2026.
This Breeze Airways deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:09 pm
HPN
- MCO
1 stop4h 16m
Breeze Airways
Mon 6/11:07 pm
MCO
- HPN
1 stop4h 22m
Breeze Airways
Deal found 3/28![Breeze Airways logo]()
$191
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:57 pm
HPN
- DAB
1 stop5h 02m
Delta
Wed 4/293:22 pm
DAB
- HPN
1 stop6h 41m
Delta
Deal found 3/24![Delta logo]()
$197
This JetBlue deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1110:48 am
HPN
- FLL
Nonstop2h 57m
JetBlue
Fri 5/157:35 pm
FLL
- HPN
Nonstop3h 04m
JetBlue
Deal found 3/27![JetBlue logo]()
$207
This American Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:57 pm
HPN
- DAB
1 stop4h 13m
American Airlines
Sat 4/185:15 pm
DAB
- HPN
1 stop5h 45m
American Airlines
Deal found 3/24![American Airlines logo]()
$328
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:00 am
HPN
- DAB
1 stop4h 26m
Delta
Sat 9/126:00 am
DAB
- HPN
1 stop6h 13m
Delta
Deal found 3/28![Delta logo]()
$197
This Breeze Airways deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2812:08 pm
HPN
- MCO
1 stop4h 21m
Breeze Airways
Thu 4/302:57 pm
MCO
- HPN
1 stop4h 18m
Breeze Airways
Deal found 3/28![Breeze Airways logo]()
$199
This JetBlue deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:30 am
HPN
- PBI
Nonstop2h 43m
JetBlue
Wed 5/68:09 pm
PBI
- HPN
Nonstop2h 51m
JetBlue
Deal found 3/28![JetBlue logo]()
$217
This Breeze Airways deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:09 pm
HPN
- MCO
1 stop4h 16m
Breeze Airways
Sat 8/227:00 am
MCO
- HPN
1 stop4h 20m
Breeze Airways
Deal found 3/24![Breeze Airways logo]()
$200
This JetBlue deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:45 am
HPN
- RSW
Nonstop2h 58m
JetBlue
Thu 6/45:05 pm
RSW
- HPN
Nonstop2h 57m
JetBlue
Deal found 3/27![JetBlue logo]()
$217
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:21 pm
HPN
- RSW
1 stop6h 38m
Delta
Tue 4/286:00 am
RSW
- HPN
1 stop5h 49m
Delta
Deal found 3/28![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:30 pm
HPN
- RSW
1 stop5h 37m
Delta
Fri 5/13:00 pm
RSW
- HPN
1 stop7h 03m
Delta
Deal found 3/26![Delta logo]()
$217
This JetBlue deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:25 pm
HPN
- FLL
Nonstop2h 56m
JetBlue
Wed 9/26:59 am
FLL
- HPN
Nonstop3h 00m
JetBlue
Deal found 3/26![JetBlue logo]()
$227
This Breeze Airways deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:00 am
HPN
- MCO
1 stop9h 08m
Breeze Airways
Sun 8/2312:52 pm
MCO
- HPN
1 stop8h 07m
Breeze Airways
Deal found 3/26![Breeze Airways logo]()
$236
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 am
HPN
- PBI
1 stop5h 45m
Delta
Wed 4/294:52 pm
PBI
- HPN
1 stop5h 11m
Delta
Deal found 3/27![Delta logo]()
$227
This American Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/161:30 pm
HPN
- SRQ
1 stop6h 37m
American Airlines
Sat 5/306:20 am
SRQ
- HPN
1 stop6h 53m
American Airlines
Deal found 3/29![American Airlines logo]()
$328
This JetBlue deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/87:29 pm
HPN
- RSW
Nonstop2h 59m
JetBlue
Mon 5/116:25 am
RSW
- HPN
Nonstop2h 52m
JetBlue
Deal found 3/25![JetBlue logo]()
$248
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/255:20 pm
HPN
- PBI
1 stop5h 56m
Delta
Tue 4/283:43 pm
PBI
- HPN
1 stop6h 20m
Delta
Deal found 3/25![Delta logo]()
$227
This Breeze Airways deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/812:00 pm
HPN
- RSW
1 stop9h 57m
Breeze Airways
Mon 7/137:00 am
RSW
- HPN
1 stop10h 29m
Breeze Airways
Deal found 3/28![Breeze Airways logo]()
$254
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/214:29 pm
HPN
- PBI
1 stop6h 47m
Delta
Wed 4/294:52 pm
PBI
- HPN
1 stop5h 11m
Delta
Deal found 3/28![Delta logo]()
$227
This Breeze Airways deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3012:00 pm
HPN
- TPA
1 stop4h 26m
Breeze Airways
Sat 6/131:56 pm
TPA
- HPN
1 stop6h 34m
Breeze Airways
Deal found 3/24![Breeze Airways logo]()
$255
This American Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/273:01 pm
HPN
- SRQ
2 stops8h 56m
American Airlines
Thu 5/76:02 am
SRQ
- HPN
1 stop6h 58m
American Airlines
Deal found 3/28![American Airlines logo]()
$343
This JetBlue deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/134:25 pm
HPN
- PBI
Nonstop2h 49m
JetBlue
Wed 4/158:10 pm
PBI
- HPN
Nonstop2h 50m
JetBlue
Deal found 3/25![JetBlue logo]()
$272
This Delta deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/255:20 pm
HPN
- PBI
1 stop7h 21m
Delta
Sat 5/28:00 am
PBI
- HPN
1 stop6h 29m
Delta
Deal found 3/26![Delta logo]()
$227
This Delta deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/255:20 pm
HPN
- FLL
1 stop7h 20m
Delta
Sat 5/26:40 am
FLL
- HPN
1 stop7h 49m
Delta
Deal found 3/26![Delta logo]()
$227
This JetBlue deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:00 am
HPN
- TPA
Nonstop2h 45m
JetBlue
Wed 6/37:41 pm
TPA
- HPN
Nonstop2h 49m
JetBlue
Deal found 3/27![JetBlue logo]()
$297
This American Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:30 am
HPN
- ECP
1 stop6h 39m
American Airlines
Mon 8/1712:41 pm
ECP
- HPN
1 stop4h 43m
American Airlines
Deal found 3/25![American Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/183:10 pm
HPN
- FLL
1 stop8h 24m
Delta
Tue 4/216:40 am
FLL
- HPN
1 stop7h 49m
Delta
Deal found 3/28![Delta logo]()
$227
This Breeze Airways deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/118:00 am
HPN
- DAB
Nonstop2h 52m
Breeze Airways
Sat 4/185:50 pm
DAB
- HPN
Nonstop2h 40m
Breeze Airways
Deal found 3/26![Breeze Airways logo]()
$328
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:30 pm
HPN
- FLL
1 stop6h 27m
Delta
Wed 4/294:20 pm
FLL
- HPN
1 stop5h 43m
Delta
Deal found 3/25![Delta logo]()
$227
This JetBlue deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:00 am
HPN
- TPA
Nonstop2h 40m
JetBlue
Wed 9/23:00 pm
TPA
- HPN
1 stop7h 27m
JetBlue
Deal found 3/24![JetBlue logo]()
$327
Last-minute flights from Westchester County to FloridaDiscover last-minute flight deals from Westchester County to Florida. Data last updated March 29, 2026 and is based on user searches.
Discover last-minute flight deals from Westchester County to Florida. Data last updated March 29, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/318:00 am
HPN
- JAX
Nonstop2h 37m
Breeze Airways
Thu 4/236:08 pm
JAX
- HPN
Nonstop2h 22m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/98:00 am
HPN
- JAX
Nonstop2h 37m
Breeze Airways
Tue 4/146:08 pm
JAX
- HPN
Nonstop2h 22m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$178
This Mytrip deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:00 am
HPN
- JAX
Nonstop2h 37m
Breeze Airways
Thu 4/236:08 pm
JAX
- HPN
Nonstop2h 22m
Breeze Airways
Deal found 3/26![Breeze Airways logo]()
$135
This Priceline deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/147:55 pm
HPN
- MCO
Nonstop2h 48m
Multiple Airlines
Tue 4/217:10 am
MCO
- HPN
1 stop4h 18m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$184
This Priceline deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:55 pm
HPN
- MCO
Nonstop2h 48m
Multiple Airlines
Wed 4/227:00 am
MCO
- HPN
1 stop5h 47m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$175
This Cheapflightsfares deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:55 pm
HPN
- MCO
Nonstop2h 48m
JetBlue
Wed 4/228:10 pm
MCO
- HPN
Nonstop2h 49m
JetBlue
Deal found 3/24![JetBlue logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/151:27 pm
HPN
- MCO
1 stop6h 42m
Multiple Airlines
Fri 4/247:05 am
MCO
- HPN
1 stop4h 23m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$186
This Priceline deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:55 pm
HPN
- MCO
Nonstop2h 48m
Multiple Airlines
Wed 4/227:00 am
MCO
- HPN
1 stop5h 47m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$185
This Priceline deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/218:00 am
HPN
- JAX
Nonstop2h 37m
Breeze Airways
Tue 4/216:08 pm
JAX
- HPN
Nonstop2h 22m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$152
This CheapOair deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2112:08 pm
HPN
- MCO
1 stop4h 21m
Breeze Airways
Fri 5/17:05 am
MCO
- HPN
1 stop4h 23m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$180
This Priceline deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:00 am
HPN
- DAB
Nonstop2h 52m
Breeze Airways
Sat 5/25:50 pm
DAB
- HPN
Nonstop2h 40m
Breeze Airways
Deal found 3/26![Breeze Airways logo]()
$158
This Booking.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:00 am
HPN
- DAB
Nonstop2h 52m
Breeze Airways
Wed 4/295:50 pm
DAB
- HPN
Nonstop2h 40m
Breeze Airways
Deal found 3/24![Breeze Airways logo]()
$170
One-way flights from Westchester County to FloridaSearch for one-way flight options from Westchester County to Florida. Find affordable one-way fares based on user searches. Data last updated March 29, 2026.
Search for one-way flight options from Westchester County to Florida. Find affordable one-way fares based on user searches. Data last updated March 29, 2026.
This Booking.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/58:00 am
HPN
- JAX
Nonstop2h 37m
Breeze Airways
Deal found 3/27![Breeze Airways logo]()
$52
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:09 pm
HPN
- MCO
1 stop4h 16m
Breeze Airways
Deal found 3/28![Breeze Airways logo]()
$54
This CheapOair deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:09 pm
HPN
- MCO
1 stop4h 16m
Breeze Airways
Deal found 3/28![Breeze Airways logo]()
$61
This Priceline deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:09 pm
HPN
- MCO
1 stop4h 16m
Breeze Airways
Deal found 3/24![Breeze Airways logo]()
$64
This Priceline deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:09 pm
HPN
- MCO
1 stop4h 16m
Breeze Airways
Deal found 3/27![Breeze Airways logo]()
$65
This Booking.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 pm
HPN
- SRQ
Nonstop3h 09m
Breeze Airways
Deal found 3/27![Breeze Airways logo]()
$67
This Priceline deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/91:29 pm
HPN
- MCO
1 stop4h 42m
Breeze Airways
Deal found 3/28![Breeze Airways logo]()
$72
This Booking.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/38:00 am
HPN
- JAX
Nonstop2h 37m
Breeze Airways
Deal found 3/28![Breeze Airways logo]()
$72
This CheapOair deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/11:29 pm
HPN
- TPA
1 stop4h 42m
Breeze Airways
Deal found 3/27![Breeze Airways logo]()
$74
This Travelocity deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:09 pm
HPN
- MCO
1 stop4h 16m
Breeze Airways
Deal found 3/28![Breeze Airways logo]()
$75
This Booking.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:00 pm
HPN
- SRQ
Nonstop3h 09m
Breeze Airways
Deal found 3/27![Breeze Airways logo]()
$76
This Booking.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:00 am
HPN
- DAB
Nonstop2h 52m
Breeze Airways
Deal found 3/24![Breeze Airways logo]()
$78
Find flight deals from Westchester County to Florida
Keep the following information in mind while searching for Westchester County to Florida flight deals. Data was last updated March 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $135 (Mytrip) |
One-way from | $52 (Booking.com) |
Popular in | April |
Cheapest in | September |
Average price | $202 |
Cheapflights Fare Finder
Customize your flight search to find flights from Westchester County to Florida that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 29, 2026.
Use the filters below to find and compare flights from Westchester County to Florida that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
White PlainsOrlando
HPN - MCO
HPNMCO
White Plains Westchester County
Fri 5/29
6:09 pm-10:25 pm
1 stop4h 16m
Orlando
Mon 6/1
1:07 pm-5:29 pm
1 stop4h 22m
$191
White PlainsDaytona Beach
HPN - DAB
HPNDAB
White Plains Westchester County
Sat 4/25
6:57 pm-11:59 pm
1 stop5h 02m
Daytona Beach
Wed 4/29
3:22 pm-10:03 pm
1 stop6h 41m
$197
White PlainsDaytona Beach
HPN - DAB
HPNDAB
White Plains Westchester County
Sat 9/5
6:00 am-10:26 am
1 stop4h 26m
Daytona Beach
Sat 9/12
6:00 am-12:13 pm
1 stop6h 13m
$197
White PlainsOrlando
HPN - MCO
HPNMCO
White Plains Westchester County
Tue 4/28
12:08 pm-4:29 pm
1 stop4h 21m
Orlando
Thu 4/30
2:57 pm-7:15 pm
1 stop4h 18m
$199
White PlainsOrlando
HPN - MCO
HPNMCO
White Plains Westchester County
Fri 8/14
6:09 pm-10:25 pm
1 stop4h 16m
Orlando
Sat 8/22
7:00 am-11:20 am
1 stop4h 20m
$200
White PlainsFort Lauderdale
HPN - FLL
HPNFLL
White Plains Westchester County
Mon 5/11
10:48 am-1:45 pm
Nonstop2h 57m
Fort Lauderdale
Fri 5/15
7:35 pm-10:39 pm
Nonstop3h 04m
$207
White PlainsWest Palm Beach
HPN - PBI
HPNPBI
White Plains Westchester County
Sat 5/2
6:30 am-9:13 am
Nonstop2h 43m
Palm Beach Intl
Wed 5/6
8:09 pm-11:00 pm
Nonstop2h 51m
$217
White PlainsFort Myers
HPN - RSW
HPNRSW
White Plains Westchester County
Sun 5/31
6:45 am-9:43 am
Nonstop2h 58m
Fort Myers SW Florida Intl
Thu 6/4
5:05 pm-8:02 pm
Nonstop2h 57m
$217
White PlainsFort Myers
HPN - RSW
HPNRSW
White Plains Westchester County
Fri 4/24
5:21 pm-11:59 pm
1 stop6h 38m
Fort Myers SW Florida Intl
Tue 4/28
6:00 am-11:49 am
1 stop5h 49m
$217
White PlainsFort Myers
HPN - RSW
HPNRSW
White Plains Westchester County
Sat 4/25
12:30 pm-6:07 pm
1 stop5h 37m
Fort Myers SW Florida Intl
Fri 5/1
3:00 pm-10:03 pm
1 stop7h 03m
$217
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Westchester County to Florida
Have a flexible travel schedule? Discover the best time to fly to Florida from Westchester County with our price prediction graph.
HPN-JAX
HPN-DAB
HPN-MCO
HPN-SRQ
HPN-TPA
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Westchester County to Florida
zzREU-USFL
HPN-JAX
HPN-DAB
HPN-MCO
HPN-SRQ
What is the cheapest month to book a flight from Westchester County to Florida?
Currently, November is the cheapest month in which you can book a flight from Westchester County to Florida (average of $45). Flying from Westchester County to Florida in May is currently the most expensive (average of $177). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from REU to FL?
Find hourly flight availability from Westchester County to Florida. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 29, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 4% on flights from Westchester County to Florida by exploring options for tickets at noon.
What is the cheapest day to fly from Westchester County to Florida?
Use this chart to determine the cheapest time to fly round-trip from Westchester County to Florida. Price data was last updated on March 23, 2026.
Travelers seeking maximum savings on their Westchester County to Florida flight should consider departing on Thursday afternoons when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Westchester County to Florida
Explore weekly flight availability from Westchester County to Florida. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 29, 2026.
The most flights from zzREU to USFL are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).
Reviews of airlines servicing Florida
Get insights into the airlines that provide service to Florida. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Florida. Reviews last updated March 29, 2026.
See what other customers who have flown with Breeze Airways,Delta, andJetBlue from Westchester County to Florida have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
6.6
Comfort
8.2
Overall
8.1
Crew
8.7
Food
6.6
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.6
Comfort
8.2
Overall
8.1
Crew
8.7
Food
6.6
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.6
Comfort
8.2
Overall
8.1
Crew
8.7
Food
6.6
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.6
Comfort
8.2
Overall
8.1
Crew
8.7
Food
6.6
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.6
Comfort
8.2
Overall
8.1
Crew
8.7
Food
6.6
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.6
Comfort
8.2
Overall
8.1
Crew
8.7
Food
6.6
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
Find useful and relevant information for your journey from Westchester County to Florida. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Westchester County to Florida
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Florida by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Westchester County to Florida by cabin class
Find flights from Westchester County to Florida, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Westchester County and Florida flights
Browse other Westchester County and Florida flight options. Last updated on March 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Florida
Find the right flight back to Westchester County after your stay in Florida
Westchester County to Florida flights
Consider these flights traveling from Westchester County to Florida.
Top 6 airlines flying from Westchester County to Florida
Discover the top 6 airlines that operate flights from Westchester County to Florida. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$31 | Average$190 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$49 | Average$91 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$89 | Average$281 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$91 | Average$230 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$103 | Average$322 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$158 | Average$387 | FlexibilityNo cancel fee | On-time71% |