$34+ Cheap flights from New Windsor (SWF) to Florida
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIA
Oct 22 — Oct 291
Round-trip
1 adult, Economy
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Find cheap flights from Stewart to Florida with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Stewart to Florida
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Cheapest flights from Stewart to FloridaExplore the most affordable flight options available from Stewart to Florida. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2026.
Explore the most affordable flight options available from Stewart to Florida. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2026.
This CheapOair deal was found by Cheapflights users on 9/22. 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 11/1512:00 pm -
Nonstop3h 22m
Thu 12/32:50 pm -
Nonstop3h 09m
Deal found 9/22![Allegiant Air logo]()
$71
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Sun 10/2511:58 am -
Nonstop3h 22m
Sun 11/18:00 am -
Nonstop3h 08m
Deal found 9/18![Allegiant Air logo]()
$86
This CheapOair deal was found by Cheapflights users on 9/17. 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 12/66:49 pm -
Nonstop3h 23m
Thu 12/102:50 pm -
Nonstop3h 09m
Deal found 9/17![Allegiant Air logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Sat 10/3112:39 pm -
1 stop4h 38m
Sat 11/147:00 am -
1 stop4h 39m
Deal found 9/17![Breeze Airways logo]()
$138
This CheapOair deal was found by Cheapflights users on 9/17. 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.
Wed 10/2812:39 pm -
1 stop4h 38m
Sat 10/317:00 am -
1 stop4h 39m
Deal found 9/17![Breeze Airways logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 9/19. 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.
Sat 10/3112:39 pm -
1 stop4h 38m
Wed 11/47:00 am -
1 stop4h 39m
Deal found 9/19![Breeze Airways logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 9/22. 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.
Sun 12/1311:06 am -
Nonstop3h 19m
Thu 1/77:20 am -
Nonstop2h 56m
Deal found 9/22![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 9/20. 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.
Sat 10/1712:39 pm -
1 stop11h 03m
Sun 11/17:20 am -
Nonstop2h 56m
Deal found 9/20![Breeze Airways logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Sat 10/3112:39 pm -
1 stop4h 33m
Fri 11/67:20 am -
1 stop4h 16m
Deal found 9/17![Breeze Airways logo]()
$161
This CheapOair deal was found by Cheapflights users on 9/17. 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.
Sat 10/3112:39 pm -
1 stop4h 38m
Sat 11/77:00 am -
1 stop4h 39m
Deal found 9/17![Breeze Airways logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 9/19. 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.
Sat 10/312:39 pm -
1 stop11h 03m
Thu 10/87:20 am -
Nonstop2h 56m
Deal found 9/19![Breeze Airways logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 9/20. 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.
Mon 12/712:16 pm -
1 stop4h 39m
Thu 12/107:30 am -
Nonstop2h 56m
Deal found 9/20![Breeze Airways logo]()
$165
Best flights from Stewart to FloridaDiscover carefully curated flight deals from Stewart to Florida that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
Discover carefully curated flight deals from Stewart to Florida that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
This CheapOair deal was found by Cheapflights users on 9/18. 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 10/1811:53 am -
Nonstop3h 22m
Thu 10/226:40 am -
Nonstop3h 08m
Deal found 9/18![Allegiant Air logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 9/20. 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.
Sun 10/2511:58 am -
Nonstop3h 22m
Sun 11/16:00 am -
1 stop12h 29m
Deal found 9/20![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Sat 10/3112:39 pm -
1 stop4h 33m
Mon 11/27:20 am -
1 stop4h 16m
Deal found 9/17![Breeze Airways logo]()
$220
This CheapOair deal was found by Cheapflights users on 9/19. 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.
Thu 12/1712:07 pm -
Nonstop3h 16m
Thu 1/74:06 pm -
Nonstop3h 05m
Deal found 9/19![Allegiant Air logo]()
$144
This Cheapflightsfares deal was found by Cheapflights users on 9/18. 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.
Thu 12/1010:38 am -
Nonstop3h 11m
Sun 12/137:00 am -
Nonstop2h 48m
Deal found 9/18![Allegiant Air logo]()
$180
This CheapOair deal was found by Cheapflights users on 9/19. 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.
Mon 11/1612:16 pm -
1 stop4h 39m
Fri 11/207:20 am -
1 stop4h 16m
Deal found 9/19![Breeze Airways logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 9/21. 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.
Sun 12/610:38 am -
Nonstop3h 11m
Sun 12/137:00 am -
Nonstop2h 48m
Deal found 9/21![Allegiant Air logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 12/1011:06 am -
Nonstop3h 19m
Fri 12/187:20 am -
1 stop4h 16m
Deal found 9/17![Breeze Airways logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 11/412:39 pm -
2 stops31h 32m
Wed 11/117:45 pm -
1 stop13h 25m
Deal found 9/20![Multiple Airlines logo]()
$291
This CheapOair deal was found by Cheapflights users on 9/19. 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.
Sat 10/2412:39 pm -
1 stop4h 38m
Wed 10/287:00 am -
1 stop4h 39m
Deal found 9/19![Breeze Airways logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 12/1710:36 am -
Nonstop3h 07m
Thu 1/77:10 am -
Nonstop2h 53m
Deal found 9/20![Allegiant Air logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 9/21. 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.
Sun 11/226:48 pm -
2 stops37h 18m
Thu 12/37:00 am -
Nonstop2h 48m
Deal found 9/21![Multiple Airlines logo]()
$300
This CheapOair deal was found by Cheapflights users on 9/21. 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.
Thu 10/2210:56 am -
Nonstop3h 19m
Wed 11/187:05 am -
1 stop4h 34m
Deal found 9/21![Breeze Airways logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 9/19. 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.
Tue 11/2410:59 am -
2 stops30h 08m
Tue 12/15:06 pm -
1 stop18h 33m
Deal found 9/19![Multiple Airlines logo]()
$316
This CheapOair deal was found by Cheapflights users on 9/18. 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.
Wed 10/1412:39 pm -
1 stop4h 38m
Wed 10/217:00 am -
1 stop4h 39m
Deal found 9/18![Breeze Airways logo]()
$288
This CheapOair deal was found by Cheapflights users on 9/18. 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 11/155:37 pm -
Nonstop3h 09m
Sun 11/227:00 am -
Nonstop2h 54m
Deal found 9/18![Allegiant Air logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 10/810:18 am -
1 stop22h 12m
Sat 10/103:55 pm -
1 stop19h 08m
Deal found 9/19![Multiple Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/1510:18 am -
1 stop22h 12m
Fri 10/167:46 pm -
2 stops15h 53m
Deal found 9/17![Multiple Airlines logo]()
$328
This Cheapflightsfares deal was found by Cheapflights users on 9/21. 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.
Thu 10/156:45 pm -
Nonstop3h 00m
Sun 10/183:36 pm -
Nonstop2h 48m
Deal found 9/21![Allegiant Air logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 9/21. 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.
Sun 11/110:56 am -
Nonstop3h 19m
Thu 11/127:20 am -
Nonstop2h 56m
Deal found 9/21![Breeze Airways logo]()
$328
This Cheapflightsfares deal was found by Cheapflights users on 9/19. 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.
Sun 11/17:19 pm -
Nonstop3h 00m
Sun 11/81:55 pm -
Nonstop2h 52m
Deal found 9/19![Allegiant Air logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Sat 10/312:39 pm -
1 stop4h 38m
Mon 10/510:29 pm -
2 stops37h 10m
Deal found 9/17![Multiple Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 12/1612:39 pm -
1 stop4h 51m
Fri 1/16:05 am -
1 stop5h 31m
Deal found 9/21![Breeze Airways logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 9/21. 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.
Sun 11/85:37 pm -
Nonstop3h 09m
Thu 11/121:45 pm -
Nonstop2h 52m
Deal found 9/21![Allegiant Air logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 9/251:41 pm -
2 stops8h 46m
Sun 10/47:50 am -
Nonstop3h 08m
Deal found 9/17![Multiple Airlines logo]()
$365
This CheapOair deal was found by Cheapflights users on 9/18. 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.
Mon 2/111:58 am -
1 stop4h 47m
Mon 2/86:30 am -
1 stop4h 27m
Deal found 9/18![Breeze Airways logo]()
$354
This CheapOair deal was found by Cheapflights users on 9/18. 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.
Thu 12/1710:36 am -
Nonstop3h 07m
Tue 12/293:18 pm -
Nonstop2h 46m
Deal found 9/18![Allegiant Air logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 9/19. 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.
Sat 10/312:39 pm -
2 stops19h 59m
Sat 10/107:45 pm -
1 stop14h 18m
Deal found 9/19![Multiple Airlines logo]()
$405
This Cheapflightsfares deal was found by Cheapflights users on 9/19. 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.
Thu 11/1910:44 am -
Nonstop3h 01m
Sun 11/227:00 am -
Nonstop2h 54m
Deal found 9/19![Allegiant Air logo]()
$335
This Breeze Airways deal was found by Cheapflights users on 9/20. 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 1/811:58 am -
1 stop4h 47m
Fri 1/156:30 am -
1 stop4h 27m
Deal found 9/20![Breeze Airways logo]()
$371
Last-minute flights from Stewart to FloridaDiscover last-minute flight deals from Stewart to Florida. Data last updated September 22, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to Florida. Data last updated September 22, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/19. 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.
Sat 10/312:39 pm -
1 stop11h 03m
Thu 10/87:20 am -
Nonstop2h 56m
Deal found 9/19![Breeze Airways logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 9/20. 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.
Sat 10/1712:39 pm -
1 stop11h 03m
Sun 11/17:20 am -
Nonstop2h 56m
Deal found 9/20![Breeze Airways logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 9/22. 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.
Sun 10/1811:53 am -
Nonstop3h 22m
Thu 10/226:40 am -
Nonstop3h 08m
Deal found 9/22![Allegiant Air logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 10/2210:38 am -
Nonstop3h 22m
Sun 11/18:00 am -
Nonstop3h 08m
Deal found 9/19![Allegiant Air logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Sun 10/2511:58 am -
Nonstop3h 22m
Sun 11/18:00 am -
Nonstop3h 08m
Deal found 9/18![Allegiant Air logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Sun 10/2511:58 am -
Nonstop3h 22m
Thu 10/296:40 am -
Nonstop3h 08m
Deal found 9/17![Allegiant Air logo]()
$88
This CheapOair deal was found by Cheapflights users on 9/17. 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.
Wed 10/2812:39 pm -
1 stop4h 38m
Sat 10/317:00 am -
1 stop4h 39m
Deal found 9/17![Breeze Airways logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/2910:38 am -
Nonstop3h 22m
Sun 11/18:00 am -
Nonstop3h 08m
Deal found 9/22![Allegiant Air logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Sat 10/3112:39 pm -
1 stop4h 38m
Sat 11/147:00 am -
1 stop4h 39m
Deal found 9/17![Breeze Airways logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 9/19. 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.
Sat 10/3112:39 pm -
1 stop4h 38m
Wed 11/47:00 am -
1 stop4h 39m
Deal found 9/19![Breeze Airways logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Sat 10/3112:39 pm -
1 stop4h 33m
Fri 11/67:20 am -
1 stop4h 16m
Deal found 9/17![Breeze Airways logo]()
$161
This CheapOair deal was found by Cheapflights users on 9/17. 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.
Sat 10/3112:39 pm -
1 stop4h 38m
Sat 11/77:00 am -
1 stop4h 39m
Deal found 9/17![Breeze Airways logo]()
$162
One-way flights from Stewart to FloridaSearch for one-way flight options from Stewart to Florida. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
Search for one-way flight options from Stewart to Florida. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
This CheapOair deal was found by Cheapflights users on 9/18. 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 12/66:49 pm -
Nonstop3h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Allegiant Air logo]()
$34
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 12/106:49 pm -
Nonstop3h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Allegiant Air logo]()
$37
This CheapOair deal was found by Cheapflights users on 9/17. 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 11/1512:00 pm -
Nonstop3h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Allegiant Air logo]()
$39
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Sun 11/226:48 pm -
Nonstop3h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Allegiant Air logo]()
$42
This CheapOair deal was found by Cheapflights users on 9/17. 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 12/136:49 pm -
Nonstop3h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Allegiant Air logo]()
$45
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Sat 10/312:39 pm -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Breeze Airways logo]()
$70
This CheapOair deal was found by Cheapflights users on 9/22. 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 11/155:37 pm -
Nonstop3h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Allegiant Air logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Sat 10/3112:39 pm -
1 stop4h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Breeze Airways logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 9/21. 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.
Sun 12/1311:06 am -
Nonstop3h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Breeze Airways logo]()
$79
This CheapOair deal was found by Cheapflights users on 9/21. 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.
Wed 10/1412:39 pm -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Breeze Airways logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 9/19. 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.
Sat 10/1712:39 pm -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Breeze Airways logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 9/19. 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.
Sun 12/66:49 pm -
1 stop12h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Multiple Airlines logo]()
$82
Find flight deals from Stewart to Florida
Keep the following information in mind while searching for Stewart to Florida flight deals. Data was last updated September 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $72 (CheapOair) |
One-way from | $34 (CheapOair) |
Popular in | August |
Cheapest in | January |
Average price | $253 |
Cheapflights Fare Finder
Customize your flight search to find flights from Stewart 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 7,457,451 searches. Data last updated September 22, 2026.
Use the filters below to find and compare flights from New Windsor to Florida that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New WindsorFort Lauderdale
SWF New Windsor Stewart - FLL Fort Lauderdale
SWFFLL
New Windsor Stewart
Thu 12/10
6:49 pm-10:12 pm
Nonstop3h 23m
Fort Lauderdale
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$39
New WindsorFort Lauderdale
SWF New Windsor Stewart - FLL Fort Lauderdale
SWFFLL
New Windsor Stewart
Sun 10/25
11:58 am-3:20 pm
Nonstop3h 22m
Fort Lauderdale
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$57
New WindsorFort Lauderdale
SWF New Windsor Stewart - FLL Fort Lauderdale
SWFFLL
New Windsor Stewart
Thu 10/22
10:38 am-2:00 pm
Nonstop3h 22m
Fort Lauderdale
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$66
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Sun 12/13
11:06 am-2:25 pm
Nonstop3h 19m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$79
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Sun 12/6
11:06 am-2:25 pm
Nonstop3h 19m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$88
New WindsorTampa
SWF New Windsor Stewart - PIE Tampa St. Petersburg
SWFPIE
New Windsor Stewart
Thu 12/10
10:38 am-1:49 pm
Nonstop3h 11m
Tampa St. Petersburg
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$94
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Sat 12/5
12:39 pm-8:50 pm
1 stop8h 11m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$95
New WindsorFort Lauderdale
SWF New Windsor Stewart - FLL Fort Lauderdale
SWFFLL
New Windsor Stewart
Thu 12/17
12:07 pm-3:23 pm
Nonstop3h 16m
Fort Lauderdale
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$98
New WindsorFort Lauderdale
SWF New Windsor Stewart - FLL Fort Lauderdale
SWFFLL
New Windsor Stewart
Sun 10/4
11:48 am-3:10 pm
Nonstop3h 22m
Fort Lauderdale
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$98
New WindsorTampa
SWF New Windsor Stewart - PIE Tampa St. Petersburg
SWFPIE
New Windsor Stewart
Thu 11/12
5:27 pm-8:36 pm
Nonstop3h 09m
Tampa St. Petersburg
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$103
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Stewart to Florida
Have a flexible travel schedule? Discover the best time to fly to Florida from Stewart with our price prediction graph.
SWF-FLL
SWF-MCO
SWF-PIE
SWF-PNS
SWF-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 New Windsor to Florida
SWF-USFL
SWF-FLL
SWF-MCO
SWF-PIE
SWF-PNS
What is the cheapest month to book a flight from New Windsor to Florida?
Currently, January is the cheapest month in which you can book a flight from New Windsor to Florida (average of $172). Flying from New Windsor to Florida in August is currently the most expensive (average of $273). 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 SWF to FL?
Find hourly flight availability from Stewart 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 September 22, 2026.
It’s typically best to fly out from New Windsor to Florida in the afternoon. Doing so could potentially save you 52% on the flight price compared to flying at noon, which is usually more expensive.
How far ahead should I book a flight from New Windsor to Florida?
Booking 65 days in advance of your planned departure date is, on average, the best time to get cheap flights from New Windsor to Florida. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from New Windsor to Florida?
Use this chart to determine the cheapest time to fly round-trip from Stewart to Florida. Price data was last updated on September 19, 2026.
Travelers seeking maximum savings on their New Windsor to Florida flight should consider departing on Friday mornings when fares are most often at their lowest. Wednesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
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 September 22, 2026.
Peruse reviews from past customers who have flown with Breeze Airways,Allegiant Air, andJetBlue from New Windsor to Florida to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.8
Comfort
8.2
Overall
8.2
Entertainment
6.8
Boarding
8.4
Food
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Comfort
8.2
Overall
8.2
Entertainment
6.8
Boarding
8.4
Food
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Comfort
8.2
Overall
8.2
Entertainment
6.8
Boarding
8.4
Food
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Comfort
8.2
Overall
8.2
Entertainment
6.8
Boarding
8.4
Food
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
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Stewart and Florida flights
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Top 3 airlines flying from Stewart to Florida
Discover the top 3 airlines that operate flights from Stewart 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 7,457,451 searches. Data last updated September 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$82 | Average$206 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$108 | Average$285 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$128 | Average$235 | FlexibilityNo cancel fee | On-timeN/A |