$41+ 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 11/22. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIA
Dec 8 — Dec 151
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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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 November 8, 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 November 8, 2026.
This CheapOair deal was found by Cheapflights users on 11/6. 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 12/178:10 am -
Nonstop3h 07m
Deal found 11/6![Allegiant Air logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/136:49 pm -
Nonstop3h 23m
Thu 12/178:10 am -
Nonstop3h 07m
Deal found 11/3![Allegiant Air logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/136:49 pm -
Nonstop3h 23m
Thu 1/74:06 pm -
Nonstop3h 05m
Deal found 11/3![Allegiant Air logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 -
Nonstop3h 23m
Thu 1/74:06 pm -
Nonstop3h 05m
Deal found 11/5![Allegiant Air logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 11/3. 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
Thu 12/178:10 am -
Nonstop3h 07m
Deal found 11/3![Allegiant Air logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/1212:39 pm -
1 stop11h 03m
Thu 1/77:20 am -
Nonstop2h 56m
Deal found 11/3![Breeze Airways logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/412:16 pm -
1 stop10h 12m
Sat 12/57:00 am -
1 stop4h 49m
Deal found 11/5![Breeze Airways logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/912:29 pm -
1 stop11h 13m
Thu 12/247:30 am -
Nonstop2h 56m
Deal found 11/4![Breeze Airways logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/1412:16 pm -
1 stop4h 39m
Fri 1/86:30 am -
1 stop4h 27m
Deal found 11/3![Breeze Airways logo]()
$172
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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.
Fri 12/185:46 pm -
Nonstop3h 14m
Thu 12/241:56 pm -
Nonstop2h 50m
Deal found 11/4![Allegiant Air logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 12/1612:29 pm -
1 stop4h 57m
Wed 1/67:00 am -
1 stop4h 49m
Deal found 11/6![Breeze Airways logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/1412:16 pm -
1 stop4h 39m
Thu 1/77:20 am -
Nonstop2h 56m
Deal found 11/3![Breeze Airways logo]()
$174
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 November 8, 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 November 8, 2026.
This CheapOair deal was found by Cheapflights users on 11/4. 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 1/2211:01 am -
Nonstop3h 29m
Mon 1/257:20 am -
Nonstop2h 51m
Deal found 11/4![Allegiant Air logo]()
$122
This Breeze Airways deal was found by Cheapflights users on 11/4. 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.
Mon 1/1111:58 am -
1 stop9h 55m
Sat 1/167:00 am -
1 stop4h 49m
Deal found 11/4![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 11/7. 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 1/412:16 pm -
1 stop6h 19m
Thu 1/148:30 am -
Nonstop3h 05m
Deal found 11/7![Multiple Airlines logo]()
$183
This Flightnetwork deal was found by Cheapflights users on 11/6. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2110:53 am -
Nonstop3h 18m
Sun 1/247:10 am -
Nonstop2h 53m
Deal found 11/6![Allegiant Air logo]()
$143
This Breeze Airways deal was found by Cheapflights users on 11/5. 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 1/912:29 pm -
1 stop11h 13m
Fri 1/156:30 am -
1 stop4h 27m
Deal found 11/5![Breeze Airways logo]()
$176
This Cheapflightsfares deal was found by Cheapflights users on 11/3. 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.
Mon 1/411:40 am -
Nonstop3h 14m
Fri 1/86:00 am -
Nonstop2h 51m
Deal found 11/3![Allegiant Air logo]()
$172
This Breeze Airways deal was found by Cheapflights users on 11/6. 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 1/1312:29 pm -
1 stop11h 13m
Fri 1/226:30 am -
1 stop4h 27m
Deal found 11/6![Breeze Airways logo]()
$176
This Breeze Airways deal was found by Cheapflights users on 11/6. 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 12/212:29 pm -
1 stop11h 13m
Sat 12/57:05 am -
1 stop4h 44m
Deal found 11/6![Breeze Airways logo]()
$178
This CheapOair deal was found by Cheapflights users on 11/7. 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 12/185:46 pm -
Nonstop3h 14m
Thu 12/241:56 pm -
Nonstop2h 50m
Deal found 11/7![Allegiant Air logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 1/2112:25 pm -
Nonstop3h 37m
Thu 1/2812:10 pm -
1 stop5h 43m
Deal found 11/5![Multiple Airlines logo]()
$234
This Breeze Airways deal was found by Cheapflights users on 11/5. 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 1/3012:29 pm -
1 stop11h 13m
Sun 1/317:20 am -
Nonstop2h 56m
Deal found 11/5![Breeze Airways logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 -
1 stop12h 22m
Wed 12/27:00 am -
1 stop4h 49m
Deal found 11/4![Multiple Airlines logo]()
$235
This Breeze Airways deal was found by Cheapflights users on 11/4. 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 1/912:29 pm -
1 stop5h 01m
Sat 1/167:00 am -
1 stop4h 49m
Deal found 11/4![Breeze Airways logo]()
$181
This Cheapflightsfares deal was found by Cheapflights users on 11/8. 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.
Mon 12/215:46 pm -
Nonstop3h 14m
Mon 12/288:00 am -
Nonstop2h 50m
Deal found 11/8![Allegiant Air logo]()
$202
This Breeze Airways deal was found by Cheapflights users on 11/6. 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 12/212:29 pm -
1 stop11h 13m
Wed 12/97:05 am -
1 stop4h 44m
Deal found 11/6![Breeze Airways logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 11/167:04 pm -
Nonstop2h 49m
Fri 11/208:00 am -
Nonstop2h 39m
Deal found 11/6![Allegiant Air logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 stop8h 18m
Thu 1/712:10 pm -
1 stop5h 43m
Deal found 11/3![Multiple Airlines logo]()
$256
This Breeze Airways deal was found by Cheapflights users on 11/3. 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 11/1812:39 pm -
1 stop4h 38m
Sat 12/57:00 am -
1 stop4h 49m
Deal found 11/3![Breeze Airways logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 1/108:01 pm -
2 stops21h 58m
Sun 1/247:10 am -
Nonstop2h 53m
Deal found 11/5![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 4/266:26 pm -
Nonstop3h 07m
Mon 5/32:55 pm -
Nonstop2h 58m
Deal found 11/4![Allegiant Air logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/135:30 pm -
Nonstop2h 49m
Fri 11/208:00 am -
Nonstop2h 39m
Deal found 11/3![Allegiant Air logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 12/1912:29 pm -
2 stops10h 12m
Wed 1/67:00 am -
1 stop4h 49m
Deal found 11/6![Multiple Airlines logo]()
$309
This Breeze Airways deal was found by Cheapflights users on 11/3. 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 2/312:29 pm -
1 stop11h 13m
Mon 2/86:30 am -
1 stop4h 27m
Deal found 11/3![Breeze Airways logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 1/16:41 pm -
Nonstop3h 07m
Thu 1/77:10 am -
Nonstop2h 53m
Deal found 11/8![Allegiant Air logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 1/1811:01 am -
Nonstop3h 29m
Fri 1/222:41 pm -
3 stops43h 22m
Deal found 11/6![Multiple Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 1/1312:29 pm -
1 stop6h 02m
Thu 1/1411:28 am -
1 stop23h 29m
Deal found 11/5![Breeze Airways logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 1/16:41 pm -
Nonstop3h 07m
Sun 1/107:10 am -
Nonstop2h 53m
Deal found 11/8![Allegiant Air logo]()
$252
This CheapOair deal was found by Cheapflights users on 11/7. 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 11/2311:29 am -
Nonstop2h 55m
Mon 12/283:31 pm -
Nonstop2h 40m
Deal found 11/7![Allegiant Air logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 1/412:16 pm -
2 stops27h 45m
Fri 1/86:00 am -
Nonstop2h 51m
Deal found 11/3![Multiple Airlines logo]()
$349
This Breeze Airways deal was found by Cheapflights users on 11/5. 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 1/710:56 am -
Nonstop3h 19m
Thu 1/147:20 am -
Nonstop2h 56m
Deal found 11/5![Breeze Airways logo]()
$273
Last-minute flights from Stewart to FloridaDiscover last-minute flight deals from Stewart to Florida. Data last updated November 8, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to Florida. Data last updated November 8, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/412:16 pm -
1 stop10h 12m
Sat 12/57:00 am -
1 stop4h 49m
Deal found 11/5![Breeze Airways logo]()
$164
This CheapOair deal was found by Cheapflights users on 11/6. 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 12/178:10 am -
Nonstop3h 07m
Deal found 11/6![Allegiant Air logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 -
Nonstop3h 23m
Thu 1/74:06 pm -
Nonstop3h 05m
Deal found 11/5![Allegiant Air logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/912:29 pm -
1 stop11h 13m
Thu 12/247:30 am -
Nonstop2h 56m
Deal found 11/4![Breeze Airways logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 11/3. 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
Thu 12/178:10 am -
Nonstop3h 07m
Deal found 11/3![Allegiant Air logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/1212:39 pm -
1 stop11h 03m
Thu 1/77:20 am -
Nonstop2h 56m
Deal found 11/3![Breeze Airways logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/136:49 pm -
Nonstop3h 23m
Thu 12/178:10 am -
Nonstop3h 07m
Deal found 11/3![Allegiant Air logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/136:49 pm -
Nonstop3h 23m
Thu 1/74:06 pm -
Nonstop3h 05m
Deal found 11/3![Allegiant Air logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/1412:16 pm -
1 stop4h 39m
Fri 1/86:30 am -
1 stop4h 27m
Deal found 11/3![Breeze Airways logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/1412:16 pm -
1 stop4h 39m
Thu 1/77:20 am -
Nonstop2h 56m
Deal found 11/3![Breeze Airways logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 12/1612:29 pm -
1 stop4h 57m
Wed 1/67:00 am -
1 stop4h 49m
Deal found 11/6![Breeze Airways logo]()
$172
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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.
Fri 12/185:46 pm -
Nonstop3h 14m
Thu 12/241:56 pm -
Nonstop2h 50m
Deal found 11/4![Allegiant Air logo]()
$172
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 November 8, 2026.
Search for one-way flight options from Stewart to Florida. Find affordable one-way fares based on user searches. Data last updated November 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/3![Allegiant Air logo]()
$41
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 1/1712:25 pm -
Nonstop3h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Allegiant Air logo]()
$42
This CheapOair deal was found by Cheapflights users on 11/4. 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 11/4![Allegiant Air logo]()
$43
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/167:04 pm -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Allegiant Air logo]()
$58
This Kissandfly.com deal was found by Cheapflights users on 11/6. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/2410:53 am -
Nonstop3h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Allegiant Air logo]()
$65
This Kissandfly.com deal was found by Cheapflights users on 11/7. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/2111:25 am -
Nonstop3h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Allegiant Air logo]()
$66
This Kissandfly.com deal was found by Cheapflights users on 11/6. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/207:15 pm -
Nonstop3h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Allegiant Air logo]()
$67
This CheapOair deal was found by Cheapflights users on 11/4. 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 1/3110:53 am -
Nonstop3h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Allegiant Air logo]()
$72
This CheapOair deal was found by Cheapflights users on 11/7. 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 12/119:42 am -
Nonstop3h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Allegiant Air logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 12/1212:29 pm -
1 stop4h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Breeze Airways logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 1/1710:56 am -
Nonstop3h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Breeze Airways logo]()
$77
This Booking.com deal was found by Cheapflights users on 11/5. 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 12/512:29 pm -
1 stop11h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Breeze Airways logo]()
$80
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 November 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $75 (Kiwi.com) |
One-way from | $41 (Kiwi.com) |
Popular in | August |
Cheapest in | January |
Average price | $295 |
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 November 8, 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 WindsorTampa
SWF New Windsor Stewart - PIE Tampa St. Petersburg
SWFPIE
New Windsor Stewart
Sun 2/21
11:25 am-2:34 pm
Nonstop3h 09m
Tampa St. Petersburg
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$66
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
$66
New WindsorPunta Gorda
SWF New Windsor Stewart - PGD Punta Gorda
SWFPGD
New Windsor Stewart
Fri 12/11
9:42 am-1:00 pm
Nonstop3h 18m
Punta Gorda
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$76
New WindsorFort Myers
SWF New Windsor Stewart - RSW Fort Myers SW Florida Intl
SWFRSW
New Windsor Stewart
Sat 12/5
12:29 pm-5:30 pm
1 stop5h 01m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$80
New WindsorPunta Gorda
SWF New Windsor Stewart - PGD Punta Gorda
SWFPGD
New Windsor Stewart
Wed 2/17
3:46 pm-6:59 pm
Nonstop3h 13m
Punta Gorda
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$83
New WindsorOrlando
SWF New Windsor Stewart - SFB Orlando Sanford Intl
SWFSFB
New Windsor Stewart
Mon 12/14
11:03 am-1:52 pm
Nonstop2h 49m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$83
New WindsorTampa
SWF New Windsor Stewart - PIE Tampa St. Petersburg
SWFPIE
New Windsor Stewart
Sun 12/13
10:38 am-1:49 pm
Nonstop3h 11m
Tampa St. Petersburg
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$85
New WindsorFort Myers
SWF New Windsor Stewart - RSW Fort Myers SW Florida Intl
SWFRSW
New Windsor Stewart
Wed 2/3
12:29 pm-5:30 pm
1 stop5h 01m
Fort Myers SW Florida Intl
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 1/28
10:53 am-2:11 pm
Nonstop3h 18m
Tampa St. Petersburg
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$89
New WindsorTampa
SWF New Windsor Stewart - TPA Tampa
SWFTPA
New Windsor Stewart
Wed 12/16
12:29 pm-5:26 pm
1 stop4h 57m
Tampa
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$91
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-SFB
SWF-PIE
SWF-PGD
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-SFB
SWF-PIE
SWF-PGD
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 $173). Flying from New Windsor to Florida in August is currently the most expensive (average of $277). 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 November 8, 2026.
It’s typically best to fly out from New Windsor to Florida in the afternoon. Doing so could potentially save you 47% 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 74 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 November 7, 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. Tuesday 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 November 8, 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.
Comfort
8.2
Overall
8.2
Boarding
8.4
Entertainment
6.8
Crew
8.8
Food
6.7
Reviews
1 / 18
10.0
ExcellentJames,Oct 2026
RSW - RDU
Comfort
8.2
Overall
8.2
Boarding
8.4
Entertainment
6.8
Crew
8.8
Food
6.7
Reviews
1 / 18
10.0
ExcellentJames,Oct 2026
RSW - RDU
Comfort
8.2
Overall
8.2
Boarding
8.4
Entertainment
6.8
Crew
8.8
Food
6.7
Reviews
1 / 18
10.0
ExcellentJames,Oct 2026
RSW - RDU
Comfort
8.2
Overall
8.2
Boarding
8.4
Entertainment
6.8
Crew
8.8
Food
6.7
Reviews
1 / 18
10.0
ExcellentJames,Oct 2026
RSW - RDU
Comfort
8.2
Overall
8.2
Boarding
8.4
Entertainment
6.8
Crew
8.8
Food
6.7
Reviews
1 / 18
10.0
ExcellentJames,Oct 2026
RSW - RDU
Related info for your journey
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Alternative routes for Stewart to Florida
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Complete your trip
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Stewart and Florida flights
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Top 4 airlines flying from Stewart to Florida
Discover the top 4 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 November 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$49 | Average$201 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$68 | Average$173 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$128 | Average$275 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$147 | Average$296 | FlexibilityNo cancel fee | On-time62% |