$34+ Cheap flights from New Windsor (SWF) 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIA
Sep 9 — Sep 161
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 August 10, 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 August 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Thu 10/1510:18 am -
Nonstop3h 22m
Thu 10/226:40 am -
Nonstop3h 08m
Deal found 8/7![Allegiant Air logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Thu 10/1510:18 am -
Nonstop3h 22m
Sun 10/187:55 am -
Nonstop3h 08m
Deal found 8/7![Allegiant Air logo]()
$70
This CheapOair deal was found by Cheapflights users on 8/7. 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.
Thu 10/110:28 am -
Nonstop3h 22m
Sun 10/47:50 am -
Nonstop3h 08m
Deal found 8/7![Allegiant Air logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Sun 11/812:00 pm -
Nonstop3h 22m
Thu 11/127:00 am -
Nonstop3h 10m
Deal found 8/6![Allegiant Air logo]()
$77
This CheapOair deal was found by Cheapflights users on 8/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:28 am -
Nonstop3h 22m
Sun 10/187:55 am -
Nonstop3h 08m
Deal found 8/5![Allegiant Air logo]()
$81
This CheapOair deal was found by Cheapflights users on 8/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:31 pm -
Nonstop3h 12m
Thu 9/33:30 pm -
Nonstop3h 10m
Deal found 8/5![Allegiant Air logo]()
$82
This eDestinos deal was found by Cheapflights users on 8/8. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:36 pm -
Nonstop3h 08m
Fri 9/251:57 pm -
Nonstop2h 49m
Deal found 8/8![Allegiant Air logo]()
$89
This Mytrip deal was found by Cheapflights users on 8/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:36 pm -
Nonstop3h 00m
Sun 10/43:31 pm -
Nonstop2h 48m
Deal found 8/5![Allegiant Air logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 9/115:36 pm -
Nonstop3h 08m
Fri 10/27:30 am -
Nonstop2h 59m
Deal found 8/5![Allegiant Air logo]()
$111
This CheapOair deal was found by Cheapflights users on 8/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:13 am -
Nonstop3h 01m
Sun 9/137:35 am -
Nonstop2h 48m
Deal found 8/5![Allegiant Air logo]()
$114
This Mytrip deal was found by Cheapflights users on 8/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:13 am -
Nonstop3h 01m
Sun 9/277:35 am -
Nonstop2h 48m
Deal found 8/8![Allegiant Air logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Fri 9/1112:16 pm -
1 stop4h 39m
Sun 9/137:20 am -
Nonstop2h 56m
Deal found 8/7![Breeze Airways logo]()
$128
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 August 10, 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 August 10, 2026.
This CheapOair deal was found by Cheapflights users on 8/7. 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.
Thu 10/1510:18 am -
Nonstop3h 22m
Sun 10/187:55 am -
Nonstop3h 08m
Deal found 8/7![Allegiant Air logo]()
$87
This Booking.com deal was found by Cheapflights users on 8/9. 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 9/212:05 pm -
1 stop11h 39m
Wed 9/97:05 am -
1 stop4h 34m
Deal found 8/9![Breeze Airways logo]()
$154
This eDestinos deal was found by Cheapflights users on 8/5. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:36 pm -
Nonstop3h 08m
Fri 9/251:57 pm -
Nonstop2h 49m
Deal found 8/5![Allegiant Air logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Fri 9/255:36 pm -
Nonstop3h 08m
Fri 10/23:13 pm -
3 stops20h 26m
Deal found 8/6![Multiple Airlines logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 9/115:36 pm -
Nonstop3h 08m
Fri 10/27:30 am -
Nonstop2h 59m
Deal found 8/5![Allegiant Air logo]()
$111
This Cheapflightsfares deal was found by Cheapflights users on 8/8. 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.
Fri 9/115:36 pm -
Nonstop3h 08m
Fri 9/181:57 pm -
Nonstop2h 49m
Deal found 8/8![Allegiant Air logo]()
$117
This Mytrip deal was found by Cheapflights users on 8/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:13 am -
Nonstop3h 01m
Sun 9/277:35 am -
Nonstop2h 48m
Deal found 8/8![Allegiant Air logo]()
$118
This Cheapflightsfares deal was found by Cheapflights users on 8/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:36 pm -
Nonstop3h 08m
Mon 9/212:07 pm -
Nonstop2h 49m
Deal found 8/5![Allegiant Air logo]()
$123
This Breeze Airways deal was found by Cheapflights users on 8/9. 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 9/1412:16 pm -
1 stop4h 39m
Thu 9/177:20 am -
Nonstop2h 56m
Deal found 8/9![Breeze Airways logo]()
$195
This Breeze Airways deal was found by Cheapflights users on 8/6. 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.
Sat 8/2912:05 pm -
1 stop11h 39m
Fri 9/47:17 am -
1 stop4h 20m
Deal found 8/6![Breeze Airways logo]()
$196
This Cheapflightsfares deal was found by Cheapflights users on 8/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/119:42 am -
Nonstop3h 18m
Thu 12/241:56 pm -
Nonstop2h 50m
Deal found 8/6![Allegiant Air logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Sat 10/1012:39 pm -
1 stop11h 05m
Sat 10/177:00 am -
1 stop4h 39m
Deal found 8/8![Breeze Airways logo]()
$196
This CheapOair deal was found by Cheapflights users on 8/7. 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.
Thu 9/311:13 am -
Nonstop3h 01m
Sun 9/67:35 am -
Nonstop2h 48m
Deal found 8/7![Allegiant Air logo]()
$143
This Breeze Airways deal was found by Cheapflights users on 8/5. 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 9/1710:56 am -
Nonstop3h 19m
Sun 9/207:20 am -
Nonstop2h 56m
Deal found 8/5![Breeze Airways logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/2112:16 pm -
1 stop6h 19m
Fri 9/256:05 am -
1 stop6h 46m
Deal found 8/7![Multiple Airlines logo]()
$273
This Mytrip deal was found by Cheapflights users on 8/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:13 am -
Nonstop3h 01m
Sun 9/277:35 am -
Nonstop2h 48m
Deal found 8/7![Allegiant Air logo]()
$148
This Breeze Airways deal was found by Cheapflights users on 8/6. 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.
Sat 9/2612:39 pm -
1 stop4h 38m
Sat 10/37:00 am -
1 stop4h 39m
Deal found 8/6![Breeze Airways logo]()
$199
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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 9/77:07 pm -
Nonstop3h 08m
Mon 9/142:07 pm -
Nonstop2h 49m
Deal found 8/10![Allegiant Air logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 8/2710:33 am -
1 stop24h 54m
Fri 9/412:07 pm -
2 stops23h 18m
Deal found 8/9![Multiple Airlines logo]()
$310
This Breeze Airways deal was found by Cheapflights users on 8/5. 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 10/1712:39 pm -
1 stop4h 33m
Sun 11/17:20 am -
Nonstop2h 56m
Deal found 8/5![Breeze Airways logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 9/1711:13 am -
Nonstop3h 01m
Thu 9/247:35 am -
Nonstop2h 48m
Deal found 8/5![Allegiant Air logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/307:31 pm -
2 stops18h 01m
Fri 9/43:30 pm -
1 stop19h 55m
Deal found 8/10![Multiple Airlines logo]()
$317
This Breeze Airways deal was found by Cheapflights users on 8/5. 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 9/1912:39 pm -
1 stop11h 03m
Sat 10/107:05 am -
1 stop4h 34m
Deal found 8/5![Breeze Airways logo]()
$218
This CheapOair deal was found by Cheapflights users on 8/7. 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.
Sun 10/187:14 pm -
Nonstop3h 00m
Thu 10/221:21 pm -
Nonstop2h 48m
Deal found 8/7![Allegiant Air logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Mon 8/3111:56 am -
2 stops25h 36m
Fri 9/43:30 pm -
1 stop19h 55m
Deal found 8/5![Multiple Airlines logo]()
$329
This Breeze Airways deal was found by Cheapflights users on 8/8. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/712:39 pm -
1 stop9h 34m
Sat 11/147:00 am -
1 stop4h 39m
Deal found 8/8![Breeze Airways logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/2912:05 pm -
2 stops25h 27m
Fri 9/43:30 pm -
1 stop19h 55m
Deal found 8/10![Multiple Airlines logo]()
$333
This Breeze Airways deal was found by Cheapflights users on 8/8. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/810:56 am -
Nonstop3h 19m
Fri 10/167:20 am -
1 stop4h 16m
Deal found 8/8![Breeze Airways logo]()
$228
This CheapOair deal was found by Cheapflights users on 8/6. 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.
Thu 11/55:27 pm -
Nonstop3h 09m
Thu 11/121:45 pm -
Nonstop2h 52m
Deal found 8/6![Allegiant Air logo]()
$178
This Breeze Airways deal was found by Cheapflights users on 8/5. 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.
Wed 10/1412:39 pm -
1 stop4h 38m
Sat 10/177:00 am -
1 stop4h 39m
Deal found 8/5![Breeze Airways logo]()
$228
Last-minute flights from Stewart to FloridaDiscover last-minute flight deals from Stewart to Florida. Data last updated August 10, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to Florida. Data last updated August 10, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 8/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:31 pm -
Nonstop3h 12m
Thu 9/33:30 pm -
Nonstop3h 10m
Deal found 8/5![Allegiant Air logo]()
$82
This CheapOair deal was found by Cheapflights users on 8/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/307:31 pm -
Nonstop3h 12m
Thu 9/33:30 pm -
Nonstop3h 10m
Deal found 8/8![Allegiant Air logo]()
$89
This eDestinos deal was found by Cheapflights users on 8/8. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:30 pm -
Nonstop3h 22m
Sun 9/63:30 pm -
Nonstop3h 10m
Deal found 8/8![Allegiant Air logo]()
$114
This CheapOair deal was found by Cheapflights users on 8/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/311:13 am -
Nonstop3h 01m
Sun 9/137:35 am -
Nonstop2h 48m
Deal found 8/5![Allegiant Air logo]()
$136
This CheapOair deal was found by Cheapflights users on 8/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:13 am -
Nonstop3h 01m
Sun 9/137:35 am -
Nonstop2h 48m
Deal found 8/5![Allegiant Air logo]()
$114
This Mytrip deal was found by Cheapflights users on 8/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:13 am -
Nonstop3h 01m
Sun 9/277:35 am -
Nonstop2h 48m
Deal found 8/8![Allegiant Air logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 9/115:36 pm -
Nonstop3h 08m
Fri 10/27:30 am -
Nonstop2h 59m
Deal found 8/5![Allegiant Air logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Fri 9/1112:16 pm -
1 stop4h 39m
Sun 9/137:20 am -
Nonstop2h 56m
Deal found 8/7![Breeze Airways logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Fri 9/1112:16 pm -
1 stop4h 39m
Thu 9/177:20 am -
Nonstop2h 56m
Deal found 8/6![Breeze Airways logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Fri 9/1112:16 pm -
1 stop4h 39m
Mon 9/147:20 am -
1 stop4h 16m
Deal found 8/7![Breeze Airways logo]()
$136
This eDestinos deal was found by Cheapflights users on 8/8. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:36 pm -
Nonstop3h 08m
Fri 9/251:57 pm -
Nonstop2h 49m
Deal found 8/8![Allegiant Air logo]()
$89
This Mytrip deal was found by Cheapflights users on 8/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:13 am -
Nonstop3h 01m
Sun 9/277:35 am -
Nonstop2h 48m
Deal found 8/6![Allegiant Air logo]()
$129
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 August 10, 2026.
Search for one-way flight options from Stewart to Florida. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 10/2910:38 am -
Nonstop3h 22m
Deal found 8/5![Allegiant Air logo]()
$34
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Thu 10/1510:18 am -
Nonstop3h 22m
Deal found 8/7![Allegiant Air logo]()
$35
This CheapOair deal was found by Cheapflights users on 8/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/411:48 am -
Nonstop3h 22m
Deal found 8/5![Allegiant Air logo]()
$37
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Sun 10/1811:53 am -
Nonstop3h 22m
Deal found 8/7![Allegiant Air logo]()
$39
This Cheapflightsfares deal was found by Cheapflights users on 8/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:28 am -
Nonstop3h 22m
Deal found 8/6![Allegiant Air logo]()
$42
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 9/37:30 pm -
Nonstop3h 22m
Deal found 8/5![Allegiant Air logo]()
$47
This CheapOair deal was found by Cheapflights users on 8/7. 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.
Sun 8/307:31 pm -
Nonstop3h 12m
Deal found 8/7![Allegiant Air logo]()
$48
This Mytrip deal was found by Cheapflights users on 8/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:36 pm -
Nonstop3h 08m
Deal found 8/5![Allegiant Air logo]()
$59
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Fri 9/1112:16 pm -
1 stop4h 39m
Deal found 8/7![Breeze Airways logo]()
$60
This CheapOair deal was found by Cheapflights users on 8/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:36 pm -
Nonstop3h 00m
Deal found 8/5![Allegiant Air logo]()
$60
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 10/257:19 pm -
Nonstop3h 00m
Deal found 8/9![Allegiant Air logo]()
$65
This CheapOair deal was found by Cheapflights users on 8/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/512:16 pm -
1 stop4h 39m
Deal found 8/5![Breeze Airways logo]()
$66
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 August 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $69 (Kiwi.com) |
One-way from | $34 (Kiwi.com) |
Popular in | April |
Cheapest in | September |
Average price | $270 |
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 2,558,603 searches. Data last updated August 10, 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 10/15
10:18 am-1:40 pm
Nonstop3h 22m
Fort Lauderdale
Sun 10/18
7:55 am-11:03 am
Nonstop3h 08m
$87
New WindsorPunta Gorda
SWF New Windsor Stewart - PGD Punta Gorda
SWFPGD
New Windsor Stewart
Fri 9/18
5:36 pm-8:44 pm
Nonstop3h 08m
Punta Gorda
Fri 9/25
1:57 pm-4:46 pm
Nonstop2h 49m
$94
New WindsorPunta Gorda
SWF New Windsor Stewart - PGD Punta Gorda
SWFPGD
New Windsor Stewart
Fri 9/11
5:36 pm-8:44 pm
Nonstop3h 08m
Punta Gorda
Fri 10/2
7:30 am-10:29 am
Nonstop2h 59m
$111
New WindsorPunta Gorda
SWF New Windsor Stewart - PGD Punta Gorda
SWFPGD
New Windsor Stewart
Fri 9/11
5:36 pm-8:44 pm
Nonstop3h 08m
Punta Gorda
Fri 9/18
1:57 pm-4:46 pm
Nonstop2h 49m
$117
New WindsorTampa
SWF New Windsor Stewart - PIE Tampa St. Petersburg
SWFPIE
New Windsor Stewart
Thu 9/10
11:13 am-2:14 pm
Nonstop3h 01m
Tampa St. Petersburg
Sun 9/27
7:35 am-10:23 am
Nonstop2h 48m
$118
New WindsorPunta Gorda
SWF New Windsor Stewart - PGD Punta Gorda
SWFPGD
New Windsor Stewart
Fri 9/18
5:36 pm-8:44 pm
Nonstop3h 08m
Punta Gorda
Mon 9/21
2:07 pm-4:56 pm
Nonstop2h 49m
$123
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
Thu 12/24
1:56 pm-4:46 pm
Nonstop2h 50m
$142
New WindsorTampa
SWF New Windsor Stewart - PIE Tampa St. Petersburg
SWFPIE
New Windsor Stewart
Thu 9/3
11:13 am-2:14 pm
Nonstop3h 01m
Tampa St. Petersburg
Sun 9/6
7:35 am-10:23 am
Nonstop2h 48m
$143
New WindsorTampa
SWF New Windsor Stewart - PIE Tampa St. Petersburg
SWFPIE
New Windsor Stewart
Thu 9/24
11:13 am-2:14 pm
Nonstop3h 01m
Tampa St. Petersburg
Sun 9/27
7:35 am-10:23 am
Nonstop2h 48m
$148
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Wed 9/2
12:05 pm-11:44 pm
1 stop11h 39m
Orlando
Wed 9/9
7:05 am-11:39 am
1 stop4h 34m
$154
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-PGD
SWF-MCO
SWF-PIE
SWF-JAX
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-PGD
SWF-MCO
SWF-PIE
What is the cheapest month to book a flight from New Windsor to Florida?
Currently, September is the cheapest month in which you can book a flight from New Windsor to Florida (average of $128). Flying from New Windsor to Florida in March is currently the most expensive (average of $266). 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 August 10, 2026.
It’s typically best to fly out from New Windsor to Florida in the afternoon. Doing so could potentially save you 51% on the flight price compared to flying at noon, which is usually more expensive.
How much does it cost to fly round-trip from New Windsor to Florida?
Airfare is typical for this route at the moment.
New Windsor to Florida flights typically cost between $292 and $412 in August.The cheapest round-trip price found within the last 5 days was $317 on Multiple Airlines (Aug 28-Sep 4).
How far ahead should I book a flight from New Windsor to Florida?
Booking 50 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 August 8, 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 August 10, 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.
Entertainment
6.7
Boarding
8.3
Crew
8.7
Overall
8.2
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.7
Boarding
8.3
Crew
8.7
Overall
8.2
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.7
Boarding
8.3
Crew
8.7
Overall
8.2
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.7
Boarding
8.3
Crew
8.7
Overall
8.2
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.7
Boarding
8.3
Crew
8.7
Overall
8.2
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
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Complete your trip
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Stewart and Florida flights
Browse other Stewart and Florida flight options. Last updated on August 10, 2026.
Popular flight searches
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Stewart to 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 2,558,603 searches. Data last updated August 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$43 | Average$148 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$49 | Average$198 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$108 | Average$275 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$128 | Average$208 | FlexibilityNo cancel fee | On-timeN/A |