$110+ Cheap flights from Jacksonville to New Windsor (JAX - SWF)
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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SWF
Nov 26 — Dec 31
Round-trip
1 adult, Economy
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Find cheap flights from Jacksonville to Stewart 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 Jacksonville to Stewart
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Best
Last-minute
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Cheapest flights from Jacksonville to StewartExplore the most affordable flight options available from Jacksonville to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2026.
Explore the most affordable flight options available from Jacksonville to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Tue 12/85:06 pm -
1 stop18h 33m
Sun 1/108:01 pm -
1 stop11h 39m
Deal found 10/22![Multiple Airlines logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:55 pm -
2 stops17h 44m
Sun 1/108:01 pm -
1 stop11h 39m
Deal found 10/26![Multiple Airlines logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/85:06 pm -
1 stop18h 33m
Thu 12/106:49 pm -
1 stop13h 56m
Deal found 10/25![Multiple Airlines logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Fri 12/45:55 pm -
2 stops17h 44m
Sun 12/66:49 pm -
1 stop13h 56m
Deal found 10/22![Multiple Airlines logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:06 pm -
1 stop18h 33m
Mon 11/167:04 pm -
2 stops47h 07m
Deal found 10/24![Multiple Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 12/93:39 pm -
2 stops18h 47m
Sun 12/136:49 pm -
1 stop13h 56m
Deal found 10/23![Multiple Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/113:55 pm -
1 stop18h 15m
Sat 11/1412:39 pm -
2 stops29h 32m
Deal found 10/23![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 12/23:39 pm -
2 stops18h 47m
Thu 12/36:49 pm -
1 stop13h 56m
Deal found 10/23![Multiple Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/13:20 pm -
2 stops20h 19m
Sun 12/66:49 pm -
1 stop13h 56m
Deal found 10/24![Multiple Airlines logo]()
$289
Best flights from Jacksonville to StewartDiscover carefully curated flight deals from Jacksonville to Stewart that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 27, 2026.
Discover carefully curated flight deals from Jacksonville to Stewart that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Tue 12/85:06 pm -
1 stop18h 33m
Sun 1/108:01 pm -
1 stop11h 39m
Deal found 10/22![Multiple Airlines logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/233:56 pm -
1 stop18h 13m
Thu 12/36:49 pm -
1 stop13h 56m
Deal found 10/24![Multiple Airlines logo]()
$398
This KAYAK deal was found by Cheapflights users on 10/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/85:06 pm -
1 stop18h 33m
Sun 1/1010:56 am -
2 stops30h 49m
Deal found 10/22![Breeze Airways logo]()
$833
This Kiwi.com deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/205:59 pm -
2 stops17h 40m
Sun 11/226:48 pm -
1 stop13h 57m
Deal found 10/24![Multiple Airlines logo]()
$416
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/283:56 pm -
1 stop17h 49m
Sun 1/36:55 pm -
2 stops38h 50m
Deal found 10/25![Multiple Airlines logo]()
$445
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/283:56 pm -
1 stop17h 49m
Fri 1/112:16 pm -
2 stops20h 19m
Deal found 10/25![Multiple Airlines logo]()
$471
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 12/228:08 pm -
1 stop15h 31m
Sun 1/312:07 pm -
1 stop20h 38m
Deal found 10/23![Multiple Airlines logo]()
$484
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 12/194:00 pm -
1 stop19h 17m
Tue 12/2212:13 pm -
2 stops20h 22m
Deal found 10/23![Multiple Airlines logo]()
$517
This KAYAK deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/119:25 am -
2 stops26h 14m
Mon 12/1412:16 pm -
2 stops21h 29m
Deal found 10/25![Breeze Airways logo]()
$868
This KAYAK deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:25 am -
2 stops26h 14m
Mon 12/712:16 pm -
2 stops21h 29m
Deal found 10/26![Breeze Airways logo]()
$913
This KAYAK deal was found by Cheapflights users on 10/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/49:25 am -
2 stops26h 14m
Sun 12/611:06 am -
2 stops9h 22m
Deal found 10/22![Breeze Airways logo]()
$943
Last-minute flights from Jacksonville to StewartDiscover last-minute flight deals from Jacksonville to Stewart. Data last updated October 27, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Stewart. Data last updated October 27, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/313:55 pm -
1 stop20h 13m
Sat 11/712:39 pm -
2 stops44h 06m
Deal found 10/24![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/313:55 pm -
1 stop20h 13m
Sun 11/812:00 pm -
1 stop20h 45m
Deal found 10/24![Multiple Airlines logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:06 pm -
1 stop18h 33m
Mon 11/167:04 pm -
2 stops47h 07m
Deal found 10/24![Multiple Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Tue 11/105:06 pm -
1 stop18h 33m
Wed 11/1812:39 pm -
2 stops44h 06m
Deal found 10/22![Multiple Airlines logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/113:55 pm -
1 stop18h 15m
Sat 11/1412:39 pm -
2 stops29h 32m
Deal found 10/23![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/113:55 pm -
1 stop18h 15m
Mon 11/167:04 pm -
2 stops21h 22m
Deal found 10/26![Multiple Airlines logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:06 pm -
1 stop18h 33m
Thu 11/196:48 pm -
1 stop13h 57m
Deal found 10/26![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:06 pm -
1 stop18h 33m
Tue 11/2410:59 am -
1 stop21h 36m
Deal found 10/25![Multiple Airlines logo]()
$365
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/233:56 pm -
1 stop18h 13m
Wed 12/212:39 pm -
2 stops19h 56m
Deal found 10/23![Multiple Airlines logo]()
$359
One-way flights from Jacksonville to StewartSearch for one-way flight options from Jacksonville to Stewart. Find affordable one-way fares based on user searches. Data last updated October 27, 2026.
Search for one-way flight options from Jacksonville to Stewart. Find affordable one-way fares based on user searches. Data last updated October 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/63:55 pm -
1 stop27h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/133:55 pm -
1 stop19h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Multiple Airlines logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 12/85:06 pm -
1 stop18h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Breeze Airways logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Wed 12/23:39 pm -
2 stops18h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Multiple Airlines logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:55 pm -
2 stops17h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Multiple Airlines logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/122:50 pm -
2 stops20h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 12/75:47 pm -
3 stops41h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$130
Find flight deals from Jacksonville to Stewart
Discover tips and strategies to find the most affordable flight options for your journey from Jacksonville (JAX) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $225 (Kiwi.com) |
One-way from | $110 (Kiwi.com) |
Popular in | October |
Cheapest in | January |
Average price | $341 |
Cheapflights Fare Finder
Customize your flight search to find flights from Jacksonville to Stewart 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 October 27, 2026.
Use the filters below to find and compare flights from Jacksonville to New Windsor that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
JacksonvilleNew Windsor
JAX Jacksonville - SWF New Windsor Stewart
JAXSWF
Jacksonville
Wed 1/6
3:55 pm-7:11 pm
1 stop27h 16m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$110
JacksonvilleNew Windsor
JAX Jacksonville - SWF New Windsor Stewart
JAXSWF
Jacksonville
Mon 12/21
3:56 pm-9:45 am
1 stop17h 49m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$140
JacksonvilleNew Windsor
JAX Jacksonville - SWF New Windsor Stewart
JAXSWF
Jacksonville
Wed 12/9
3:39 pm-10:26 am
2 stops18h 47m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$144
JacksonvilleNew Windsor
JAX Jacksonville - SWF New Windsor Stewart
JAXSWF
Jacksonville
Tue 12/1
5:06 pm-11:39 am
1 stop18h 33m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$168
JacksonvilleNew Windsor
JAX Jacksonville - SWF New Windsor Stewart
JAXSWF
Jacksonville
Tue 1/19
2:50 pm-11:39 am
2 stops20h 49m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$179
JacksonvilleNew Windsor
JAX Jacksonville - SWF New Windsor Stewart
JAXSWF
Jacksonville
Mon 1/4
3:56 pm-11:39 am
3 stops43h 43m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$200
JacksonvilleNew Windsor
JAX Jacksonville - SWF New Windsor Stewart
JAXSWF
Jacksonville
Wed 12/30
4:00 pm-11:17 am
1 stop19h 17m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$216
Quickest round-trip
JacksonvilleNew Windsor
JAX Jacksonville - SWF New Windsor Stewart
JAXSWF
Jacksonville
Tue 12/22
8:08 pm-11:39 am
1 stop15h 31m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$217
JacksonvilleNew Windsor
JAX Jacksonville - SWF New Windsor Stewart
JAXSWF
Jacksonville
Tue 12/29
8:08 pm-11:39 am
1 stop15h 31m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$217
JacksonvilleNew Windsor
JAX Jacksonville - SWF New Windsor Stewart
JAXSWF
Jacksonville
Mon 12/7
8:36 pm-11:39 am
2 stops39h 03m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$219
Showing 1-10 of 23 resultsSorted by cheapest first
Compare providers for flights from Jacksonville to Stewart
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Jacksonville to Stewart in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Jacksonville-New Windsor flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Jacksonville-New Windsor flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Jacksonville-New Windsor flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Jacksonville-New Windsor flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Jacksonville-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Jacksonville to Stewart
Have a flexible travel schedule? Discover the best time to fly to Stewart from Jacksonville with our price prediction graph.
JAX-SWF
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.
Related info for your journey
Find useful and relevant information for your journey from Jacksonville to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near New Windsor?
Book flights to New Windsor if you plan to visit one of these locationsKingston
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