$164+ Cheap flights from New Windsor to Jacksonville (SWF - JAX)
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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — JAX
Dec 18 — Dec 251
1 adult, Economy
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1. Tell us where you want to go
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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.Find flight deals from Stewart to Jacksonville
Cheapest flights from Stewart to JacksonvilleExplore the most affordable flight options available from Stewart to Jacksonville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 18, 2025.
Explore the most affordable flight options available from Stewart to Jacksonville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 18, 2025.
This Mytrip deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:25 pmSWF - JAX
2 stops16h 45mAllegiant Air
Thu 1/18:35 pmJAX - SWF
2 stops22h 53mAllegiant Air
Deal found 11/17![Allegiant Air logo]()
$596
This Mytrip deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/308:41 pmSWF - JAX
2 stops20h 49mAllegiant Air
Thu 12/49:21 pmJAX - SWF
2 stops19h 33mAllegiant Air
Deal found 11/17![Allegiant Air logo]()
$616
This Mytrip deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/3010:12 amSWF - JAX
3 stops31h 18mMultiple Airlines
Thu 12/49:21 pmJAX - SWF
2 stops19h 33mMultiple Airlines
Deal found 11/17![Multiple Airlines logo]()
$702
This Mytrip deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/209:45 amSWF - JAX
2 stops23h 05mAllegiant Air
Fri 1/27:00 pmJAX - SWF
2 stops24h 55mAllegiant Air
Deal found 11/17![Allegiant Air logo]()
$784
This Mytrip deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/278:45 pmSWF - JAX
2 stops21h 58mAllegiant Air
Tue 12/309:29 pmJAX - SWF
2 stops19h 15mAllegiant Air
Deal found 11/17![Allegiant Air logo]()
$872
This Mytrip deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/247:28 pmSWF - JAX
2 stops23h 19mAllegiant Air
Sun 11/303:29 pmJAX - SWF
2 stops17h 37mAllegiant Air
Deal found 11/17![Allegiant Air logo]()
$888
Cheap flight deals from Stewart to Jacksonville
Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Jacksonville (JAX). 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 November 18, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $328 (Mytrip) |
One-way from | $164 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $318 |
Cheapflights Fare Finder
Customize your flight search to find flights from Stewart to Jacksonville 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 November 18, 2025.
Use the filters below to find and compare flights from New Windsor to Jacksonville that are best for you.
Fly from
Stewart
Fly to
Jacksonville
Route
Depart
Return
Price
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Thu 1/22
10:48 am-10:35 am
2 stops23h 47m
Jacksonville
Sun 1/25
9:42 pm-6:43 pm
2 stops21h 01m
$328
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Mon 12/22
8:25 pm-1:10 pm
2 stops16h 45m
Jacksonville
Thu 1/1
8:35 pm-7:28 pm
2 stops22h 53m
$596
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Sun 2/15
11:42 am-8:59 am
2 stops21h 17m
Jacksonville
Sun 2/22
3:45 pm-10:14 am
2 stops18h 29m
$622
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Sun 11/30
10:12 am-5:30 pm
3 stops31h 18m
Jacksonville
Thu 12/4
9:21 pm-4:54 pm
2 stops19h 33m
$702
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Sat 12/20
9:45 am-8:50 am
2 stops23h 05m
Jacksonville
Fri 1/2
7:00 pm-7:55 pm
2 stops24h 55m
$784
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Sat 12/27
8:45 pm-6:43 pm
2 stops21h 58m
Jacksonville
Tue 12/30
9:29 pm-4:44 pm
2 stops19h 15m
$872
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Mon 11/24
7:28 pm-6:47 pm
2 stops23h 19m
Jacksonville
Sun 11/30
3:29 pm-9:06 am
2 stops17h 37m
$888
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Mon 1/26
12:11 pm-5:08 pm
2 stops28h 57m
$164
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Mon 2/9
11:09 am-5:08 pm
3 stops29h 59m
$181
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Sun 12/14
6:28 pm-7:31 pm
2 stops25h 03m
$189
Showing 1-10 of 17 results
Compare providers for flights from Stewart to Jacksonville
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 Stewart to Jacksonville in November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on New Windsor-Jacksonville flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on New Windsor-Jacksonville flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from New Windsor-Jacksonville flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on New Windsor-Jacksonville flights, Cheapflights users trust eDreams the most. eDreams 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 New Windsor-Jacksonville 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 Stewart to Jacksonville
Have a flexible travel schedule? Discover the best time to fly to Jacksonville from Stewart with our price prediction graph.
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 Jacksonville
What is the cheapest month to book a flight from New Windsor to Jacksonville?
Currently, December is the cheapest month in which you can book a flight from New Windsor to Jacksonville (average of $63). Flying from New Windsor to Jacksonville in October is currently the most expensive (average of $125). 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 JAX?
Find hourly flight availability from Stewart to Jacksonville. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 18, 2025.
A simple way to save on the total cost of your ticket is to fly from New Windsor to Jacksonville at noon. If you’re flexible enough to do this you can expect to save up to 35% on your trip compared to booking a flight in the morning.
Related info for your journey
Find useful and relevant information for your journey from Stewart to Jacksonville. 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 Jacksonville?
Book flights to Jacksonville if you plan to visit one of these locationsJacksonville Beach
Orange Park
Fernandina Beach
Kingsland
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