$174+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — JAX
Aug 18 — Aug 251
1 adult, Economy
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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 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 August 13, 2025.
Round-trip from | $387 (Mytrip) |
|---|---|
One-way from | $174 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $292 |
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 August 13, 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 August 13, 2025.
This Mytrip deal was found by Cheapflights users on 8/11. 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 10/312:11 pmSWF - JAX
2 stops20h 47mMultiple Airlines
Sun 10/58:44 amJAX - SWF
2 stops25h 27mMultiple Airlines
Deal found 8/11![Multiple Airlines logo]()
$387
This KAYAK deal was found by Cheapflights users on 8/11. 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 10/3112:24 pmSWF - JAX
3 stops20h 34mBreeze Airways
Sun 11/211:18 amJAX - SWF
2 stops24h 26mBreeze Airways
Deal found 8/11![Breeze Airways logo]()
$743
This KAYAK deal was found by Cheapflights users on 8/11. 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 10/312:24 pmSWF - JAX
3 stops20h 34mBreeze Airways
Sun 10/511:18 amJAX - SWF
2 stops24h 26mBreeze Airways
Deal found 8/11![Breeze Airways logo]()
$752
This KAYAK deal was found by Cheapflights users on 8/11. 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 10/1712:24 pmSWF - JAX
3 stops20h 34mBreeze Airways
Sun 10/1911:18 amJAX - SWF
2 stops24h 26mBreeze Airways
Deal found 8/11![Breeze Airways logo]()
$789
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1111:43 amSWF - JAX
3 stops33h 08mMultiple Airlines
Sun 9/149:50 amJAX - SWF
3 stops25h 54mMultiple Airlines
Deal found 8/10![Multiple Airlines logo]()
$792
This KAYAK deal was found by Cheapflights users on 8/11. 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 12/1212:24 pmSWF - JAX
3 stops21h 29mBreeze Airways
Sun 12/1411:18 amJAX - SWF
2 stops24h 26mBreeze Airways
Deal found 8/11![Breeze Airways logo]()
$809
This KAYAK deal was found by Cheapflights users on 8/12. 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 8/291:28 pmSWF - JAX
2 stops25h 35mBreeze Airways
Sun 8/3112:11 pmJAX - SWF
2 stops24h 37mBreeze Airways
Deal found 8/12![Breeze Airways logo]()
$830
This KAYAK deal was found by Cheapflights users on 8/11. 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 10/2412:24 pmSWF - JAX
3 stops20h 34mBreeze Airways
Sun 10/2611:40 amJAX - SWF
2 stops24h 04mBreeze Airways
Deal found 8/11![Breeze Airways logo]()
$840
This KAYAK deal was found by Cheapflights users on 8/11. 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 11/712:24 pmSWF - JAX
3 stops20h 34mBreeze Airways
Sun 11/911:18 amJAX - SWF
2 stops24h 26mBreeze Airways
Deal found 8/11![Breeze Airways logo]()
$845
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 August 13, 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
Fri 10/3
12:11 pm-8:58 am
2 stops20h 47m
Jacksonville
Sun 10/5
8:44 am-10:11 am
2 stops25h 27m
$387
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Fri 10/31
12:24 pm-8:58 am
3 stops20h 34m
Jacksonville
Sun 11/2
11:18 am-11:44 am
2 stops24h 26m
$743
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Fri 10/3
12:24 pm-8:58 am
3 stops20h 34m
Jacksonville
Sun 10/5
11:18 am-11:44 am
2 stops24h 26m
$752
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Fri 10/17
12:24 pm-8:58 am
3 stops20h 34m
Jacksonville
Sun 10/19
11:18 am-11:44 am
2 stops24h 26m
$789
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Thu 9/11
11:43 am-8:51 pm
3 stops33h 08m
Jacksonville
Sun 9/14
9:50 am-11:44 am
3 stops25h 54m
$792
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Thu 10/23
7:11 pm-8:36 pm
2 stops25h 25m
$174
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Fri 10/3
12:11 pm-8:58 am
2 stops20h 47m
$175
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Sun 10/5
7:11 pm-8:36 pm
2 stops25h 25m
$175
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Fri 10/17
8:21 pm-7:54 am
2 stops35h 33m
$178
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Thu 11/13
6:14 pm-8:36 pm
2 stops26h 22m
$178
Showing 1-10 of 15 results
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, August is the cheapest month in which you can book a flight from New Windsor to Jacksonville (average of $278). Flying from New Windsor to Jacksonville in March is currently the most expensive (average of $365). 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 August 13, 2025.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New Windsor to Jacksonville as you normally would.
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
Kingsland
Fernandina Beach
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