$166+ 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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — JAX
Aug 3 — Aug 101
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 July 29, 2025.
Round-trip from | $381 (Mytrip) |
|---|---|
One-way from | $166 (Mytrip) |
Popular in | December |
Cheapest in | January |
Average price | $298 |
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 July 29, 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 July 29, 2025.
This Mytrip deal was found by Cheapflights users on 7/29. 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 10/2411:31 amSWF - JAX
2 stops21h 27mMultiple Airlines
Sun 10/263:26 pmJAX - SWF
2 stops22h 45mMultiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$381
This Mytrip deal was found by Cheapflights users on 7/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2612:17 pmSWF - JAX
2 stops20h 38mAllegiant Air
Sun 11/308:51 amJAX - SWF
2 stops24h 15mAllegiant Air
Deal found 7/27![Allegiant Air logo]()
$703
This KAYAK deal was found by Cheapflights users on 7/28. 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 8/312:08 pmJAX - SWF
2 stops22h 40mBreeze Airways
Deal found 7/28![Breeze Airways logo]()
$752
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 July 29, 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 10/24
11:31 am-8:58 am
2 stops21h 27m
Jacksonville
Sun 10/26
3:26 pm-2:11 pm
2 stops22h 45m
$381
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Fri 8/29
1:28 pm-3:03 pm
2 stops25h 35m
Jacksonville
Sun 8/31
2:08 pm-12:48 pm
2 stops22h 40m
$752
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Sun 10/19
7:11 pm-8:36 pm
2 stops25h 25m
$166
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Fri 8/22
5:36 pm-3:03 pm
2 stops21h 27m
$233
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Sun 8/24
7:52 pm-5:01 pm
2 stops21h 09m
$403
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 July 29, 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.
Reviews of airlines servicing Jacksonville
Get insights into the airlines that provide service to Jacksonville. 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 Jacksonville. Reviews last updated July 29, 2025.
Read through reviews of airlines operating flights from New Windsor to Jacksonville, such as Breeze Airways and Allegiant Air. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.7
Overall
8.0
Food
6.7
Comfort
8.1
Entertainment
6.6
Boarding
8.3
Reviews
1 / 13
8.0
ExcellentAnonymous,Jul 2025
RIC - BDL
Crew
8.7
Overall
8.0
Food
6.7
Comfort
8.1
Entertainment
6.6
Boarding
8.3
Reviews
1 / 13
8.0
ExcellentAnonymous,Jul 2025
RIC - BDL
Crew
8.7
Overall
8.0
Food
6.7
Comfort
8.1
Entertainment
6.6
Boarding
8.3
Reviews
1 / 13
8.0
ExcellentAnonymous,Jul 2025
RIC - BDL
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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