$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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Stewart to Jacksonville 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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
Best flights from Stewart to JacksonvilleDiscover carefully curated flight deals from Stewart to Jacksonville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2025.
Discover carefully curated flight deals from Stewart to Jacksonville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2025.
This Mytrip deal was found by Cheapflights users on 12/20. 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.
Find 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 December 23, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $487 (Mytrip) |
One-way from | $166 (Mytrip) |
Popular in | April |
Cheapest in | January |
Average price | $352 |
Cheapflights Fare Finder
Use the filters below to find and compare flights from New Windsor to Jacksonville that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Thu 2/12
11:42 am-8:59 am
2 stops21h 17m
Jacksonville
Sun 2/22
3:45 pm-10:14 am
2 stops18h 29m
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Sun 2/22
11:52 am-8:59 am
2 stops21h 07m
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Thu 1/29
10:48 am-10:35 am
2 stops23h 47m
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Thu 2/12
7:28 pm-3:52 pm
2 stops20h 24m
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Sun 2/15
7:28 pm-2:15 pm
2 stops18h 47m
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Mon 12/29
12:52 pm-1:21 pm
2 stops24h 29m
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Thu 12/25
11:43 am-4:27 pm
3 stops28h 44m
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Sat 12/27
8:45 pm-1:45 pm
2 stops17h 00m
New WindsorJacksonville
SWF - JAX
SWFJAX
New Windsor Stewart
Sat 12/27
8:45 pm-6:43 pm
2 stops21h 58m
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 December.
| 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.
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, February is the cheapest month in which you can book a flight from New Windsor to Jacksonville (average of $68). 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?
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.