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$191+ 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 7/19. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — JAX
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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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 3, 2025.

Round-trip from

$323
(Mytrip)

One-way from

$193
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$293
From New Windsor Stewart to Jacksonville
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One-way flight from New Windsor Stewart to Jacksonville
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Highest demand for flights based on searches. 2% potential increase in price ($6 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Stewart to Jacksonville

Cheapest flights from Stewart to Jacksonville
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 3, 2025.

This Mytrip deal was found by Cheapflights users on 7/2. 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 7/257:56 pmSWF - JAX
2 stops23h 13mMultiple Airlines
Sun 7/278:26 pmJAX - SWF
2 stops22h 40mMultiple Airlines
Deal found 7/2$323
This Mytrip deal was found by Cheapflights users on 6/30. 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 7/117:56 pmSWF - JAX
2 stops23h 13mAllegiant Air
Sun 7/134:18 pmJAX - SWF
2 stops18h 11mAllegiant Air
Deal found 6/30$467
This KAYAK deal was found by Cheapflights users on 7/1. 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.
Thu 7/317:52 pmSWF - JAX
2 stops21h 09mBreeze Airways
Sun 8/32:08 pmJAX - SWF
2 stops22h 40mBreeze Airways
Deal found 7/1$760

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 3, 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 7/25

7:56 pm-7:09 pm

2 stops23h 13m

Jacksonville

Sun 7/27

8:26 pm-7:06 pm

2 stops22h 40m

$323

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Thu 7/31

7:52 pm-5:01 pm

2 stops21h 09m

Jacksonville

Sun 8/3

2:08 pm-12:48 pm

2 stops22h 40m

$760

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Fri 12/26

8:18 pm-8:43 pm

2 stops24h 25m

Jacksonville

Tue 12/30

9:29 pm-4:44 pm

2 stops19h 15m

$987

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Sat 7/19

11:03 am-8:54 am

2 stops21h 51m

$191

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Fri 8/15

7:37 pm-3:03 pm

2 stops19h 26m

$237

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Thu 8/21

7:52 pm-5:01 pm

2 stops21h 09m

$413

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

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 3, 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 3, 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.
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Entertainment

6.6

Boarding

8.3

Food

6.8

Overall

8.1

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
183 reviews
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Entertainment

6.6

Boarding

8.3

Food

6.8

Overall

8.1

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Allegiant Air
7.3
Good
708 reviews
Breeze Airways
8.1
Very good
183 reviews

Comfort

8.2

Entertainment

6.6

Boarding

8.3

Food

6.8

Overall

8.1

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

  • Can I find deals for flights from Stewart to Jacksonville that include hotel bookings?

    Yes. In addition to deals on Stewart to Jacksonville flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Stewart to Jacksonville?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Jacksonville.

  • Can I find deals for business class flights from Stewart to Jacksonville?

    Yes. Cheapflights offers flight deals from Stewart to Jacksonville by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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.

See more FAQs

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Jacksonville Beach
Orange Park
Kingsland
Fernandina Beach
Waycross

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