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Cheap flights from New Windsor to Jacksonville from $185

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New Windsor to Jacksonville departing on 10/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Allegiant Air Logo
12:17 pm - 8:55 amSWF-JAX
20h 38m2 stops
Allegiant Air Logo
3:29 pm - 9:06 amJAX-SWF
17h 37m2 stops
$729Allegiant Air
Find Deal
Wed, Nov 26 - Sun, Nov 30
Breeze Airways Logo
12:24 pm - 8:58 amSWF-JAX
20h 34m3 stops
Breeze Airways Logo
11:18 am - 11:44 amJAX-SWF
24h 26m2 stops
$743Breeze Airways
Find Deal
Fri, Oct 31 - Sun, Nov 2
Breeze Airways Logo
12:24 pm - 8:58 amSWF-JAX
20h 34m3 stops
Breeze Airways Logo
11:18 am - 11:44 amJAX-SWF
24h 26m2 stops
$752Breeze Airways
Find Deal
Fri, Oct 3 - Sun, Oct 5
Breeze Airways Logo
12:24 pm - 8:58 amSWF-JAX
20h 34m3 stops
Breeze Airways Logo
11:18 am - 11:44 amJAX-SWF
24h 26m2 stops
$763Breeze Airways
Find Deal
Fri, Oct 31 - Sun, Nov 2
Breeze Airways Logo
12:24 pm - 8:58 amSWF-JAX
20h 34m3 stops
Breeze Airways Logo
11:18 am - 11:44 amJAX-SWF
24h 26m2 stops
$772Breeze Airways
Find Deal
Fri, Oct 3 - Sun, Oct 5
Breeze Airways Logo
12:24 pm - 8:58 amSWF-JAX
20h 34m3 stops
Breeze Airways Logo
11:18 am - 11:44 amJAX-SWF
24h 26m3 stops
$777Breeze Airways
Find Deal
Fri, Oct 31 - Sun, Nov 2
Breeze Airways Logo
12:24 pm - 8:58 amSWF-JAX
20h 34m3 stops
Breeze Airways Logo
11:18 am - 11:44 amJAX-SWF
24h 26m2 stops
$789Breeze Airways
Find Deal
Fri, Oct 17 - Sun, Oct 19
Breeze Airways Logo
12:24 pm - 8:58 amSWF-JAX
20h 34m3 stops
Breeze Airways Logo
2:15 pm - 11:44 amJAX-SWF
21h 29m2 stops
$797Breeze Airways
Find Deal
Fri, Oct 3 - Thu, Oct 9
Breeze Airways Logo
12:24 pm - 8:58 amSWF-JAX
20h 34m3 stops
Breeze Airways Logo
11:18 am - 11:44 amJAX-SWF
24h 26m2 stops
$808Breeze Airways
Find Deal
Fri, Nov 7 - Sun, Nov 9
Allegiant Air Logo
11:36 am - 9:47 amSWF-JAX
22h 11m2 stops
Allegiant Air Logo
8:11 pm - 7:51 pmJAX-SWF
23h 40m2 stops
$996Allegiant Air
Find Deal
Tue, Nov 25 - Sat, Nov 29

Allegiant Air flights from New Windsor to Jacksonville

Our best Allegiant Air deals on New Windsor to Jacksonville flight tickets
Allegiant Air
Nov 26
SWF12:17 pmNew Windsor Stewart
20h 38m
2 stops
JAX8:55 amJacksonville
Nov 30
JAX3:29 pmJacksonville
17h 37m
2 stops
SWF9:06 amNew Windsor Stewart
$729
Find similar
Allegiant Air
Nov 25
SWF11:36 amNew Windsor Stewart
22h 11m
2 stops
JAX9:47 amJacksonville
Nov 29
JAX8:11 pmJacksonville
23h 40m
2 stops
SWF7:51 pmNew Windsor Stewart
$996
Find similar

Breeze Airways flights from New Windsor to Jacksonville

Our best Breeze Airways deals on New Windsor to Jacksonville flight tickets
Breeze Airways
Oct 31
SWF12:24 pmNew Windsor Stewart
20h 34m
3 stops
JAX8:58 amJacksonville
Nov 2
JAX11:18 amJacksonville
24h 26m
2 stops
SWF11:44 amNew Windsor Stewart
$743
Find similar
Breeze Airways
Oct 3
SWF12:24 pmNew Windsor Stewart
20h 34m
3 stops
JAX8:58 amJacksonville
Oct 5
JAX11:18 amJacksonville
24h 26m
2 stops
SWF11:44 amNew Windsor Stewart
$752
Find similar
Breeze Airways
Oct 31
SWF12:24 pmNew Windsor Stewart
20h 34m
3 stops
JAX8:58 amJacksonville
Nov 2
JAX11:18 amJacksonville
24h 26m
2 stops
SWF11:44 amNew Windsor Stewart
$763
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from New Windsor 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, momondo users made 832,500 searches. Data last updated September 3, 2025.
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

Wed 11/26

12:17 pm-8:55 am

2 stops20h 38m

Jacksonville

Sun 11/30

3:29 pm-9:06 am

2 stops17h 37m

$729

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 10/31

12:24 pm-8:58 am

3 stops20h 34m

Jacksonville

Sun 11/2

11:18 am-11:44 am

2 stops24h 26m

$763

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

$772

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

3 stops24h 26m

$777

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

Fri 10/3

12:24 pm-8:58 am

3 stops20h 34m

Jacksonville

Thu 10/9

2:15 pm-11:44 am

2 stops21h 29m

$797

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Fri 11/7

12:24 pm-8:58 am

3 stops20h 34m

Jacksonville

Sun 11/9

11:18 am-11:44 am

2 stops24h 26m

$808

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Tue 11/25

11:36 am-9:47 am

2 stops22h 11m

Jacksonville

Sat 11/29

8:11 pm-7:51 pm

2 stops23h 40m

$996

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Jacksonville from

How to get the cheapest flight ticket from New Windsor to Jacksonville

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Jacksonville?

According to our data, Tuesday is the cheapest day to fly to Jacksonville from New Windsor. The lowest ticket price found for a Tuesday departure recently was $261. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from New Windsor because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $353.

What is the cheapest time of day to depart on your flight to Jacksonville?

Flying to Jacksonville from New Windsor at noon is the least expensive time of day to depart. momondo users have found prices as low as $281 when looking at flights departing at noon. Flights to Jacksonville are more costly in the evening, with an average ticket price of $337. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from New Windsor to Jacksonville

Are you open to changing your travel dates? Check out the ideal times to fly from New Windsor to Jacksonville according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap New Windsor to Jacksonville (SWF to JAX) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New Windsor to Jacksonville

Direct flights

None
There are no direct flights from New Windsor to Jacksonville. There are no popular flight routes from New Windsor to Jacksonville.
Search flight deals

  • How far is New Windsor Stewart to Jacksonville by plane?

    There are 879.0 mi between New Windsor Stewart and Jacksonville. A reasonable flight in good conditions will take 20h 34m.

  • When did momondo last update prices for flights from New Windsor Stewart Airport to Jacksonville Airport?

    Prices for flights from New Windsor Stewart Airport to Jacksonville Airport are updated daily.

  • How old do you have to be to fly from New Windsor Stewart Airport to Jacksonville Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from New Windsor Stewart Airport to Jacksonville Airport.

  • What documentation or ID do you need to fly to Jacksonville Airport?

    The required travel and health documents for your Jacksonville Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Jacksonville Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Jacksonville?

Book flights to Jacksonville if you plan to visit one of these locations
Fernandina Beach
Jacksonville Beach
Orange Park
Ponte Vedra Beach
Kingsland
Waycross
Atlantic Beach
Neptune Beach
St Johns
Yulee
Cumberland Island

Why use momondo?

Why should I use momondo to find a flight deal from New Windsor to Jacksonville?

It is quick and easy to find New Windsor to Jacksonville flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Jacksonville that suits you.

Can I find flights from New Windsor to Jacksonville with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Jacksonville from New Windsor with this policy.

How can momondo help me find flights from New Windsor to Jacksonville?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Jacksonville from New Windsor.

I’m not ready to book a flight from New Windsor to Jacksonville right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Jacksonville from New Windsor. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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