HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Jacksonville

$170+ 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 3/16. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — JAX
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

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 January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$426
(Kiwi.com)

One-way from

$170
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$218
Provider with most accurate pricing for New Windsor Stewart-Jacksonville flight deals.
Search Deals
Provider most trusted by Cheapflights users for New Windsor Stewart-Jacksonville flights.
Search Deals
From New Windsor Stewart to Jacksonville
Search Deals
One-way flight from New Windsor Stewart to Jacksonville
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2012:05 pmSWF - JAX
1 stop20h 33mMultiple Airlines
Sun 5/313:20 pmJAX - SWF
2 stops17h 31mMultiple Airlines
Deal found 1/5$426
This Mytrip deal was found by Cheapflights users on 1/7. 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 1/2910:48 amSWF - JAX
2 stops23h 47mAllegiant Air
Sun 2/19:42 pmJAX - SWF
2 stops21h 01mAllegiant Air
Deal found 1/7$431
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:05 pmSWF - JAX
1 stop20h 33mMultiple Airlines
Sun 5/319:49 pmJAX - SWF
2 stops19h 14mMultiple Airlines
Deal found 1/7$446
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1012:05 pmSWF - JAX
1 stop20h 33mMultiple Airlines
Wed 6/179:12 pmJAX - SWF
2 stops45h 24mMultiple Airlines
Deal found 1/7$498
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/112:05 pmSWF - JAX
1 stop20h 33mMultiple Airlines
Mon 7/68:40 pmJAX - SWF
2 stops20h 49mMultiple Airlines
Deal found 1/7$646
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2212:15 pmSWF - JAX
2 stops20h 30mBreeze Airways
Tue 5/269:03 pmJAX - SWF
1 stop14h 22mBreeze Airways
Deal found 1/6$736

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 January 8, 2026.
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

Wed 5/20

12:05 pm-8:38 am

1 stop20h 33m

Jacksonville

Sun 5/31

3:20 pm-8:51 am

2 stops17h 31m

$426

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Thu 1/29

10:48 am-10:35 am

2 stops23h 47m

Jacksonville

Sun 2/1

9:42 pm-6:43 pm

2 stops21h 01m

$431

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Wed 5/27

12:05 pm-8:38 am

1 stop20h 33m

Jacksonville

Sun 5/31

9:49 pm-5:03 pm

2 stops19h 14m

$431

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Wed 7/1

12:05 pm-8:38 am

1 stop20h 33m

Jacksonville

Mon 7/6

8:40 pm-5:29 pm

2 stops20h 49m

$646

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Fri 5/22

12:15 pm-8:45 am

2 stops20h 30m

Jacksonville

Tue 5/26

9:03 pm-11:25 am

1 stop14h 22m

$736

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Mon 3/16

12:11 pm-5:08 pm

2 stops28h 57m

$170

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Sun 3/15

8:40 pm-7:55 pm

2 stops23h 15m

$205

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Sat 2/21

7:09 pm-7:12 pm

2 stops24h 03m

$214

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Mon 2/23

7:37 pm-5:08 pm

2 stops21h 31m

$217

New WindsorJacksonville

SWF - JAX

SWFJAX

New Windsor Stewart

Thu 1/22

10:48 am-10:35 am

2 stops23h 47m

$242

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 14 results
1
2

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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, 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.

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.

  • How long is the flight from New Windsor to Jacksonville?

    A quick flight from New Windsor to Jacksonville can take about 23h 47m. Allegiant Air provides one of the quickest options available for as low as $431. There are 869 mi between New Windsor and Jacksonville.

  • 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, 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.

See more FAQs

Traveling to a place near Jacksonville?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Stewart to Jacksonville

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Miami flights
John F Kennedy Intl to Miami flights
John F Kennedy Intl to Fort Lauderdale flights
LaGuardia to Miami flights
Newark to West Palm Beach flights
Newark to Fort Lauderdale flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to West Palm Beach flights
John F Kennedy Intl to Orlando flights
Newark to Orlando flights
John F Kennedy Intl to Tampa flights
LaGuardia to West Palm Beach flights
LaGuardia to Tampa flights
Newark to Tampa flights
LaGuardia to Orlando flights
White Plains to Orlando flights
LaGuardia to Fort Myers flights
Newark to Fort Myers flights
John F Kennedy Intl to Sarasota flights
LaGuardia to Sarasota flights
Islip to Orlando flights
John F Kennedy Intl to Fort Myers flights
Newark to Sarasota flights
John F Kennedy Intl to Jacksonville flights
Buffalo to Orlando flights
White Plains to Miami flights
White Plains to Fort Lauderdale flights
Stewart to Fort Lauderdale flights
Syracuse to Orlando flights
Islip to West Palm Beach flights
Newark to Jacksonville flights
LaGuardia to Jacksonville flights
Stewart to Orlando flights
Newark to Key West flights
Islip to Tampa flights
Rochester to Orlando flights
White Plains to Tampa flights
Albany to Orlando flights
White Plains to Fort Myers flights
White Plains to West Palm Beach flights
Buffalo to Tampa flights
LaGuardia to Key West flights
Buffalo to Fort Lauderdale flights
Islip to Fort Myers flights
John F Kennedy Intl to Key West flights
Islip to Fort Lauderdale flights
John F Kennedy Intl to Daytona Beach flights
Stewart to St Petersburg flights
Newark to Daytona Beach flights
Albany to Fort Lauderdale flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.