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Stewart

$100+ Cheap flights from Jacksonville to New Windsor (JAX - SWF)

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 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SWF
Jul 28 — Aug 41
Tue 7/28
Tue 8/4
1 adult, Economy
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Cheap flight deals from Jacksonville to Stewart

Cheapest flights from Jacksonville to Stewart
Explore the most affordable flight options available from Jacksonville to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/269:38 pm
JAX
-
SWF
1 stop21h 03m
Multiple Airlines
Sun 8/307:31 pm
SWF
-
JAX
1 stop20h 55m
Multiple Airlines
Deal found 6/27$211
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/229:38 pm
JAX
-
SWF
1 stop14h 32m
Multiple Airlines
Sun 8/307:31 pm
SWF
-
JAX
1 stop20h 55m
Multiple Airlines
Deal found 6/28$228
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/229:38 pm
JAX
-
SWF
1 stop12h 00m
Multiple Airlines
Sun 7/2610:28 am
SWF
-
JAX
2 stops31h 06m
Multiple Airlines
Deal found 6/27$235
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/229:38 pm
JAX
-
SWF
1 stop12h 00m
Multiple Airlines
Sat 7/2512:05 pm
SWF
-
JAX
1 stop20h 33m
Multiple Airlines
Deal found 6/27$237
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/189:38 pm
JAX
-
SWF
1 stop12h 00m
Multiple Airlines
Sat 7/2512:05 pm
SWF
-
JAX
1 stop20h 33m
Multiple Airlines
Deal found 6/27$258
This Kiwi.com deal was found by Cheapflights users on 6/25. 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.
Tue 12/15:06 pm
JAX
-
SWF
1 stop18h 33m
Multiple Airlines
Sun 12/66:49 pm
SWF
-
JAX
1 stop13h 51m
Multiple Airlines
Deal found 6/25$268
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/19:38 pm
JAX
-
SWF
1 stop12h 00m
Multiple Airlines
Wed 8/57:58 pm
SWF
-
JAX
2 stops22h 44m
Multiple Airlines
Deal found 6/28$274
This Kiwi.com deal was found by Cheapflights users on 6/26. 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.
Tue 8/252:15 pm
JAX
-
SWF
1 stop21h 10m
Multiple Airlines
Tue 9/111:48 am
SWF
-
JAX
2 stops30h 22m
Multiple Airlines
Deal found 6/26$278

Find flight deals from Jacksonville to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Jacksonville (JAX) to Stewart (SWF). 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 June 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$211
(Kiwi.com)

One-way from

$100
(Kiwi.com)

Popular in

April

Cheapest in

January

Average price

$280
Provider with most accurate pricing for Jacksonville-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Jacksonville-New Windsor Stewart flights.
Search Deals
From Jacksonville to New Windsor Stewart
Search Deals
One-way flight from Jacksonville to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville to Stewart 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 June 28, 2026.
Use the filters below to find and compare flights from Jacksonville to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

JacksonvilleNew Windsor

JAX - SWF

JAXSWF

Jacksonville

Wed 8/26

9:38 pm-6:41 pm

1 stop21h 03m

New Windsor Stewart

Sun 8/30

7:31 pm-4:26 pm

1 stop20h 55m

$213

JacksonvilleNew Windsor

JAX - SWF

JAXSWF

Jacksonville

Sat 7/18

9:38 pm-9:38 am

1 stop12h 00m

New Windsor Stewart

Sun 7/26

10:28 am-5:34 pm

2 stops31h 06m

$302

JacksonvilleNew Windsor

JAX - SWF

JAXSWF

Jacksonville

Sat 7/25

9:38 pm-9:38 am

1 stop12h 00m

New Windsor Stewart

Sat 8/1

12:05 pm-8:38 am

1 stop20h 33m

$306

JacksonvilleNew Windsor

JAX - SWF

JAXSWF

Jacksonville

Sat 8/1

9:38 pm-9:38 am

1 stop12h 00m

New Windsor Stewart

Wed 8/5

12:05 pm-8:38 am

1 stop20h 33m

$313

JacksonvilleNew Windsor

JAX - SWF

JAXSWF

Jacksonville

Tue 8/18

2:15 pm-11:25 am

1 stop21h 10m

New Windsor Stewart

Tue 8/25

11:48 am-6:10 pm

2 stops30h 22m

$376

JacksonvilleNew Windsor

JAX - SWF

JAXSWF

Jacksonville

Wed 7/22

9:38 pm-9:38 am

1 stop12h 00m

New Windsor Stewart

Sat 7/25

6:44 pm-2:40 pm

2 stops19h 56m

$413

JacksonvilleNew Windsor

JAX - SWF

JAXSWF

Jacksonville

Sat 11/14

3:50 pm-11:10 am

1 stop19h 20m

New Windsor Stewart

Sat 11/28

7:45 pm-8:30 am

1 stop12h 45m

$451
Quickest round-trip

JacksonvilleNew Windsor

JAX - SWF

JAXSWF

Jacksonville

Fri 7/17

8:47 am-4:59 pm

2 stops8h 12m

New Windsor Stewart

Sat 7/25

12:05 pm-8:38 am

1 stop20h 33m

$577

JacksonvilleNew Windsor

JAX - SWF

JAXSWF

Jacksonville

Thu 7/9

3:31 pm-11:37 am

2 stops20h 06m

New Windsor Stewart

Sat 7/11

12:05 pm-8:38 am

1 stop20h 33m

$703

JacksonvilleNew Windsor

JAX - SWF

JAXSWF

Jacksonville

Tue 9/29

12:18 pm-11:39 am

1 stop23h 21m

New Windsor Stewart

Thu 10/1

10:56 am-3:01 pm

2 stops28h 05m

$713

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/28

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Jacksonville to Stewart

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 Jacksonville to Stewart in June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 Jacksonville-New Windsor flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Jacksonville-New Windsor flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Jacksonville-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Jacksonville-New Windsor flights, Cheapflights users trust FlightHub the most. FlightHub 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 Jacksonville-New Windsor 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 Jacksonville to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Jacksonville 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.

Related info for your journey

Find useful and relevant information for your journey from Jacksonville to Stewart. 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 Jacksonville to Stewart that include hotel bookings?

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

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

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

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

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

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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