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Stewart

$61+ Cheap flights from Charleston to New Windsor (CHS - 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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SWF
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Charleston to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Charleston (CHS) 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 September 11, 2025.

Round-trip from

$122
(Priceline)

One-way from

$61
(Priceline)

Popular in

June

Cheapest in

January

Average price

$128
From Charleston to New Windsor Stewart
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One-way flight from Charleston to New Windsor Stewart
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Highest demand for flights based on searches. 19% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Charleston to Stewart

Cheapest flights from Charleston to Stewart
Explore the most affordable flight options available from Charleston to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Priceline deal was found by Cheapflights users on 9/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/59:37 amCHS - SWF
Nonstop2h 07mBreeze Airways
Mon 12/812:24 pmSWF - CHS
Nonstop2h 29mBreeze Airways
Deal found 9/9$122
This Priceline deal was found by Cheapflights users on 9/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/269:37 amCHS - SWF
Nonstop2h 07mBreeze Airways
Mon 9/2912:24 pmSWF - CHS
Nonstop2h 29mBreeze Airways
Deal found 9/9$137
This Priceline deal was found by Cheapflights users on 9/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/249:37 amCHS - SWF
Nonstop2h 07mBreeze Airways
Mon 10/2712:24 pmSWF - CHS
Nonstop2h 29mBreeze Airways
Deal found 9/10$157
This CheapOair deal was found by Cheapflights users on 9/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/229:37 amCHS - SWF
Nonstop2h 07mBreeze Airways
Fri 9/2612:24 pmSWF - CHS
Nonstop2h 29mBreeze Airways
Deal found 9/11$188
This CheapOair deal was found by Cheapflights users on 9/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/179:37 amCHS - SWF
Nonstop2h 07mBreeze Airways
Mon 10/2012:24 pmSWF - CHS
Nonstop2h 29mBreeze Airways
Deal found 9/9$195
This Breeze Airways deal was found by Cheapflights users on 9/9. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/199:37 amCHS - SWF
Nonstop2h 07mBreeze Airways
Mon 9/2212:24 pmSWF - CHS
Nonstop2h 29mBreeze Airways
Deal found 9/9$198
This CheapOair deal was found by Cheapflights users on 9/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/199:37 amCHS - SWF
Nonstop2h 07mBreeze Airways
Mon 12/2212:24 pmSWF - CHS
Nonstop2h 29mBreeze Airways
Deal found 9/9$217
This CheapOair deal was found by Cheapflights users on 9/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/129:37 amCHS - SWF
Nonstop2h 07mBreeze Airways
Mon 9/1512:24 pmSWF - CHS
Nonstop2h 29mBreeze Airways
Deal found 9/9$240

Cheapflights Fare Finder

 
Customize your flight search to find flights from Charleston 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 September 11, 2025.
Use the filters below to find and compare flights from Charleston to New Windsor that are best for you.

Fly from

Charleston

Fly to

Stewart

Route

Depart

Return

Price

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 12/5

9:37 am-11:44 am

Nonstop2h 07m

New Windsor Stewart

Mon 12/8

12:24 pm-2:53 pm

Nonstop2h 29m

$122

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 9/26

9:37 am-11:44 am

Nonstop2h 07m

New Windsor Stewart

Mon 9/29

12:24 pm-2:53 pm

Nonstop2h 29m

$137

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 10/31

9:37 am-11:44 am

Nonstop2h 07m

New Windsor Stewart

Mon 11/3

12:24 pm-2:53 pm

Nonstop2h 29m

$137

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 11/7

9:37 am-11:44 am

Nonstop2h 07m

New Windsor Stewart

Mon 11/10

12:24 pm-2:53 pm

Nonstop2h 29m

$142

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 10/24

9:37 am-11:44 am

Nonstop2h 07m

New Windsor Stewart

Mon 10/27

12:24 pm-2:53 pm

Nonstop2h 29m

$157

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 10/17

9:37 am-11:44 am

Nonstop2h 07m

New Windsor Stewart

Mon 10/20

12:24 pm-2:53 pm

Nonstop2h 29m

$195

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 9/19

9:37 am-11:44 am

Nonstop2h 07m

New Windsor Stewart

Mon 9/22

12:24 pm-2:53 pm

Nonstop2h 29m

$198

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Mon 9/15

9:37 am-11:44 am

Nonstop2h 07m

New Windsor Stewart

Mon 9/22

12:24 pm-2:53 pm

Nonstop2h 29m

$240

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 10/10

9:37 am-11:44 am

Nonstop2h 07m

New Windsor Stewart

Fri 10/17

12:24 pm-2:53 pm

Nonstop2h 29m

$249

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Mon 11/3

9:37 am-11:44 am

Nonstop2h 07m

$61

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 18 results
1
2

Best time to book a flight from Charleston to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Charleston 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 Charleston to New Windsor

What is the cheapest month to book a flight from Charleston to New Windsor?

Currently, October is the cheapest month in which you can book a flight from Charleston to New Windsor (average of $109). Flying from Charleston to New Windsor in December is currently the most expensive (average of $202). 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 CHS to SWF?

Find hourly flight availability from Charleston to Stewart. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Charleston to New Windsor as you normally would.

Reviews of airlines servicing Stewart

Get insights into the airlines that provide service to Stewart. 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 Stewart. Reviews last updated September 11, 2025.
Read through reviews of airlines operating flights from Charleston to New Windsor, such as Breeze Airways. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.0
Very good
205 reviews

Comfort

8.1

Entertainment

6.5

Overall

8.0

Food

6.7

Crew

8.7

Boarding

8.2

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.0
Very good
205 reviews
Breeze Airways
8.0
Very good
205 reviews

Comfort

8.1

Entertainment

6.5

Overall

8.0

Food

6.7

Crew

8.7

Boarding

8.2

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Related info for your journey

Find useful and relevant information for your journey from Charleston to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How popular is this Charleston to New Windsor flight route?

    This flight path from Charleston to New Windsor Stewart was viewed by 2 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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

    Airlines like Breeze Airways fly from Charleston to New Windsor in about 2h 07m. The time it takes to get you to your destination is usually consistent. Charleston and New Windsor are separated by a distance of 678 mi. Most flights are nonstop.

  • What is the cheapest airline to fly from Charleston to New Windsor round-trip?

    According to our current data, Breeze Airways ($96), offers the cheapest pricing from Charleston to New Windsor. Breeze Airways is priced at 43% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest flights from Charleston to New Windsor?

    Looking at all options, your cheapest flight can be booked for $94. While the most popular route (Charleston - New Windsor Stewart) can be booked for $122 on average, our data indicates $208 when flying from Charleston to New Windsor.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Charleston 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.

  • What is the cheapest month to book a flight from Charleston to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Charleston to New Windsor (average of $109). Flying from Charleston to New Windsor in December is currently the most expensive (average of $202). 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
Kingston

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Alternative routes for Charleston to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Charleston to Stewart

Discover the top airline that operate flights from Charleston to Stewart. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$96Average$164FlexibilityNo cancel feeOn-timeN/A

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