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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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SWF
Aug 2 — Aug 91
Sat 8/2
Sat 8/9
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 July 28, 2025.

Round-trip from

$138
(Breeze Airways)

One-way from

$61
(Priceline)

Popular in

June

Cheapest in

January

Average price

$155
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. 22% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($12 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 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 July 28, 2025.

This Breeze Airways deal was found by Cheapflights users on 7/26. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/159:37 amCHS - SWF
Nonstop2h 07mBreeze Airways
Fri 9/1912:24 pmSWF - CHS
Nonstop2h 29mBreeze Airways
Deal found 7/26$138
This Mytrip deal was found by Cheapflights users on 7/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/89:38 amCHS - SWF
1 stop9h 28mMultiple Airlines
Mon 8/111:28 pmSWF - CHS
Nonstop2h 22mMultiple Airlines
Deal found 7/26$326

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 July 28, 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

Mon 9/15

9:37 am-11:44 am

Nonstop2h 07m

New Windsor Stewart

Fri 9/19

12:24 pm-2:53 pm

Nonstop2h 29m

$138

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 8/8

9:38 am-7:06 pm

1 stop9h 28m

New Windsor Stewart

Mon 8/11

1:28 pm-3:50 pm

Nonstop2h 22m

$326

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Mon 9/8

9:37 am-11:44 am

Nonstop2h 07m

$61

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 8/8

9:38 am-7:06 pm

1 stop9h 28m

$113

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Sat 8/2

8:56 am-10:23 am

2 stops25h 27m

$268

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

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 August is currently the most expensive (average of $206). 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 July 28, 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 July 28, 2025.
Read through reviews of airlines operating flights from Charleston to New Windsor, 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
8.0
Very good
190 reviews

Food

6.7

Overall

8.0

Crew

8.7

Entertainment

6.6

Comfort

8.1

Boarding

8.3

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
190 reviews
Breeze Airways
8.0
Very good
190 reviews

Food

6.7

Overall

8.0

Crew

8.7

Entertainment

6.6

Comfort

8.1

Boarding

8.3

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!
Allegiant Air
7.2
Good
702 reviews
Breeze Airways
8.0
Very good
190 reviews

Food

6.7

Overall

8.0

Crew

8.7

Entertainment

6.6

Comfort

8.1

Boarding

8.3

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.

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

    According to our current data, Breeze Airways ($138), offers the cheapest pricing from Charleston to New Windsor. Breeze Airways is priced at 15% 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 $59. While the most popular route (Charleston - New Windsor Stewart) can be booked for $138 on average our data indicates $105 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 August is currently the most expensive (average of $206). 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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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 July 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$96Average$155FlexibilityNo cancel feeOn-timeN/A

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