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Stewart

$54+ 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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — SWF
May 23 — May 301
Sat 5/23
Sat 5/30
1 adult, Economy
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Cheap 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 April 23, 2026.

This CheapOair deal was found by Cheapflights users on 4/22. 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 9/258:05 am
CHS
-
SWF
Nonstop2h 03m
Breeze Airways
Mon 9/2812:26 pm
SWF
-
CHS
Nonstop2h 31m
Breeze Airways
Deal found 4/22$122
This CheapOair deal was found by Cheapflights users on 4/21. 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 9/189:38 am
CHS
-
SWF
Nonstop2h 08m
Breeze Airways
Mon 9/2112:26 pm
SWF
-
CHS
Nonstop2h 31m
Breeze Airways
Deal found 4/21$127
This Breeze Airways deal was found by Cheapflights users on 4/21. 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 8/149:25 am
CHS
-
SWF
Nonstop2h 12m
Breeze Airways
Mon 8/3112:17 pm
SWF
-
CHS
Nonstop2h 26m
Breeze Airways
Deal found 4/21$138
This CheapOair deal was found by Cheapflights users on 4/20. 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 5/89:25 am
CHS
-
SWF
Nonstop2h 12m
Breeze Airways
Mon 5/1112:17 pm
SWF
-
CHS
Nonstop2h 26m
Breeze Airways
Deal found 4/20$142
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Mon 8/249:25 am
CHS
-
SWF
Nonstop2h 12m
Breeze Airways
Mon 8/3112:17 pm
SWF
-
CHS
Nonstop2h 26m
Breeze Airways
Deal found 4/20$153
This Booking.com deal was found by Cheapflights users on 4/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/59:25 am
CHS
-
SWF
Nonstop2h 12m
Breeze Airways
Mon 6/812:17 pm
SWF
-
CHS
Nonstop2h 26m
Breeze Airways
Deal found 4/21$158
This Super.com deal was found by Cheapflights users on 4/19. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/239:38 am
CHS
-
SWF
Nonstop2h 08m
Breeze Airways
Mon 11/912:26 pm
SWF
-
CHS
Nonstop2h 31m
Breeze Airways
Deal found 4/19$167

Find 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 April 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$122
(CheapOair)

One-way from

$54
(Breeze Airways)

Popular in

October

Cheapest in

January

Average price

$118
Provider with most accurate pricing for Charleston-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charleston-New Windsor Stewart flights.
Search Deals
From Charleston to New Windsor Stewart
Search Deals
One-way flight from Charleston to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 April 23, 2026.
Use the filters below to find and compare flights from Charleston to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 9/25

8:05 am-10:08 am

Nonstop2h 03m

New Windsor Stewart

Mon 9/28

12:26 pm-2:57 pm

Nonstop2h 31m

$122

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 9/18

9:38 am-11:46 am

Nonstop2h 08m

New Windsor Stewart

Mon 9/21

12:26 pm-2:57 pm

Nonstop2h 31m

$127

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 8/14

9:25 am-11:37 am

Nonstop2h 12m

New Windsor Stewart

Mon 8/31

12:17 pm-2:43 pm

Nonstop2h 26m

$138

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 5/8

9:25 am-11:37 am

Nonstop2h 12m

New Windsor Stewart

Mon 5/11

12:17 pm-2:43 pm

Nonstop2h 26m

$142

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Mon 6/29

9:25 am-11:37 am

Nonstop2h 12m

New Windsor Stewart

Mon 7/6

12:17 pm-2:43 pm

Nonstop2h 26m

$211

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Mon 6/8

9:25 am-11:37 am

Nonstop2h 12m

New Windsor Stewart

Mon 6/15

12:17 pm-2:43 pm

Nonstop2h 26m

$238
Cheapest one-way
Quickest one-way

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 9/18

9:38 am-11:46 am

Nonstop2h 08m

$54

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 5/8

9:25 am-11:37 am

Nonstop2h 12m

$72

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 6/5

9:25 am-11:37 am

Nonstop2h 12m

$77

CharlestonNew Windsor

CHS - SWF

CHSSWF

Charleston

Fri 6/12

9:25 am-11:37 am

Nonstop2h 12m

$84

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/20

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

Compare providers for flights from Charleston 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 Charleston to Stewart in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*2 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 Charleston-New Windsor flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Charleston-New Windsor flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Charleston-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Charleston-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 Charleston-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 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 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 April 23, 2026.

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.

How much does it cost to fly round-trip from Charleston to New Windsor?

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 April 23, 2026.
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
8.1
Very good
281 reviews

Crew

8.7

Comfort

8.2

Overall

8.1

Food

6.6

Boarding

8.3

Entertainment

6.6

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.1
Very good
281 reviews
Breeze Airways
8.1
Very good
281 reviews

Crew

8.7

Comfort

8.2

Overall

8.1

Food

6.6

Boarding

8.3

Entertainment

6.6

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

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 08m. 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 ($98), offers the cheapest pricing from Charleston to New Windsor. Breeze Airways is priced at 53% 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 $118. While the most popular route (Charleston - New Windsor Stewart) can be booked for $122 on average, our data indicates $223 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.

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 April 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$98Average$214FlexibilityNo cancel feeOn-timeN/A

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