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$63+ Cheap flights from New Windsor to Charleston (SWF - CHS)

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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — CHS
Jun 9 — Jun 161
Tue 6/9
Tue 6/16
1 adult, Economy
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Cheap flight deals from Stewart to Charleston

Cheapest flights from Stewart to Charleston
Explore the most affordable flight options available from Stewart to Charleston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 10, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/6. 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.
Mon 8/3112:17 pm
SWF
-
CHS
Nonstop2h 26m
Breeze Airways
Fri 9/119:38 am
CHS
-
SWF
Nonstop2h 08m
Breeze Airways
Deal found 5/6$97
This Booking.com deal was found by Cheapflights users on 5/8. 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.
Mon 8/2412:17 pm
SWF
-
CHS
Nonstop2h 26m
Breeze Airways
Fri 9/119:38 am
CHS
-
SWF
Nonstop2h 08m
Breeze Airways
Deal found 5/8$99
This Booking.com deal was found by Cheapflights users on 5/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2412:17 pm
SWF
-
CHS
Nonstop2h 26m
Breeze Airways
Fri 9/189:38 am
CHS
-
SWF
Nonstop2h 08m
Breeze Airways
Deal found 5/9$100
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 9/712:17 pm
SWF
-
CHS
Nonstop2h 26m
Breeze Airways
Fri 9/119:38 am
CHS
-
SWF
Nonstop2h 08m
Breeze Airways
Deal found 5/8$112
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 9/412:17 pm
SWF
-
CHS
Nonstop2h 26m
Breeze Airways
Mon 9/79:25 am
CHS
-
SWF
Nonstop2h 12m
Breeze Airways
Deal found 5/6$147
This CheapOair deal was found by Cheapflights users on 5/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:26 pm
SWF
-
CHS
Nonstop2h 31m
Breeze Airways
Mon 9/149:38 am
CHS
-
SWF
Nonstop2h 08m
Breeze Airways
Deal found 5/7$152
This Gotogate deal was found by Cheapflights users on 5/10. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2412:17 pm
SWF
-
CHS
Nonstop2h 26m
Breeze Airways
Fri 8/289:25 am
CHS
-
SWF
Nonstop2h 12m
Breeze Airways
Deal found 5/10$162
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/212:26 pm
SWF
-
CHS
Nonstop2h 31m
Breeze Airways
Mon 10/59:38 am
CHS
-
SWF
Nonstop2h 08m
Breeze Airways
Deal found 5/9$168
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 10/1612:26 pm
SWF
-
CHS
Nonstop2h 31m
Breeze Airways
Mon 10/199:38 am
CHS
-
SWF
Nonstop2h 08m
Breeze Airways
Deal found 5/8$173
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1112:26 pm
SWF
-
CHS
Nonstop2h 31m
Breeze Airways
Mon 12/149:38 am
CHS
-
SWF
Nonstop2h 08m
Breeze Airways
Deal found 5/9$177

Find flight deals from Stewart to Charleston

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Charleston (CHS). 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 May 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$97
(Kiwi.com)

One-way from

$63
(Booking.com)

Popular in

December

Cheapest in

September

Average price

$402
Provider with most accurate pricing for New Windsor Stewart-Charleston flight deals.
Search Deals
Provider most trusted by Cheapflights users for New Windsor Stewart-Charleston flights.
Search Deals
From New Windsor Stewart to Charleston
Search Deals
One-way flight from New Windsor Stewart to Charleston
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Charleston 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 May 10, 2026.
Use the filters below to find and compare flights from New Windsor to Charleston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

New WindsorCharleston

SWF - CHS

SWFCHS

New Windsor Stewart

Fri 6/12

12:17 pm-2:43 pm

Nonstop2h 26m

Charleston

Mon 6/15

9:25 am-11:37 am

Nonstop2h 12m

$222

New WindsorCharleston

SWF - CHS

SWFCHS

New Windsor Stewart

Mon 7/13

12:17 pm-2:43 pm

Nonstop2h 26m

Charleston

Fri 7/17

9:25 am-11:37 am

Nonstop2h 12m

$238

New WindsorCharleston

SWF - CHS

SWFCHS

New Windsor Stewart

Wed 7/15

7:46 pm-8:38 am

1 stop12h 52m

Charleston

Mon 7/20

9:25 am-11:37 am

Nonstop2h 12m

$281

New WindsorCharleston

SWF - CHS

SWFCHS

New Windsor Stewart

Sun 5/17

9:38 am-8:45 am

1 stop23h 07m

Charleston

Wed 5/20

4:34 pm-8:58 am

1 stop16h 24m

$424

New WindsorCharleston

SWF - CHS

SWFCHS

New Windsor Stewart

Fri 5/22

9:41 am-8:48 am

1 stop23h 07m

Charleston

Tue 5/26

3:13 pm-11:25 am

2 stops20h 12m

$448

New WindsorCharleston

SWF - CHS

SWFCHS

New Windsor Stewart

Mon 6/22

12:17 pm-2:43 pm

Nonstop2h 26m

Charleston

Wed 6/24

4:34 pm-5:43 pm

2 stops25h 09m

$450

New WindsorCharleston

SWF - CHS

SWFCHS

New Windsor Stewart

Fri 7/10

12:17 pm-2:43 pm

Nonstop2h 26m

Charleston

Sun 7/12

6:00 am-5:40 pm

2 stops11h 40m

$450

New WindsorCharleston

SWF - CHS

SWFCHS

New Windsor Stewart

Fri 6/5

12:17 pm-2:43 pm

Nonstop2h 26m

Charleston

Sun 6/7

6:14 pm-8:49 am

2 stops14h 35m

$456
Cheapest one-way
Quickest one-way

New WindsorCharleston

SWF - CHS

SWFCHS

New Windsor Stewart

Mon 6/1

12:17 pm-2:43 pm

Nonstop2h 26m

$109

New WindsorCharleston

SWF - CHS

SWFCHS

New Windsor Stewart

Fri 6/5

12:17 pm-2:43 pm

Nonstop2h 26m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/6

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

Compare providers for flights from Stewart to Charleston

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 Charleston in May.
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 New Windsor-Charleston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Windsor-Charleston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Windsor-Charleston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-Charleston 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 New Windsor-Charleston 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 Charleston

Have a flexible travel schedule? Discover the best time to fly to Charleston 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 Charleston

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

Currently, September is the cheapest month in which you can book a flight from New Windsor to Charleston (average of $159). Flying from New Windsor to Charleston in December is currently the most expensive (average of $415). 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 SWF to CHS?

Find hourly flight availability from Stewart to Charleston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 10, 2026.

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

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

Reviews of airlines servicing Charleston

Get insights into the airlines that provide service to Charleston. 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 Charleston. Reviews last updated May 10, 2026.
Read through reviews of airlines operating flights from New Windsor to Charleston, 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
283 reviews

Boarding

8.3

Overall

8.1

Entertainment

6.6

Comfort

8.2

Food

6.6

Crew

8.7

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
283 reviews
Breeze Airways
8.1
Very good
283 reviews

Boarding

8.3

Overall

8.1

Entertainment

6.6

Comfort

8.2

Food

6.6

Crew

8.7

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 Stewart to Charleston. 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 New Windsor to Charleston flight route?

    This flight path from New Windsor Stewart to Charleston was viewed by 5 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 New Windsor to Charleston?

    Departing from New Windsor to Charleston will take you 2h 26m. New Windsor and Charleston are separated by a distance of 678 mi. All flights are typically nonstop.

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

    Flying on Breeze Airways is currently your cheapest option to Charleston, with prices starting at $111. Breeze Airways is priced at 54% lower than the current average price of a flight leaving 3 months from now.

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

    Looking for the cheapest flight from New Windsor to Charleston? While on average our users pay $200, our data indicates the cheapest price to be $73. The most popular route (New Windsor Stewart - Charleston), is priced around $99.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart to Charleston 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 Charleston?

    Currently, September is the cheapest month in which you can book a flight from New Windsor to Charleston (average of $159). Flying from New Windsor to Charleston in December is currently the most expensive (average of $415). 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 Charleston?

Book flights to Charleston if you plan to visit one of these locations
North Charleston
Santee
Summerville
Walterboro
Isle of Palms
Mount Pleasant
Goose Creek
Edisto Beach

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Stewart to Charleston

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

Discover the top airline that operate flights from Stewart to Charleston. 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 May 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$111Average$205FlexibilityNo cancel feeOn-timeN/A

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