CHS - SWF

$61 Find Cheap Flights from Charleston to New Windsor

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Charleston to New Windsor departing on 1/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to New Windsor

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charleston to New Windsor, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Charleston to New Windsor, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$118
Overall average: $98
Breeze Airways
Fri 1/23Mon 1/26
CHS - SWF • Non-stop
Cheapest one-way
$61
Typical prices: $58-$62
Breeze Airways
Fri 1/23
CHS - SWF • Non-stop
When to travel
January
Cheapest • 53% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Nonstop flights
2 days a week
There are direct flights from Charleston to New Windsor 2 days a week: Mon, Fri.
Direct flights
Direct flights
Direct flights
Direct flights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to New Windsor!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Charleston to New Windsor (CHS-SWF)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Charleston to New Windsor that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Charleston to New Windsor

Fri, Jan 23 - Mon, Jan 26
Breeze Airways Logo
9:23 am - 11:31 am
CHS
-
SWF
2h 08mnonstop
Breeze Airways Logo
12:11 pm - 2:41 pm
SWF
-
CHS
2h 30mnonstop
$118Breeze Airways
Fri, Jan 9 - Mon, Jan 12
Breeze Airways Logo
9:23 am - 11:31 am
CHS
-
SWF
2h 08mnonstop
Breeze Airways Logo
12:11 pm - 2:41 pm
SWF
-
CHS
2h 30mnonstop
$122Breeze Airways
Fri, Jan 9 - Mon, Jan 12
Breeze Airways Logo
9:23 am - 11:31 am
CHS
-
SWF
2h 08mnonstop
Breeze Airways Logo
12:11 pm - 2:41 pm
SWF
-
CHS
2h 30mnonstop
$127Breeze Airways
Mon, Jan 12 - Fri, Jan 16
Breeze Airways Logo
9:23 am - 11:31 am
CHS
-
SWF
2h 08mnonstop
Breeze Airways Logo
12:11 pm - 2:41 pm
SWF
-
CHS
2h 30mnonstop
$132Breeze Airways
Mon, Jan 5 - Fri, Jan 9
Breeze Airways Logo
9:37 am - 11:44 am
CHS
-
SWF
2h 07mnonstop
Breeze Airways Logo
12:11 pm - 2:41 pm
SWF
-
CHS
2h 30mnonstop
$138Breeze Airways
Fri, May 15 - Mon, May 18
Breeze Airways Logo
9:23 am - 11:35 am
CHS
-
SWF
2h 12mnonstop
Breeze Airways Logo
12:15 pm - 2:41 pm
SWF
-
CHS
2h 26mnonstop
$142Breeze Airways
Thu, Jan 15 - Mon, Jan 19
Multiple Airlines Logo
6:35 pm - 10:19 am
CHS
-
SWF
15h 44m1 stop
Multiple Airlines Logo
12:11 pm - 2:41 pm
SWF
-
CHS
2h 30mnonstop
$148Multiple Airlines
Fri, May 29 - Mon, Jun 1
Breeze Airways Logo
9:23 am - 11:35 am
CHS
-
SWF
2h 12mnonstop
Breeze Airways Logo
12:15 pm - 2:41 pm
SWF
-
CHS
2h 26mnonstop
$152Breeze Airways
Fri, Feb 13 - Mon, Feb 16
Breeze Airways Logo
9:23 am - 11:31 am
CHS
-
SWF
2h 08mnonstop
Breeze Airways Logo
12:11 pm - 2:41 pm
SWF
-
CHS
2h 30mnonstop
$153Breeze Airways
Thu, Jan 15 - Mon, Jan 19
Multiple Airlines Logo
6:35 pm - 10:19 am
CHS
-
SWF
15h 44m1 stop
Multiple Airlines Logo
11:09 am - 5:36 pm
SWF
-
CHS
6h 27m1 stop
$173Multiple Airlines
Booking Insights

KAYAK's insights & trends for Charleston to New Windsor flights

Get data-powered insights and trends into flights from Charleston to New Windsor to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Charleston to Stewart Intl.?

The average price of all round-trip flights from Charleston to New Windsor clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Stewart Intl. on a Thursday and more expensive on a Monday. On your return trip to Charleston, you should consider flying back on a Sunday, and avoid Fridays for better deals.

What is the cheapest month to fly from Charleston to New Windsor?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Charleston to New Windsor, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Charleston to New Windsor is January, where tickets cost $98 (return) on average. On the other hand, the most expensive months are October and December, where the average cost of round-trip tickets is $358 and $353 respectively.

Find deals

Good to know

Low seasonJanuary
Cheapest flight$61
Best time to beat the crowds with an average 53% drop in price.
Most popular time to fly with an average 69% increase in price.
Flight from Charleston to Stewart Intl.

When to book flights from Charleston to New Windsor

Are your dates flexible? Find out the best times to travel from Charleston to New Windsor based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Charleston to Stewart Intl.

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

    In the last 3 days, the lowest price for a flight from Charleston to New Windsor was $61 for a one-way ticket and $118 for a round-trip.

  • Do I need a passport to fly between Charleston and Stewart Intl.?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Charleston to Stewart Intl.?

    When flying out of Charleston you will be using Charleston. You will be landing at Stewart Intl., also known as New Windsor Stewart.

  • Which airlines offer Wi-Fi service onboard planes from Charleston to Stewart Intl.?

    JetBlue, Delta, and American Airlines offer inflight Wi-Fi service on the Charleston to Stewart Intl. flight route.

  • Which aircraft models fly most regularly from Charleston to Stewart Intl.?

    The Airbus A220-300 is the aircraft model that flies most regularly on the Charleston to Stewart Intl. flight route.

  • On which days can I fly direct from Charleston to Stewart Intl.?

    You can catch a nonstop flight from Charleston to Stewart Intl. on on Monday, and Friday.

  • How does KAYAK find such low prices on flights from Charleston to Stewart Intl.?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Charleston to Stewart Intl..

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Charleston to Stewart Intl.?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Stewart Intl. from Charleston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Charleston to Stewart Intl.?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Stewart Intl. with an airline and back to Charleston with another airline. Booking your flights between Charleston and SWF can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Charleston to Stewart Intl.?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Stewart Intl. from Charleston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Charleston to New Windsor

  • Looking for a cheap flight? 25% of our users found flights on this route for $298 or less round-trip.

Prefer to fly direct from Charleston to Stewart Intl.?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Charleston to New Windsor Stewart.
Find which airlines fly direct from Charleston Airport to New Windsor Stewart Airport, which days they fly and book direct flights.

Direct departures

Charleston to New Windsor Stewart

Monday

Breeze Airways

Breeze Airways

Friday

Breeze Airways

Breeze Airways

See more direct flights

Direct returns

New Windsor Stewart to Charleston

Monday

Breeze Airways

Breeze Airways

Friday

Breeze Airways

Breeze Airways

See more direct flights

Reviews of the top airline flying from Charleston to New Windsor

 
See real verified KAYAK customer reviews for airlines flying from Charleston to New Windsor. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Charleston to New Windsor? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.2
Breeze AirwaysOverall score based on 248 reviews
8.2Comfort
6.7Entertainment
8.4Boarding
8.8Crew
6.7Food
Airline reviews

Overall good. Plenty of legroom and fairly comfortable seats. No issues with capacity and the overhead been even though most people brought several carry-ons on. I don’t think Breeze really enforces the pay for a carry-on rule.

8.0 ExcellentAnonymous, Dec 2025
JAX - ORF
Read more Breeze Airways reviews

Overall good. Plenty of legroom and fairly comfortable seats. No issues with capacity and the overhead been even though most people brought several carry-ons on. I don’t think Breeze really enforces the pay for a carry-on rule.

Surprised at how much I enjoyed Breeze. Paid for the Nicer upgrade which made it closer in price to a flag ship carrier but with more comfortable seats and much more leg room. Crew was polite and since we brought our food no loss there. Would make the point that the ‘have to pay for a carry-on is BS’. Most people did not and had several. Still was plenty of room in the overheads.

Comfortable seating, adequate space available, nice to have USB port, polite crew.

My experience is typically great with Breeze. This trip wasn’t any different.

This was my first experience with Breeze. The plane was cleaner and more comfortable than any other I've experienced. The process of boarding was streamlined. We boarded early and arrived at our destination 45 minutes early. The only hiccup was my ticket was rejected by TSA PreCheck and I got sent to the back of a very long line at Fort Myers. I entered my information when I bought my ticket, but it apparently didn't connect to my permanent profile. I'll correct that for next time. I was expecting an Allegiant experience, but Breeze was much more upscale. I really, really enjoyed it.

Great experience. Non stop is great in and of itself.

Lady at check in counter helped me get a seat in the cut row all to myself.

It was great except the other passengers who didnt have children complaining and not giving grace to the mommas with tiny babies who were trying to comfort their little ones during the decent. They were clearly trying and every child travels different.

It was pretty good. Only thing that makes our boarding uncomfortable was, that we had to pass TSA at terminal 1 and after that walk 15 minutes to terminal B, because bus was insufficient to take so many people and waiting time for the bus was more then 1 hour.

Something about the chair was uncomfortable, Maine the curvature of the back.

Everything you need to know for your flight from Charleston to New Windsor

Information on your arrival and departure airports

Charleston (CHS)
New Windsor (SWF)