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 12/12. 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

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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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, Oct 31 - Mon, Nov 3
Breeze Airways Logo
9:37 am - 11:44 amCHS-SWF
2h 07mnonstop
Breeze Airways Logo
12:24 pm - 2:53 pmSWF-CHS
2h 29mnonstop
$147Breeze Airways
Find Deal
Fri, Oct 31 - Mon, Nov 17
Breeze Airways Logo
9:37 am - 11:44 amCHS-SWF
2h 07mnonstop
Breeze Airways Logo
12:24 pm - 2:53 pmSWF-CHS
2h 29mnonstop
$168Breeze Airways
Find Deal
Fri, Oct 3 - Mon, Oct 6
Breeze Airways Logo
9:37 am - 11:44 amCHS-SWF
2h 07mnonstop
Breeze Airways Logo
12:24 pm - 2:53 pmSWF-CHS
2h 29mnonstop
$173Breeze Airways
Find Deal
Mon, Sep 29 - Fri, Oct 3
Breeze Airways Logo
9:37 am - 11:44 amCHS-SWF
2h 07mnonstop
Breeze Airways Logo
12:24 pm - 2:53 pmSWF-CHS
2h 29mnonstop
$199Breeze Airways
Find Deal
Thu, Oct 2 - Mon, Oct 6
Multiple Airlines Logo
12:08 pm - 11:21 amCHS-SWF
23h 13m1 stop
Multiple Airlines Logo
12:24 pm - 2:53 pmSWF-CHS
2h 29mnonstop
$202Multiple Airlines
Find Deal
Thu, Oct 2 - Mon, Oct 6
Multiple Airlines Logo
12:08 pm - 11:21 amCHS-SWF
23h 13m1 stop
Multiple Airlines Logo
12:24 pm - 2:53 pmSWF-CHS
2h 29mnonstop
$204Multiple Airlines
Find Deal
Fri, Oct 17 - Mon, Oct 20
Breeze Airways Logo
9:37 am - 11:44 amCHS-SWF
2h 07mnonstop
Breeze Airways Logo
12:24 pm - 2:53 pmSWF-CHS
2h 29mnonstop
$208Breeze Airways
Find Deal
Mon, Dec 1 - Fri, Dec 5
Breeze Airways Logo
9:37 am - 11:44 amCHS-SWF
2h 07mnonstop
Breeze Airways Logo
12:24 pm - 2:53 pmSWF-CHS
2h 29mnonstop
$229Breeze Airways
Find Deal
Mon, Oct 6 - Fri, Oct 10
Breeze Airways Logo
9:37 am - 11:44 amCHS-SWF
2h 07mnonstop
Breeze Airways Logo
12:24 pm - 2:53 pmSWF-CHS
2h 29mnonstop
$238Breeze Airways
Find Deal
Thu, Oct 2 - Mon, Oct 6
Multiple Airlines Logo
12:08 pm - 11:21 amCHS-SWF
23h 13m1 stop
Multiple Airlines Logo
11:01 am - 8:37 amSWF-CHS
21h 36m2 stops
$243Multiple Airlines
Find Deal

Everything you should know

When to travel
January
Cheapest • 43% 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
Cheapest round-trip
$147
Overall average: $189
Breeze Airways
Fri 10/31Mon 11/3
CHS - SWF • Non-stop
Cheapest one-way
$61
Typical prices: $61-153
Breeze Airways
Fri 12/12
CHS - SWF • Non-stop
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!
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 Saturday 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 $97 (return) on average. On the other hand, the most expensive months are June and December, where the average cost of round-trip tickets is $287 and $248 respectively.

Good to know

Low seasonJune
Cheapest flight$61
Best time to beat the crowds but there is an average 68% increase in price.
Most popular time to fly with an average 45% 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 $147 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, and Delta 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 $94 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.
8.0
Breeze AirwaysOverall score based on 207 reviews
8.1Comfort
8.7Crew
6.7Food
6.6Entertainment
8.2Boarding
Airline reviews

Given some type of snack. Had staff that hated their job and life in general. Have regular overhead bins. The bags have to go sideways and even then, they barely fit. The seats in the front - what would be considered business class were nice. Nothing extra but nice for a short flight. But the regular seats were so close I have no idea how people even fit it them.

2.0 MediocreRobert, Sep 2025MYR - TPA
Read more Breeze Airways reviews

Given some type of snack. Had staff that hated their job and life in general. Have regular overhead bins. The bags have to go sideways and even then, they barely fit. The seats in the front - what would be considered business class were nice. Nothing extra but nice for a short flight. But the regular seats were so close I have no idea how people even fit it them.

Our gate was changed twice, but since they were super close it wasn't an issue. We were delayed 90 mins or so, which wasn't great, but sometimes that's just what happens. Communication was the issue. We weren't kept informed about delays--with more information I would have gotten a real meal, taken a "bio break" and purchased a new book. Because another. flight was being updated more frequently about their delays, I thought ours would be shorter and stayed close by. It left me feeling more frustrated than was necessary.

Your feedback should include a "not applicable" button. There was no food, nor entertainment on our flight. Also, a snack on a short flight will be nice to have

Boarding at BDL gate 24 was confused, but balanced out by friendly, responsive gate attendants. The crew were friendly and made for a straightforward flight. Seats were fine, but the aircraft needs to go in for cabin maintenance. The air nozzles overhead were all loose and could not be closed or adjusted.

Head rest did not move, very uncomfortable. Staff was great. There was no entertainment, would be nice not to have to pay for snack.

Worst airline - on our flight down from MCO to EYW, there was a huuuuuge delay. We were supposed to take off 12p and it was pushed back to almost 2:30p. We boarded the plane and then sat on the tarmac forever because we were "over" weight and had to burn fuel. Rather than ask guests to volunteer and leave, they kept us on the plane. Finally a family decided to off board and take their luggage with them. Shortly after, we left the terminal but then the pilot told us we may have to sit at the end of the runway for 15-20mins to burn more fuel. Which we ended up doing and of course it started to rain. We finally took off 2:50p. We were supposed to land 1p and didn't land until 3:45p. Basically had time to scramble off the plane, grab our luggage, request transportation to our hotel, unpack, rinse off and hustle over to our 6:30p dinner ressy. It's a shame Breeze is the only non-stop airline from MCO to EYW. For this, not sure I'd ever go back to EYW - most def will not take Breeze again.

Flight was rescheduled from (originally) early Saturday departure to a late Sunday departure. Then the late Sunday departure was delayed again (weather) and got in very late. We’ve enjoyed Breeze a lot, but this particular experience was a little disappointing.

Breeze was good but the sandiego airport had traffic and waiting 1 hour in the plane till take off

The return flight was soooooo much colder than the departure flight to Connecticut! I appreciated the layover because I didn't have to change planes. The staff and the service were the best! Everyone was so professional and accommodating. Having internet was great, but for the movies the flight offers through the app could be updated. THANKS EVERYONE! I fly BREEZE every opportunity I can get.

The flight was comfortable with the usual slight turbulence. Macadamia Nuts would be great snacks to purchase in flight.

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

Information on your arrival and departure airports

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