CHS - SWF

$63 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 9/15. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights 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, Sep 26 - Mon, Sep 29
Breeze Airways Logo
9:37 am - 11:44 amCHS-SWF
2h 07mnonstop
Breeze Airways Logo
12:24 pm - 2:53 pmSWF-CHS
2h 29mnonstop
$122Breeze Airways
Find Deal
Fri, Aug 29 - Mon, Sep 1
Breeze Airways Logo
10:37 am - 12:48 pmCHS-SWF
2h 11mnonstop
Breeze Airways Logo
1:28 pm - 3:50 pmSWF-CHS
2h 22mnonstop
$152Breeze Airways
Find Deal
Fri, Aug 22 - Mon, Aug 25
Breeze Airways Logo
10:37 am - 12:48 pmCHS-SWF
2h 11mnonstop
Breeze Airways Logo
1:28 pm - 3:50 pmSWF-CHS
2h 22mnonstop
$157Breeze Airways
Find Deal
Mon, Aug 4 - Fri, Aug 8
Breeze Airways Logo
10:37 am - 12:48 pmCHS-SWF
2h 11mnonstop
Breeze Airways Logo
1:28 pm - 3:50 pmSWF-CHS
2h 22mnonstop
$177Breeze Airways
Find Deal
Mon, Jul 14 - Mon, Jul 21
Breeze Airways Logo
10:37 am - 12:48 pmCHS-SWF
2h 11mnonstop
Breeze Airways Logo
1:28 pm - 3:50 pmSWF-CHS
2h 22mnonstop
$179Breeze Airways
Find Deal
Fri, Aug 8 - Mon, Aug 11
Breeze Airways Logo
10:37 am - 12:48 pmCHS-SWF
2h 11mnonstop
Breeze Airways Logo
1:28 pm - 3:50 pmSWF-CHS
2h 22mnonstop
$194Breeze Airways
Find Deal
Fri, Jul 11 - Fri, Jul 18
Logo
9:38 am - 7:06 pmCHS-SWF
9h 28m1 stop
Logo
7:56 pm - 8:53 pmSWF-CHS
24h 57m1 stop
$197
Find Deal
Fri, Jul 11 - Fri, Jul 18
Logo
9:38 am - 7:06 pmCHS-SWF
9h 28m1 stop
Logo
7:56 pm - 8:53 pmSWF-CHS
24h 57m1 stop
$198
Find Deal
Mon, Jun 30 - Fri, Jul 4
Breeze Airways Logo
10:37 am - 12:48 pmCHS-SWF
2h 11mnonstop
Breeze Airways Logo
1:28 pm - 3:50 pmSWF-CHS
2h 22mnonstop
$202Breeze Airways
Find Deal
Thu, Jul 10 - Fri, Jul 18
Logo
10:53 am - 7:06 pmCHS-SWF
32h 13m2 stops
Logo
7:56 pm - 8:53 pmSWF-CHS
24h 57m1 stop
$207
Find Deal
Useful Info

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 Saturday, 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 $258 and $200 respectively.

Find deals

Good to know

Low seasonJanuary
High seasonDecember
Cheapest flight$63
Best time to beat the crowds with an average 40% drop in price.
Most popular time to fly with an average 24% 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 $63 for a one-way ticket and $122 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 $88 or less one-way.

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

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.
8.1
Breeze AirwaysOverall score based on 181 reviews
8.2Comfort
6.7Food
8.8Crew
6.6Entertainment
8.3Boarding
Airline reviews

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.

10.0 ExcellentAnonymous, Jun 2025BDL - RDU
Read more Breeze Airways reviews

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.

This is one of the worst trips that I have ever had. Ending up with an overnight delay. I’m not happy with the fact that they did not provide and set up the arrangement needed for lodging that we had to do it on our own. I also feel there should’ve been Compensation for food.

Had to approach landing twice which caused concern but probably due to weather

This was my first time flying your airline and it was okay. The people were nice but I am not used to all the add ons and no movies or even water. But I knew it was going to be that way. I think I prefer paying for the extras to be more comfortable.

Plane did no snacks and had no wifi or entertainment although the flight was 4 hours long.

My original booking was a nonstop flight. It got changed to a flight with a 6vhour layover that became a 7+ hour lay over. I'll never fly this airline again after this roundtrip is over.

I was surprised at how wonderful it was. The aircraft was clean. The crew was warm and welcoming and as a result the passengers were friendly. One warning the only free thing was water. I kind of liked picking wet hat I was willing to pay for and what I was willing to skip.

The flight wasn’t big on frills, which is fine with me. I flew into Islip MacArthur Airport, which saved me from having to go through LaGuardia to visit friends on Long Island. It was inexpensive and super convenient!

Great experience! This was my first time flying with them and I could not have been happier.

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)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.