SWF

Find cheap flights to New Windsor

Round-trip
Economy
Boston (BOS)
New Windsor Stewart
Fri 1/15
Fri 1/22
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to New Windsor

Good to know

Low season

July Best time to beat the crowds with an average 10% drop in price.

High season

December Most popular time to fly with an average 30% increase in price.

Average price round-trip

$363 (avg. price over the last 2 weeks)

Good deal round-trip

$164 or less

Good deal one-way

$97 or less

Top tips for finding cheap flights to New Windsor

  • Looking for cheap airfare to New Windsor? 25% of our users found tickets to New Windsor for the following prices or less: From Raleigh $142 one-way - $190 round-trip, from Phoenix $132 one-way - $233 round-trip, from San Diego $167 one-way - $256 round-trip
  • Book at least 3 weeks before departure in order to get a below-average price.
  • High season is considered to be November and December. The cheapest month to fly to New Windsor is March.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest New Windsor flight deals.

FAQs - booking New Windsor flights

What is the cheapest flight to New Windsor?

Which airlines fly to New Windsor?

How far is New Windsor Airport from central New Windsor?

What is the name of New Windsor’s airport?

Are there New Windsor travel restrictions currently due to Coronavirus?

How does KAYAK find such low prices on flights to New Windsor?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to New Windsor?

What is the Hacker Fare option on flights to New Windsor?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to New Windsor?

Top airlines flying to New Windsor Stewart

Scores according to KAYAK customer reviews

7.2
American Airlines
Overall score based on 45,043 reviews
7.5
Boarding
7.1
Comfort
7.8
Crew
6.8
Entertainment
6.7
Food
Airline reviews

Pros: "The crew was super nice, they offer me to change my seat to fly with my sister."
Cons: "The pilot"

Pros: "It got me to my destination safely."
Cons: "Very abrupt service. Not much room."

Pros: "Crew were amazing"
Cons: "WIFI please for the god sake it’s a transatlantic flight"

Pros: "Nothing at all."
Cons: "Not run late, have entertainment on board and provide better snacks."

Pros: "787 seats have better legroom & recliner"
Cons: "Vegetarian food needs lot of improvement"

Cons: "My tray table was dirty. It had crumbs on it. The flight was on time which was awesome."

Cons: "The seats are extremely restrictive and in a aisle seat I had the gentleman sitting next to me with thighs touching and attendants brushing by me as I squished to left to avoid contact with him. Entertainment screen between center seat and window seat so I just didn't even try to look at it and mostly just leaned forward to have a little space. Also another inch or 2 was taken by person in front of me putting their seat back. With such restrictive space why is this even possible??? Flying has become ridiculous and I try not to as much as I can."

Cons: "We landed early but the plane was late 50 minutes into gate. Plane went pst our gate twice, just driving around the terminal."

Cons: "I'm expecting more from AA. We were delayed for 2.5 hr since we didn't have a pilot !!!!!"

Cons: "Speaker volume was too high."

Cons: "N/A"

Pros: "On time"
Cons: "Tiny seats, no snack or napkin with the drink. Noise in back."

Cons: "Too bad you paid$$$$ and they give you pretzels"

Cons: "Small, cramped seating"

Pros: "comfortable seating, lots of movie choices. food and drink selections were nice.Galley snack choices were underwhelming"
Cons: "Staff was fair, but nothing compared to the service on JAL from CA to Tokyo. Very loud throughout the flight pushing the drink cart through the 8 Business Class rows instead of just delivering drinks to the 32 people in the section. Once the initial food & beverage service was complete, the service practically disappeared unless i sought them out in the galley."

Cons: "No internet on plane"

Pros: "The flight was on time"
Cons: "Tiny bathrooms"

Pros: "Good entertainment selection"
Cons: "Most was as expected."

Pros: "Considering BA cancelled our flight to Milan because our Delta flight to JFK was late....we had to buy 2 more round trip tickets. No one from Kayak or BA helped us.. we were out anithet $1100. ..worst experience ever will never use Kayak again. The right thing to do is for Kayak to refund our original.tickets....since we had no control over our delayed flight but I am sure that will not happen."
Cons: "See above ....."

Pros: "The flight crew was very friendly"
Cons: "I wish the flight was longer. :)"

Cons: "The flight was delayed an hour (which wound up being a 3.5 hour delay in total, with all the continual delays that pursued afterwards(, which would have made us miss our connecting flight back to our home destination. We switched flights in order to make it home at a decent hour and not spend our entire day and night in an airport. We arrived home and they did not transfer two of our three checked bags to our flight, thus making it highly inconvenient upon our arrival home with no luggage."

Cons: "The male flight attendant was incredibly rude, kept hitting my arms with his body with zero apologies. No manners when taking food and drink orders. Did not seem like he liked his job and in a customer service atmosphere this was extremely disappointing."

Cons: "Poor seating and lost my bag."

Pros: "Plane was new and entertainment was free. Great service too."
Cons: "American has improved a lot"

Pros: "Everything else was Fine on the flight..."
Cons: "...But having HBO NC-17 available on a public flight is uncalled for. Even though screens employ technology limit viewing from the side, the seats behind can see everything. We were thankful none of our kids were on this flight. Gratuitous sex scenes in abundance. No thanks American."

Cons: "My Chair would not recline it was broken and was crushed every time the guy in front would lay back on his cause I could not move mine!"

Cons: "Seat in front of me was broken in the reclined position so I had no leg room."

Pros: "More options for food like rice chicken or rice beef"
Cons: "Pls have decent meal plans and the seats were very uncomfortable American Airlines need improvement in all areas"

Pros: "The seat pockets were decent, though I like when the magazines have their own designated slot behind the tray in addition to a pocket. Also good there were power outlets. I liked that they didn't skip row numbers, including 13. So if you're in row 22, for example, you know that's literally how many rows back you are."
Cons: "It took 25 minutes from when plane landed until it reached the gate. There was also apparently an issue with the auxiliary power -- the lights went out in back half of plane when we arrived at gate. I prefer having a screen behind each seat, rather than those attached to ceiling on this flight, so that the entertainment can be customized."

Cons: "Plane had no Per-seat entertainment system."

Pros: "Biscoff!"
Cons: "lack of ent. options"

Pros: "Boarding process and flight crew were just fine - nothing excellent, just average. The plane was an older model, nothing special. We arrived 10 minutes early but then had to wait 20 minutes for a gate."
Cons: "They had no alcohol and no entertainment on a Transcontinental flight from IAD to LAX. Also once we landed we had to wait 20 for a gate assignment."

Pros: "NOTHING"

Pros: "entertainment displays on the back of every seat headrest. Nice room on Main Cabin Xtra, even with someone in the middle seat."
Cons: "1 of the flight attendants was pushy(older caucasian lady)"

Pros: "Flight got to gate 15 earlier than scheduled."
Cons: "But took one hour to get gate checked bag, which was mixed in with checked bags at bagged claim."

Pros: "Comfy seats, great service, was a smooth ride"
Cons: "my entertainment system wasnt working, the headphone jack was not working at all."

Pros: "Nothing really. I feel for the crew. The space is so small and confining there is no room to work or move around"
Cons: "We thought we would get some decent amenities with a name brand carrier but American has basically become like Spirit or Frontier. International travel used to be exempt from impossibly small seats, lack of in flight entertainment and terribly overmatched crew members scurrying to try and complete their duties. Terrible. But the good news is if you pay an extra fee they will let you get on the plane first. More time to be miserable! Hoorah!!"

Pros: "Friendly, helpful flight attendants. Flight left and arrived on time, despite being completely full (asking for volunteers to bump). Offered to gate-check our carry-on bags for free to alleviate crowding of overhead bins was fine for us since we already had checked baggage."
Cons: "If you don't pay for the premium seats, the legroom is pretty tight. I'm only 5'8" and I felt it -- if you're 6'+ you better pay for it. This aircraft had screens, but not individual ones so you're stuck watching whatever sitcom replay they pick, although there is a moderate selection of other music. I've been on a newer aircraft with the in-seat power and interactive screens so I know how good it can be, so this was a little disappointing."

Pros: "Same"
Cons: "Same"

Cons: "Each flight delayed at least an hour"

Pros: "I did like sitting on the left side of the plane. There's a little more room. I feel it's horrible how the airline charges so much and cram so many seats in one air craft. Making it a miserable flight."
Cons: "See above"

Cons: "no food"

Pros: "The flight was on time. It was serviced well by very friendly flight attendants. I enjoyed it very much."

Pros: "The crew was very helpful and kind."
Cons: "Our flight was delayed over an hour and we had a connecting flight to Vegas that we were worried we were going to miss."

Cons: "flight was rebooked to a terrible time, the next day, had to spend over $300 for hotel, extra parking, extra meal, extra day on rental."

Pros: "We had a safe flight."
Cons: "If we wanted to fly on an old American Airlines plane, we wouldn't have purchased a British Airways ticket. Deceiving and unfair."

Pros: "Nothing"
Cons: "We sat on the runway for more than an hour."

Pros: "nice crew"
Cons: "no entertainment system. Even their in flight radio got messed up. seats were uncomfortable."

Pros: "I liked that the seats seemed roomier. The crew was very polite and professional. The baggagr allowance seemed generous compared to other airlines (Frontier)"
Cons: "I didnt get any of the benefits that are supposed to come with the American Airlines credit card. I never have."

Pros: "Boarding was a breeze"

Cons: "Seats are uncomfortable"

Pros: "Boarding was super smooth,"
Cons: "Offer some type of entertainment, ie internet or something"

Pros: "Everything was simple and it was cool that they let the staff wear comfy clothes"
Cons: "Usb chargers in the seat, and free refreshments and peanuts"

Pros: "Allegiant is a Budget airline. Good fares and great service. Nonstop service to less traveled destinations"
Cons: "Nothing for the price."

Pros: "It was good quality for the price."

Pros: "Inexpensive and efficient"

Pros: "The crew were very friendly."
Cons: "the seats were pretty uncomfortable, that was my main problem with the flight."

Pros: "We finally got to our destination"
Cons: "Uhh not boarding and then the pilot coming on and saying "whoops we have to deplane since the weather is bad." Really? Why not just delay boarding instead of putting everyone through that. Terrible experience"

Pros: "When you land at Concord you are right near the parking lot!!!"

Pros: "No The crew was not friendly at all"
Cons: "I honestly am angry that I was charged for things others where not.This is ridiculous"

Pros: "The plane, the crew..."
Cons: "Seats wider"

Cons: "PIE airport does not have a lane for TSA pre-check so be prepared to wait in the long security lines with everyone else."

Pros: "Nothing to like!"
Cons: "Allegiant has an obscure boarding policy that shuts down online and in-person check-in 45min before departure. We got to the Allegiant desk 35min before departure to get our boarding passes and no luggage to check, and were told we missed the flight because check-in wasn’t allowed anymore. That policy should be made very visible and clear to anyone buying tickets on Allegiance as no other airline does that to passengers. We lost 4 tickets and had to buy tickets for a flight the following day. Horrible experience!"

Pros: "Boarding was better than other airlines."
Cons: "Seats are uncomfortable and do NOT recline!"

Cons: "my Luggage did not make it to Reno."

Pros: "Flight crew were friendly and courteous and even added some humor. Flight was on time for departure and 20 min early on arrival. Couldn’t beat the fare. Only airline to fly direct non stop to my location."
Cons: "Had to pay for drinks or snacks. Seats did not recline. Fortunately only a little over a 2 hour flight."

Pros: "Nothing"
Cons: "The $17.00 i paid to insure the flight was not honored. I had some health issues and needed to cancel. I was then told that the airline I chose through your site, won’t honor it. I am furious and am owed my refund."

Cons: "Flight delayed when we ere told it was early. Waited and waited."

Pros: "Easy boarding, very nice crew. I would definitely recommend spending the extra for Priority, it is much faster."

Pros: "Great flight. Great staff."

Pros: "Passengers were fun"
Cons: "Need entertainment"

Pros: "Pretty empty flight so we were able to change seats. Good thing because my family wasn’t sitting together-$12 to pick or change seats ahead of time. Just be prepared and knowledgeable about this airline and other budget airlines and you will be satisfied. - pay for bags in advance, Try to weigh your checked bags before the airport, Bring snacks or drink on flight - otherwise you have to pay for it. Trenton and punta gorda airports are small, you have to walk to the plane. I love the small airports, no lines , easy parking!"
Cons: "Seats aren’t that comfortable and don’t recline even a bit, tray table is small."

Pros: "For a “no frills” airline I like the modern aircraft, professional and friendly crew and on time departure and arrival. The flight is too short for entertainment or food service but the snacks and drinks for sale are varied and acceptably priced."

Pros: "Everything. Boarding stared early and, although the plane was full, everyone was seated and ready for on time takeoff"
Cons: "Plan to curtail service at AVP! Planes are always full!!"

Pros: "I fly this airline airline quite a bit because I have family in the mountains of North Carolina. I have never had a problem with them, I fly out of Fort Lauderdale to Asheville, it's a quick one and a half hour flight. The flight crew is always professional and courteous."

Cons: "Was assigned a middle seat. I am a small woman and had absolutely no room."

Pros: "Cheap."
Cons: "Both departing and return flights were delayed by just over 5 hours."

Pros: "- Good price, even with carry-on and larger seat. - Comfortable seats, despite no incline - better than major airlines."
Cons: "- No food or drinks. - No entertainment. Both are acceptable given the price. - Misinformation regarding flight delay, I was sent notifications and app updated to be 1 hour late. However on arrival, boarding time was as usual."

Pros: "Very cheap ticket Non stop flight to HTS with excellent service. Eat before the flight. It is a short flight but if needed bring your snack... airports near big cities..."

Cons: "Flight was delayed for hours then canceled"

Pros: "Flight left and arrived on time. Boarding was OK."
Cons: "Not even water provided on flight. I miss amenities."

Pros: "They offered a direct flight from Cincinnati to Austin. The price was good, even though they charge for carry on."
Cons: "They land at the Austin airport, kind of. Once we landed they took us to a Remote terminal which required waiting for a bus to fill up and then take you back to the actual airport. There was no quick way for the bus to return and it has to drive for 15 to 20 minutes to get to the main airport. I took 1 complete hour from when I landed to when I got in my car in lot D."

Pros: "Great service and very clean plane. Staff did everything to accommodate everyone's needs."
Cons: "There was a lot more turnulance than expected which could have made for our shaky landing but the pilot did a great job regardless."

Pros: "Very nice flight attendants."
Cons: "45 minute delay my 1st flight and a 2 hour delay on the 2nd. It's become so late so consistently that I don't even bother to arrive early anymore."

Cons: "7 hour delay. Giving us delays in increments so we couldn't make a decision to leave."

Pros: "The food vouchers for 5 hour wait and water/beverages available. Liked alligent app for boarding pass available without printing."
Cons: "The 5 hour wait while the plane was worked on was unexpected. Not a lot of extra space for a near 6 hour flight. Seats do NOT recline at all. The other plane they boarded us on smelled like dirty shoes or diaper."

Pros: "Crew"
Cons: "We sat for five hours waiting for a thunderstorm to end on a hot plane with no drinks."

Cons: "Our flight was delayed dor 10 hours."

Pros: "We were supposed to have boarded for 5:00, flight was at 6pm. They were missing 1 crew member and could board the plane. She showed up, then they made a announcement that the Oakland flight will be delayed till 8:10 takeoff. I was able to get on a flight to Stockton Airport without problem. They wouldnt tell me what was wrong, and i didnt want to chance that it was the last dlight to Oakland and went with Stockton. The flight was good, you have to pay for your water."
Cons: "They would tell me the problem with the plane."

Pros: "No Frills Business Travel Good price No hassle Everything on-time and efficient. A choice if I want extras including baggage, seat assignments, etc. Airport convenience"

Pros: "Arrived an hour before flight. Check in took 25 min and tsa 30 minutes. Tried to go through expedite line but agent refused to let me even though flight was leaving in 30 minutes. I have received better treatment in new York airports than here in Myrtle Beach. Who would have thought. There were 3 others that missed the flight. Why would they not just let's be expedited?"
Cons: "See above"

Pros: "We eventually got to Las Vegas."
Cons: "Everything. Spend an it make and book with someone else."

Cons: "My return flight was rescheduled for a day later."

Pros: "Flight crew was very kind"
Cons: "The security crew made me go through security twice and made my girlfriend and 15 month old daughter stand while they searched her bag"

Pros: "On time. Easy boarding and off loading. Nice staff"
Cons: "The seat. The people. The drinks. The efficiency. The price."

Pros: "I liked how friendly the staff were and how everything was done on time."

Pros: "I thoughly enjoyed the flight.Crew was great."
Cons: "There wasn't anything I didn't like. ."

Pros: "The flight left on time. Friendly crew"
Cons: "I don't like that they charge for carry on bags and they don't have a toll free number"

Pros: "landed safe ."
Cons: "long delay . actual usual delays with airline . with out exception get very sick every time i fly with allegiant . makes me question proper hygentic maintaince / ventallation system vac and clean. i fly jet blue,southwest and virgin, usually with out illness. if there are health checks by the airline , post them !"

Read more about American Airlines
COVID-19 information

Safety measures for airlines flying to New Windsor

Airlines flying to New Windsor have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights to New Windsor

Mandatory masks

Masks required on board, masks provided on flights to New Windsor

Social distancing seating

Middle seats unavailable to book on flights to New Windsor

Pre-flight testing

Testing for antibodies, testing for symptoms for flights to New Windsor

Book Cheap New Windsor Plane Tickets

Recent round-trip flight deals

2/13
Sat
2 stops
American Airlines
16h 51m
IAD - SWF
2/15
Mon
2 stops
American Airlines
26h 04m
SWF - IAD
2/11
Thu
1 stop
Multiple Airlines
12h 06m
FLL - SWF
2/15
Mon
1 stop
Multiple Airlines
11h 18m
SWF - FLL
2/11
Thu
1 stop
Multiple Airlines
12h 06m
FLL - SWF
2/15
Mon
1 stop
Multiple Airlines
11h 18m
SWF - FLL
2/5
Fri
2 stops
Multiple Airlines
39h 45m
CLT - SWF
2/15
Mon
1 stop
Multiple Airlines
12h 40m
SWF - CLT
2/8
Mon
1 stop
American Airlines
3h 39m
PIT - SWF
2/15
Mon
1 stop
American Airlines
7h 08m
SWF - PIT
2/12
Fri
1 stop
American Airlines
3h 49m
ROC - SWF
2/15
Mon
1 stop
American Airlines
12h 25m
SWF - ROC
3/1
Mon
1 stop
American Airlines
3h 28m
BUF - SWF
3/15
Mon
1 stop
American Airlines
12h 00m
SWF - BUF
2/8
Mon
1 stop
American Airlines
15h 29m
PIT - SWF
2/15
Mon
2 stops
American Airlines
25h 07m
SWF - PIT
3/1
Mon
1 stop
American Airlines
3h 28m
BUF - SWF
3/15
Mon
2 stops
American Airlines
24h 07m
SWF - BUF
2/12
Fri
1 stop
American Airlines
17h 36m
DEN - SWF
2/14
Sun
2 stops
American Airlines
11h 39m
SWF - DEN
2/8
Mon
2 stops
American Airlines
25h 47m
PIT - SWF
2/15
Mon
2 stops
American Airlines
11h 22m
SWF - PIT
2/18
Thu
1 stop
Multiple Airlines
21h 16m
RDU - SWF
2/22
Mon
1 stop
Multiple Airlines
26h 14m
SWF - RDU
1/31
Sun
1 stop
Multiple Airlines
27h 16m
PIT - SWF
2/7
Sun
1 stop
Multiple Airlines
21h 56m
SWF - PIT
2/14
Sun
2 stops
Multiple Airlines
20h 14m
DEN - SWF
2/28
Sun
2 stops
Multiple Airlines
38h 27m
SWF - DEN
2/18
Thu
1 stop
Multiple Airlines
25h 20m
FLL - SWF
2/22
Mon
1 stop
Multiple Airlines
11h 18m
SWF - FLL
2/11
Thu
2 stops
Multiple Airlines
21h 14m
DEN - SWF
2/15
Mon
1 stop
Multiple Airlines
26h 16m
SWF - DEN
2/15
Mon
1 stop
Allegiant Air
7h 25m
RDU - SWF
2/18
Thu
1 stop
Allegiant Air
21h 59m
SWF - RDU
2/11
Thu
2 stops
Allegiant Air
13h 21m
FLL - SWF
2/15
Mon
2 stops
Allegiant Air
25h 06m
SWF - FLL
2/11
Thu
2 stops
Allegiant Air
13h 21m
FLL - SWF
2/12
Fri
2 stops
Allegiant Air
27h 26m
SWF - FLL
2/11
Thu
2 stops
Allegiant Air
13h 21m
FLL - SWF
2/18
Thu
2 stops
Allegiant Air
30h 04m
SWF - FLL
Show more results

Recent one-way flight deals

2/14
Sun
1 stop
Multiple Airlines
10h 34m
RDU - SWF
2/27
Sat
1 stop
Multiple Airlines
30h 23m
DEN - SWF
2/14
Sun
1 stop
Multiple Airlines
27h 09m
CLT - SWF
2/11
Thu
1 stop
Multiple Airlines
12h 06m
FLL - SWF
2/11
Thu
1 stop
Multiple Airlines
12h 06m
FLL - SWF
1/20
Wed
1 stop
Multiple Airlines
12h 56m
FLL - SWF
2/14
Sun
1 stop
Multiple Airlines
27h 09m
CLT - SWF
1/29
Fri
2 stops
Multiple Airlines
31h 51m
LAX - SWF
2/20
Sat
1 stop
American Airlines
3h 55m
RDU - SWF
1/31
Sun
1 stop
Allegiant Air
27h 16m
PIT - SWF
2/11
Thu
1 stop
American Airlines
3h 28m
BUF - SWF
3/7
Sun
1 stop
American Airlines
8h 22m
DEN - SWF
2/19
Fri
1 stop
American Airlines
3h 49m
ROC - SWF
1/31
Sun
1 stop
Allegiant Air
27h 16m
PIT - SWF
2/20
Sat
1 stop
American Airlines
16h 26m
ROC - SWF
1/24
Sun
1 stop
Allegiant Air
27h 16m
PIT - SWF
2/13
Sat
2 stops
American Airlines
16h 51m
IAD - SWF
2/11
Thu
2 stops
American Airlines
20h 26m
BUF - SWF
1/21
Thu
1 stop
Allegiant Air
27h 16m
PIT - SWF
1/21
Thu
1 stop
Allegiant Air
27h 16m
PIT - SWF
Show more results
-
1
  • Round-trip
  • One-way
  • Multi-city
  • Trip Builder
  • Economy
  • Premium Economy
  • Business
  • First
  • Multiple
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First