Which airlines fly to New Windsor?

United Airlines is the airline most momondo users in United States opt for when booking flights to New Windsor. Delta, American Airlines and JetBlue are also popular choices when flying to New Windsor from United States. Most major airlines flying from United States to New Windsor will offer flights on a regular basis, though your options may vary depending on what airport you fly from.

Breeze Airways Flights to New Windsor

Breeze Airways will jet to New Windsor around 2 times in an average week. Where you fly from will dictate what kind of deals you can get for Breeze Airways, but prices as low as $130 have been found from Orlando to New Windsor. Breeze Airways has scored 8.2/10 in momondo user reviews.

How long does it take to fly to New Windsor?

On average, it takes 5h 13m to fly from United States to New Windsor if you fly out of Los Angeles (the most popular airport in United States) and into New York John F Kennedy Intl (the most popular airport in New Windsor). If you’re flying out of San Francisco and into New York John F Kennedy Intl, then the flight time is around 5h 21m.

$50 Cheap Flights to New Windsor in 2026

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Find the cheapest flights from the United States to New Windsor

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:05 am - 11:39 amMCO Orlando-SWF New Windsor Stewart

4h 34m1 stop Raleigh-Durham

12:39 pm - 11:42 pmSWF New Windsor Stewart-MCO Orlando

11h 03m1 stop Raleigh-Durham

$137Breeze Airways

Sat, Sep 12 - Sat, Sep 19

7:20 am - 11:36 amMCO Orlando-SWF New Windsor Stewart

4h 16m1 stop Charleston

12:39 pm - 11:42 pmSWF New Windsor Stewart-MCO Orlando

11h 03m1 stop Raleigh-Durham

$141Breeze Airways

Fri, Sep 11 - Sat, Sep 19

7:20 am - 10:16 amMCO Orlando-SWF New Windsor Stewart

2h 56mnonstop

12:16 pm - 4:55 pmSWF New Windsor Stewart-MCO Orlando

4h 39m1 stop Charleston

$143Breeze Airways

Thu, Sep 10 - Fri, Sep 11

7:20 am - 10:16 amMCO Orlando-SWF New Windsor Stewart

2h 56mnonstop

12:39 pm - 11:42 pmSWF New Windsor Stewart-MCO Orlando

11h 03m1 stop Raleigh-Durham

$146Breeze Airways

Thu, Sep 17 - Sat, Sep 19

6:00 am - 10:08 amMCO Orlando-SWF New Windsor Stewart

4h 08m1 stop Charleston

12:39 pm - 11:42 pmSWF New Windsor Stewart-MCO Orlando

11h 03m1 stop Raleigh-Durham

$146Breeze Airways

Fri, Sep 25 - Sat, Sep 26

7:20 am - 10:16 amMCO Orlando-SWF New Windsor Stewart

2h 56mnonstop

12:39 pm - 11:42 pmSWF New Windsor Stewart-MCO Orlando

11h 03m1 stop Raleigh-Durham

$147Breeze Airways

Thu, Sep 17 - Sat, Sep 19

7:00 am - 11:39 amTPA Tampa-SWF New Windsor Stewart

4h 39m1 stop Raleigh-Durham

12:39 pm - 5:17 pmSWF New Windsor Stewart-TPA Tampa

4h 38m1 stop Raleigh-Durham

$148Breeze Airways

Sat, Sep 26 - Sat, Oct 3

7:20 am - 11:36 amMCO Orlando-SWF New Windsor Stewart

4h 16m1 stop Charleston

12:16 pm - 4:55 pmSWF New Windsor Stewart-MCO Orlando

4h 39m1 stop Charleston

$149Breeze Airways

Fri, Oct 2 - Mon, Oct 5

7:20 am - 10:16 amMCO Orlando-SWF New Windsor Stewart

2h 56mnonstop

12:39 pm - 11:27 pmSWF New Windsor Stewart-MCO Orlando

10h 48m1 stop Raleigh-Durham

$155Multiple Airlines

Thu, Sep 24 - Wed, Sep 30

7:00 am - 11:39 amTPA Tampa-SWF New Windsor Stewart

4h 39m1 stop Raleigh-Durham

11:53 am - 7:05 amSWF New Windsor Stewart-TPA Tampa

19h 12m1 stop Fort Lauderdale

$161Multiple Airlines

Sat, Oct 17 - Sun, Oct 18

Cheap last minute flights

Enter your travel dates to find the best prices.

6:55 am - 9:53 amMCO Orlando-SWF New Windsor Stewart

2h 58mnonstop

12:05 pm - 11:44 pmSWF New Windsor Stewart-MCO Orlando

11h 39m1 stop Raleigh-Durham

$209Breeze Airways

Thu, Aug 13 - Wed, Sep 2

6:55 am - 9:53 amMCO Orlando-SWF New Windsor Stewart

2h 58mnonstop

12:05 pm - 11:44 pmSWF New Windsor Stewart-MCO Orlando

11h 39m1 stop Raleigh-Durham

$209Breeze Airways

Sun, Aug 16 - Wed, Aug 26

6:55 am - 9:53 amMCO Orlando-SWF New Windsor Stewart

2h 58mnonstop

10:33 am - 1:39 pmSWF New Windsor Stewart-MCO Orlando

3h 06mnonstop

$213Breeze Airways

Sun, Aug 16 - Sun, Sep 6

6:55 am - 9:53 amMCO Orlando-SWF New Windsor Stewart

2h 58mnonstop

12:05 pm - 11:44 pmSWF New Windsor Stewart-MCO Orlando

11h 39m1 stop Raleigh-Durham

$214Breeze Airways

Thu, Aug 13 - Sat, Aug 29

6:55 am - 9:53 amMCO Orlando-SWF New Windsor Stewart

2h 58mnonstop

10:33 am - 1:39 pmSWF New Windsor Stewart-MCO Orlando

3h 06mnonstop

$229Breeze Airways

Thu, Aug 13 - Sun, Aug 30

6:55 am - 9:53 amMCO Orlando-SWF New Windsor Stewart

2h 58mnonstop

12:39 pm - 11:27 pmSWF New Windsor Stewart-MCO Orlando

10h 48m1 stop Raleigh-Durham

$238Multiple Airlines

Thu, Aug 13 - Wed, Sep 16

6:55 am - 9:53 amMCO Orlando-SWF New Windsor Stewart

2h 58mnonstop

12:05 pm - 11:44 pmSWF New Windsor Stewart-MCO Orlando

11h 39m1 stop Raleigh-Durham

$241Breeze Airways

Sun, Aug 16 - Sat, Aug 29

6:55 am - 9:53 amMCO Orlando-SWF New Windsor Stewart

2h 58mnonstop

12:05 pm - 11:44 pmSWF New Windsor Stewart-MCO Orlando

11h 39m1 stop Raleigh-Durham

$250Breeze Airways

Thu, Aug 13 - Wed, Aug 19

6:55 am - 9:53 amMCO Orlando-SWF New Windsor Stewart

2h 58mnonstop

7:31 pm - 6:40 amSWF New Windsor Stewart-MCO Orlando

35h 09m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson

$251Multiple Airlines

Thu, Aug 13 - Thu, Aug 27

6:55 am - 9:53 amMCO Orlando-SWF New Windsor Stewart

2h 58mnonstop

12:05 pm - 11:44 pmSWF New Windsor Stewart-MCO Orlando

11h 39m1 stop Raleigh-Durham

$255Breeze Airways

Thu, Aug 13 - Wed, Aug 19

Recent direct flight deals from the United States to New Windsor

Enter your travel dates to find the best prices.

7:20 am - 10:16 amMCO Orlando-SWF New Windsor Stewart

2h 56mnonstop

10:56 am - 2:15 pmSWF New Windsor Stewart-MCO Orlando

3h 19mnonstop

$153Breeze Airways

Thu, Jan 14 - Thu, Jan 21

6:55 am - 9:53 amMCO Orlando-SWF New Windsor Stewart

2h 58mnonstop

10:33 am - 1:39 pmSWF New Windsor Stewart-MCO Orlando

3h 06mnonstop

$157Breeze Airways

Thu, Sep 3 - Sun, Sep 6

7:20 am - 10:16 amMCO Orlando-SWF New Windsor Stewart

2h 56mnonstop

10:56 am - 2:15 pmSWF New Windsor Stewart-MCO Orlando

3h 19mnonstop

$157Breeze Airways

Thu, Oct 1 - Sun, Oct 4

7:20 am - 10:16 amMCO Orlando-SWF New Windsor Stewart

2h 56mnonstop

10:56 am - 2:15 pmSWF New Windsor Stewart-MCO Orlando

3h 19mnonstop

$158Breeze Airways

Thu, Oct 1 - Sun, Oct 4

7:20 am - 10:16 amMCO Orlando-SWF New Windsor Stewart

2h 56mnonstop

10:56 am - 2:15 pmSWF New Windsor Stewart-MCO Orlando

3h 19mnonstop

$162Breeze Airways

Thu, Oct 1 - Sun, Oct 4

7:20 am - 10:16 amMCO Orlando-SWF New Windsor Stewart

2h 56mnonstop

10:56 am - 2:15 pmSWF New Windsor Stewart-MCO Orlando

3h 19mnonstop

$162Breeze Airways

Thu, Oct 1 - Sun, Oct 4

6:55 am - 9:53 amMCO Orlando-SWF New Windsor Stewart

2h 58mnonstop

10:56 am - 2:15 pmSWF New Windsor Stewart-MCO Orlando

3h 19mnonstop

$162Breeze Airways

Thu, Sep 3 - Thu, Sep 10

6:55 am - 9:53 amMCO Orlando-SWF New Windsor Stewart

2h 58mnonstop

10:33 am - 1:39 pmSWF New Windsor Stewart-MCO Orlando

3h 06mnonstop

$162Breeze Airways

Thu, Sep 3 - Sun, Sep 6

7:00 am - 11:39 amTPA Tampa-SWF New Windsor Stewart

4h 39mnonstop

12:39 pm - 5:17 pmSWF New Windsor Stewart-TPA Tampa

4h 38mnonstop

$234Breeze Airways

Sat, Sep 26 - Sat, Oct 3

7:00 am - 11:39 amTPA Tampa-SWF New Windsor Stewart

4h 39mnonstop

12:39 pm - 5:17 pmSWF New Windsor Stewart-TPA Tampa

4h 38mnonstop

$307Breeze Airways

Wed, Sep 16 - Wed, Sep 30

Fly from

Route

Depart

Return

Price

Cheapest round-trip

OrlandoNew Windsor

MCO Orlando - SWF New Windsor Stewart

MCOSWF

Orlando

Sat 9/12

7:05 am-11:39 am

1 stop4h 34m

New Windsor Stewart

Sat 9/19

12:39 pm-11:42 pm

1 stop11h 03m

$137

OrlandoNew Windsor

MCO Orlando - SWF New Windsor Stewart

MCOSWF

Orlando

Fri 9/11

7:20 am-11:36 am

1 stop4h 16m

New Windsor Stewart

Sat 9/19

12:39 pm-11:42 pm

1 stop11h 03m

$141

Quickest round-trip

OrlandoNew Windsor

MCO Orlando - SWF New Windsor Stewart

MCOSWF

Orlando

Thu 9/10

7:20 am-10:16 am

Nonstop2h 56m

New Windsor Stewart

Fri 9/11

12:16 pm-4:55 pm

1 stop4h 39m

$143

OrlandoNew Windsor

MCO Orlando - SWF New Windsor Stewart

MCOSWF

Orlando

Thu 9/17

7:20 am-10:16 am

Nonstop2h 56m

New Windsor Stewart

Sat 9/19

12:39 pm-11:42 pm

1 stop11h 03m

$146

OrlandoNew Windsor

MCO Orlando - SWF New Windsor Stewart

MCOSWF

Orlando

Fri 9/25

6:00 am-10:08 am

1 stop4h 08m

New Windsor Stewart

Sat 9/26

12:39 pm-11:42 pm

1 stop11h 03m

$146

OrlandoNew Windsor

MCO Orlando - SWF New Windsor Stewart

MCOSWF

Orlando

Thu 9/17

7:20 am-10:16 am

Nonstop2h 56m

New Windsor Stewart

Sat 9/19

12:39 pm-11:42 pm

1 stop11h 03m

$147

TampaNew Windsor

TPA Tampa - SWF New Windsor Stewart

TPASWF

Tampa

Sat 9/26

7:00 am-11:39 am

1 stop4h 39m

New Windsor Stewart

Sat 10/3

12:39 pm-5:17 pm

1 stop4h 38m

$148

OrlandoNew Windsor

MCO Orlando - SWF New Windsor Stewart

MCOSWF

Orlando

Fri 10/2

7:20 am-11:36 am

1 stop4h 16m

New Windsor Stewart

Mon 10/5

12:16 pm-4:55 pm

1 stop4h 39m

$149

OrlandoNew Windsor

MCO Orlando - SWF New Windsor Stewart

MCOSWF

Orlando

Thu 9/24

7:20 am-10:16 am

Nonstop2h 56m

New Windsor Stewart

Wed 9/30

12:39 pm-11:27 pm

1 stop10h 48m

$155

TampaNew Windsor

TPA Tampa - SWF New Windsor Stewart

TPASWF

Tampa

Sat 10/17

7:00 am-11:39 am

1 stop4h 39m

New Windsor Stewart

Sun 10/18

11:53 am-7:05 am

1 stop19h 12m

$161

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

New Windsor flights insights and trends

Explore insights for your New Windsor flight to craft the best travel plan

Prices

Other information

What is the cheapest month to fly to New Windsor?

What is the absolute cheapest flight to New Windsor?

$66 is the cheapest deal found on momondo in the last two weeks for a flight to New Windsor. This flight is from Fort Lauderdale and is 90% cheaper than most flights to New Windsor. To find the cheapest price to New Windsor from your area, use momondo’s Airport-to-Airport Pricing Tool.

See prices from:

Cheapest flights to New Windsor Stewart

Find the cheapest flights to New Windsor Stewart from your nearest city or airport

Find flights from Los Angeles to Newark Airport

Cheap New Windsor flight deals and tips

Summary info about New Windsor flight prices, duration and airlines

Best One-Way Price	$50
Best Round-Trip Price	$137
Fastest flight time	4h 34m

The best one-way flight price to New Windsor from United States in the last 5 days is $50 (Tampa to New Windsor Stewart).

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The best round-trip flight price to New Windsor from United States in the last 5 days is $137 (Orlando to New Windsor Stewart).

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The fastest flight to New Windsor from United States takes 4h 34m (Orlando to New Windsor Stewart).

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Frequently asked questions about flying to New Windsor

Is there an alternative airport near New Windsor?

Those flying to New Windsor could potentially find better pricing at New Windsor Stewart Airport (4 mi from New Windsor city center), White Plains Westchester County Airport (33 mi from New Windsor city center), New York LaGuardia Airport (49 mi from New Windsor city center) or Newark Airport (54 mi from New Windsor city center) depending on the month and departure airport.

Is there a cheaper alternative to flying into New Windsor?

With an average price of $206 per person, New Windsor Stewart Airport is the cheapest airport to fly into when planning your trip to New Windsor. This price can fluctuate based on where you are flying from. momondo’s Airport-to-Airport Pricing Tool can help users find the best prices.

When did momondo last update prices for flights to New Windsor Stewart Airport?

Prices for flights to New Windsor Stewart Airport are refreshed on a daily basis.

How many operators does momondo search for flights to New Windsor Stewart Airport?

There are 4 operators available for flights to New Windsor Stewart Airport as of August 2026.

How old do you have to be to fly to New Windsor Stewart Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel to New Windsor Stewart Airport.

What documentation or ID do you need to fly to New Windsor Stewart Airport?

The travel and health documents required for your trip to New Windsor Stewart Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at New Windsor Stewart Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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Saugerties

Why use momondo?

Why should I use momondo to find a flight deal to New Windsor?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight to New Windsor. momondo saves you time and could save you money on your trip.

Can I find flights to New Windsor with flexible booking policies on momondo?

Yes. All flights to New Windsor on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights to New Windsor?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as filter your options to help you make an informed choice when booking flights to New Windsor.

I’m not ready to book a flight to New Windsor right now. Can momondo alert me if prices change?

Price alerts on flights to New Windsor are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.