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 3 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 $152 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 Miami and into New York John F Kennedy Intl, then the flight time is around 2h 54m.

$63 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

$136Breeze Airways

Sat, Sep 12 - Sat, Sep 19

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, Jan 21 - Sat, Jan 23

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

$148Breeze Airways

Thu, Sep 10 - Wed, Sep 23

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

$148Breeze Airways

Thu, Sep 10 - Sat, Sep 12

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

$149Breeze Airways

Thu, Sep 10 - 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

$150Breeze Airways

Mon, Sep 14 - Sat, Sep 26

9:00 pm - 11:03 amATL Atlanta Hartsfield-Jackson-SWF New Windsor Stewart

14h 03m1 stop Fort Lauderdale

11:58 am - 9:00 amSWF New Windsor Stewart-ATL Atlanta Hartsfield-Jackson

21h 02m1 stop Fort Lauderdale

$159Multiple Airlines

Sat, Oct 17 - Sun, Oct 25

7:31 am - 9:48 amATL Atlanta Hartsfield-Jackson-SWF New Windsor Stewart

26h 17m1 stop Fort Lauderdale

11:58 am - 9:00 amSWF New Windsor Stewart-ATL Atlanta Hartsfield-Jackson

21h 02m1 stop Fort Lauderdale

$159Multiple Airlines

Wed, Oct 21 - Sun, Oct 25

10:29 pm - 11:39 amATL Atlanta Hartsfield-Jackson-SWF New Windsor Stewart

13h 10m1 stop Raleigh-Durham

7:04 pm - 2:41 pmSWF New Windsor Stewart-ATL Atlanta Hartsfield-Jackson

19h 37m1 stop Orlando Sanford Intl

$167Multiple Airlines

Fri, Nov 13 - Mon, Nov 16

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

4h 39m1 stop Raleigh-Durham

11:58 am - 7:05 amSWF New Windsor Stewart-TPA Tampa

19h 07m1 stop Fort Lauderdale

$167Multiple Airlines

Sat, Oct 17 - Sun, Oct 25

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

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

3h 06mnonstop

$227Breeze Airways

Thu, Sep 3 - Sun, Sep 6

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

$239Breeze Airways

Thu, Sep 3 - 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

$254Breeze Airways

Thu, Sep 3 - Sat, Sep 5

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

2h 58mnonstop

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

11h 03m1 stop Raleigh-Durham

$265Breeze Airways

Thu, Sep 3 - Wed, Sep 9

7:00 am - 11:25 amMCO Orlando-SWF New Windsor Stewart

4h 25m1 stop Raleigh-Durham

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

3h 06mnonstop

$265Breeze Airways

Sat, Sep 5 - Sun, Sep 6

7:00 am - 11:25 amMCO Orlando-SWF New Windsor Stewart

4h 25m1 stop Raleigh-Durham

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

3h 06mnonstop

$267Breeze Airways

Wed, Sep 2 - Sun, Sep 6

7:00 am - 11:25 amMCO Orlando-SWF New Windsor Stewart

4h 25m1 stop Raleigh-Durham

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

4h 39m1 stop Charleston

$267Breeze Airways

Sat, Sep 5 - Fri, Sep 11

7:00 am - 11:25 amMCO Orlando-SWF New Windsor Stewart

4h 25m1 stop Raleigh-Durham

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

3h 06mnonstop

$273Breeze Airways

Sat, Sep 5 - Sun, Sep 6

9:40 am - 11:25 amMCO Orlando-SWF New Windsor Stewart

25h 45m1 stop Raleigh-Durham

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

4h 39m1 stop Charleston

$304Multiple Airlines

Fri, Sep 4 - Fri, Sep 11

9:40 am - 11:25 amMCO Orlando-SWF New Windsor Stewart

25h 45m1 stop Raleigh-Durham

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

11h 03m1 stop Raleigh-Durham

$324Multiple Airlines

Fri, Sep 4 - Wed, Sep 9

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

$157Breeze Airways

Thu, Jan 28 - Sun, Jan 31

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, Jan 14 - Thu, Jan 21

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

$172Breeze Airways

Thu, Nov 12 - Sun, Nov 15

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

$172Breeze Airways

Thu, Sep 10 - Thu, Sep 17

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

$173Breeze Airways

Thu, Nov 12 - Sun, Nov 15

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

$173Breeze Airways

Thu, Nov 12 - Sun, Nov 15

7:30 am - 10:26 amMCO Orlando-SWF New Windsor Stewart

2h 56mnonstop

11:06 am - 2:25 pmSWF New Windsor Stewart-MCO Orlando

3h 19mnonstop

$177Breeze Airways

Thu, Dec 10 - Sun, Dec 13

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

$177Breeze Airways

Sun, Sep 13 - Thu, Sep 17

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

4h 39mnonstop

12:39 pm - 5:26 pmSWF New Windsor Stewart-TPA Tampa

4h 47mnonstop

$323Breeze Airways

Wed, Dec 2 - Sat, Dec 5

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

$326Breeze Airways

Sat, Oct 3 - Sat, Oct 10

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

$136

Quickest round-trip

OrlandoNew Windsor

MCO Orlando - SWF New Windsor Stewart

MCOSWF

Orlando

Thu 1/21

7:20 am-10:16 am

Nonstop2h 56m

New Windsor Stewart

Sat 1/23

12:39 pm-11:42 pm

1 stop11h 03m

$146

OrlandoNew Windsor

MCO Orlando - SWF New Windsor Stewart

MCOSWF

Orlando

Thu 9/10

7:20 am-10:16 am

Nonstop2h 56m

New Windsor Stewart

Wed 9/23

12:39 pm-11:42 pm

1 stop11h 03m

$148

OrlandoNew Windsor

MCO Orlando - SWF New Windsor Stewart

MCOSWF

Orlando

Thu 9/10

7:20 am-10:16 am

Nonstop2h 56m

New Windsor Stewart

Sat 9/12

12:39 pm-11:42 pm

1 stop11h 03m

$148

OrlandoNew Windsor

MCO Orlando - SWF New Windsor Stewart

MCOSWF

Orlando

Thu 9/10

7:20 am-10:16 am

Nonstop2h 56m

New Windsor Stewart

Sat 9/19

12:39 pm-11:42 pm

1 stop11h 03m

$149

OrlandoNew Windsor

MCO Orlando - SWF New Windsor Stewart

MCOSWF

Orlando

Mon 9/14

7:20 am-11:36 am

1 stop4h 16m

New Windsor Stewart

Sat 9/26

12:39 pm-11:42 pm

1 stop11h 03m

$150

AtlantaNew Windsor

ATL Atlanta Hartsfield-Jackson - SWF New Windsor Stewart

ATLSWF

Atlanta Hartsfield-Jackson

Sat 10/17

9:00 pm-11:03 am

1 stop14h 03m

New Windsor Stewart

Sun 10/25

11:58 am-9:00 am

1 stop21h 02m

$159

AtlantaNew Windsor

ATL Atlanta Hartsfield-Jackson - SWF New Windsor Stewart

ATLSWF

Atlanta Hartsfield-Jackson

Wed 10/21

7:31 am-9:48 am

1 stop26h 17m

New Windsor Stewart

Sun 10/25

11:58 am-9:00 am

1 stop21h 02m

$159

AtlantaNew Windsor

ATL Atlanta Hartsfield-Jackson - SWF New Windsor Stewart

ATLSWF

Atlanta Hartsfield-Jackson

Fri 11/13

10:29 pm-11:39 am

1 stop13h 10m

New Windsor Stewart

Mon 11/16

7:04 pm-2:41 pm

1 stop19h 37m

$167

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 10/25

11:58 am-7:05 am

1 stop19h 07m

$167

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?

$86 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 86% 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	$63
Best Round-Trip Price	$136
Fastest flight time	4h 34m

The best one-way flight price to New Windsor from United States in the last 5 days is $63 (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 $136 (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 $183 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 3 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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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.