Cheap flights from Pittsburgh to New York from $104

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Pittsburgh to New York departing on 4/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:59 pm - 8:49 am
PIT
-
SWF
12h 50m
1 stop
Multiple Airlines Logo
9:39 am - 8:37 pm
SWF
-
PIT
10h 58m
1 stop
$222Multiple Airlines
Thu, Jun 11 - Mon, Jun 15
Multiple Airlines Logo
10:45 am - 10:55 am
PIT
-
SWF
24h 10m
1 stop
Multiple Airlines Logo
11:45 am - 11:59 pm
SWF
-
PIT
12h 14m
1 stop
$242Multiple Airlines
Wed, Apr 15 - Sun, Apr 19
Multiple Airlines Logo
8:15 pm - 8:58 am
PIT
-
SWF
12h 43m
1 stop
Multiple Airlines Logo
5:55 pm - 11:11 pm
SWF
-
PIT
5h 16m
1 stop
$255Multiple Airlines
Wed, Jun 3 - Mon, Jun 8
Multiple Airlines Logo
8:15 pm - 8:51 am
PIT
-
SWF
12h 36m
1 stop
Multiple Airlines Logo
5:53 pm - 10:51 pm
SWF
-
PIT
4h 58m
1 stop
$257Multiple Airlines
Thu, May 28 - Mon, Jun 1
Multiple Airlines Logo
8:15 pm - 11:37 am
PIT
-
SWF
15h 22m
2 stops
Multiple Airlines Logo
5:53 pm - 10:51 pm
SWF
-
PIT
4h 58m
1 stop
$260Multiple Airlines
Thu, May 28 - Mon, Jun 1
Multiple Airlines Logo
5:49 pm - 11:25 am
PIT
-
SWF
17h 36m
1 stop
Multiple Airlines Logo
5:55 pm - 11:11 pm
SWF
-
PIT
5h 16m
1 stop
$265Multiple Airlines
Tue, Jun 2 - Mon, Jun 8
Multiple Airlines Logo
7:59 pm - 11:37 am
PIT
-
SWF
15h 38m
2 stops
Multiple Airlines Logo
9:39 am - 8:37 pm
SWF
-
PIT
10h 58m
1 stop
$286Multiple Airlines
Thu, Jun 11 - Mon, Jun 15
Multiple Airlines Logo
6:30 am - 10:50 am
PIT
-
SWF
28h 20m
1 stop
Multiple Airlines Logo
11:45 am - 11:59 pm
SWF
-
PIT
12h 14m
1 stop
$296Multiple Airlines
Sun, Apr 26 - Sun, May 3
Allegiant Air Logo
11:38 am - 6:56 pm
PIT
-
SWF
7h 18m
1 stop
Allegiant Air Logo
5:55 pm - 11:11 pm
SWF
-
PIT
5h 16m
1 stop
$297Allegiant Air
Mon, Jun 1 - Mon, Jun 8
Allegiant Air Logo
11:33 am - 6:51 pm
PIT
-
SWF
7h 18m
1 stop
Allegiant Air Logo
5:49 pm - 10:47 pm
SWF
-
PIT
4h 58m
1 stop
$300Allegiant Air
Fri, Jul 17 - Mon, Jul 20

Allegiant Air flights from Pittsburgh to New Windsor

Our best Allegiant Air deals on Pittsburgh to New Windsor flight tickets
Allegiant Air
Jun 1
PIT11:38 amPittsburgh
7h 18m
1 stop
SWF6:56 pmNew Windsor Stewart
Jun 8
SWF5:55 pmNew Windsor Stewart
5h 16m
1 stop
PIT11:11 pmPittsburgh
$297
Allegiant Air
Jul 17
PIT11:33 amPittsburgh
7h 18m
1 stop
SWF6:51 pmNew Windsor Stewart
Jul 20
SWF5:49 pmNew Windsor Stewart
4h 58m
1 stop
PIT10:47 pmPittsburgh
$300
Allegiant Air
May 29
PIT11:38 amPittsburgh
7h 18m
1 stop
SWF6:56 pmNew Windsor Stewart
Jun 1
SWF5:53 pmNew Windsor Stewart
4h 58m
1 stop
PIT10:51 pmPittsburgh
$314

momondo Fare Finder

 
Customize your flight search to find flights from Pittsburgh to New Windsor that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated April 1, 2026.
Use the filters below to find and compare flights from Pittsburgh to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 6/11

7:59 pm-8:49 am

1 stop12h 50m

New Windsor Stewart

Mon 6/15

9:39 am-8:37 pm

1 stop10h 58m

$222

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Wed 4/15

10:45 am-10:55 am

1 stop24h 10m

New Windsor Stewart

Sun 4/19

11:45 am-11:59 pm

1 stop12h 14m

$242

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Wed 6/3

8:15 pm-8:58 am

1 stop12h 43m

New Windsor Stewart

Mon 6/8

5:55 pm-11:11 pm

1 stop5h 16m

$255

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 5/28

8:15 pm-8:51 am

1 stop12h 36m

New Windsor Stewart

Mon 6/1

5:53 pm-10:51 pm

1 stop4h 58m

$257

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 5/28

8:15 pm-11:37 am

2 stops15h 22m

New Windsor Stewart

Mon 6/1

5:53 pm-10:51 pm

1 stop4h 58m

$260

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Tue 6/2

5:49 pm-11:25 am

1 stop17h 36m

New Windsor Stewart

Mon 6/8

5:55 pm-11:11 pm

1 stop5h 16m

$265

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 6/11

7:59 pm-11:37 am

2 stops15h 38m

New Windsor Stewart

Mon 6/15

9:39 am-8:37 pm

1 stop10h 58m

$286

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Sun 4/26

6:30 am-10:50 am

1 stop28h 20m

New Windsor Stewart

Sun 5/3

11:45 am-11:59 pm

1 stop12h 14m

$296

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Mon 6/1

11:38 am-6:56 pm

1 stop7h 18m

New Windsor Stewart

Mon 6/8

5:55 pm-11:11 pm

1 stop5h 16m

$297
Quickest round-trip

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Fri 7/17

11:33 am-6:51 pm

1 stop7h 18m

New Windsor Stewart

Mon 7/20

5:49 pm-10:47 pm

1 stop4h 58m

$300

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to New York from

How to get the cheapest flight ticket from Pittsburgh to New Windsor

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Pittsburgh to New Windsor Stewart?

Breeze Airways and Allegiant Air are the most popular carriers operating from Pittsburgh to New Windsor Stewart

What airlines fly to New Windsor?

Delta, American Airlines and United Airlines are the top three most popular airlines that fly to New Windsor from Pittsburgh according to our data. Delta is the first choice among our users, with 31% of people opting to fly with this airline when traveling to New Windsor. Keep in mind that there are 5 different airlines that fly to New Windsor on a routine basis, so you have a few additional options to choose from.

When to book flights from Pittsburgh to New Windsor

Are you open to changing your travel dates? Check out the ideal times to fly from Pittsburgh to New Windsor according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Pittsburgh to New Windsor (PIT to SWF) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Pittsburgh to New Windsor

Fastest flight time

4h 45m

Direct flights

None
The fastest flight from Pittsburgh to New Windsor takes 4h 45m
There are no direct flights from Pittsburgh to New Windsor. There are no popular flight routes from Pittsburgh to New Windsor.

Frequently asked questions about flying from Pittsburgh to New Windsor

  • How far is Pittsburgh to New Windsor Stewart by plane?

    The straight-line distance from Pittsburgh to New Windsor Stewart is 319.4 mi. By plane, this route typically takes 4h 45m.

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

    Prices for flights from Pittsburgh Airport to New Windsor Stewart Airport refresh daily.

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Pittsburgh Airport to New Windsor Stewart Airport.

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

    The travel and health documents you'll need for your trip to New Windsor Stewart Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at New Windsor Stewart Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Newburgh
Kingston
Woodstock
Saugerties

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to New Windsor from Pittsburgh.

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

Yes. momondo allows you to filter the results for Pittsburgh to New Windsor flights to just show those with flexible booking policies.

How can momondo help me find flights from Pittsburgh to New Windsor?

Once you have performed a search for Pittsburgh to New Windsor flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to New Windsor from Pittsburgh. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your New Windsor trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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1 adult
Fri 5/1
Fri 5/8

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