Cheap flights from Pittsburgh to New York from $98

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 11/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Multiple Airlines Logo
12:36 pm - 5:49 pmPIT-SWF
5h 13m1 stop
Multiple Airlines Logo
3:01 pm - 11:16 pmSWF-PIT
8h 15m1 stop
$201Multiple Airlines
Find Deal
Fri, Oct 24 - Mon, Oct 27
Multiple Airlines Logo
11:29 am - 4:55 pmPIT-SWF
5h 26m1 stop
Multiple Airlines Logo
11:31 am - 11:16 pmSWF-PIT
11h 45m1 stop
$217Multiple Airlines
Find Deal
Thu, Oct 23 - Fri, Oct 24
Multiple Airlines Logo
11:29 am - 4:55 pmPIT-SWF
5h 26m1 stop
Multiple Airlines Logo
3:01 pm - 11:16 pmSWF-PIT
8h 15m1 stop
$229Multiple Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
Multiple Airlines Logo
12:14 pm - 10:11 amPIT-SWF
21h 57m1 stop
Multiple Airlines Logo
12:01 pm - 9:11 pmSWF-PIT
9h 10m1 stop
$244Multiple Airlines
Find Deal
Thu, Nov 13 - Mon, Nov 17
Allegiant Air Logo
11:29 am - 4:55 pmPIT-SWF
5h 26m1 stop
Allegiant Air Logo
5:45 pm - 7:34 pmSWF-PIT
25h 49m1 stop
$287Allegiant Air
Find Deal
Thu, Oct 23 - Sun, Oct 26
Allegiant Air Logo
12:36 pm - 5:49 pmPIT-SWF
5h 13m1 stop
Allegiant Air Logo
5:45 pm - 7:34 pmSWF-PIT
25h 49m1 stop
$289Allegiant Air
Find Deal
Fri, Oct 24 - Sun, Oct 26
Allegiant Air Logo
11:29 am - 4:55 pmPIT-SWF
5h 26m1 stop
Allegiant Air Logo
5:45 pm - 7:34 pmSWF-PIT
25h 49m1 stop
$290Allegiant Air
Find Deal
Thu, Oct 23 - Sun, Oct 26
Multiple Airlines Logo
5:35 pm - 10:11 amPIT-SWF
16h 36m2 stops
Multiple Airlines Logo
12:01 pm - 9:11 pmSWF-PIT
9h 10m1 stop
$294Multiple Airlines
Find Deal
Thu, Nov 13 - Mon, Nov 17
Allegiant Air Logo
9:00 pm - 10:26 amPIT-SWF
13h 26m1 stop
Allegiant Air Logo
11:06 am - 8:57 amSWF-PIT
21h 51m1 stop
$306Allegiant Air
Find Deal
Mon, Nov 17 - Thu, Nov 20
Allegiant Air Logo
12:36 pm - 5:49 pmPIT-SWF
5h 13m1 stop
Allegiant Air Logo
6:16 pm - 8:14 pmSWF-PIT
25h 58m1 stop
$324Allegiant Air
Find Deal
Fri, Oct 31 - Sun, Nov 2

Allegiant Air flights from Pittsburgh to New Windsor

Our best Allegiant Air deals on Pittsburgh to New Windsor flight tickets
Allegiant Air
Oct 23
PIT11:29 amPittsburgh
5h 26m
1 stop
SWF4:55 pmNew Windsor Stewart
Oct 26
SWF5:45 pmNew Windsor Stewart
25h 49m
1 stop
PIT7:34 pmPittsburgh
Allegiant Air
Oct 24
PIT12:36 pmPittsburgh
5h 13m
1 stop
SWF5:49 pmNew Windsor Stewart
Oct 26
SWF5:45 pmNew Windsor Stewart
25h 49m
1 stop
PIT7:34 pmPittsburgh
Allegiant Air
Oct 23
PIT11:29 amPittsburgh
5h 26m
1 stop
SWF4:55 pmNew Windsor Stewart
Oct 26
SWF5:45 pmNew Windsor Stewart
25h 49m
1 stop
PIT7:34 pmPittsburgh

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 October 9, 2025.
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

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Fri 10/24

12:36 pm-5:49 pm

1 stop5h 13m

New Windsor Stewart

Mon 10/27

3:01 pm-11:16 pm

1 stop8h 15m

$201

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 10/23

11:29 am-4:55 pm

1 stop5h 26m

New Windsor Stewart

Fri 10/24

11:31 am-11:16 pm

1 stop11h 45m

$217

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 10/23

11:29 am-4:55 pm

1 stop5h 26m

New Windsor Stewart

Mon 10/27

3:01 pm-11:16 pm

1 stop8h 15m

$229

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 11/13

12:14 pm-10:11 am

1 stop21h 57m

New Windsor Stewart

Mon 11/17

12:01 pm-9:11 pm

1 stop9h 10m

$244

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 10/23

11:29 am-4:55 pm

1 stop5h 26m

New Windsor Stewart

Sun 10/26

5:45 pm-7:34 pm

1 stop25h 49m

$287

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Fri 10/24

12:36 pm-5:49 pm

1 stop5h 13m

New Windsor Stewart

Sun 10/26

5:45 pm-7:34 pm

1 stop25h 49m

$289

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 10/23

11:29 am-4:55 pm

1 stop5h 26m

New Windsor Stewart

Sun 10/26

5:45 pm-7:34 pm

1 stop25h 49m

$290

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Thu 11/13

5:35 pm-10:11 am

2 stops16h 36m

New Windsor Stewart

Mon 11/17

12:01 pm-9:11 pm

1 stop9h 10m

$294

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Mon 11/17

9:00 pm-10:26 am

1 stop13h 26m

New Windsor Stewart

Thu 11/20

11:06 am-8:57 am

1 stop21h 51m

$306

PittsburghNew Windsor

PIT - SWF

PITSWF

Pittsburgh

Fri 10/31

12:36 pm-5:49 pm

1 stop5h 13m

New Windsor Stewart

Sun 11/2

6:16 pm-8:14 pm

1 stop25h 58m

$324

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 day to depart on your flight to New Windsor?

On average, the least expensive day to fly to New Windsor from Pittsburgh is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $88. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Pittsburgh to New Windsor on a Thursday will generally be more expensive and average around $136. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Direct flights

None
There are no direct flights from Pittsburgh to New Windsor. There are no popular flight routes 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 5h 13m.

  • 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.

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1 adult
Sat 11/8
Sat 11/15

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