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$98+ Cheap flights from New Windsor to Pittsburgh (SWF - PIT)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — PIT
oct. 9 — oct. 161
jue. 10/9
jue. 10/16
1 adult, Economy
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Cheap flight deals from Stewart to Pittsburgh

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Pittsburgh (PIT). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated septiembre 9, 2025.

Round-trip from

$190
(Kiwi.com)

One-way from

$98
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$177
From New Windsor Stewart to Pittsburgh
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One-way flight from New Windsor Stewart to Pittsburgh
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Highest demand for flights based on searches. 11% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Stewart to Pittsburgh

Cheapest flights from Stewart to Pittsburgh
Explore the most affordable flight options available from Stewart to Pittsburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 9, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/2411:31 amSWF - PIT
1 stop11h 45mMultiple Airlines
lun. 10/276:45 amPIT - SWF
1 stop7h 26mMultiple Airlines
Deal found 9/8$190
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/57:11 pmSWF - PIT
1 stop25h 05mMultiple Airlines
dom. 10/126:51 pmPIT - SWF
1 stop15h 20mMultiple Airlines
Deal found 9/7$219
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/1011:41 amSWF - PIT
1 stop11h 35mMultiple Airlines
dom. 10/126:51 pmPIT - SWF
1 stop15h 20mMultiple Airlines
Deal found 9/7$225
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/2411:31 amSWF - PIT
1 stop11h 45mMultiple Airlines
vie. 10/3112:36 pmPIT - SWF
1 stop5h 13mMultiple Airlines
Deal found 9/9$230
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/2411:31 amSWF - PIT
1 stop11h 45mMultiple Airlines
dom. 10/2611:29 amPIT - SWF
1 stop5h 26mMultiple Airlines
Deal found 9/7$248
This Kiwi.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/27:11 pmSWF - PIT
1 stop25h 14mAllegiant Air
lun. 11/39:04 pmPIT - SWF
1 stop13h 22mAllegiant Air
Deal found 9/8$259
This Kiwi.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/27:11 pmSWF - PIT
1 stop25h 14mAllegiant Air
lun. 10/69:06 pmPIT - SWF
1 stop13h 20mAllegiant Air
Deal found 9/7$263
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/312:11 pmSWF - PIT
1 stop11h 12mMultiple Airlines
lun. 10/69:06 pmPIT - SWF
1 stop13h 20mMultiple Airlines
Deal found 9/6$271

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Pittsburgh 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, Cheapflights users made 2,558,603 searches. Data last updated septiembre 9, 2025.
Use the filters below to find and compare flights from New Windsor to Pittsburgh that are best for you.

Fly from

Stewart

Fly to

Pittsburgh

Route

Depart

Return

Price

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

vie. 10/24

11:31 am-11:16 pm

1 stop11h 45m

Pittsburgh

lun. 10/27

6:45 am-2:11 pm

1 stop7h 26m

$190

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

vie. 10/10

11:41 am-11:16 pm

1 stop11h 35m

Pittsburgh

dom. 10/12

6:51 pm-10:11 am

1 stop15h 20m

$219

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

dom. 10/5

7:11 pm-8:16 pm

1 stop25h 05m

Pittsburgh

dom. 10/12

6:51 pm-10:11 am

1 stop15h 20m

$219

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

vie. 10/24

11:31 am-11:16 pm

1 stop11h 45m

Pittsburgh

vie. 10/31

12:36 pm-5:49 pm

1 stop5h 13m

$230

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

vie. 10/24

11:31 am-11:16 pm

1 stop11h 45m

Pittsburgh

dom. 10/26

11:29 am-4:55 pm

1 stop5h 26m

$248

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

jue. 10/2

7:11 pm-8:25 pm

1 stop25h 14m

Pittsburgh

lun. 10/6

9:06 pm-10:26 am

1 stop13h 20m

$263

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

lun. 10/20

11:01 am-11:16 pm

1 stop12h 15m

$98

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

vie. 11/14

11:01 am-10:37 pm

1 stop11h 36m

$100

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

vie. 10/17

11:31 am-11:16 pm

1 stop11h 45m

$103

New WindsorPittsburgh

SWF - PIT

SWFPIT

New Windsor Stewart

lun. 11/3

12:01 pm-11:16 pm

1 stop11h 15m

$124

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/7

Showing 1-10 of 13 results
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Best time to book a flight from Stewart to Pittsburgh

Have a flexible travel schedule? Discover the best time to fly to Pittsburgh from Stewart with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from New Windsor to Pittsburgh

What is the cheapest month to book a flight from New Windsor to Pittsburgh?

Currently, August is the cheapest month in which you can book a flight from New Windsor to Pittsburgh (average of $262). Flying from New Windsor to Pittsburgh in November is currently the most expensive (average of $333). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Pittsburgh. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Stewart to Pittsburgh that include hotel bookings?

    Yes. In addition to deals on Stewart to Pittsburgh flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Stewart to Pittsburgh?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Pittsburgh.

  • Can I find deals for business class flights from Stewart to Pittsburgh?

    Yes. Cheapflights offers flight deals from Stewart to Pittsburgh by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from New Windsor to Pittsburgh?

    Currently, August is the cheapest month in which you can book a flight from New Windsor to Pittsburgh (average of $262). Flying from New Windsor to Pittsburgh in November is currently the most expensive (average of $333). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Pittsburgh?

Book flights to Pittsburgh if you plan to visit one of these locations
Mars
Steubenville
Monroeville
Washington
Wexford
Belle Vernon

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