$108+ Cheap flights from Philadelphia to New Windsor (PHL - SWF)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SWF
Oct 11 — Oct 181
Round-trip
1 adult, Economy
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Find cheap flights from Philadelphia to Stewart with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Philadelphia to Stewart
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Best
Last-minute
One-way
Cheapest flights from Philadelphia to StewartExplore the most affordable flight options available from Philadelphia to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2026.
Explore the most affordable flight options available from Philadelphia to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2026.
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.
Wed 10/2812:36 pm -
2 stops21h 12m
Thu 12/106:49 pm -
1 stop28h 55m
Deal found 9/9![Multiple Airlines logo]()
$235
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.
Tue 10/279:30 am -
1 stop26h 09m
Thu 12/106:49 pm -
1 stop28h 55m
Deal found 9/9![Multiple Airlines logo]()
$240
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.
Wed 10/2812:36 pm -
2 stops21h 12m
Wed 12/912:39 pm -
1 stop6h 53m
Deal found 9/9![Multiple Airlines logo]()
$252
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.
Tue 10/279:30 am -
1 stop26h 09m
Sat 12/1212:39 pm -
2 stops36h 00m
Deal found 9/9![Multiple Airlines logo]()
$254
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.
Fri 10/26:42 pm -
2 stops16h 57m
Sat 10/1012:39 pm -
1 stop10h 48m
Deal found 9/8![Multiple Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Wed 10/145:22 pm -
2 stops16h 06m
Sat 10/1712:39 pm -
1 stop10h 48m
Deal found 9/10![Multiple Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sat 10/35:32 pm -
2 stops17h 26m
Wed 10/2812:39 pm -
1 stop27h 45m
Deal found 9/10![Multiple Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Thu 12/106:30 am -
1 stop11h 29m
Mon 12/1412:16 pm -
2 stops20h 19m
Deal found 9/10![Multiple Airlines logo]()
$288
Best flights from Philadelphia to StewartDiscover carefully curated flight deals from Philadelphia to Stewart that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2026.
Discover carefully curated flight deals from Philadelphia to Stewart that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2026.
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.
Fri 10/26:42 pm -
2 stops16h 57m
Sat 10/1012:39 pm -
1 stop10h 48m
Deal found 9/8![Multiple Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sat 10/35:32 pm -
2 stops17h 26m
Wed 10/2812:39 pm -
1 stop27h 45m
Deal found 9/10![Multiple Airlines logo]()
$267
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.
Thu 10/297:10 am -
1 stop10h 14m
Wed 12/912:39 pm -
1 stop6h 53m
Deal found 9/9![Multiple Airlines logo]()
$309
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.
Wed 10/75:45 pm -
1 stop16h 31m
Wed 10/1412:39 pm -
2 stops10h 32m
Deal found 9/9![Multiple Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sat 10/106:06 pm -
2 stops16h 57m
Sat 10/1712:39 pm -
1 stop10h 48m
Deal found 9/10![Multiple Airlines logo]()
$347
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.
Sun 11/17:10 am -
1 stop9h 58m
Sun 11/85:37 pm -
1 stop15h 27m
Deal found 9/9![Multiple Airlines logo]()
$400
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.
Fri 9/257:19 pm -
1 stop16h 20m
Sun 9/2710:56 am -
1 stop13h 13m
Deal found 9/8![Multiple Airlines logo]()
$490
Last-minute flights from Philadelphia to StewartDiscover last-minute flight deals from Philadelphia to Stewart. Data last updated September 11, 2026 and is based on user searches.
Discover last-minute flight deals from Philadelphia to Stewart. Data last updated September 11, 2026 and is based on user searches.
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.
Fri 10/26:42 pm -
2 stops16h 57m
Sat 10/1012:39 pm -
1 stop10h 48m
Deal found 9/8![Multiple Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Sat 10/35:32 pm -
2 stops17h 26m
Wed 10/2812:39 pm -
1 stop27h 45m
Deal found 9/10![Multiple Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Wed 10/145:22 pm -
2 stops16h 06m
Sat 10/1712:39 pm -
1 stop10h 48m
Deal found 9/10![Multiple Airlines logo]()
$263
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.
Tue 10/279:30 am -
1 stop26h 09m
Thu 12/106:49 pm -
1 stop28h 55m
Deal found 9/9![Multiple Airlines logo]()
$240
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.
Tue 10/279:30 am -
1 stop26h 09m
Sat 12/1212:39 pm -
2 stops36h 00m
Deal found 9/9![Multiple Airlines logo]()
$254
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.
Wed 10/2812:36 pm -
2 stops21h 12m
Thu 12/106:49 pm -
1 stop28h 55m
Deal found 9/9![Multiple Airlines logo]()
$235
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.
Wed 10/2812:36 pm -
2 stops21h 12m
Wed 12/912:39 pm -
1 stop6h 53m
Deal found 9/9![Multiple Airlines logo]()
$252
One-way flights from Philadelphia to StewartSearch for one-way flight options from Philadelphia to Stewart. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
Search for one-way flight options from Philadelphia to Stewart. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
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.
Tue 11/39:30 am -
1 stop26h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$108
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.
Wed 10/2812:36 pm -
2 stops21h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$112
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.
Sat 10/315:20 pm -
2 stops18h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$123
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.
Tue 10/68:41 am -
3 stops26h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$125
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.
Thu 12/36:30 am -
1 stop11h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$133
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.
Fri 10/305:59 pm -
2 stops17h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$136
Find flight deals from Philadelphia to Stewart
Discover tips and strategies to find the most affordable flight options for your journey from Philadelphia (PHL) to Stewart (SWF). 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 September 11, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $235 (Kiwi.com) |
One-way from | $108 (Kiwi.com) |
Popular in | February |
Cheapest in | March |
Average price | $262 |
Cheapflights Fare Finder
Customize your flight search to find flights from Philadelphia to Stewart 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 7,457,451 searches. Data last updated September 11, 2026.
Use the filters below to find and compare flights from Philadelphia to New Windsor that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PhiladelphiaNew Windsor
PHL Philadelphia - SWF New Windsor Stewart
PHLSWF
Philadelphia
Tue 10/6
8:41 am-11:39 am
3 stops26h 58m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$125
PhiladelphiaNew Windsor
PHL Philadelphia - SWF New Windsor Stewart
PHLSWF
Philadelphia
Thu 12/3
6:30 am-5:59 pm
1 stop11h 29m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$133
Quickest round-trip
PhiladelphiaNew Windsor
PHL Philadelphia - SWF New Windsor Stewart
PHLSWF
Philadelphia
Thu 9/24
7:10 am-5:31 pm
1 stop10h 21m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$181
PhiladelphiaNew Windsor
PHL Philadelphia - SWF New Windsor Stewart
PHLSWF
Philadelphia
Fri 9/25
7:19 pm-11:39 am
1 stop16h 20m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$194
PhiladelphiaNew Windsor
PHL Philadelphia - SWF New Windsor Stewart
PHLSWF
Philadelphia
Thu 10/1
8:02 pm-11:39 am
3 stops39h 37m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$205
PhiladelphiaNew Windsor
PHL Philadelphia - SWF New Windsor Stewart
PHLSWF
Philadelphia
Fri 9/18
7:19 pm-11:39 am
1 stop16h 20m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$228
PhiladelphiaNew Windsor
PHL Philadelphia - SWF New Windsor Stewart
PHLSWF
Philadelphia
Fri 10/2
6:42 pm-11:39 am
2 stops16h 57m
New Windsor Stewart
Sat 10/10
12:39 pm-11:27 pm
1 stop10h 48m
$260
PhiladelphiaNew Windsor
PHL Philadelphia - SWF New Windsor Stewart
PHLSWF
Philadelphia
Sat 10/3
5:32 pm-10:58 am
2 stops17h 26m
New Windsor Stewart
Wed 10/28
12:39 pm-4:24 pm
1 stop27h 45m
$267
PhiladelphiaNew Windsor
PHL Philadelphia - SWF New Windsor Stewart
PHLSWF
Philadelphia
Thu 10/29
7:10 am-5:24 pm
1 stop10h 14m
New Windsor Stewart
Wed 12/9
12:39 pm-7:32 pm
1 stop6h 53m
$309
PhiladelphiaNew Windsor
PHL Philadelphia - SWF New Windsor Stewart
PHLSWF
Philadelphia
Wed 10/7
5:45 pm-10:16 am
1 stop16h 31m
New Windsor Stewart
Wed 10/14
12:39 pm-11:11 pm
2 stops10h 32m
$326
Showing 1-10 of 13 resultsSorted by cheapest first
- Most accurate provider: When it comes to deals on Philadelphia-New Windsor flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Philadelphia-New Windsor flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Philadelphia-New Windsor flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Philadelphia-New Windsor flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Philadelphia-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Philadelphia to Stewart
Have a flexible travel schedule? Discover the best time to fly to Stewart from Philadelphia with our price prediction graph.
PHL-SWF
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.
Related info for your journey
Find useful and relevant information for your journey from Philadelphia to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near New Windsor?
Book flights to New Windsor if you plan to visit one of these locationsKingston
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