$113+ Cheap flights from New Windsor (SWF) to Maryland
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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — BWI
Jun 16 — Jun 231
Round-trip
1 adult, Economy
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Cheapest flights from Stewart to MarylandExplore the most affordable flight options available from Stewart to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 17, 2026.
Explore the most affordable flight options available from Stewart to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/1111:06 am
SWF
- BWI
1 stop22h 22m
Multiple Airlines
Wed 9/167:27 pm
BWI
- SWF
1 stop13h 29m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/1111:06 am
SWF
- BWI
1 stop22h 22m
Multiple Airlines
Thu 9/179:52 pm
BWI
- SWF
1 stop12h 24m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/139:36 am
SWF
- BWI
1 stop11h 21m
Multiple Airlines
Wed 9/167:27 pm
BWI
- SWF
1 stop13h 29m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/2510:28 am
SWF
- IAD
1 stop9h 34m
Multiple Airlines
Sat 6/274:55 pm
IAD
- SWF
1 stop16h 43m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/109:36 am
SWF
- IAD
1 stop9h 33m
Multiple Airlines
Sun 9/138:00 pm
IAD
- SWF
1 stop14h 31m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/109:36 am
SWF
- BWI
1 stop11h 21m
Multiple Airlines
Sun 9/137:27 pm
BWI
- SWF
1 stop15h 04m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/139:36 am
SWF
- BWI
1 stop11h 21m
Multiple Airlines
Thu 9/179:52 pm
BWI
- SWF
1 stop12h 24m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 8/610:28 am
SWF
- IAD
1 stop9h 30m
Multiple Airlines
Fri 8/78:57 pm
IAD
- SWF
2 stops14h 28m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Mon 9/1411:21 am
SWF
- BWI
1 stop22h 07m
Multiple Airlines
Wed 9/167:27 pm
BWI
- SWF
1 stop13h 29m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/1212:39 pm
SWF
- BWI
2 stops20h 49m
Multiple Airlines
Wed 9/167:27 pm
BWI
- SWF
1 stop13h 29m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/109:36 am
SWF
- BWI
1 stop8h 56m
Multiple Airlines
Wed 9/167:27 pm
BWI
- SWF
1 stop13h 29m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/1111:06 am
SWF
- BWI
1 stop22h 22m
Multiple Airlines
Tue 9/1510:00 pm
BWI
- SWF
2 stops13h 39m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$274
Best flights from Stewart to MarylandDiscover carefully curated flight deals from Stewart to Maryland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 17, 2026.
Discover carefully curated flight deals from Stewart to Maryland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/1111:06 am
SWF
- BWI
1 stop22h 22m
Multiple Airlines
Wed 9/167:27 pm
BWI
- SWF
1 stop13h 29m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/2510:28 am
SWF
- IAD
1 stop9h 34m
Multiple Airlines
Sat 6/274:55 pm
IAD
- SWF
1 stop16h 43m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/1111:06 am
SWF
- BWI
1 stop22h 22m
Multiple Airlines
Tue 9/1510:00 pm
BWI
- SWF
2 stops13h 39m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/1212:39 pm
SWF
- BWI
2 stops20h 49m
Multiple Airlines
Thu 9/179:52 pm
BWI
- SWF
1 stop12h 24m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/109:36 am
SWF
- IAD
1 stop9h 33m
Multiple Airlines
Sat 9/128:00 pm
IAD
- SWF
1 stop12h 56m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/109:36 am
SWF
- IAD
1 stop9h 33m
Multiple Airlines
Thu 9/178:00 pm
IAD
- SWF
1 stop14h 16m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/912:39 pm
SWF
- BWI
2 stops20h 49m
Multiple Airlines
Thu 9/179:52 pm
BWI
- SWF
1 stop12h 24m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/109:36 am
SWF
- BWI
1 stop8h 56m
Multiple Airlines
Thu 9/179:52 pm
BWI
- SWF
2 stops37h 47m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/1011:13 am
SWF
- IAD
1 stop21h 13m
Multiple Airlines
Tue 9/158:00 pm
IAD
- SWF
2 stops15h 39m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 6/2510:28 am
SWF
- PHL
1 stop14h 16m
Multiple Airlines
Sun 6/2810:01 am
PHL
- SWF
1 stop7h 42m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 7/1411:48 am
SWF
- PHL
1 stop8h 12m
Multiple Airlines
Tue 7/216:33 pm
PHL
- SWF
2 stops16h 52m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 6/1312:05 pm
SWF
- PHL
1 stop11h 24m
Multiple Airlines
Sun 6/147:22 pm
PHL
- SWF
2 stops13h 27m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 6/2311:48 am
SWF
- PHL
2 stops27h 19m
Multiple Airlines
Sun 6/2810:01 am
PHL
- SWF
1 stop7h 42m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/49:38 am
SWF
- IAD
1 stop9h 04m
Multiple Airlines
Fri 6/57:27 pm
IAD
- SWF
2 stops15h 58m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 9/2612:39 pm
SWF
- BWI
2 stops8h 26m
Multiple Airlines
Sun 9/279:52 pm
BWI
- SWF
1 stop12h 39m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 5/299:41 am
SWF
- PHL
1 stop23h 13m
Multiple Airlines
Sat 5/309:16 pm
PHL
- SWF
1 stop11h 42m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Mon 6/155:55 pm
SWF
- PHL
1 stop26h 16m
Multiple Airlines
Mon 6/228:43 pm
PHL
- SWF
2 stops38h 42m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$384
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 6/125:55 pm
SWF
- PHL
1 stop26h 16m
Multiple Airlines
Fri 6/197:22 pm
PHL
- SWF
1 stop16h 03m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$393
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 9/1311:13 am
SWF
- IAD
1 stop21h 13m
Multiple Airlines
Wed 9/168:00 pm
IAD
- SWF
1 stop12h 56m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 6/79:38 am
SWF
- IAD
2 stops28h 34m
Multiple Airlines
Sun 6/146:20 pm
IAD
- SWF
1 stop24h 18m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$401
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Mon 6/812:17 pm
SWF
- PHL
2 stops20h 34m
Multiple Airlines
Tue 6/165:16 pm
PHL
- SWF
1 stop18h 09m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 6/149:38 am
SWF
- PHL
1 stop23h 13m
Multiple Airlines
Sun 6/217:22 pm
PHL
- SWF
2 stops13h 27m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 5/15. 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.
Mon 6/19:41 am
SWF
- IAD
1 stop29h 35m
Multiple Airlines
Thu 6/47:27 pm
IAD
- SWF
1 stop13h 22m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$417
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 5/289:38 am
SWF
- BWI
1 stop23h 37m
Multiple Airlines
Thu 6/43:26 pm
BWI
- SWF
2 stops20h 11m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$419
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 6/119:38 am
SWF
- BWI
1 stop10h 57m
Multiple Airlines
Sun 6/149:30 pm
BWI
- SWF
1 stop11h 19m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$419
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 5/289:38 am
SWF
- IAD
2 stops28h 34m
Multiple Airlines
Thu 6/45:06 pm
IAD
- SWF
1 stop25h 30m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$424
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/1810:28 am
SWF
- IAD
1 stop9h 34m
Multiple Airlines
Mon 6/221:38 pm
IAD
- SWF
1 stop21h 30m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$425
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 6/2110:28 am
SWF
- BWI
2 stops21h 07m
Multiple Airlines
Sat 6/279:51 pm
BWI
- SWF
1 stop11h 07m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$431
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 6/218:04 pm
SWF
- IAD
2 stops19h 52m
Multiple Airlines
Sat 6/274:55 pm
IAD
- SWF
1 stop16h 43m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$433
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 6/2510:28 am
SWF
- BWI
2 stops12h 32m
Multiple Airlines
Sat 6/279:51 pm
BWI
- SWF
1 stop11h 07m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$436
Last-minute flights from Stewart to MarylandDiscover last-minute flight deals from Stewart to Maryland. Data last updated May 17, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to Maryland. Data last updated May 17, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 5/249:38 am
SWF
- IAD
1 stop9h 04m
Multiple Airlines
Thu 5/287:27 pm
IAD
- SWF
2 stops16h 10m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 5/289:38 am
SWF
- IAD
1 stop9h 04m
Multiple Airlines
Sun 5/316:18 pm
IAD
- SWF
1 stop24h 38m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Mon 6/19:41 am
SWF
- IAD
1 stop29h 35m
Multiple Airlines
Fri 6/57:27 pm
IAD
- SWF
2 stops15h 58m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/49:38 am
SWF
- IAD
1 stop9h 04m
Multiple Airlines
Fri 6/57:27 pm
IAD
- SWF
2 stops15h 58m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/612:05 pm
SWF
- PHL
1 stop4h 43m
Multiple Airlines
Sat 6/69:16 pm
PHL
- SWF
1 stop11h 42m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 6/612:05 pm
SWF
- PHL
1 stop6h 45m
Multiple Airlines
Sun 6/79:16 pm
PHL
- SWF
1 stop11h 33m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 6/1012:05 pm
SWF
- BWI
2 stops20h 56m
Multiple Airlines
Wed 6/171:10 pm
BWI
- SWF
1 stop20h 28m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 6/1312:05 pm
SWF
- PHL
1 stop11h 24m
Multiple Airlines
Sun 6/147:22 pm
PHL
- SWF
2 stops13h 27m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 6/148:04 pm
SWF
- BWI
1 stop14h 38m
Multiple Airlines
Wed 6/176:28 am
BWI
- SWF
2 stops27h 10m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 6/2311:48 am
SWF
- PHL
2 stops27h 19m
Multiple Airlines
Sun 6/2810:01 am
PHL
- SWF
1 stop7h 42m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/2510:28 am
SWF
- IAD
1 stop9h 34m
Multiple Airlines
Sat 6/274:55 pm
IAD
- SWF
1 stop16h 43m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 6/2510:28 am
SWF
- PHL
1 stop14h 16m
Multiple Airlines
Sun 6/2810:01 am
PHL
- SWF
1 stop7h 42m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$333
One-way flights from Stewart to MarylandSearch for one-way flight options from Stewart to Maryland. Find affordable one-way fares based on user searches. Data last updated May 17, 2026.
Search for one-way flight options from Stewart to Maryland. Find affordable one-way fares based on user searches. Data last updated May 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 8/210:28 am
SWF
- BWI
1 stop25h 47m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 9/111:48 am
SWF
- IAD
1 stop25h 05m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 6/2510:28 am
SWF
- IAD
1 stop9h 34m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 7/2610:28 am
SWF
- IAD
1 stop9h 30m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 7/2310:28 am
SWF
- IAD
1 stop9h 30m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 8/210:28 am
SWF
- IAD
2 stops23h 45m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 7/2610:28 am
SWF
- BWI
2 stops21h 08m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 7/2310:28 am
SWF
- BWI
2 stops21h 08m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 7/2912:05 pm
SWF
- IAD
2 stops28h 06m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 6/2510:28 am
SWF
- BWI
2 stops36h 32m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 6/1712:05 pm
SWF
- IAD
2 stops28h 47m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 6/1712:05 pm
SWF
- BWI
2 stops27h 28m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$143
Find flight deals from Stewart to Maryland
Keep the following information in mind while searching for Stewart to Maryland flight deals. Data was last updated May 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $234 (Kiwi.com) |
One-way from | $113 (Kiwi.com) |
Popular in | March |
Cheapest in | February |
Average price | $261 |
Cheapflights Fare Finder
Customize your flight search to find flights from Stewart to Maryland 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 May 17, 2026.
Use the filters below to find and compare flights from New Windsor to Maryland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New WindsorBaltimore
SWF - BWI
SWFBWI
New Windsor Stewart
Fri 9/11
11:06 am-9:28 am
1 stop22h 22m
Baltimore/Washington
Wed 9/16
7:27 pm-8:56 am
1 stop13h 29m
$234
New WindsorWashington, D.C.
SWF - IAD
SWFIAD
New Windsor Stewart
Thu 6/25
10:28 am-8:02 pm
1 stop9h 34m
Washington, D.C. Dulles Intl
Sat 6/27
4:55 pm-9:38 am
1 stop16h 43m
$259
New WindsorBaltimore
SWF - BWI
SWFBWI
New Windsor Stewart
Fri 9/11
11:06 am-9:28 am
1 stop22h 22m
Baltimore/Washington
Tue 9/15
10:00 pm-11:39 am
2 stops13h 39m
$274
New WindsorBaltimore
SWF - BWI
SWFBWI
New Windsor Stewart
Sat 9/12
12:39 pm-9:28 am
2 stops20h 49m
Baltimore/Washington
Thu 9/17
9:52 pm-10:16 am
1 stop12h 24m
$278
New WindsorWashington, D.C.
SWF - IAD
SWFIAD
New Windsor Stewart
Thu 9/10
9:36 am-7:09 pm
1 stop9h 33m
Washington, D.C. Dulles Intl
Sat 9/12
8:00 pm-8:56 am
1 stop12h 56m
$279
New WindsorWashington, D.C.
SWF - IAD
SWFIAD
New Windsor Stewart
Thu 9/10
9:36 am-7:09 pm
1 stop9h 33m
Washington, D.C. Dulles Intl
Thu 9/17
8:00 pm-10:16 am
1 stop14h 16m
$281
New WindsorBaltimore
SWF - BWI
SWFBWI
New Windsor Stewart
Wed 9/9
12:39 pm-9:28 am
2 stops20h 49m
Baltimore/Washington
Thu 9/17
9:52 pm-10:16 am
1 stop12h 24m
$284
New WindsorBaltimore
SWF - BWI
SWFBWI
New Windsor Stewart
Thu 9/10
9:36 am-6:32 pm
1 stop8h 56m
Baltimore/Washington
Thu 9/17
9:52 pm-11:39 am
2 stops37h 47m
$304
New WindsorWashington, D.C.
SWF - IAD
SWFIAD
New Windsor Stewart
Thu 9/10
11:13 am-8:26 am
1 stop21h 13m
Washington, D.C. Dulles Intl
Tue 9/15
8:00 pm-11:39 am
2 stops15h 39m
$317
New WindsorPhiladelphia
SWF - PHL
SWFPHL
New Windsor Stewart
Thu 6/25
10:28 am-12:44 am
1 stop14h 16m
Philadelphia
Sun 6/28
10:01 am-5:43 pm
1 stop7h 42m
$333
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Stewart to Maryland
Have a flexible travel schedule? Discover the best time to fly to Maryland from Stewart with our price prediction graph.
SWF-IAD
SWF-PHL
SWF-BWI
SWF-DCA
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 Maryland
SWF-USMD
SWF-IAD
SWF-PHL
SWF-BWI
SWF-DCA
No data available for this route at this time. Please check back soon.
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