$76+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — BWI
Sep 13 — Sep 201
Round-trip
1 adult, Economy
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Find cheap flights from Stewart to Maryland with Cheapflights
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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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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 August 14, 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 August 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 10/110:28 am -
1 stop9h 41m
Wed 10/286:46 pm -
1 stop15h 02m
Deal found 8/13![Multiple Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 10/197:01 pm -
1 stop13h 19m
Wed 10/211:56 pm -
1 stop19h 52m
Deal found 8/13![Multiple Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 10/2910:38 am -
1 stop9h 43m
Thu 11/56:06 pm -
1 stop16h 13m
Deal found 8/10![Multiple Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 10/2210:38 am -
1 stop13h 05m
Tue 11/171:00 pm -
2 stops22h 39m
Deal found 8/10![Multiple Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/2312:39 pm -
2 stops21h 48m
Wed 9/306:13 pm -
1 stop15h 25m
Deal found 8/9![Multiple Airlines logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 8/307:31 pm -
1 stop16h 54m
Wed 9/27:18 pm -
2 stops23h 22m
Deal found 8/13![Multiple Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/1011:13 am -
1 stop13h 17m
Sun 9/137:15 am -
1 stop27h 16m
Deal found 8/10![Multiple Airlines logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/2312:39 pm -
2 stops20h 26m
Wed 9/3011:57 am -
1 stop21h 41m
Deal found 8/9![Multiple Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/1112:16 pm -
2 stops20h 15m
Sat 9/127:09 pm -
1 stop15h 07m
Deal found 8/13![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 10/2210:38 am -
1 stop13h 05m
Sun 11/156:00 am -
1 stop12h 02m
Deal found 8/10![Multiple Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/1112:16 pm -
2 stops20h 15m
Wed 9/163:10 pm -
1 stop19h 06m
Deal found 8/13![Multiple Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Fri 9/1112:16 pm -
2 stops11h 53m
Sun 9/137:10 am -
1 stop10h 21m
Deal found 8/12![Multiple Airlines logo]()
$243
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 August 14, 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 August 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 10/110:28 am -
1 stop9h 41m
Wed 10/286:46 pm -
1 stop15h 02m
Deal found 8/13![Multiple Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 10/197:01 pm -
1 stop13h 19m
Wed 10/211:56 pm -
1 stop19h 52m
Deal found 8/13![Multiple Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/1011:13 am -
1 stop13h 17m
Sun 9/137:15 am -
1 stop27h 16m
Deal found 8/10![Multiple Airlines logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/2312:39 pm -
2 stops20h 26m
Wed 9/3011:57 am -
1 stop21h 41m
Deal found 8/9![Multiple Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Fri 9/1112:16 pm -
2 stops11h 53m
Sun 9/137:10 am -
1 stop10h 21m
Deal found 8/12![Multiple Airlines logo]()
$243
This Mytrip deal was found by Cheapflights users on 8/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2112:16 pm -
2 stops7h 39m
Fri 9/258:11 pm -
2 stops15h 28m
Deal found 8/13![Breeze Airways logo]()
$773
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 10/2511:58 am -
2 stops29h 20m
Sat 11/76:46 pm -
1 stop16h 24m
Deal found 8/13![Multiple Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Tue 9/111:48 am -
1 stop12h 11m
Wed 9/25:16 pm -
1 stop16h 37m
Deal found 8/10![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 -
2 stops44h 46m
Sat 9/197:09 pm -
1 stop15h 07m
Deal found 8/13![Multiple Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 8/277:31 pm -
1 stop24h 13m
Mon 8/314:52 pm -
1 stop18h 16m
Deal found 8/12![Multiple Airlines logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/2411:13 am -
1 stop11h 30m
Sun 9/279:32 pm -
1 stop12h 59m
Deal found 8/10![Multiple Airlines logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/277:31 pm -
1 stop24h 13m
Tue 9/18:39 pm -
2 stops37h 14m
Deal found 8/11![Multiple Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/111:48 am -
1 stop9h 42m
Thu 9/311:09 am -
2 stops24h 28m
Deal found 8/13![Multiple Airlines logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 -
2 stops21h 48m
Sat 9/1911:12 am -
1 stop23h 04m
Deal found 8/13![Multiple Airlines logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/610:33 am -
1 stop13h 26m
Sat 9/127:09 pm -
1 stop15h 07m
Deal found 8/13![Multiple Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/2612:05 pm -
2 stops10h 47m
Mon 8/314:52 pm -
1 stop18h 16m
Deal found 8/11![Multiple Airlines logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/310:33 am -
1 stop23h 17m
Fri 9/49:54 pm -
2 stops13h 31m
Deal found 8/10![Multiple Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 8/277:31 pm -
1 stop16h 54m
Sun 8/307:52 pm -
2 stops14h 38m
Deal found 8/13![Multiple Airlines logo]()
$422
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Sun 9/2710:56 am -
1 stop9h 48m
Tue 9/299:21 pm -
2 stops36h 17m
Deal found 8/12![Multiple Airlines logo]()
$438
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/2710:33 am -
1 stop23h 17m
Sun 8/304:52 pm -
2 stops17h 38m
Deal found 8/11![Multiple Airlines logo]()
$471
This Kiwi.com deal was found by Cheapflights users on 8/9. 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.
Mon 9/712:17 pm -
2 stops21h 50m
Sat 9/1211:12 am -
1 stop23h 04m
Deal found 8/9![Multiple Airlines logo]()
$476
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/1912:05 pm -
2 stops22h 19m
Wed 8/2612:09 pm -
1 stop21h 44m
Deal found 8/11![Multiple Airlines logo]()
$504
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/1010:56 am -
1 stop9h 48m
Sun 9/139:32 pm -
2 stops14h 04m
Deal found 8/12![Multiple Airlines logo]()
$561
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 10/2910:56 am -
1 stop8h 13m
Thu 11/58:04 pm -
2 stops15h 32m
Deal found 8/10![Multiple Airlines logo]()
$642
Last-minute flights from Stewart to MarylandDiscover last-minute flight deals from Stewart to Maryland. Data last updated August 14, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to Maryland. Data last updated August 14, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 8/307:31 pm -
1 stop16h 54m
Wed 9/27:18 pm -
2 stops23h 22m
Deal found 8/13![Multiple Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/1011:13 am -
1 stop13h 17m
Sun 9/137:15 am -
1 stop27h 16m
Deal found 8/10![Multiple Airlines logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/1010:56 am -
1 stop21h 35m
Sat 9/123:10 pm -
1 stop19h 06m
Deal found 8/13![Multiple Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/1010:56 am -
1 stop21h 35m
Wed 9/163:10 pm -
1 stop19h 06m
Deal found 8/13![Multiple Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/1010:56 am -
1 stop9h 48m
Thu 9/179:32 pm -
2 stops14h 04m
Deal found 8/13![Multiple Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/1112:16 pm -
2 stops20h 15m
Sat 9/127:09 pm -
1 stop15h 07m
Deal found 8/13![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/1112:16 pm -
2 stops20h 15m
Wed 9/163:10 pm -
1 stop19h 06m
Deal found 8/13![Multiple Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Fri 9/1112:16 pm -
2 stops11h 53m
Sun 9/137:10 am -
1 stop10h 21m
Deal found 8/12![Multiple Airlines logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 -
2 stops9h 20m
Sat 9/198:19 am -
1 stop26h 04m
Deal found 8/13![Multiple Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 -
2 stops9h 20m
Wed 9/163:10 pm -
1 stop19h 06m
Deal found 8/13![Multiple Airlines logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/2312:39 pm -
2 stops21h 48m
Wed 9/306:13 pm -
1 stop15h 25m
Deal found 8/9![Multiple Airlines logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/2312:39 pm -
2 stops20h 26m
Wed 9/3011:57 am -
1 stop21h 41m
Deal found 8/9![Multiple Airlines logo]()
$232
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 August 14, 2026.
Search for one-way flight options from Stewart to Maryland. Find affordable one-way fares based on user searches. Data last updated August 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 10/110:28 am -
1 stop9h 41m
Deal found 8/11![Multiple Airlines logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 10/110:28 am -
1 stop13h 14m
Deal found 8/11![Multiple Airlines logo]()
$92
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 10/1510:18 am -
1 stop9h 53m
Deal found 8/14![Multiple Airlines logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 10/110:28 am -
1 stop26h 32m
Deal found 8/11![Multiple Airlines logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Sun 11/111:58 am -
1 stop8h 23m
Deal found 8/10![Multiple Airlines logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Sun 10/411:48 am -
1 stop25h 12m
Deal found 8/10![Multiple Airlines logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Fri 9/1112:16 pm -
2 stops22h 01m
Deal found 8/12![Multiple Airlines logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/307:31 pm -
1 stop24h 13m
Deal found 8/11![Multiple Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 10/1510:18 am -
2 stops38h 20m
Deal found 8/11![Multiple Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 8/12. 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.
Fri 9/1112:16 pm -
2 stops20h 15m
Deal found 8/12![Multiple Airlines logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/307:31 pm -
1 stop16h 54m
Deal found 8/11![Multiple Airlines logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 11/511:00 am -
1 stop12h 43m
Deal found 8/13![Multiple Airlines logo]()
$121
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 August 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $149 (Kiwi.com) |
One-way from | $76 (Kiwi.com) |
Popular in | March |
Cheapest in | February |
Average price | $227 |
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 August 14, 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 WindsorWashington, D.C.
SWF New Windsor Stewart - IAD Washington, D.C. Dulles Intl
SWFIAD
New Windsor Stewart
Thu 10/1
10:28 am-8:09 pm
1 stop9h 41m
Washington, D.C. Dulles Intl
Wed 10/28
6:46 pm-9:48 am
1 stop15h 02m
$149
New WindsorBaltimore
SWF New Windsor Stewart - BWI Baltimore/Washington
SWFBWI
New Windsor Stewart
Mon 10/19
7:01 pm-8:20 am
1 stop13h 19m
Baltimore/Washington
Wed 10/21
1:56 pm-9:48 am
1 stop19h 52m
$196
New WindsorPhiladelphia
SWF New Windsor Stewart - PHL Philadelphia
SWFPHL
New Windsor Stewart
Thu 9/10
11:13 am-12:30 am
1 stop13h 17m
Philadelphia
Sun 9/13
7:15 am-10:31 am
1 stop27h 16m
$230
New WindsorPhiladelphia
SWF New Windsor Stewart - PHL Philadelphia
SWFPHL
New Windsor Stewart
Wed 9/23
12:39 pm-9:05 am
2 stops20h 26m
Philadelphia
Wed 9/30
11:57 am-9:38 am
1 stop21h 41m
$232
Quickest round-trip
New WindsorPhiladelphia
SWF New Windsor Stewart - PHL Philadelphia
SWFPHL
New Windsor Stewart
Fri 9/11
12:16 pm-12:09 am
2 stops11h 53m
Philadelphia
Sun 9/13
7:10 am-5:31 pm
1 stop10h 21m
$243
New WindsorWashington, D.C.
SWF New Windsor Stewart - IAD Washington, D.C. Dulles Intl
SWFIAD
New Windsor Stewart
Sun 10/25
11:58 am-5:18 pm
2 stops29h 20m
Washington, D.C. Dulles Intl
Sat 11/7
6:46 pm-11:10 am
1 stop16h 24m
$264
New WindsorPhiladelphia
SWF New Windsor Stewart - PHL Philadelphia
SWFPHL
New Windsor Stewart
Tue 9/1
11:48 am-11:59 pm
1 stop12h 11m
Philadelphia
Wed 9/2
5:16 pm-9:53 am
1 stop16h 37m
$282
New WindsorBaltimore
SWF New Windsor Stewart - BWI Baltimore/Washington
SWFBWI
New Windsor Stewart
Sat 9/12
12:39 pm-9:25 am
2 stops44h 46m
Baltimore/Washington
Sat 9/19
7:09 pm-10:16 am
1 stop15h 07m
$288
New WindsorWashington, D.C.
SWF New Windsor Stewart - IAD Washington, D.C. Dulles Intl
SWFIAD
New Windsor Stewart
Thu 8/27
7:31 pm-7:44 pm
1 stop24h 13m
Washington, D.C. Dulles Intl
Mon 8/31
4:52 pm-11:08 am
1 stop18h 16m
$311
New WindsorBaltimore
SWF New Windsor Stewart - BWI Baltimore/Washington
SWFBWI
New Windsor Stewart
Thu 9/24
11:13 am-10:43 pm
1 stop11h 30m
Baltimore/Washington
Sun 9/27
9:32 pm-10:31 am
1 stop12h 59m
$311
Showing 1-10 of 54 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-BWI
SWF-PHL
SWF-DCA
SWF-SBY
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-BWI
SWF-PHL
SWF-DCA
No data available for this route at this time. Please check back soon.
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