--- title: "$50 Cheap flights from New Windsor, NY - Expedia.com" description: "Cheap flights from New Windsor , NY to all destinations. Find best deals for flights from New Windsor , NY from top airlines with great prices at Expedia.com." canonical: "https://www.expedia.com/lp/flights/10021/flights-from-new-windsor" language: en-US market: US currency: USD prices_as_of: 2026-11-15T05:15:53Z --- # $50 Cheap flights from New Windsor, NY [View $50 flight on Sun, Jan 17, 2027](https://www.expedia.com/Flights-Search?leg1=from:SWF,to:FLL,departure:1/17/2027TANYT&trip=oneway&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:50.00&airProductToken=AQoqCigIx2gSAzUxMhjSLSDlWiiV46IDMO7kogM4SkAAWAFqAkRGcgRKTkVXEgoIARABGAEqAkc0GAEiBAgBEAEoAigDKAQwDQ) ## Popular airlines from New Windsor American Airlines Delta JetBlue Airways British Airways United Alaska Airlines Frontier Airlines ### Be in the know Get alerts if flight prices drop or rise\* ### Book smarter Save up to 30% on select hotels after you book a flight\* ### Earn twice Earn your airline miles on top of our OneKeyCash [Learn about One Key](https://www.expedia.com/welcome-one-key) ## Today's featured flight deals from New Windsor Expedia compares millions of flights to find the best value deals for where you want to go. Nonstop Carry-on included Lower price than typical - [Select JetBlue Airways flight departing on Sat, Dec 26 at 8:20pm from New York, returning on Sun, Jan 3 at 10:50pm from San Juan priced at $696](https://www.expedia.com/Flights-Search?leg1=from:JFK,to:SJU,departure:12/26/2026TANYT&leg2=from:SJU,to:LGA,departure:1/3/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-152df7392b7d4d7cbdb2929b14f11bef-1216-1-st-v5-sos-152df7392b7d4d7cbdb2929b14f11bef-1069-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAYufsGeQAQCQARuqAQcKA05ZQxAAsgEHCgNTSlUQAA~AQovCi0IwmwSAzQwMxipUSCyogEosO-gAzCd8aADOExAAFgBagJETnIITUkwQVVFWTESCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB.AQpeCi4IwmwSBDE0MzQYsqIBIMxwKIrKoQMwx8uhAzhMQABYAWoCRE5yCFpDNEFVRVkxCiwIwmwSAzU5OBjMcCDLASj2zqEDMJPQoQM4TEABWAFqAkROcghaQzRBVUVZMRIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE&medianPrice=1816.00&displayPrice=695.50&src=dflp) New York (JFK) · San Juan (SJU) · Nonstop · 8-day trip · found 23 hours ago · 5 · 0% less than typical - [Select JetBlue Airways flight departing on Thu, Dec 24 at 9:30pm from New York, returning on Sun, Jan 3 at 11:40pm from San Juan priced at $871](https://www.expedia.com/Flights-Search?leg1=from:JFK,to:SJU,departure:12/24/2026TANYT&leg2=from:SJU,to:JFK,departure:1/3/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-97260ed2762b4e1c99cfd6639b5f0d4a-609-1-st-v5-sos-97260ed2762b4e1c99cfd6639b5f0d4a-576-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAbKss2eQARmQASGqAQcKA05ZQxAAsgEHCgNTSlUQAA~AQovCi0IwmwSAzgwMxipUSCyogEottmgAzCl26ADOE9AAFgBagJBTnIIT0k3QVVFWTUSCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB.AQovCi0IwmwSAzMwNBiyogEgqVEovMqhAzCuzKEDOFZAAFgBagJBTnIIVkMzQVVFWTUSCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB&medianPrice=1697.00&displayPrice=871.00&src=dflp) New York (JFK) · San Juan (SJU) · Nonstop · 10-day trip · found 9 hours ago · 35% less than typical - [Select JetBlue Airways flight departing on Thu, Dec 24 at 9:30pm from New York, returning on Sun, Jan 3 at 5:15am from San Juan priced at $871](https://www.expedia.com/Flights-Search?leg1=from:JFK,to:SJU,departure:12/24/2026TANYT&leg2=from:SJU,to:JFK,departure:1/3/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-486691906de2423c9307b4faa5457c59-1021-1-st-v5-sos-486691906de2423c9307b4faa5457c59-906-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAf3xsmeQAQGQAQGqAQcKA05ZQxACsgEHCgNTSlUQAg~AQovCi0IwmwSAzgwMxipUSCyogEottmgAzCl26ADOE9AAFgBagJBTnIIT0k3QVVFWTUSCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB.AQowCi4IwmwSBDIxMDQYsqIBIKlRKOvBoQMw28OhAzhWQABYAWoCQU5yCFZDM0FVRVk1EgoIARABGAEqAkI2GAEiBAgBEAEoAigDKAQwAQ&medianPrice=1697.00&displayPrice=871.00&src=dflp) New York (JFK) · San Juan (SJU) · Nonstop · 9-day trip · found 11 hours ago · 35% less than typical - [Select Delta flight departing on Wed, Nov 25 at 3:05pm from New York, returning on Sun, Nov 29 at 6:00am from Orlando priced at $762](https://www.expedia.com/Flights-Search?leg1=from:JFK,to:MCO,departure:11/25/2026TANYT&leg2=from:MCO,to:JFK,departure:11/29/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-07a5adc9b9954c9cbd33e0bb55b12e26-508-1-st-v5-sos-07a5adc9b9954c9cbd33e0bb55b12e26-436-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAcrCtGeQAQCQARWqAQcKA0pGSxABsgEHCgNNQ08QAQ~AQo3CjUIxJgBEgQxNjg1GKlRIMxwKJWQngMwyZGeAzhFQABYAWoJTUFJTkJBU0lDcghUQTdUQTBCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE.AQovCi0IwmwSBDEwODQYzHAgqVEo9LieAzCTup4DOEJAAFgBagJBTnIIQkkwQVVFWTUSCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB&medianPrice=1364.00&displayPrice=761.80&src=dflp) New York (JFK) · Orlando (MCO) · Nonstop · 3-day trip · found 4 hours ago · 30% less than typical - [Select Delta flight departing on Wed, Nov 25 at 3:05pm from New York, returning on Sun, Nov 29 at 8:22am from Orlando priced at $712](https://www.expedia.com/Flights-Search?leg1=from:JFK,to:MCO,departure:11/25/2026TANYT&leg2=from:MCO,to:JFK,departure:11/29/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-b64336437e7e409ab03cd29c591f38a9-1227-1-st-v5-sos-b64336437e7e409ab03cd29c591f38a9-1215-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAbbasmeQASGQAQCqAQcKA0pGSxAAsgEHCgNPUkwQAA~AQo3CjUIxJgBEgQxNjg1GKlRIMxwKJWQngMwyZGeAzhFQABYAWoJTUFJTkJBU0lDcghUQTdUQTBCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE.AQovCi0IwmwSBDExODQYzHAgqVEogrqeAzCgu54DOExAAFgBagJETnIIVkkzQVVFWTESCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB&medianPrice=1264.00&displayPrice=711.80&src=dflp) New York (JFK) · Orlando (MCO) · Nonstop · 3-day trip · found 12 hours ago · 30% less than typical - [Select Delta flight departing on Wed, Nov 25 at 3:05pm from New York, returning on Sun, Nov 29 at 8:19pm from Orlando priced at $687](https://www.expedia.com/Flights-Search?leg1=from:JFK,to:MCO,departure:11/25/2026TANYT&leg2=from:MCO,to:JFK,departure:11/29/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-e740f2d87a754fd5bc32a676595f430a-1010-1-st-v5-sos-e740f2d87a754fd5bc32a676595f430a-1006-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAfHVsGeQASuQAQCqAQcKA0pGSxAAsgEHCgNPUkwQAA~AQo3CjUIxJgBEgQxNjg1GKlRIMxwKJWQngMwyZGeAzhFQABYAWoJTUFJTkJBU0lDcghUQTdUQTBCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE.AQo3CjUIxJgBEgQxOTIyGMxwIKlRKM-%5FngMw8MCeAzhFQABYAWoJTUFJTkJBU0lDcghVQVVPQTBCQxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE&medianPrice=1264.00&displayPrice=686.79&src=dflp) New York (JFK) · Orlando (MCO) · Nonstop · 4-day trip · found 21 hours ago · 30% less than typical - [Select JetBlue Airways flight departing on Fri, Dec 25 at 3:45pm from New York, returning on Sun, Jan 3 at 3:32am from Santiago de los Caballeros priced at $1,299](https://www.expedia.com/Flights-Search?leg1=from:JFK,to:STI,departure:12/25/2026TANYT&leg2=from:STI,to:JFK,departure:1/3/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-4c394d8879074b1c92a94ac168acdc68-798-1-st-v5-sos-4c394d8879074b1c92a94ac168acdc68-592-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAaWUsmeQASCQAQyqAQcKA05ZQxAAsgEHCgNTVEkQAA~AQouCiwIwmwSAzgzNxipUSDyRCj94aADMOLjoAM4TEAAWAFqAkROcghNSTBBVUVZMRIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE.AQo3CjUIxJgBEgQxODk2GPJEIKlRKITBoQMw8sKhAzhNQABYAWoJTUFJTkNMQVNDcghNTk5DME5NWhIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE&medianPrice=2067.00&displayPrice=1298.23&src=dflp) New York (JFK) · Santiago de los Caballeros (STI) · Nonstop · 8-day trip · found 15 hours ago · 20% less than typical - [Select JetBlue Airways flight departing on Sat, Dec 19 at 10:15pm from New York, returning on Fri, Jan 1 at 3:44am from Santiago de los Caballeros priced at $959](https://www.expedia.com/Flights-Search?leg1=from:JFK,to:STI,departure:12/19/2026TANYT&leg2=from:STI,to:JFK,departure:1/1/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-dc921597830947b097ed20420b029dad-34-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gB9bmzZ6oBBwoDTllDEACyAQcKA1NUSRAA~AQovCi0IwmwSBDI2MzcYqVEg8kQow6GgAzCko6ADOExAAFgBagJETnIIVkkwQVJFWTEKLwotCMJsEgQxNTM2GPJEIKlRKNCqoQMwsqyhAzhMQABYAWoCRE5yCFpJMEFSRVkxEgoIARABGAEqAkI2GAEiBAgBEAEoAigDKAQwAQ&medianPrice=2139.00&displayPrice=958.33&src=dflp) New York (JFK) · Santiago de los Caballeros (STI) · Nonstop · 12-day trip · found 9 hours ago · 45% less than typical - [Select JetBlue Airways flight departing on Fri, Dec 25 at 10:15pm from New York, returning on Fri, Jan 1 at 3:44am from Santiago de los Caballeros priced at $798](https://www.expedia.com/Flights-Search?leg1=from:JFK,to:STI,departure:12/25/2026TANYT&leg2=from:STI,to:JFK,departure:1/1/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-3ec3651f84974bdaaf30ee3a8ef7418e-575-1-st-v5-sos-3ec3651f84974bdaaf30ee3a8ef7418e-564-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAdCus2eQASSQAQeqAQcKA0pGSxAAsgEHCgNTVEkQAA~AQovCi0IwmwSBDI2MzcYqVEg8kQog-WgAzDk5qADOExAAFgBagJETnIIWkkwQVVFWTESCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB.AQovCi0IwmwSBDE1MzYY8kQgqVEo0KqhAzCyrKEDOExAAFgBagJETnIIWkkwQVVFWTESCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB&medianPrice=1398.00&displayPrice=797.03&src=dflp) New York (JFK) · Santiago de los Caballeros (STI) · Nonstop · 6-day trip · found 9 hours ago · 30% less than typical - [Select American Airlines flight departing on Wed, Nov 25 at 11:35am from New York, returning on Sat, Nov 28 at 1:00pm from Punta Cana priced at $683](https://www.expedia.com/Flights-Search?leg1=from:JFK,to:PUJ,departure:11/25/2026TANYT&leg2=from:PUJ,to:JFK,departure:11/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-c83fabc8abad41b8850d0a6a57087e75-653-1-st-v5-sos-c83fabc8abad41b8850d0a6a57087e75-661-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAZjTtGeQAQmQAQWqAQcKA05ZQxAAsgEHCgNQVUoQAA~AQoyCjAIwYIBEgQzMDQzGKlRII9NKMOOngMwpZCeAzhRQABYAWoETUFJTnIIUU5OMEFUTTESCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAB.AQouCiwIwmwSAzI2OBiPTSCpUSi8sJ4DMK-yngM4TEAAWAFqAkROcghaSTdBVUVZMRIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE&medianPrice=1906.00&displayPrice=682.13&src=dflp) New York (JFK) · Punta Cana (PUJ) · Nonstop · 3-day trip · found 3 hours ago · 55% less than typical - [Select American Airlines flight departing on Tue, Nov 24 at 11:35am from New York, returning on Sun, Nov 29 at 4:20pm from Punta Cana priced at $912](https://www.expedia.com/Flights-Search?leg1=from:JFK,to:PUJ,departure:11/24/2026TANYT&leg2=from:PUJ,to:JFK,departure:11/29/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-1bcc4cbcf99b4419abc17476d24e5de8-586-1-st-v5-sos-1bcc4cbcf99b4419abc17476d24e5de8-500-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAa2MtWeQASKQASKqAQcKA05ZQxAAsgEHCgNQVUoQAA~AQoyCjAIwYIBEgQzMDQzGKlRII9NKKODngMwhYWeAzhPQABYAWoETUFJTnIIT05OM0FUTTESCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAB.AQpeCi0IwmwSAzQ5NhiPTSDBkwEopL2eAzCnv54DOExAAFgBagJETnIIV0MwQVVFWTEKLQjCbBIDMjE3GMGTASCpUSj1xZ4DMMLGngM4TEABWAFqAkROcghXQzBBVUVZMRIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE&medianPrice=1831.00&displayPrice=911.44&src=dflp) New York (JFK) · Punta Cana (PUJ) · Nonstop · 5-day trip · found 1 hour ago · 35% less than typical - [Select American Airlines flight departing on Wed, Nov 25 at 11:35am from New York, returning on Sun, Nov 29 at 4:20pm from Punta Cana priced at $972](https://www.expedia.com/Flights-Search?leg1=from:JFK,to:PUJ,departure:11/25/2026TANYT&leg2=from:PUJ,to:JFK,departure:11/29/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-6e9bdc0fea524ff284014d5fb2a5270b-515-1-st-v5-sos-6e9bdc0fea524ff284014d5fb2a5270b-487-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAfP5s2eQAQCQAQiqAQcKA05ZQxACsgEHCgNQVUoQAQ~AQoyCjAIwYIBEgQzMDQzGKlRII9NKMOOngMwpZCeAzhRQABYAWoETUFJTnIIUU5OMEFUTTESCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAB.AQpeCi0IwmwSAzQ5NhiPTSDBkwEopL2eAzCnv54DOExAAFgBagJETnIIV0MwQVVFWTEKLQjCbBIDMjE3GMGTASCpUSj1xZ4DMMLGngM4TEABWAFqAkROcghXQzBBVUVZMRIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE&medianPrice=1697.00&displayPrice=971.44&src=dflp) New York (JFK) · Punta Cana (PUJ) · Nonstop · 4-day trip · found 6 hours ago · 30% less than typical Show more deals ## Cheapest flights from New Windsor Prices were available within the past 7 days and start at $50 for one-way flights and $96 for roundtrip, for the period specified. Prices and availability are subject to change. All deals One way Roundtrip [Select Allegiant Air flight, departing Sun, Jan 17 from Newburgh to Fort Lauderdale, returning Thu, Jan 21, priced at $96 Found 5 days ago](https://www.expedia.com/Flights-Search?leg1=from:SWF,to:FLL,departure:1/17/2027TANYT&leg2=from:FLL,to:SWF,departure:1/21/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:96.00&airProductToken=AQoqCigIx2gSAzUxMhjSLSDlWiiV46IDMO7kogM4SkAAWAFqAkRGcgRKTkVXCisKKQjHaBIEMjE1MxjlWiDSLSiqjqMDMOOPowM4SkAAWAFqAkRGcgRKTkVXEgoIARABGAEqAkc0GAEiBAgBEAEoAigDKAQwDQ) Sun, Jan 17 - Thu, Jan 21 · SWF · FLL · Roundtrip [Select Frontier Airlines flight, departing Tue, Feb 2 from New York to Orlando, returning Tue, Feb 9, priced at $107 Just found](https://www.expedia.com/Flights-Search?leg1=from:LGA,to:MCO,departure:2/2/2027TANYT&leg2=from:MCO,to:LGA,departure:2/9/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:106.34&airProductToken=AQpgCi4IxnISBDQzNDcYywEg4Fwo4ZWkAzCCl6QDOEVAAFgBagRQQ18xcgdaMjFFWFMzCi4IxnISBDQwMjYY4FwgzHAokpqkAzD3mqQDOEVAAVgBagRQQ18xcgdaMjFFWFMzCjEKLwjGchIEMjQzMhjMcCDLASjP6KQDMPfppAM4RUAAWAFqBFBDXzFyCFoyMUVYUzlBEgoIARABGAEqAkY5GAEiBAgBEAEoAigDKAQwDQ) Tue, Feb 2 - Tue, Feb 9 · LGA · MCO · Roundtrip [Select Frontier Airlines flight, departing Tue, Feb 2 from New York to Orlando, returning Tue, Feb 9, priced at $118 Just found](https://www.expedia.com/Flights-Search?leg1=from:EWR,to:MCO,departure:2/2/2027TANYT&leg2=from:MCO,to:EWR,departure:2/9/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:117.96&airProductToken=AQoyCjAIxnISBDI1MTEYxI0BIMxwKN6WpAMwjpikAzhFQABYAWoEUENfMXIIWjIxRVhTOUEKMgowCMZyEgQyNTEyGMxwIMSNASjo6KQDMJXqpAM4RUAAWAFqBFBDXzFyCFoxNEVYUzlBEgoIARABGAEqAkY5GAEiBAgBEAEoAigDKAQwDQ) Tue, Feb 2 - Tue, Feb 9 · EWR · MCO · Roundtrip [Select Allegiant Air flight, departing Sat, Feb 20 from Newburgh to Orlando, returning Mon, Mar 1, priced at $121 Found 3 hours ago](https://www.expedia.com/Flights-Search?leg1=from:SWF,to:SFB,departure:2/20/2027TANYT&leg2=from:SFB,to:SWF,departure:3/1/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:120.50&airProductToken=AQorCikIx2gSBDEyMTcY0i0gsgkoguWlAzCx5qUDOEtAAFgBagJERnIES05FVworCikIx2gSBDEyMjgYsgkg0i0ov8SmAzDjxaYDOFNAAFgBagJERnIEU05FVxIMCAEQARgBKgJHNDIAGAEiBAgBEAEoAigDKAQwDQ) Sat, Feb 20 - Mon, Mar 1 · SWF · SFB · Roundtrip [Select Breeze Airways flight, departing Sat, Jan 30 from Newburgh to Orlando, returning Fri, Feb 5, priced at $141 Found 4 days ago](https://www.expedia.com/Flights-Search?leg1=from:SWF,to:MCO,departure:1/30/2027TANYT&leg2=from:MCO,to:SWF,departure:2/5/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:140.82&airProductToken=AQpcCiwIzbABEgQyMzY2GNItIPGgASi59aMDMKf2owM4QUAAWAFqAk5PcgVBTk8wMAosCM2wARIEMjg1NRjxoAEgzHAo5%5FmjAzDa-qMDOEFAAVgBagJOT3IFQU5PMDAKLQorCM2wARIEMTcwNBjMcCDSLSiStqQDMJ24pAM4QUAAWAFqAk5PcgVBTk8wMBIMCAEQARgBKgJNWDIAGAEiBAgBEAEoAigDKAQwDQ) Sat, Jan 30 - Fri, Feb 5 · SWF · MCO · Roundtrip [Select Frontier Airlines flight, departing Wed, Feb 24 from New York to Miami, returning Wed, Mar 3, priced at $144 Found 4 hours ago](https://www.expedia.com/Flights-Search?leg1=from:LGA,to:MIA,departure:2/24/2027TANYT&leg2=from:MIA,to:LGA,departure:3/3/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:143.48&airProductToken=AQoxCi8IxnISBDI2NDEYywEgjAIo15KmAzCalKYDOEVAAFgBagRQQ18xcghSMjFYWFM5QQoxCi8IxnISBDI2NDIYjAIgywEowN-mAzD84KYDOEVAAFgBagRQQ18xcghSMTRYWFM5QRIKCAEQARgBKgJGORgBIgQIARABKAIoAygEMA0) Wed, Feb 24 - Wed, Mar 3 · LGA · MIA · Roundtrip [Select Frontier Airlines flight, departing Mon, Jan 11 from New York to San Juan, returning Tue, Jan 12, priced at $161 Just found](https://www.expedia.com/Flights-Search?leg1=from:EWR,to:SJU,departure:1/11/2027TANYT&leg2=from:SJU,to:EWR,departure:1/12/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:160.04&airProductToken=AQoyCjAIxnISBDMxMTIYxI0BILKiASien6IDMJahogM4RUAAWAFqBFBDXzFyB1oyMU5QTjMKYgovCMZyEgQyMDgxGLKiASDgXCjbpaIDMOCnogM4RUAAWAFqBFBDXzFyB1oyMUVQTjkKLwjGchIEMjI4MhjgXCDEjQEokKmiAzCfqqIDOEVAAVgBagRQQ18xcgdaMjFFUE45EgoIARABGAEqAkY5GAEiBAgBEAEoAigDKAQwDQ) Mon, Jan 11 - Tue, Jan 12 · EWR · SJU · Roundtrip [Select Frontier Airlines flight, departing Sun, Jan 24 from New York to Fort Lauderdale, returning Thu, Jan 28, priced at $175 Found 4 hours ago](https://www.expedia.com/Flights-Search?leg1=from:LGA,to:FLL,departure:1/24/2027TANYT&leg2=from:FLL,to:LGA,departure:1/28/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:174.72&airProductToken=AQpiCi8IxnISBDI2NTEYywEg47QBKKa0owMwp7WjAzhFQABYAWoEUENfMXIHWjIxWVhTMwovCMZyEgQyMDA3GOO0ASDlWiiau6MDMOK8owM4RUABWAFqBFBDXzFyB1oyMVlYUzMKYgovCMZyEgQyMDA4GOVaIOO0ASjf26MDMKbdowM4RUAAWAFqBFBDXzFyB1oyMVJYUzMKLwjGchIEMjY1MhjjtAEgywEo-N-jAzDp4KMDOEVAAVgBagRQQ18xcgdaMjFSWFMzEgoIARABGAEqAkY5GAEiBAgBEAEoAigDKAQwDQ) Sun, Jan 24 - Thu, Jan 28 · LGA · FLL · Roundtrip [Select Delta flight, departing Sun, Feb 7 from New York to Miami, returning Wed, Feb 10, priced at $199 Just found](https://www.expedia.com/Flights-Search?leg1=from:JFK,to:MIA,departure:2/7/2027TANYT&leg2=from:MIA,to:JFK,departure:2/10/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:198.80&airProductToken=AQo3CjUIxJgBEgQxNTI4GKlRIIwCKPDMpAMwuM6kAzhFQABYAWoJTUFJTkJBU0lDcghWRFdTQTlCRAo3CjUIxJgBEgQxNTE0GIwCIKlRKNXypAMwivSkAzhFQABYAWoJTUFJTkJBU0lDcghWRFdTSDNCRBIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) Sun, Feb 7 - Wed, Feb 10 · JFK · MIA · Roundtrip [Select JetBlue Airways flight, departing Tue, Jan 26 from New York to San Juan, returning Wed, Jan 27, priced at $202 Just found](https://www.expedia.com/Flights-Search?leg1=from:JFK,to:SJU,departure:1/26/2027TANYT&leg2=from:SJU,to:JFK,departure:1/27/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:201.40&airProductToken=AQovCi0IwmwSAzgwMxipUSCyogEos8yjAzCizqMDOExAAFgBagJETnIIUEkyUUJWWTEKMAouCMJsEgQyMTA0GLKiASCpUSiZ0KMDMI3SowM4TEAAWAFqAkROcghQSTJRQlZZMRIMCAEQARgBKgJCNjIAGAEiBAgBEAEoAigDKAQwAQ) Tue, Jan 26 - Wed, Jan 27 · JFK · SJU · Roundtrip ## How to Find Cheap Flights from New Windsor, NY ### How much is a flight from New Windsor? This week, flights from New Windsor are available between $96 – $202\. ### How to find cheap flights from New Windsor? Expedia makes it easy to compare cheap flights from New Windsor to many destinations. Check out excellent deals on domestic and international flights from New Windsor. Once you select an offer, use our filters and sort by “Price (Lowest)” to see some of the cheapest and suitable options. ### How can I get the best deal on flights from New Windsor? On Expedia, you have some of best airline ticket deals at your fingertips. Whether it’s a beach escape with your partner, a family vacation with your kids, or business trip with colleagues, these low airline ticket prices mean more savings for you. An excellent strategy for finding some of the best deals on flights from New Windsor is to be flexible with your dates. Within each offer, you can compare prices for similar timeframes using our “Show flexible dates” feature. Depending on your destination, direct flights from New Windsor may be more expensive. Airlines with strict bag policies or fees can also impact your costs. ### What is the best airline to fly from New Windsor? At Expedia, we give you all the available options from our reputable partners. Select the airline that best suits your preferences and membership loyalties. You can fly from New Windsor with: Allegiant Air, Frontier Airlines, Breeze Airways, JetBlue Airways, Delta. ### What is the best month to fly from New Windsor? One of the cheapest times to fly from New Windsor airport(s) is January, based on the current list of flights available now. Prices on plane tickets vary considerably throughout the year due to availability and seasonal demand. ### Are there any last-minute flights from New Windsor? Expedia is the place to find last-minute flights from New Windsor, making it easy for you to compare prices on flights in the near future for different combinations of travel dates and from multiple airlines. We source some of the best deals for you and display some of the best offers available over the next 2 weeks. ### Why book your ticket with Expedia? Booking flights from New Windsor with Expedia is the obvious choice to get low prices, save money, and see more value from every dollar spent. We show you some of the best deals happening right now and provide a vast inventory of airlines and flight routes to choose from, so you can find some of the cheapest flights from New Windsor. You can customize your journey to your timeline, route preferences, budget, rewards programs, and more. ### Can I change/cancel my flight? Some flights can be changed or canceled, but fees and refunds will depend on the unique terms of your flight agreement. Airlines have different rules and restrictions for exchanging or refunding flights. For more information, go to your itinerary or visit our [customer service portal](https://www.expedia.com/service/). We recommend choosing flights with no change fees for the most flexibility. Filter by “Flexible change policies” to see flights with no change fees. ## Travel information | Origin city name | New York | | ------------------------ | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Origin airport | John F. Kennedy Intl. Airport | | Origin airport IATA code | JFK | | Airlines serving | JetBlue Airways, American Airlines, Delta, British Airways, Alaska Airlines, Swiss International Air Lines, Lufthansa, Turkish Airlines, Finnair, Singapore Airlines, Emirates, LOT-Polish Airlines, Copa, ITA Airways, Iberia, Avianca, TAP Portugal, Qatar Airways, KLM, Etihad Airways, Aeromexico, Cathay Pacific, Brussels Airlines, Aer Lingus, Air Europa, Air France, Royal Air Maroc, Korean Air, Japan Airlines, All Nippon Airways, LATAM Airlines Group, SAS, Air India, United, Gulf Air, Virgin Atlantic | | Popular airline | JetBlue Airways | | Roundtrip price | $96 | ## Explore a world of travel with Expedia - [Lodging](?equalTargetTab=tab-0) - [Flights](?equalTargetTab=tab-1) - [Packages](?equalTargetTab=tab-2) - [Cars](?equalTargetTab=tab-3) - [4 Star Hotels in Manhattan](https://www.expedia.com/4Star-Manhattan-New-York-Hotels.s40-n129440-0.Travel-Guide-Filter-Hotels) - [New York Hotels](https://www.expedia.com/New-York-Hotels.d178293.Travel-Guide-Hotels) - 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