--- title: "$22 Cheap flights from Winchester, VA - Expedia.com" description: "Cheap flights from Winchester , VA to all destinations. Find best deals for flights from Winchester , VA from top airlines with great prices at Expedia.com." canonical: "https://www.expedia.com/lp/flights/6056879/flights-from-winchester" language: en-US market: US currency: USD prices_as_of: 2026-11-13T05:48:30Z --- # $23 Cheap flights from Winchester, VA [View $23 flight on Wed, Jan 27, 2027](https://www.expedia.com/Flights-Search?leg1=from:BWI,to:FLL,departure:1/27/2027TANYT&trip=oneway&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:22.98&airProductToken=AQowCi4IxnISBDQ0MTEYwUUg5Voov9KjAzDo06MDOEVAAFgBagRQQ18xcgdLMjFYWFMzEgoIARABGAEqAkY5GAEiBAgBEAEoAigDKAQwDQ) ## Popular airlines from Winchester United American Airlines Frontier Airlines Delta British Airways JetBlue Airways Lufthansa ### 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 Winchester 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 Avianca flight departing on Tue, Dec 22 at 4:25pm from Washington, returning on Sat, Jan 2 at 10:05pm from San Salvador priced at $1,500](https://www.expedia.com/Flights-Search?leg1=from:IAD,to:SAL,departure:12/22/2026TANYT&leg2=from:SAL,to:IAD,departure:1/2/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-9b40da67856e409c9340e7d84814640c-134-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBwrmnZ6oBBwoDV0FTEACyAQcKA1NBTBAA~AQoyCjAIwawBEgM1ODMYiBggklgoxcCgAzDYwqADOEFAAFgBagVMSUdIVHIIQUVBQjFCUkYKMgowCMGsARIDNTgwGJJYIIgYKLW%5FoQMwr8GhAzhRQABYAWoFTElHSFRyCFFFQUIxQlJGEgoIARABGAEqAkFWGAEiBAgBEAEoAigDKAQwAQ&medianPrice=3534.00&displayPrice=1499.12&src=dflp) Washington (IAD) · San Salvador (SAL) · Nonstop · 11-day trip · found 16 hours ago · 45% less than typical - [Select Avianca flight departing on Fri, Nov 20 at 6:35pm from Washington, returning on Mon, Nov 23 at 8:25pm from San Salvador priced at $718](https://www.expedia.com/Flights-Search?leg1=from:IAD,to:SAL,departure:11/20/2026TANYT&leg2=from:SAL,to:IAD,departure:11/23/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-d1996289bfdc4e1fb3f7262f02774169-39-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gBpe-nZ5gBAaoBBwoDV0FTEACyAQcKA1NBTBAA~AQoyCjAIwawBEgM1ODUYiBggklgox9mdAzDV250DOFNAAFgBagVMSUdIVHIIU0VBQjFCUkYKMgowCMGsARIDNTkwGJJYIIgYKNH8nQMwy%5F6dAzhVQABYAWoFTElHSFRyCFVaQUIxRlI5EgoIARABGAEqAkFWGAEiBAgBEAEoAigDKAQwAQ&medianPrice=2714.00&displayPrice=717.12&src=dflp) Washington (IAD) · San Salvador (SAL) · Nonstop · 3-day trip · found 14 hours ago · 65% less than typical - [Select Avianca flight departing on Sun, Nov 29 at 6:35pm from Washington, returning on Wed, Dec 2 at 8:25pm from San Salvador priced at $614](https://www.expedia.com/Flights-Search?leg1=from:IAD,to:SAL,departure:11/29/2026TANYT&leg2=from:SAL,to:IAD,departure:12/2/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-405457bcd9e04bb8b2cbde975ae3e16e-195-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gB9%5F2nZ5gBAaoBBwoDV0FTEACyAQcKA1NBTBAA~AQoyCjAIwawBEgM1ODUYiBggklgo576eAzD1wJ4DOFVAAFgBagVMSUdIVHIIVVpBQjFGUjkKMgowCMGsARIDNTkwGJJYIIgYKPHhngMw6-OeAzhVQABYAWoFTElHSFRyCFVaQUIxRlI5EgoIARABGAEqAkFWGAEiBAgBEAEoAigDKAQwAQ&medianPrice=2592.00&displayPrice=613.12&src=dflp) Washington (IAD) · San Salvador (SAL) · Nonstop · 3-day trip · found 13 hours ago · 70% less than typical - [Select American Airlines flight departing on Sun, Dec 20 at 8:12pm from Washington, returning on Sat, Jan 2 at 10:55pm from Orlando priced at $347](https://www.expedia.com/Flights-Search?leg1=from:DCA,to:MCO,departure:12/20/2026TANYT&leg2=from:MCO,to:DCA,departure:1/2/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-8412add2a61f46dda3147e470b9b1005-1792-1-st-v5-sos-8412add2a61f46dda3147e470b9b1005-1632-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAdKLpmeQARSQARSqAQcKA1dBUxACsgEHCgNNQ08QAMABAA~AQoyCjAIwYIBEgQxNzYzGEMgzHAo6KugAzD-rKADOEJAAFgBagVCQVNJQ3IIUVZBSlpUQloSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL.AQpfCi4I15wBEgQyMDkyGMxwIKEDKKu%5FoQMwrcChAzhaQABYAWoDV0dBcgdaTEFWSDJGCi0I15wBEgQ0ODU1GKEDIEMogcOhAzDlw6EDOFpAAVgBagNXR0FyB1pMQVZIMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB&medianPrice=909.00&displayPrice=346.20&src=dflp) Washington (DCA) · Orlando (MCO) · Nonstop · 13-day trip · found 22 hours ago · 50% less than typical - [Select JetBlue Airways flight departing on Tue, Nov 24 at 2:59pm from Washington, returning on Sun, Nov 29 at 10:50pm from Orlando priced at $501](https://www.expedia.com/Flights-Search?leg1=from:DCA,to:MCO,departure:11/24/2026TANYT&leg2=from:MCO,to:DCA,departure:11/29/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-282471d27e5842d0ade23a67e3a3ede3-1998-1-st-v5-sos-282471d27e5842d0ade23a67e3a3ede3-1808-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAcStqmeQAQ2QAQ2qAQcKA0RDQRAAsgEHCgNPUkwQAA~AQouCiwIwmwSBDI2MjMYQyDMcCjvhJ4DMImGngM4TEAAWAFqAkROcghPSTBBQkVZMRIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE.AQpfCi4I15wBEgQyODE0GMxwIMwiKObAngMwlcKeAzhUQABYAWoDV0dBcgdUTEFVVzJGCi0I15wBEgQ0Mzc2GMwiIEMozcWeAzDAxp4DOFRAAVgBagNXR0FyB1RMQVVXMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB&medianPrice=750.00&displayPrice=500.19&src=dflp) Washington (DCA) · Orlando (MCO) · Nonstop · 5-day trip · found 3 hours ago · 20% less than typical - [Select Delta flight departing on Tue, Nov 24 at 2:55pm from Washington, returning on Sun, Nov 29 at 10:50pm from Orlando priced at $501](https://www.expedia.com/Flights-Search?leg1=from:DCA,to:MCO,departure:11/24/2026TANYT&leg2=from:MCO,to:DCA,departure:11/29/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-3c2f9de76fcf40ce8e26fc747a4c715f-1914-1-st-v5-sos-3c2f9de76fcf40ce8e26fc747a4c715f-1811-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAZmnqmeqAQcKA0RDQRABsgEHCgNPUkwQAA~AQo2CjQIxJgBEgQyNzI5GEMgzHAo64SeAzD6hZ4DOEVAAFgBaglNQUlOQkFTSUNyCFZBME5BMEJREgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ.AQpfCi4I15wBEgQyODE0GMxwIMwiKObAngMwlcKeAzhUQABYAWoDV0dBcgdUTEFVVzJGCi0I15wBEgQ0Mzc2GMwiIEMozcWeAzDAxp4DOFRAAVgBagNXR0FyB1RMQVVXMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB&medianPrice=750.00&displayPrice=500.19&src=dflp) Washington (DCA) · Orlando (MCO) · Nonstop · 5-day trip · found 3 hours ago · 20% less than typical - [Select JetBlue Airways flight departing on Tue, Dec 22 at 7:50am from Washington, returning on Sun, Dec 27 at 8:30am from Fort Lauderdale priced at $206](https://www.expedia.com/Flights-Search?leg1=from:DCA,to:FLL,departure:12/22/2026TANYT&leg2=from:FLL,to:DCA,departure:12/27/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-45fac31553ed48e4be715725ce6e16d0-370-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcAB6A2Jmc4gB%5FrOnZ6oBBwoDV0FTEACyAQcKA0ZMTBAA~AQotCisIwmwSAzU3ORhDIOVaKMK8oAMw4r2gAzhMQABYAWoCRE5yCFVJNEFCSFkxCi4KLAjCbBIEMTc4MBjlWiBDKIr1oAMwoPagAzhMQABYAWoCRE5yCFBJMlFVRVkxEgoIARABGAEqAkI2GAEiBAgBEAEoAigDKAQwAQ&medianPrice=877.00&displayPrice=205.80&src=dflp) Washington (DCA) · Fort Lauderdale (FLL) · Nonstop · 5-day trip · found 16 hours ago · 70% less than typical - [Select JetBlue Airways flight departing on Tue, Nov 24 at 7:55am from Washington, returning on Sat, Nov 28 at 5:20am from Fort Lauderdale priced at $469](https://www.expedia.com/Flights-Search?leg1=from:DCA,to:FLL,departure:11/24/2026TANYT&leg2=from:FLL,to:DCA,departure:11/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-b7b8551d85e84c039c01f381162f5d4e-1324-1-st-v5-sos-b7b8551d85e84c039c01f381162f5d4e-1207-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAazjqWeqAQcKA0RDQRAAsgEHCgNGTEwQAA~AQotCisIwmwSAzU3ORhDIOVaKMeBngMw5oKeAzhMQABYAWoCRE5yCFVJN0FCRVkxEgoIARABGAEqAkI2GAEiBAgBEAEoAigDKAQwAQ.AQpfCi4I15wBEgQyNjA4GOVaIPJcKKytngMw1q6eAzhJQABYAWoDV0dBcgdJTEFVVzJGCi0I15wBEgQ0MTM3GPJcIEMokq-eAzCFsJ4DOElAAVgBagNXR0FyB0lMQVVXMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB&medianPrice=824.00&displayPrice=468.60&src=dflp) Washington (DCA) · Fort Lauderdale (FLL) · Nonstop · 3-day trip · found 5 hours ago · 30% less than typical - [Select JetBlue Airways flight departing on Sun, Nov 22 at 6:00am from Washington, returning on Sat, Nov 28 at 5:20am from Fort Lauderdale priced at $456](https://www.expedia.com/Flights-Search?leg1=from:DCA,to:FLL,departure:11/22/2026TANYT&leg2=from:FLL,to:DCA,departure:11/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-748b0f902b304767831d71a73b035522-1159-1-st-v5-sos-748b0f902b304767831d71a73b035522-1092-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAdvrqWeQAQCQARKqAQcKA0RDQRAAsgEHCgNGTEwQAA~AQotCisIwmwSAzM3ORhDIOVaKJTqnQMwsuudAzhMQABYAWoCRE5yCFVJN1FVRVkxEgoIARABGAEqAkI2GAEiBAgBEAEoAigDKAQwAQ.AQpfCi4I15wBEgQyNjA4GOVaIPJcKKytngMw1q6eAzhJQABYAWoDV0dBcgdJTEFVVzJGCi0I15wBEgQ0MTM3GPJcIEMokq-eAzCFsJ4DOElAAVgBagNXR0FyB0lMQVVXMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB&medianPrice=773.00&displayPrice=455.60&src=dflp) Washington (DCA) · Fort Lauderdale (FLL) · Nonstop · 5-day trip · found 5 hours ago · 25% less than typical - [Select Southwest Airlines flight departing on Fri, Dec 18 at 6:15am from Baltimore, returning on Sun, Dec 27 at 6:35am from Fort Lauderdale priced at $246](https://www.expedia.com/Flights-Search?leg1=from:BWI,to:FLL,departure:12/18/2026TANYT&leg2=from:FLL,to:DCA,departure:12/27/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-da94c1fdf0d14d3aae61b96f32c4462c-2151-1-st-v5-sos-da94c1fdf0d14d3aae61b96f32c4462c-2077-1~8.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAabBp2eQAQaQARyqAQcKA1dBUxAAsgEHCgNGTEwQAA~AQowCi4I15wBEgQxMDAxGMFFIOVaKOOOoAMwg5CgAzhaQABYAWoDV0dBcgdaWE5VVzJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ.AQouCiwIwmwSBDE0ODAY5VogQyiX9KADMK31oAM4TEAAWAFqAkROcghQSTJRVUVZMRIKCAEQARgBKgJCNhgBIgQIARABKAIoAygEMAE&medianPrice=899.00&displayPrice=245.80&src=dflp) Baltimore (BWI) · Fort Lauderdale (FLL) · Nonstop · 9-day trip · found 16 hours ago · 65% less than typical - [Select JetBlue Airways flight departing on Wed, Dec 2 at 8:00am from Baltimore, returning on Sun, Dec 6 at 5:25am from Fort Lauderdale priced at $182](https://www.expedia.com/Flights-Search?leg1=from:BWI,to:FLL,departure:12/2/2026TANYT&leg2=from:FLL,to:BWI,departure:12/6/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-acad8dcac7654fde9021ac96f36373c0-2358-1-st-v5-sos-acad8dcac7654fde9021ac96f36373c0-2279-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAY3pqGeQAQCQAQ6qAQcKA1dBUxAAsgEHCgNGTEwQAA~AQovCi0IwmwSBDI5OTUYwUUg5VoozNueAzDs3J4DOExAAFgBagJETnIIUEk0UVVFWTESCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB.AQovCi0I15wBEgMxMTkY5VogwUUosYefAzDCiJ8DOFZAAFgBagNXR0FyB1ZMTlVIMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB&medianPrice=569.00&displayPrice=181.80&src=dflp) Baltimore (BWI) · Fort Lauderdale (FLL) · Nonstop · 3-day trip · found 10 hours ago · 60% less than typical - [Select JetBlue Airways flight departing on Sat, Nov 21 at 6:00am from Baltimore, returning on Sat, Nov 28 at 6:50am from Fort Lauderdale priced at $370](https://www.expedia.com/Flights-Search?leg1=from:BWI,to:FLL,departure:11/21/2026TANYT&leg2=from:FLL,to:BWI,departure:11/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-4edd02e16e7e48b3b8aae273f16fead2-2970-1-st-v5-sos-4edd02e16e7e48b3b8aae273f16fead2-2966-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAcympmeQAQyQAQeqAQcKA0JXSRAAsgEHCgNGTEwQAA~AQovCi0IwmwSBDE3OTUYwUUg5Voo9N6dAzCP4J0DOExAAFgBagJETnIIVUk3UVVFWTESCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB.AQpgCi4I15wBEgQxOTUzGOVaIMxwKIaungMwx66eAzhaQABYAWoDV0dBcgdaWEFVVzJGCi4I15wBEgQxMTIzGMxwIMFFKJKvngMwnrCeAzhaQAFYAWoDV0dBcgdaWEFVVzJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=624.00&displayPrice=369.60&src=dflp) Baltimore (BWI) · Fort Lauderdale (FLL) · Nonstop · 7-day trip · found 21 hours ago · 30% less than typical - [Select JetBlue Airways flight departing on Tue, Dec 8 at 8:00am from Washington, returning on Tue, Dec 15 at 5:40am from San Juan priced at $301](https://www.expedia.com/Flights-Search?leg1=from:DCA,to:SJU,departure:12/8/2026TANYT&leg2=from:SJU,to:DCA,departure:12/15/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-9ca09631afcb4c038a18206e24c4e502-3919-1-st-v5-sos-9ca09631afcb4c038a18206e24c4e502-3866-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAcuAp2eqAQcKA0RDQRAAsgEHCgNTSlUQAMABAA~AQovCi0IwmwSBDEzNDcYQyCyogEojJ-fAzD0oJ8DOExAAFgBagJETnIIUEk0UVVGWTESCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB.AQpgCi8I15wBEgQ0NjY2GLKiASDMcCik7J8DMOftnwM4VkAAWAFqA1dHQXIHVkxBVlcyRgotCNecARIEMTE4NRjMcCBDKITwnwMwkPGfAzhWQAFYAWoDV0dBcgdWTEFWVzJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=488.00&displayPrice=300.50&src=dflp) Washington (DCA) · San Juan (SJU) · Nonstop · 6-day trip · found 18 hours ago · 25% less than typical - [Select JetBlue Airways flight departing on Mon, Dec 7 at 8:00am from Washington, returning on Fri, Dec 11 at 6:05am from San Juan priced at $301](https://www.expedia.com/Flights-Search?leg1=from:DCA,to:SJU,departure:12/7/2026TANYT&leg2=from:SJU,to:DCA,departure:12/11/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&airOfferToken=v5-sos-0fe68482e0b04631b9d1415891ca4ab8-3878-1-st-v5-sos-0fe68482e0b04631b9d1415891ca4ab8-3785-1~9.S.1~AQoCCAESBwjUBBABGAEoAlgCcABwAHoDYmZzegNiZnOIAYXYqWeQAQaQAQWqAQcKA0RDQRAAsgEHCgNTSlUQAA~AQovCi0IwmwSBDEzNDcYQyCyogEo7JOfAzDUlZ8DOExAAFgBagJETnIIUEk0UVVGWTESCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB.AQpgCi8I15wBEgQzOTU3GLKiASDzAyi9v58DMIDBnwM4VkAAWAFqA1dHQXIHVkxBVlcyRgotCNecARIEMzI0MhjzAyBDKKjBnwMwr8KfAzhWQAFYAWoDV0dBcgdWTEFWVzJGEgoIARABGAEqAldOGAEiBAgBEAEoAigDKAQwAQ&medianPrice=482.00&displayPrice=300.50&src=dflp) Washington (DCA) · San Juan (SJU) · Nonstop · 3-day trip · found 6 hours ag · o · 25% less than typical Show more deals ## Cheapest flights from Winchester Prices were available within the past 7 days and start at $23 for one-way flights and $46 for roundtrip, for the period specified. Prices and availability are subject to change. All deals One way Roundtrip [Select Frontier Airlines flight, departing Tue, Dec 8 from Washington to Fort Lauderdale, returning Wed, Dec 9, priced at $46 Found 7 hours ago](https://www.expedia.com/Flights-Search?leg1=from:IAD,to:FLL,departure:12/8/2026TANYT&leg2=from:FLL,to:IAD,departure:12/9/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:45.96&airProductToken=AQowCi4IxnISBDI5NTkYiBgg5Voo0qKfAzD9o58DOEVAAFgBagRQQ18xcgdLMjFFWFMzCjAKLgjGchIEMjk2MBjlWiCIGCjKr58DMOqwnwM4RUAAWAFqBFBDXzFyB0syMVhYUzMSDAgBEAEYASoCRjkyABgBIgQIARABKAIoAygEMA0) Tue, Dec 8 - Wed, Dec 9 · IAD · FLL · Roundtrip [Select Frontier Airlines flight, departing Wed, Feb 3 from Baltimore to Fort Lauderdale, returning Tue, Feb 9, priced at $46 Found 8 hours ago](https://www.expedia.com/Flights-Search?leg1=from:BWI,to:FLL,departure:2/3/2027TANYT&leg2=from:FLL,to:BWI,departure:2/9/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:45.96&airProductToken=AQowCi4IxnISBDQ0MTEYwUUg5Voon6GkAzDIoqQDOEVAAFgBagRQQ18xcgdLMjFYWFMzCjAKLgjGchIEMTAyOBjlWiDBRSj15KQDMJ3mpAM4RUAAWAFqBFBDXzFyB0syMUVYUzMSCggBEAEYASoCRjkYASIECAEQASgCKAMoBDAN) Wed, Feb 3 - Tue, Feb 9 · BWI · FLL · Roundtrip [Select Frontier Airlines flight, departing Tue, Dec 8 from Washington to Miami, returning Thu, Dec 17, priced at $55 Just found](https://www.expedia.com/Flights-Search?leg1=from:IAD,to:MIA,departure:12/8/2026TANYT&leg2=from:MIA,to:IAD,departure:12/17/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:54.96&airProductToken=AQowCi4IxnISBDM3MzEYiBggjAIowqCfAzDxoZ8DOEVAAFgBagRQQ18xcgdLMjFFWFMzCjAKLgjGchIEMzczMhiMAiCIGCiQiaADMLKKoAM4RUAAWAFqBFBDXzFyB0syMVJYUzMSCggBEAEYASoCRjkYASIECAEQASgCKAMoBDAN) Tue, Dec 8 - Thu, Dec 17 · IAD · MIA · Roundtrip [Select Frontier Airlines flight, departing Tue, Feb 2 from Baltimore to Orlando, returning Tue, Feb 9, priced at $58 Found 1 hour ago](https://www.expedia.com/Flights-Search?leg1=from:BWI,to:MCO,departure:2/2/2027TANYT&leg2=from:MCO,to:BWI,departure:2/9/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:57.96&airProductToken=AQoxCi8IxnISBDMyNzMYwUUgzHAog5SkAzChlaQDOEVAAFgBagRQQ18xcghLMTRFWFM5QQoxCi8IxnISBDMyNzQYzHAgwUUoo-SkAzC25aQDOEVAAFgBagRQQ18xcghLMjFFWFM5QRIKCAEQARgBKgJGORgBIgQIARABKAIoAygEMA0) Tue, Feb 2 - Tue, Feb 9 · BWI · MCO · Roundtrip [Select Frontier Airlines flight, departing Sat, Feb 20 from Washington to Orlando, returning Wed, Feb 24, priced at $62 Found 12 hours ago](https://www.expedia.com/Flights-Search?leg1=from:IAD,to:MCO,departure:2/20/2027TANYT&leg2=from:MCO,to:IAD,departure:2/24/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:61.96&airProductToken=AQoxCi8IxnISBDQzNTUYiBggzHAopOalAzC756UDOEVAAFgBagRQQ18xcghLMjFTWFM5QQowCi4IxnISBDQyMzAYzHAgiBgo25GmAzDjkqYDOEVAAFgBagRQQ18xcgdLMjFYWFMzEgoIARABGAEqAkY5GAEiBAgBEAEoAigDKAQwDQ) Sat, Feb 20 - Wed, Feb 24 · IAD · MCO · Roundtrip [Select Frontier Airlines flight, departing Mon, Dec 14 from Baltimore to Miami, returning Thu, Dec 17, priced at $63 Found 5 hours ago](https://www.expedia.com/Flights-Search?leg1=from:BWI,to:MIA,departure:12/14/2026TANYT&leg2=from:MIA,to:BWI,departure:12/17/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:62.96&airProductToken=AQoxCi8IxnISBDE2NjUYwUUgjAIo2eefAzCG6Z8DOEVAAFgBagRQQ18xcghLMjFHWFM2QQowCi4IxnISBDI5NDAYjAIgwUUo%5FoigAzCviqADOEVAAFgBagRQQ18xcgdLMjFSTE5UEgoIARABGAEqAkY5GAEiBAgBEAEoAigDKAQwDQ) Mon, Dec 14 - Thu, Dec 17 · BWI · MIA · Roundtrip [Select Southwest Airlines flight, departing Tue, Dec 8 from Washington to Fort Lauderdale, returning Thu, Dec 17, priced at $150 Found 2 hours ago](https://www.expedia.com/Flights-Search?leg1=from:DCA,to:FLL,departure:12/8/2026TANYT&leg2=from:FLL,to:DCA,departure:12/17/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:149.81&airProductToken=AQovCi0I15wBEgQzNDg0GEMg5Voo4qKfAzCHpJ8DOFZAAFgBagNXR0FyB1ZETlVIMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB) Tue, Dec 8 - Thu, Dec 17 · DCA · FLL · Roundtrip [Select Southwest Airlines flight, departing Tue, Jan 19 from Washington to Orlando, returning Wed, Jan 27, priced at $152 Found 5 hours ago](https://www.expedia.com/Flights-Search?leg1=from:DCA,to:MCO,departure:1/19/2027TANYT&leg2=from:MCO,to:DCA,departure:1/27/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:151.80&airProductToken=AQovCi0I15wBEgQxMDE5GEMgzHAor%5FqiAzDF-6IDOFZAAFgBagNXR0FyB1ZETlZIMkYSCggBEAEYASoCV04YASIECAEQASgCKAMoBDAB) Tue, Jan 19 - Wed, Jan 27 · DCA · MCO · Roundtrip [Select Omskavia flight, departing Thu, Aug 26 from Washington to San Salvador, returning Thu, Sep 23, priced at $311 Found 9 hours ago](https://www.expedia.com/Flights-Search?leg1=from:IAD,to:SAL,departure:8/26/2027TANYT&leg2=from:SAL,to:IAD,departure:9/23/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:310.90&airProductToken=AQovCi0IzmYSBDQzMTMYiBggklgov5S2AzDFlrYDOExAAFgBagRaZXJvcgZMTFNTTjEKLwotCM5mEgQ0MzI2GJJYIIgYKLXSuAMwttS4AzhMQABYAWoEWmVyb3IGTExTU04yEgoIARABGAEqAlk0GAEiBAgBEAEoAigDKAQwDQ) Thu, Aug 26 - Thu, Sep 23 · IAD · SAL · Roundtrip [Select American Airlines flight, departing Mon, Feb 15 from Baltimore to Cancun, returning Thu, Feb 18, priced at $422 Found 8 hours ago](https://www.expedia.com/Flights-Search?leg1=from:BWI,to:CUN,departure:2/15/2027TANYT&leg2=from:CUN,to:BWI,departure:2/18/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:421.27&airProductToken=AQpnCjIIwYIBEgQyODI4GMFFIOKaASisp6UDMI6opQM4QkAAWAFqBUJBU0lDcghPTlUyQU5CWQoxCMGCARIDODg2GOKaASCCbSjqqKUDMK-qpQM4QkABWAFqBUJBU0lDcghPTlUyQU5CWRIMCAIQARgCKgJBQTIAGAEiBAgBEAEoAigDKAQwCw) Mon, Feb 15 - Thu, Feb 18 · BWI · CUN · Roundtrip ## How to Find Cheap Flights from Winchester, VA ### How much is a flight from Winchester? This week, flights from Winchester are available between $46 – $422\. ### How to find cheap flights from Winchester? Expedia makes it easy to compare cheap flights from Winchester to many destinations. Check out excellent deals on domestic and international flights from Winchester. 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 Winchester? 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 Winchester 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 Winchester may be more expensive. Airlines with strict bag policies or fees can also impact your costs. ### What is the best airline to fly from Winchester? 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 Winchester with: Frontier Airlines, JetBlue Airways, Omskavia, Southwest Airlines, Air Canada, American Airlines. ### What is the best month to fly from Winchester? One of the cheapest times to fly from Winchester airport(s) is December, 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 Winchester? Expedia is the place to find last-minute flights from Winchester, 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 Winchester 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 Winchester. 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 | Baltimore | | ------------------------ | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Origin airport | Baltimore Washington Intl. Airport | | Origin airport IATA code | BWI | | Airlines serving | Frontier Airlines, American Airlines, United, Delta, JetBlue Airways, Southwest Airlines, Alaska Airlines, British Airways, Icelandair, Copa, Iberia, LATAM Airlines Group, Aer Lingus, Finnair, SAS, KLM, All Nippon Airways, Korean Air, Air France, Japan Airlines, Cathay Pacific, Qatar Airways, Emirates, Singapore Airlines, Virgin Atlantic, WestJet, Aeromexico, Qantas Airways, Air New Zealand, Royal Jordanian, GOL Linhas Aereas S.A., Breeze Airways, Sun Country Airlines, 2T, Air China, XP | | Popular airline | Frontier Airlines | | Roundtrip price | $46 | ## Explore a world of travel with Expedia - [Lodging](?equalTargetTab=tab-0) - [Flights](?equalTargetTab=tab-1) - [Packages](?equalTargetTab=tab-2) - [Cars](?equalTargetTab=tab-3) - [Vacation Rentals](?equalTargetTab=tab-4) - [Things to Do](?equalTargetTab=tab-5) - [Apartments in Winchester](https://www.expedia.com/Winchester-Apartments.d6056879-aaApartments.Travel-Guide-Accommodation) - 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