Title: Cheap Flights to Chestertown - Expedia.co.uk ![Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA](https://images.trvl-media.com/place/7215/2810851e-b7cc-4dfb-bf7e-dc0611ab1b49.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/7215/2810851e-b7cc-4dfb-bf7e-dc0611ab1b49.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # £280 Cheap Flights to Chestertown [View £280 flight on Tue, 17 Mar 2026](https://expedia.co.uk/Flights-Search?trip=oneway&leg1=from:PHL,to:SBY,departure:17/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:279.60&airProductToken=AQozCjEIwYIBEgQ1OTIwGO9ZILLAASi69IcDMPv0hwM4U0AAWAFqBE1BSU5yCFMwQVdVTk4xEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) - [Return](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only [Chestertown Travel Guide](https://expedia.co.uk/Chestertown.dx7215)[Hotels in Chestertown](https://expedia.co.uk/Chestertown-Hotels.d7215.Travel-Guide-Hotels)[Chestertown Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chestertown.d7215.Car-Hire-Guide)[Chestertown Holidays](https://expedia.co.uk/Chestertown.d7215.Holidays-City-Breaks) ## Popular airlines to Chestertown - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:CMH,to:Chestertown, Maryland, United States of America,departure:19/03/2026TANYT&leg2=from:Chestertown, Maryland, United States of America,to:CMH,departure:26/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/30/landing_airline_sq_logo_MX.svg) Breeze Airways [](https://www.expedia.co.uk/Flights-Search?leg1=from:CMH,to:Chestertown, Maryland, United States of America,departure:19/03/2026TANYT&leg2=from:Chestertown, Maryland, United States of America,to:CMH,departure:26/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"MX"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines [](https://www.expedia.co.uk/Flights-Search?leg1=from:CMH,to:Chestertown, Maryland, United States of America,departure:19/03/2026TANYT&leg2=from:Chestertown, Maryland, United States of America,to:CMH,departure:26/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_QR.svg) Qatar Airways [](https://www.expedia.co.uk/Flights-Search?leg1=from:CMH,to:Chestertown, Maryland, United States of America,departure:19/03/2026TANYT&leg2=from:Chestertown, Maryland, United States of America,to:CMH,departure:26/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"QR"}}]) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 25% on select hotels after you book a flight\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.co.uk/login) ## Cheap round-trip flights to Chestertown Prices were available within the past 7 days and start at £280 for one-way flights and £269 for round trip, for the period specified. Be sure to select the 'Direct flights only' box above if you are looking for a non stop route. Prices and availability are subject to change. Additional terms apply. All deals One way Return ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Tue, 17 Mar - Tue, 7 Apr PHL Philadelphia SBY Salisbury £269 Return found 3 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:PHL,to:SBY,departure:17/03/2026TANYT&leg2=from:SBY,to:PHL,departure:07/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:268.20&airProductToken=AQo0CjIIwYIBEgQ1OTIwGO9ZILLAASi69IcDMPv0hwM4QkAAWAFqBUJBU0lDcghOMEZXVU5CWgppCjMIwYIBEgQ1ODU1GLLAASDimgEo796JAzDW34kDOEJAAFgBagVCQVNJQ3IIUVdGV1VOQloKMgjBggESBDEzOTgY4poBIO9ZKOzgiQMw3uGJAzhCQAFYAWoFQkFTSUNyCFFXRldVTkJaEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ![Swiss International Air Lines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/LX.gif) Thu, 10 Sept - Wed, 16 Sept LGW London BWI Baltimore £398 Return found 19 hours ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:LGW,to:BWI,departure:10/09/2026TANYT&leg2=from:BWI,to:LGW,departure:16/09/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:397.60&airProductToken=AQqrAQo_CMywARIDNDMzGMuxASC5PCj_t5cDMOi4lwM4S0AAWAFqCEVDT0JBU0lDcghLRFZRS1hCUXoJCLKYARIDNDMzCjII1YIBEgIxMhi5PCCuHCjWvpcDMLPDlwM4S0ABWAFqCEVDT0JBU0lDcghLRFZRS1hCUQo0CNWCARIEMTI2ORiuHCDBRSjYy5cDMM7MlwM4S0ABWAFqCEVDT0JBU0lDcghLRFZRS1hCUQqpAQozCNWCARIDNzA0GMFFIK4cKJD6lwMwmvuXAzhLQABYAWoIRUNPTElHSFRyCEtEVlFLWEJRCjEIzLABEgE3GK4cILk8KKj8lwMwuoCYAzhLQAFYAWoIRUNPTElHSFRyCEtEVlFLWEJRCj8IzLABEgM0MzAYuTwgy7EBKI-BmAMw_YGYAzhLQAFYAWoIRUNPTElHSFRyCEtEVlFLWEJRegkIwqgBEgM0MzASCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAB) ![Icelandair](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/fi.gif) Thu, 12 Mar - Mon, 16 Mar LGW London BWI Baltimore £530 Return found 1 day ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:LGW,to:BWI,departure:12/03/2026TANYT&leg2=from:BWI,to:LGW,departure:16/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:529.93&airProductToken=AQplCjEIxpIBEgM0NzEYy7EBIIopKOu1hwMwuLeHAzhOQABYAWoFTElHSFRyCE5KMk1HQkxUCjAIxpIBEgM2NDMYiikgwUUonLiHAzCsu4cDOE5AAVgBagVMSUdIVHIITkoyTUdCTFQKZQowCMaSARIDNjQyGMFFIIopKOjohwMwxuuHAzhOQABYAWoFTElHSFRyCE5KMk1HQkxUCjEIxpIBEgM0NzAYiikgy7EBKIzshwMwz-2HAzhOQAFYAWoFTElHSFRyCE5KMk1HQkxUEgoIARABGAEqAkZJGAEiBAgBEAEoAigDKAQwAQ) ![British Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/BA.gif) Wed, 30 Sept - Fri, 30 Oct GLA Glasgow BWI Baltimore £633 Return found 2 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:GLA,to:BWI,departure:30/09/2026TANYT&leg2=from:BWI,to:GLA,departure:30/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:632.74&airProductToken=AQppCjMIwoIBEgQxNDc3GOYCIOuJASiulZkDMIiWmQM4T0AAWAFqBU5PQkFHcglPTFg1QzVCNFAKMgjCggESAzIyORjriQEgwUUo7JaZAzDbmpkDOE9AAVgBagVOT0JBR3IJT0xYNUM1QjRQEgoIARABGAEqAkJBGAEiBAgBEAEoAigDMA0) ![Air France](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AF.gif) Wed, 29 Apr - Mon, 4 May LGW London BWI Baltimore £669 Return found 4 days ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:LGW,to:BWI,departure:29/04/2026TANYT&leg2=from:BWI,to:LGW,departure:04/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:668.50&airProductToken=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) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=FTG_SPRING_PROMO_) ## Frequently asked questions ### What is the name of Chestertown's airport? ### How far is BWI from central Chestertown? ### What airport is best to fly into Chestertown? ### How many airlines fly to Chestertown? ### Which airlines fly to Chestertown? ### How many nonstop flights are there to Chestertown? ### Where are the most popular flights to Chestertown departing from? ### How long is the flight to Chestertown Airport? ### How to book the cheapest flight to Chestertown? ### How to survive the flight to Chestertown? > - The secret to having a hassle-free travel experience is to pack in advance. So, let's start with the essentials: passport, official ID, bank cards and daily medications. Next, bring items that'll help keep you occupied, like your laptop or a few magazines. It's also a wise idea to bring your chargers, a quality neck pillow and a pair of earplugs. Finally, don't forget to toss in toiletry items like a toothbrush, deodorant and a clean T-shirt. > > > Do not pack the following items in your hand luggage: > > > - Double-check that you don't have a pocket knife hiding in your carry-on luggage. Other banned items include explosive or flammable substances, like aerosols and matches, and gels and liquids in containers with a volume of more than 3.4 ounces (100 milliliters). > > > What to wear on a flight: > > > - Comfort should be your highest priority when selecting what to wear on board. Consider your choice of footwear with care too, as swollen feet and ankles are a common side effect of flying. Slightly roomy, flat shoes are your best bet. > - Unfortunately, a risk of flying long distances is developing deep vein thrombosis (DVT), a blood clot condition caused by prolonged periods of inactivity. To avoid this, take every opportunity to walk around and give your legs a stretch. Compression tights and socks are also a great idea to help lower your risk. ### How to get through airport security fast when flying to Chestertown? > - Security personnel first need to know that you have a valid ID and matching boarding pass before you can proceed any further. Have them ready for inspection. > - The X-ray machine comes next. Empty your pockets and remove anything that is likely to set off the alarm. This includes things like headphones or earphones, as well as your coat or jacket. They'll need to be placed on the conveyor belt for screening. > - All your electronics, including your phone and laptop, are also required to be separately scanned. > - Any gels or liquids, such as perfume or hairspray, that you want to bring on board must be no greater than 3.4 ounces (100 milliliters). They must also all fit inside a quart-size (one litre), clear zip-close bag. > - Lightweight sneakers are a clever footwear choice as you're less likely to be asked to remove them when passing through security. Hiking boots and other heavy-style shoes are usually subjected to additional screening. > - Sharp or pointed objects (like knives and scissors) are prohibited in the cabin. They'll be confiscated at security, so pack them in your checked luggage. ## Book with confidence # Expedia flights to Chestertown Searching for cheap flights to Chestertown? No travel company presents more choices than Expedia if you're looking to compare flights to Chestertown. With more airlines, cheaper flights, fewer stops, and more departure and arrival times travellers should ensure they search on Expedia before any holiday to Maryland. Expedia provides the cheapest flights to many destinations in Maryland and you may find even greater savings if you combine your flight with a hotel stay in Chestertown. Expedia is the largest online travel agency which means that Expedia have access to cheap flights. So make sure you check Expedia regularly for these bargain flights because the cheapest airline tickets sell out fast. Expedia is not only free for everyone to use but it quick and easy to use. Find the lowest flight prices guaranteed and book directly through Expedia. Browse through hundreds of cheap flight offers to find the one that suits your budget by simply inputting your travel dates. Expedia will then find the cheapest flights to Chestertown for that period and let you choose your preferred time and airline. If you need additional assistance, Expedia Customer Service representatives are available from 8am - 10pm Monday to Friday, and 9am - 10pm at weekends. Our capable staff will be able to help you with any questions regarding your Chestertown flight, or other booking questions that may arise. When you book flights with Expedia you can rest assured that you have booked the best flight at the lowest price. ## Travel information | Destination airport | Baltimore Washington Intl. Thurgood Marshall | | ----------------------------- | -------------------------------------------- | | Destination airport IATA code | BWI | | Destination city name | Baltimore | | Return price | £398 | ## Trending flights to Chestertown Prices were available within the past 7 days and start at £280 for one-way flights and £269 for round trip, for the period specified. Be sure to select the 'Direct flights only' box above if you are looking for a non stop route. Prices and availability are subject to change. Additional terms apply. All deals One way Return ![Swiss International Air Lines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/LX.gif) Thu, 10 Sept - Wed, 16 Sept LGW London BWI Baltimore £398 Return found 19 hours ago [](https://expedia.co.uk/Flights-Search?trip=roundtrip&leg1=from:LGW,to:BWI,departure:10/09/2026TANYT&leg2=from:BWI,to:LGW,departure:16/09/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:397.60&airProductToken=AQqrAQo_CMywARIDNDMzGMuxASC5PCj_t5cDMOi4lwM4S0AAWAFqCEVDT0JBU0lDcghLRFZRS1hCUXoJCLKYARIDNDMzCjII1YIBEgIxMhi5PCCuHCjWvpcDMLPDlwM4S0ABWAFqCEVDT0JBU0lDcghLRFZRS1hCUQo0CNWCARIEMTI2ORiuHCDBRSjYy5cDMM7MlwM4S0ABWAFqCEVDT0JBU0lDcghLRFZRS1hCUQqpAQozCNWCARIDNzA0GMFFIK4cKJD6lwMwmvuXAzhLQABYAWoIRUNPTElHSFRyCEtEVlFLWEJRCjEIzLABEgE3GK4cILk8KKj8lwMwuoCYAzhLQAFYAWoIRUNPTElHSFRyCEtEVlFLWEJRCj8IzLABEgM0MzAYuTwgy7EBKI-BmAMw_YGYAzhLQAFYAWoIRUNPTElHSFRyCEtEVlFLWEJRegkIwqgBEgM0MzASCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAB) \*Available to Expedia members.