Search Cheap Flights toChestertown
Search 400 airlines and 321,000 hotels worldwide.
Stop Planning & Start Exploring
FREE 24 hour cancellation on most flights
Cheap Flights to Chestertown
Fall in love at first flight with your vacation to Chestertown by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chestertown on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in Chestertown, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to Chestertown
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chestertown with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.
So all you have to worry about is where you’re headed after the BWI airport.
What is the cheapest month to fly to Chestertown?
Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chestertown are in , but when you book your flight on Hotwire, savings are always in season.
How many airlines fly to Chestertown?
Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find to choose from for your flight to Chestertown.
What airport is best to fly into Chestertown?
When you’re planning your trip to Chestertown, convenience is the name of the game. Luckily, Chestertown Martin State Airport is nearby so you can deplane and get going on checking off everything on your Chestertown must-do list.
How much are flights to Chestertown?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chestertown on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as , you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.
How to get cheap flights to Chestertown?
The trick to saving a stack of cash on your flight to Chestertown? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as right now, why wait?
Destination airport | Baltimore Washington Intl. Thurgood Marshall |
|---|---|
Destination airport IATA code | BWI |
Roundtrip price | $912 |
Last Minute Hotel Deals in Chestertown
Red Roof Inn & Suites Chestertown
Well received by front desk attendant. Clean room!
Reviewed on Oct 10, 2025
Comfort Inn & Suites Chestertown
Everything was great - the beds and pillows are very comfortable, room very clean and breakfast was decent and staff very friendly.
Reviewed on Oct 20, 2025
The Lodge at Great Oak Landing
Everything was perfect. The staff is super friendly, the room was clean and fresh. The beds were super comfy, the food is amazing and the chef was super nice!! Great friendly atmosphere. I’m definitely going back!!
Reviewed on Sep 5, 2025
Historic Inns of Annapolis
Staff is always very friendly and efficient. Great location, valet is convenient. Only downsides were the bed mattress (big sag) and cold temperature in room. Heat might not have been turned on yet
Reviewed on Oct 18, 2025
Pendry Baltimore
Such a beautiful hotel in a great location. No lack of bars or restaurants in Fells Point.
Reviewed on Oct 13, 2025
Best Western Plus Hotel & Conference Center
We always stay here when in Baltimore.
Reviewed on Oct 16, 2025
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Clean nice
Reviewed on Oct 16, 2025
Hilton Garden Inn Baltimore/White Marsh
It was conveniently located. The room was spacious.
Reviewed on Oct 19, 2025
Nearby Cities
Popular Flight Routes
- Atlanta to New York
- Detroit to Las Vegas
- Dallas to Atlanta
- Dallas to Yosemite National Park
- Toronto to Edmonton
- Chicago to Tulum
- Houston to Lake Tahoe
- Chicago to Las Vegas
- Dallas to Miami
- Dallas to Lake Tahoe
- New York to Miami
- New York to Las Vegas
- Miami to Atlanta
- Minneapolis St Paul to Fort Walton Beach Destin
- Dallas to Branson
- Cleveland to Vero Beach
- Managua to Miami
- Atlanta to Boston
- Austin to Tulum
- Calgary to Vancouver