Create your free account
Sign in to your account
How Much Does it Cost To Fly To Chestertown?
The cheapest flights to Chestertown found within the past 7 days were $161.41. Prices and availability subject to change. Additional terms may apply.
Plane Tickets To
Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Chestertown. Browse through our inventory to explore a wide range of cheap flights to Chestertown to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Chestertown as you anxiously await to exit the plane and explore what Chestertown has to offer. Considering all the amazing local food and culture in Chestertown, we won't hold this against you.
When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Chestertown to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Chestertown without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Chestertown with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Chestertown today!
Wander More With Package Deals
Econo Lodge Pocomoke City
2.0 out of 5.0Mon, Jun 25 - Fri, Jun 29
Ronald Reagan Washington National - Salisbury - Ocean City Wicomico Regional
$746 per person
Bedtime Inn & Suites
2.0 out of 5.0Mon, Jun 25 - Fri, Jun 29
Ronald Reagan Washington National - Salisbury - Ocean City Wicomico Regional
$756 per person
Grand Hotel & Spa
3.0 out of 5.0Mon, Jun 25 - Fri, Jun 29
Ronald Reagan Washington National - Salisbury - Ocean City Wicomico Regional
$932 per person
Rideau Oceanfront Motel
3.0 out of 5.0Mon, Jun 25 - Fri, Jun 29
Ronald Reagan Washington National - Salisbury - Ocean City Wicomico Regional
$1,157 per person
Dunes Court
2.0 out of 5.0Mon, Jun 25 - Fri, Jun 29
Ronald Reagan Washington National - Salisbury - Ocean City Wicomico Regional
$927 per person
Rodeway Inn
2.0 out of 5.0Mon, Jun 25 - Fri, Jun 29
Ronald Reagan Washington National - Salisbury - Ocean City Wicomico Regional
$832 per person
Comfort Suites Ocean City
2.5 out of 5.0Mon, Jun 25 - Fri, Jun 29
Ronald Reagan Washington National - Salisbury - Ocean City Wicomico Regional
$976 per person
Gateway Hotel & Suites, an Ascend Hotel Collection Member
2.0 out of 5.0Mon, Jun 25 - Fri, Jun 29
Ronald Reagan Washington National - Salisbury - Ocean City Wicomico Regional
$1,045 per person
Comfort Inn Boardwalk
2.5 out of 5.0Mon, Jun 25 - Fri, Jun 29
Ronald Reagan Washington National - Salisbury - Ocean City Wicomico Regional
$1,047 per person
Comfort Inn Gold Coast
2.5 out of 5.0Mon, Jun 25 - Fri, Jun 29
Ronald Reagan Washington National - Salisbury - Ocean City Wicomico Regional
$853 per person
- Driftwood Inn
- Holiday Inn Express Hotel & Suites Chestertown
- Inn at Mitchell House
- John L Stam House
- Quit Guest Room to Stay in
- Great Oak Manor
- Quality Suites
- Chester River Waterfront, Magnificent Views, Dock, Beach
- Waterfront 3 Br/1 ba Country Cottage w/ Gameroomdeep Water,dock, 2 mi From Town
- Best Western Plus Hotel & Conference Center
- Home2 Suites by Hilton Baltimore/White Marsh
- Red Roof Inn Aberdeen
- Best Western Kent Narrows Inn
- Country Inn & Suites by Radisson, Baltimore North, MD
- Hilton Garden Inn Baltimore/White Marsh
- Comfort Inn Annapolis
- Sleep Inn Grasonville
- Best Western Smyrna Inn
- Hampton Inn Baltimore/White Marsh
- Comfort Inn & Suites Edgewood - Aberdeen
- Flights to Baltimore
- Flights to College Park
- Flights to Rehoboth Beach
- Flights to Vineland
- Flights to Bethesda
- Flights to Lancaster
- Flights to Philadelphia
- Flights to Salisbury
- Flights to Harrisburg - Hershey
- Flights to Reading
- Flights to Ocean City
- Flights to Atlantic City
- Flights to Hagerstown
- Flights to Princeton
- Flights to Martinsburg
- Flights to Las Vegas
- Flights to New York
- Flights to Orlando
- Flights to Los Angeles
- Flights to Miami
- Flights to San Francisco
- Flights to Myrtle Beach
- Flights to New Orleans
- Flights to Chicago
- Flights to Honolulu
- Flights to San Diego
- Flights to Anaheim
- Flights to Washington
- Flights to Fort Lauderdale
- Flights to Boston
- Flights to Key West
- Flights to Seattle
- Flights to Atlanta
- Flights to Nashville
- Flights to Phoenix
* This is the largest savings for simultaneous booking of flight and hotel from July 1, 2015 to June 30, 2016, and not the discount rate or amount for your booking. Savings calculated based on the cost of a Flight + Hotel booking on Travelocity.com as compared to the aggregated price of the full published fare given by the airline and the cost of your hotel for the same travel products for the same travel dates when made separately. Savings will vary based on the origin/destination, length of trip, stay dates and selected travel supplier(s). Savings are not available on all packages. Please confirm the actual discount rate/ price on the booking page.