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Chestertown

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Chestertown Flights as Low as $55

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sat, Oct 19 - Tue, Oct 29
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$55 Roundtrip, found 4 hours ago
$55
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, Oct 19 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Oct 29, priced at $55 found 4 hours ago
Frontier Airlines
Sat, Oct 19 - Tue, Oct 29
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$58 Roundtrip, found 4 hours ago
$58
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, Oct 19 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Oct 29, priced at $58 found 4 hours ago
Frontier Airlines
Wed, Dec 4 - Sat, Dec 7
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$62 Roundtrip, found 4 hours ago
$62
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Dec 4 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Dec 7, priced at $62 found 4 hours ago
Spirit Airlines
Sat, Oct 19 - Tue, Oct 29
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$66 Roundtrip, found 4 hours ago
$66
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Sat, Oct 19 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Oct 29, priced at $66 found 4 hours ago
Spirit Airlines
Sat, Oct 19 - Tue, Oct 29
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$69 Roundtrip, found 4 hours ago
$69
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Sat, Oct 19 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Oct 29, priced at $69 found 4 hours ago
Frontier Airlines
Tue, Nov 12 - Sat, Nov 16
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$71 Roundtrip, found 1 day ago
$71
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Nov 12 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Nov 16, priced at $71 found 1 day ago
Spirit Airlines
Wed, Nov 6 - Tue, Nov 12
FLL
Fort Lauderdale - Hollywood Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$78 Roundtrip, found 1 day ago
$78
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Nov 6 from Fort Lauderdale - Hollywood Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Nov 12, priced at $78 found 1 day ago
Frontier Airlines
Thu, Oct 24 - Sat, Oct 26
DFW
Dallas-Fort Worth Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$98 Roundtrip, found 2 hours ago
$98
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Oct 24 from Dallas-Fort Worth Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Oct 26, priced at $98 found 2 hours ago
Frontier Airlines
Thu, Oct 24 - Thu, Oct 31
ONT
Los Angeles - Ontario Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$138 Roundtrip, found 10 hours ago
$138
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Thu, Oct 24 from Los Angeles - Ontario Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Thu, Oct 31, priced at $138 found 10 hours ago
American Airlines
Wed, Oct 30 - Sun, Nov 3
DFW
Dallas-Fort Worth Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Oct 30 from Dallas-Fort Worth Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sun, Nov 3, priced at $177 found 3 days ago
Delta
Sat, Oct 19 - Tue, Oct 29
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$197 Roundtrip, found 4 hours ago
$197
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, Oct 19 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Oct 29, priced at $197 found 4 hours ago
Delta
Wed, Nov 6 - Wed, Nov 6
DAL
Love Field
BWI
Baltimore Washington Intl. Thurgood Marshall
$211 Roundtrip, found 4 hours ago
$211
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Nov 6 from Love Field to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Nov 6, priced at $211 found 4 hours ago
United
Wed, Nov 6 - Tue, Nov 12
FLL
Fort Lauderdale - Hollywood Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$226 Roundtrip, found 1 day ago
$226
Roundtrip
found 1 day ago
Select United flight, departing Wed, Nov 6 from Fort Lauderdale - Hollywood Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Nov 12, priced at $226 found 1 day ago
Alaska Airlines
Tue, Oct 29 - Tue, Nov 5
ONT
Los Angeles - Ontario Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$341 Roundtrip, found 4 hours ago
$341
Roundtrip
found 4 hours ago
Select Alaska Airlines flight, departing Tue, Oct 29 from Los Angeles - Ontario Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Nov 5, priced at $341 found 4 hours ago
American Airlines
Wed, Oct 30 - Wed, Nov 6
ATL
Hartsfield-Jackson Atlanta Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$360 Roundtrip, found 9 hours ago
$360
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Wed, Oct 30 from Hartsfield-Jackson Atlanta Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Nov 6, priced at $360 found 9 hours ago
American Airlines
Wed, Nov 20 - Tue, Dec 3
FLL
Fort Lauderdale - Hollywood Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$535 Roundtrip, found 1 day ago
$535
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 20 from Fort Lauderdale - Hollywood Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, Dec 3, priced at $535 found 1 day ago

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 October, 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 16 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 $55, 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 $55 right now, why wait?

Chestertown Flight Information
Destination airport
Baltimore Washington Intl. Thurgood Marshall
Destination airport IATA code
BWI
Roundtrip price
$55

Last Minute Hotel Deals in Chestertown

Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
2.5 out of 5
150 Scheeler Road, Chestertown, MD
The price is $124 per night from Oct 28 to Oct 29
$124
includes taxes & fees
Oct 28 - Oct 29
Book a stay at this business-friendly hotel in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (715 reviews)
"Clean. Complimentary breakfast every morning. Nice staff."

Reviewed on Sep 18, 2024

Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
2 out of 5
160 Scheeler Rd, Chestertown, MD
The price is $105 per night from Oct 6 to Oct 7
$105
includes taxes & fees
Oct 6 - Oct 7
Stay at this hotel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews.
7.2/10 Good! (303 reviews)
"The bed was very comfortable, staff lovely, room is spacious. There was coffee in the room but none in the lobby. It would be nice to have coffee with cream/milk options."

Reviewed on Sep 22, 2024

Red Roof Inn & Suites Chestertown
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
The price is $216 per night from Oct 27 to Oct 28
$216
includes taxes & fees
Oct 27 - Oct 28
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,661 reviews)
"Cool property that was within walking distance of pretty much everything. It's more a hotel that looks like an older house than an old house that was made into a hotel."

Reviewed on Sep 23, 2024

Historic Inns of Annapolis
Best Western Plus Hotel & Conference Center
Best Western Plus Hotel & Conference Center
2.5 out of 5
5625 O'Donnell Street, Baltimore, MD
The price is $125 per night from Oct 6 to Oct 7
$125
includes taxes & fees
Oct 6 - Oct 7
Book a stay at this business-friendly hotel in Baltimore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.6/10 Good! (1,002 reviews)
"Personal really helpful"

Reviewed on Sep 22, 2024

Best Western Plus Hotel & Conference Center
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
2.5 out of 5
4 Philadelphia Ct, Rosedale, MD
The price is $87 per night from Sep 30 to Oct 1
$87
includes taxes & fees
Sep 30 - Oct 1
Book a stay at this business-friendly hotel in Rosedale. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7/10 Good! (1,002 reviews)
"Good."

Reviewed on Sep 22, 2024

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Sagamore Pendry Baltimore
Sagamore Pendry Baltimore
5 out of 5
1715 Thames St., Baltimore, MD
The price is $588 per night from Oct 20 to Oct 21
$588
includes taxes & fees
Oct 20 - Oct 21
Stay at this 5-star luxury hotel in Baltimore. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (961 reviews)
"Wonderful stay at The Pendry. Pool area was comfortable and the staff were great!"

Reviewed on Sep 3, 2024

Sagamore Pendry Baltimore
Quality Inn & Suites Bel Air I-95 Exit 77A
Quality Inn & Suites Bel Air I-95 Exit 77A
2.5 out of 5
2112a Emmorton Park Road, Edgewood, MD
The price is $60 per night from Sep 29 to Sep 30
$60
includes taxes & fees
Sep 29 - Sep 30
Book a stay at this business-friendly hotel in Edgewood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (1,003 reviews)
"Even with late check in parking was adequate"

Reviewed on Sep 21, 2024

Quality Inn & Suites Bel Air I-95 Exit 77A
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
2.5 out of 5
2112b Emmorton Park Rd, Edgewood, MD
The price is $75 per night from Sep 30 to Oct 1
$75
includes taxes & fees
Sep 30 - Oct 1
Stay at this hotel in Edgewood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8/10 Very Good! (1,002 reviews)
"Very convenient off 95. Spacious room."

Reviewed on Sep 24, 2024

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
See all 987 properties in Chestertown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.