Search Cheap Flights to
Chestertown

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Chestertown Flights as Low as $86

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

Spirit Airlines
Sat, Oct 25 - Sat, Oct 25
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$86 Roundtrip, found 4 hours ago
$86
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Sat, Oct 25 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Oct 25, priced at $86 found 4 hours ago
Frontier Airlines
Thu, Oct 30 - Wed, Nov 5
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$87 Roundtrip, found 5 hours ago
$87
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Thu, Oct 30 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Nov 5, priced at $87 found 5 hours ago
Frontier Airlines
Wed, Oct 8 - Tue, Oct 14
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$89 Roundtrip, found 3 hours ago
$89
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Oct 8 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Oct 14, priced at $89 found 3 hours ago
Frontier Airlines
Sat, Sep 27 - Mon, Sep 29
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$89 Roundtrip, found 5 hours ago
$89
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, Sep 27 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Sep 29, priced at $89 found 5 hours ago
Spirit Airlines
Sat, Sep 27 - Mon, Sep 29
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$91 Roundtrip, found 5 hours ago
$91
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Sat, Sep 27 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Sep 29, priced at $91 found 5 hours ago
Frontier Airlines
Sat, Oct 25 - Sat, Oct 25
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$92 Roundtrip, found 4 hours ago
$92
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sat, Oct 25 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Oct 25, priced at $92 found 4 hours ago
Frontier Airlines
Mon, Oct 27 - Sun, Nov 2
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$93 Roundtrip, found 5 hours ago
$93
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, Oct 27 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sun, Nov 2, priced at $93 found 5 hours ago
Frontier Airlines
Wed, Oct 8 - Sat, Oct 11
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$96 Roundtrip, found 3 hours ago
$96
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Oct 8 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Oct 11, priced at $96 found 3 hours ago
Frontier Airlines
Fri, Oct 3 - Thu, Oct 23
MCI
Kansas City Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$181 Roundtrip, found 2 days ago
$181
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Oct 3 from Kansas City Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Thu, Oct 23, priced at $181 found 2 days ago
Delta
Wed, Oct 8 - Tue, Oct 14
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$201 Roundtrip, found 3 hours ago
$201
Roundtrip
found 3 hours ago
Select Delta flight, departing Wed, Oct 8 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Oct 14, priced at $201 found 3 hours ago
American Airlines
Thu, Oct 30 - Wed, Nov 5
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$207 Roundtrip, found 5 hours ago
$207
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Thu, Oct 30 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Nov 5, priced at $207 found 5 hours ago
Spirit Airlines
Tue, Sep 30 - Thu, Oct 9
PHL
Philadelphia Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$243 Roundtrip, found 5 days ago
$243
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Sep 30 from Philadelphia Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Thu, Oct 9, priced at $243 found 5 days ago
United
Thu, Oct 30 - Wed, Nov 5
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$267 Roundtrip, found 5 hours ago
$267
Roundtrip
found 5 hours ago
Select United flight, departing Thu, Oct 30 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Nov 5, priced at $267 found 5 hours ago
American Airlines
Wed, Oct 15 - Fri, Oct 31
PHL
Philadelphia Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$372 Roundtrip, found 2 days ago
$372
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Oct 15 from Philadelphia Intl. to Salisbury - Ocean City Wicomico Regional, returning Fri, Oct 31, priced at $372 found 2 days ago
American Airlines
Fri, Oct 31 - Tue, Nov 4
MCI
Kansas City Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$410 Roundtrip, found 14 hours ago
$410
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Fri, Oct 31 from Kansas City Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, Nov 4, priced at $410 found 14 hours ago
American Airlines
Tue, Feb 3 - Sat, Feb 7
ATL
Hartsfield-Jackson Atlanta Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$430 Roundtrip, found 12 hours ago
$430
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Tue, Feb 3 from Hartsfield-Jackson Atlanta Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Feb 7, priced at $430 found 12 hours 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 $86, 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 $86 right now, why wait?

Chestertown Flight Information
Destination airport
Baltimore Washington Intl. Thurgood Marshall
Destination airport IATA code
BWI
Roundtrip price
$209

Last Minute Hotel Deals in Chestertown

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

2 out of 5
160 Scheeler Rd, Chestertown, MD
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. Popular attractions ...
Get rates
Red Roof Inn & Suites Chestertown
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
150 Scheeler Road, Chestertown, MD
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 ...
Get rates
Comfort Inn & Suites Chestertown
The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

3.5 out of 5
22170 Great Oak Landing Rd, Chestertown, MD
Stay at this 3.5-star beach lodge in Chestertown. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Pooles Island Light and Kinnairds Point ...
Get rates
The Lodge at Great Oak Landing
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
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 ...
Get rates
Historic Inns of Annapolis
Sagamore Pendry Baltimore

Sagamore Pendry Baltimore

5 out of 5
1715 Thames St., Baltimore, MD
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 ...
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Sagamore Pendry Baltimore
Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center

2.5 out of 5
5625 O'Donnell Street, Baltimore, MD
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 ...
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Best Western Plus Hotel & Conference Center
Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh

3 out of 5
5015 Campbell Boulevard, Baltimore, MD
Stay at this 3-star family-friendly hotel in Baltimore. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Get rates
Hilton Garden Inn Baltimore/White Marsh
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
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 ...
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Quality Inn & Suites Bel Air I-95 Exit 77A
See all 1,074 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.