Search Cheap Flights to
Chestertown

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Chestertown Flights as Low as $54

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

Spirit Airlines
Sat, Feb 22 - Mon, Feb 24
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$54 Roundtrip, found 1 day ago
$54
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Feb 22 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Feb 24, priced at $54 found 1 day ago
Frontier Airlines
Wed, Feb 12 - Tue, Feb 18
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$58 Roundtrip, found 7 hours ago
$58
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Wed, Feb 12 from Orlando Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Feb 18, priced at $58 found 7 hours ago
Spirit Airlines
Thu, Feb 20 - Thu, Feb 20
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$59 Roundtrip, found 2 days ago
$59
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Feb 20 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Thu, Feb 20, priced at $59 found 2 days ago
Spirit Airlines
Sat, Mar 1 - Wed, Mar 5
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$60 Roundtrip, found 4 days ago
$60
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, Mar 1 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Mar 5, priced at $60 found 4 days ago
Spirit Airlines
Wed, Feb 26 - Mon, Mar 3
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$61 Roundtrip, found 4 days ago
$61
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Feb 26 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Mar 3, priced at $61 found 4 days ago
Spirit Airlines
Wed, Feb 12 - Tue, Feb 18
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$62 Roundtrip, found 2 days ago
$62
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Feb 12 from Orlando Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Feb 18, priced at $62 found 2 days ago
Spirit Airlines
Thu, Feb 27 - Thu, Feb 27
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$63 Roundtrip, found 5 days ago
$63
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, Feb 27 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Thu, Feb 27, priced at $63 found 5 days ago
Frontier Airlines
Sat, Feb 22 - Mon, Feb 24
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$64 Roundtrip, found 1 day ago
$64
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Feb 22 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Feb 24, priced at $64 found 1 day ago
Frontier Airlines
Thu, Mar 6 - Mon, Mar 10
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$65 Roundtrip, just found
$65
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Mar 6 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Mar 10, priced at $65 just found
Spirit Airlines
Wed, Feb 26 - Mon, Mar 3
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$66 Roundtrip, found 4 days ago
$66
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Feb 26 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Mar 3, priced at $66 found 4 days ago
Delta
Fri, Mar 28 - Mon, Mar 31
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Mar 28 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Mar 31, priced at $197 found 1 day ago
United
Mon, Mar 3 - Fri, Mar 7
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$265 Roundtrip, just found
$265
Roundtrip
just found
Select United flight, departing Mon, Mar 3 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Fri, Mar 7, priced at $265 just found
American Airlines
Sat, Feb 22 - Mon, Feb 24
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$267 Roundtrip, found 1 day ago
$267
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 22 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Feb 24, priced at $267 found 1 day ago
American Airlines
Tue, Mar 25 - Mon, Jun 9
LIM
Jorge Chavez Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$515 Roundtrip, found 16 hours ago
$515
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, Mar 25 from Jorge Chavez Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Jun 9, priced at $515 found 16 hours ago
Copa
Sat, Mar 29 - Sat, Jun 14
LIM
Jorge Chavez Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$624 Roundtrip, found 16 hours ago
$624
Roundtrip
found 16 hours ago
Select Copa flight, departing Sat, Mar 29 from Jorge Chavez Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Jun 14, priced at $624 found 16 hours ago
LATAM Airlines Group
Tue, Mar 25 - Mon, Jun 9
LIM
Jorge Chavez Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$757 Roundtrip, found 16 hours ago
$757
Roundtrip
found 16 hours ago
Select LATAM Airlines Group flight, departing Tue, Mar 25 from Jorge Chavez Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Jun 9, priced at $757 found 16 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 February, 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 $54, 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 $54 right now, why wait?

Chestertown Flight Information
Destination airport
Baltimore Washington Intl. Thurgood Marshall
Destination airport IATA code
BWI
Roundtrip price
$245

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 $116 per night from Feb 9 to Feb 10
$116
includes taxes & fees
Feb 9 - Feb 10
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! (743 reviews)
"Friendly atmosphere and well stocked breakfast bar! Comfortable clean room!"

Reviewed on Jan 12, 2025

Comfort Inn & Suites Chestertown
Sagamore Pendry Baltimore
Sagamore Pendry Baltimore
5 out of 5
1715 Thames St., Baltimore, MD
The price is $412 per night from Feb 20 to Feb 21
$412
includes taxes & fees
Feb 20 - Feb 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! (994 reviews)
"Our go-to hotel for the staff, amenities, and location!"

Reviewed on Jan 19, 2025

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 $61 per night from Feb 3 to Feb 4
$61
includes taxes & fees
Feb 3 - Feb 4
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)
Nice hotel
"It was amazing"

Reviewed on Jan 28, 2025

Quality Inn & Suites Bel Air I-95 Exit 77A
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 Feb 4 to Feb 5
$87
includes taxes & fees
Feb 4 - Feb 5
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 ...
6.8/10 (1,008 reviews)
Fantastic hotel and a fantastic price
"Fantastic"

Reviewed on Jan 30, 2025

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
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 $78 per night from Feb 3 to Feb 4
$78
includes taxes & fees
Feb 3 - Feb 4
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! (1,007 reviews)
"Clean nice"

Reviewed on Jan 30, 2025

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Hampton Inn Baltimore/Glen Burnie
Hampton Inn Baltimore/Glen Burnie
2.5 out of 5
6617 Ritchie Hwy, Glen Burnie, MD
The price is $111 per night from Feb 6 to Feb 7
$111
includes taxes & fees
Feb 6 - Feb 7
Book a stay at this business-friendly hotel in Glen Burnie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,001 reviews)
"Stayed before here. Enjoyed so came back"

Reviewed on Jan 24, 2025

Hampton Inn Baltimore/Glen Burnie
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
The price is $175 per night from Feb 9 to Feb 10
$175
includes taxes & fees
Feb 9 - Feb 10
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! (1,722 reviews)
Comfortable historic hotel
"The room was spacious and the lights and heater were on, so it was very inviting when we walked in. The bed was comfortable. The hotel itself has the historic feel we enjoy when we stay in Annapolis. The front desk clerk and valet drivers were all gracious and professional. My husband and I had an ..."

Reviewed on Jan 28, 2025

Historic Inns of Annapolis
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina
3 out of 5
3028 KENT NARROW WAY S, Grasonville, MD
The price is $141 per night from Feb 9 to Feb 10
$141
includes taxes & fees
Feb 9 - Feb 10
Stay at this 3-star business-friendly hotel in Grasonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9.4/10 Exceptional! (482 reviews)
"The staff on duty was amazing and very accommodating"

Reviewed on Jan 31, 2025

Hyatt Place Kent Narrows & Marina
See all 1,037 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.