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Chesapeake Beach

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Chesapeake Beach Flights as Low as $129

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

American Airlines
Sat, Aug 30 - Mon, Sep 1
DFW
Dallas-Fort Worth Intl.
DCA
Ronald Reagan Washington National
$129 Roundtrip, found 3 hours ago
$129
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sat, Aug 30 from Dallas-Fort Worth Intl. to Ronald Reagan Washington National, returning Mon, Sep 1, priced at $129 found 3 hours ago
American Airlines
Thu, Aug 28 - Mon, Sep 1
ORD
O'Hare Intl.
DCA
Ronald Reagan Washington National
$150 Roundtrip, found 10 hours ago
$150
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Thu, Aug 28 from O'Hare Intl. to Ronald Reagan Washington National, returning Mon, Sep 1, priced at $150 found 10 hours ago
United
Thu, Aug 28 - Mon, Sep 1
ORD
O'Hare Intl.
DCA
Ronald Reagan Washington National
$150 Roundtrip, found 10 hours ago
$150
Roundtrip
found 10 hours ago
Select United flight, departing Thu, Aug 28 from O'Hare Intl. to Ronald Reagan Washington National, returning Mon, Sep 1, priced at $150 found 10 hours ago
American Airlines
Thu, Aug 28 - Sun, Aug 31
ORD
O'Hare Intl.
DCA
Ronald Reagan Washington National
$155 Roundtrip, found 10 hours ago
$155
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Thu, Aug 28 from O'Hare Intl. to Ronald Reagan Washington National, returning Sun, Aug 31, priced at $155 found 10 hours ago
American Airlines
Mon, Aug 25 - Wed, Aug 27
DFW
Dallas-Fort Worth Intl.
DCA
Ronald Reagan Washington National
$159 Roundtrip, found 11 hours ago
$159
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Mon, Aug 25 from Dallas-Fort Worth Intl. to Ronald Reagan Washington National, returning Wed, Aug 27, priced at $159 found 11 hours ago
American Airlines
Fri, Sep 5 - Sun, Sep 7
ORD
O'Hare Intl.
DCA
Ronald Reagan Washington National
$160 Roundtrip, found 10 hours ago
$160
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Fri, Sep 5 from O'Hare Intl. to Ronald Reagan Washington National, returning Sun, Sep 7, priced at $160 found 10 hours ago
American Airlines
Mon, Aug 25 - Wed, Aug 27
DFW
Dallas-Fort Worth Intl.
DCA
Ronald Reagan Washington National
$161 Roundtrip, found 11 hours ago
$161
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Mon, Aug 25 from Dallas-Fort Worth Intl. to Ronald Reagan Washington National, returning Wed, Aug 27, priced at $161 found 11 hours ago
United
Thu, Aug 28 - Sun, Aug 31
ORD
O'Hare Intl.
DCA
Ronald Reagan Washington National
$164 Roundtrip, found 10 hours ago
$164
Roundtrip
found 10 hours ago
Select United flight, departing Thu, Aug 28 from O'Hare Intl. to Ronald Reagan Washington National, returning Sun, Aug 31, priced at $164 found 10 hours ago
United
Fri, Sep 5 - Sun, Sep 7
ORD
O'Hare Intl.
DCA
Ronald Reagan Washington National
$170 Roundtrip, found 10 hours ago
$170
Roundtrip
found 10 hours ago
Select United flight, departing Fri, Sep 5 from O'Hare Intl. to Ronald Reagan Washington National, returning Sun, Sep 7, priced at $170 found 10 hours ago
Bargain Flight
Thu, Aug 21 - Sat, Aug 23
DTW
Detroit Metropolitan Wayne County
DCA
Ronald Reagan Washington National
$178 Roundtrip, found 14 hours ago
$178
Roundtrip
found 14 hours ago
Select Bargain Flight flight, departing Thu, Aug 21 from Detroit Metropolitan Wayne County to Ronald Reagan Washington National, returning Sat, Aug 23, priced at $178 found 14 hours ago
Delta
Thu, Aug 28 - Mon, Sep 1
ORD
O'Hare Intl.
DCA
Ronald Reagan Washington National
$181 Roundtrip, found 10 hours ago
$181
Roundtrip
found 10 hours ago
Select Delta flight, departing Thu, Aug 28 from O'Hare Intl. to Ronald Reagan Washington National, returning Mon, Sep 1, priced at $181 found 10 hours ago
Delta
Tue, Aug 26 - Sun, Aug 31
DTW
Detroit Metropolitan Wayne County
DCA
Ronald Reagan Washington National
$181 Roundtrip, found 3 days ago
$181
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Aug 26 from Detroit Metropolitan Wayne County to Ronald Reagan Washington National, returning Sun, Aug 31, priced at $181 found 3 days ago
JetBlue Airways
Tue, Nov 18 - Tue, Nov 18
ORD
O'Hare Intl.
DCA
Ronald Reagan Washington National
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Nov 18 from O'Hare Intl. to Ronald Reagan Washington National, returning Tue, Nov 18, priced at $197 found 1 day ago
American Airlines
Wed, Sep 3 - Sat, Sep 13
SAT
San Antonio Intl.
DCA
Ronald Reagan Washington National
$235 Roundtrip, found 1 day ago
$235
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 3 from San Antonio Intl. to Ronald Reagan Washington National, returning Sat, Sep 13, priced at $235 found 1 day ago
Delta
Wed, Aug 27 - Fri, Sep 5
DAL
Love Field
DCA
Ronald Reagan Washington National
$240 Roundtrip, found 4 hours ago
$240
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Aug 27 from Love Field to Ronald Reagan Washington National, returning Fri, Sep 5, priced at $240 found 4 hours ago
Frontier Airlines
Tue, Aug 19 - Wed, Aug 20
DTW
Detroit Metropolitan Wayne County
DCA
Ronald Reagan Washington National
$241 Roundtrip, found 14 hours ago
$241
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Tue, Aug 19 from Detroit Metropolitan Wayne County to Ronald Reagan Washington National, returning Wed, Aug 20, priced at $241 found 14 hours ago

Cheap Flights to Chesapeake Beach

Fall in love at first flight with your vacation to Chesapeake Beach 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 Chesapeake Beach on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chesapeake Beach, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chesapeake Beach

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chesapeake Beach 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 DCA airport.

What is the cheapest month to fly to Chesapeake Beach?

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 Chesapeake Beach are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chesapeake Beach?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Chesapeake Beach.

What airport is best to fly into Chesapeake Beach?

When you’re planning your trip to Chesapeake Beach, convenience is the name of the game. Luckily, Chesapeake Beach Easton - Newnam Airport is nearby so you can deplane and get going on checking off everything on your Chesapeake Beach must-do list.

How much are flights to Chesapeake Beach?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chesapeake Beach on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $129, 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 Chesapeake Beach?

The trick to saving a stack of cash on your flight to Chesapeake Beach? 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 $129 right now, why wait?

Chesapeake Beach Flight Information
Destination airport
Ronald Reagan Washington National
Destination airport IATA code
DCA
Roundtrip price
$129

Last Minute Hotel Deals in Chesapeake Beach

Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave, Chesapeake Beach, MD
Stay at this 4-star business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants, and a marina. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,005 reviews)
"Great options"

Reviewed on Aug 3, 2025

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Rod 'N' Reel Resort
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr, Edgewater, MD
Book a stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (850 reviews)
"Great room for a great price... Very friendly staff, too."

Reviewed on Jul 17, 2025

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Sonesta ES Suites Annapolis
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

3 out of 5
189 Admiral Cochrane Drive, Annapolis, MD
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
9/10 Wonderful! (1,002 reviews)
"Good breakfast included. Laundry worked perfectly and close enough to DC and Annapoli"

Reviewed on Jul 31, 2025

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SpringHill Suites by Marriott Annapolis
Holiday Inn Express Waldorf by IHG

Holiday Inn Express Waldorf by IHG

2.5 out of 5
11370 Days Ct, Waldorf, MD
Book a stay at this business-friendly hotel in Waldorf. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (968 reviews)
"Convenient"

Reviewed on Jul 27, 2025

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Holiday Inn Express Waldorf by IHG
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,003 reviews)
"We had a great time during our visit. Pool could use more seating and umbrellas. Rooms a bit dated. Overall, great time and would return. Great value for your money"

Reviewed on Jul 31, 2025

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St Michaels Inn
Executive Inn And Suites

Executive Inn And Suites

2 out of 5
2901 Crain Highway, Upper Marlboro, MD
Stay at this motel in Upper Marlboro. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
7/10 Good! (540 reviews)
"Clean and friendly staff"

Reviewed on Aug 4, 2025

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Executive Inn And Suites
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St, St. Michaels, MD
Stay at this hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.6/10 Exceptional! (348 reviews)
"Great location to all the shops and dining in the area. The room was spacious, very clean, and well decorated. Also loved the welcome gift for the dogs. Staff was also friendly and helpful. We had a wonderful stay."

Reviewed on Aug 2, 2025

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The Wildset
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (356 reviews)
"Staff were wonderful, beautiful property and the restaurant was great. We enjoyed the complementary 5pm champagne toast and historical stories."

Reviewed on Aug 1, 2025

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Inn at Perry Cabin
See all 737 properties in Chesapeake Beach
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.