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Chesapeake Bay

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Chesapeake Bay Flights as Low as $80

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

Spirit Airlines
Sat, Oct 4 - Sun, Oct 5
MCO
Orlando Intl.
RIC
Richmond Intl.
$80 Roundtrip, found 6 hours ago
$80
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Sat, Oct 4 from Orlando Intl. to Richmond Intl., returning Sun, Oct 5, priced at $80 found 6 hours ago
Spirit Airlines
Thu, Aug 21 - Fri, Aug 22
MCO
Orlando Intl.
RIC
Richmond Intl.
$87 Roundtrip, found 22 hours ago
$87
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Thu, Aug 21 from Orlando Intl. to Richmond Intl., returning Fri, Aug 22, priced at $87 found 22 hours ago
Frontier Airlines
Thu, Oct 23 - Sun, Oct 26
MCO
Orlando Intl.
ORF
Norfolk Intl.
$88 Roundtrip, just found
$88
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Oct 23 from Orlando Intl. to Norfolk Intl., returning Sun, Oct 26, priced at $88 just found
Frontier Airlines
Sat, Oct 11 - Sat, Oct 18
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$88 Roundtrip, found 1 day ago
$88
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Oct 11 from Orlando Intl. to Washington Dulles Intl., returning Sat, Oct 18, priced at $88 found 1 day ago
Frontier Airlines
Thu, Aug 28 - Mon, Sep 1
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$90 Roundtrip, found 2 days ago
$90
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Aug 28 from Orlando Intl. to Washington Dulles Intl., returning Mon, Sep 1, priced at $90 found 2 days ago
JetBlue Airways
Wed, Oct 15 - Wed, Oct 15
MCO
Orlando Intl.
DCA
Ronald Reagan Washington National
$94 Roundtrip, found 1 day ago
$94
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Oct 15 from Orlando Intl. to Ronald Reagan Washington National, returning Wed, Oct 15, priced at $94 found 1 day ago
United
Sat, Oct 11 - Sat, Oct 18
MCO
Orlando Intl.
IAD
Washington Dulles Intl.
$99 Roundtrip, found 1 day ago
$99
Roundtrip
found 1 day ago
Select United flight, departing Sat, Oct 11 from Orlando Intl. to Washington Dulles Intl., returning Sat, Oct 18, priced at $99 found 1 day ago
Delta
Wed, Nov 5 - Tue, Nov 11
MCO
Orlando Intl.
DCA
Ronald Reagan Washington National
$99 Roundtrip, found 13 hours ago
$99
Roundtrip
found 13 hours ago
Select Delta flight, departing Wed, Nov 5 from Orlando Intl. to Ronald Reagan Washington National, returning Tue, Nov 11, priced at $99 found 13 hours ago
American Airlines
Wed, Nov 5 - Sat, Nov 15
MCO
Orlando Intl.
DCA
Ronald Reagan Washington National
$99 Roundtrip, found 4 days ago
$99
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Nov 5 from Orlando Intl. to Ronald Reagan Washington National, returning Sat, Nov 15, priced at $99 found 4 days ago
Frontier Airlines
Sat, Sep 6 - Sun, Sep 7
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$100 Roundtrip, found 21 hours ago
$100
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Sat, Sep 6 from Orlando Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sun, Sep 7, priced at $100 found 21 hours ago
Bargain Flight
Thu, Oct 30 - Sun, Nov 2
BUF
Buffalo Niagara Intl.
DCA
Ronald Reagan Washington National
$172 Roundtrip, found 4 days ago
$172
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Thu, Oct 30 from Buffalo Niagara Intl. to Ronald Reagan Washington National, returning Sun, Nov 2, priced at $172 found 4 days ago
Bargain Flight
Wed, Sep 3 - Tue, Sep 9
BUF
Buffalo Niagara Intl.
ORF
Norfolk Intl.
$173 Roundtrip, just found
$173
Roundtrip
just found
Select Bargain Flight flight, departing Wed, Sep 3 from Buffalo Niagara Intl. to Norfolk Intl., returning Tue, Sep 9, priced at $173 just found
American Airlines
Wed, Oct 8 - Tue, Oct 14
MCO
Orlando Intl.
PHF
Newport News - Williamsburg Intl.
$223 Roundtrip, found 3 hours ago
$223
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, Oct 8 from Orlando Intl. to Newport News - Williamsburg Intl., returning Tue, Oct 14, priced at $223 found 3 hours ago
American Airlines
Sat, Aug 23 - Wed, Sep 3
BUF
Buffalo Niagara Intl.
PHF
Newport News - Williamsburg Intl.
$381 Roundtrip, found 5 days ago
$381
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Aug 23 from Buffalo Niagara Intl. to Newport News - Williamsburg Intl., returning Wed, Sep 3, priced at $381 found 5 days ago
Frontier Airlines
Thu, Aug 14 - Tue, Aug 19
BUF
Buffalo Niagara Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$384 Roundtrip, found 16 hours ago
$384
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Thu, Aug 14 from Buffalo Niagara Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Aug 19, priced at $384 found 16 hours ago
American Airlines
Wed, Sep 3 - Sat, Sep 13
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$570 Roundtrip, found 4 days ago
$570
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Sep 3 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Sep 13, priced at $570 found 4 days ago

Cheap Flights to Chesapeake Bay

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

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

Frequently Asked Questions About flights to Chesapeake Bay

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

What is the cheapest month to fly to Chesapeake Bay?

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 Bay are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chesapeake Bay?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 14 to choose from for your flight to Chesapeake Bay.

What airport is best to fly into Chesapeake Bay?

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

How much are flights to Chesapeake Bay?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chesapeake Bay on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $80, 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 Bay?

The trick to saving a stack of cash on your flight to Chesapeake Bay? 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 $80 right now, why wait?

Chesapeake Bay Flight Information
Destination airport
Baltimore Washington Intl. Thurgood Marshall
Destination airport IATA code
BWI
Roundtrip price
$63

Last Minute Hotel Deals in Chesapeake Bay

Washington Plaza Hotel

Washington Plaza Hotel

4 out of 5
10 Thomas Circle NW, Washington, DC
Book a stay at this business-friendly hotel in Washington. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.6/10 Excellent! (4,519 reviews)
"This hotel was in a perfect location for us to walk to the majority of sights that we came to DC to visit. The staff was attentive and polite; I do think the front desk staff could have been informative during check- in, i.e., location of different amenities offered by the hotel, fitness center, ..."

Reviewed on Aug 10, 2025

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Washington Plaza Hotel
Hamilton Hotel Washington DC

Hamilton Hotel Washington DC

4 out of 5
1001 14th St NW, Washington, DC
Book a stay at this business-friendly hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the restaurant and ...
8.6/10 Excellent! (2,613 reviews)
"Destiny at the front desk was so professional and friendly!"

Reviewed on Aug 10, 2025

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Hamilton Hotel Washington DC
State Plaza Hotel

State Plaza Hotel

3.5 out of 5
2116 E Street NW, Washington, DC
Stay at this 3.5-star business-friendly hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the restaurant and ...
9/10 Wonderful! (2,407 reviews)
"We have stayed at this hotel twice already. The first time in 2023 and the second time in 2025. We really liked the hotel. Large clean rooms with all the necessary amenities, a kitchen in the room, a comfortable bed. Friendly staff. Close to the city center."

Reviewed on Aug 11, 2025

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State Plaza Hotel
Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor

4 out of 5
300 Light Street, Baltimore, MD
Stay at this 4-star eco-certified hotel in Baltimore. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (1,731 reviews)
"I’d def go back here"

Reviewed on Aug 10, 2025

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Hyatt Regency Baltimore Inner Harbor
Sheraton Pentagon City Hotel

Sheraton Pentagon City Hotel

3.5 out of 5
900 S Orme St, Arlington, VA
Stay at this 3.5-star business-friendly hotel in Arlington. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the breakfast ...
8.4/10 Very Good! (2,513 reviews)
"They need to do a better effort in the shuttle services"

Reviewed on Aug 11, 2025

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Sheraton Pentagon City Hotel
citizenM Washington DC Capitol

citizenM Washington DC Capitol

4 out of 5
550 School St SW, Washington, DC
Stay at this 4-star business-friendly hotel in Washington. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.8/10 Excellent! (2,719 reviews)
"Staff was so friendly and kind. I loved that the metro station was around the corner and easy to access. Would stay here again"

Reviewed on Aug 11, 2025

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citizenM Washington DC Capitol
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

3 out of 5
1734 W Nursery Rd, Linthicum Heights, MD
Stay at this 3-star business-friendly hotel in Linthicum Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
8/10 Very Good! (3,842 reviews)
"Awesome!!"

Reviewed on Aug 10, 2025

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La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd, Williamsburg, VA
Stay at this 3.5-star golf resort in Williamsburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in ...
9/10 Wonderful! (2,919 reviews)
"I had a great stay as always. Everyone was friendly at check in. The man at the front desk was very thorough about talking me through my way to my unit. He also made sure he had the correct phone number so that someone could keep me up to date on the activities for the weekend.I also had a great ..."

Reviewed on Aug 10, 2025

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Hilton Vacation Club The Historic Powhatan Williamsburg
See all 15,005 properties in Chesapeake Bay
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.

Top Hotels With Free Airport Shuttle

The Westin Crystal City Reagan National Airport

The Westin Crystal City Reagan National Airport

4 out of 5
1800 Richmond Highway, Arlington, VA
Book a stay at this business-friendly hotel in Arlington. Enjoy a free airport shuttle, a 24-hour health club, and WiFi (surcharge). Our guests praise the helpful ...
8.6/10 Excellent! (1,001 reviews)
Amazing hospitality
"Amazing front desk, amazing staff, clean, phenomenal. We stayed here a month ago and came back due to our great experience. This will be our DC spot!"

Reviewed on Aug 2, 2025

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The Westin Crystal City Reagan National Airport
DoubleTree by Hilton Washington DC - Crystal City

DoubleTree by Hilton Washington DC - Crystal City

4 out of 5
300 Army Navy Dr, Arlington, VA
Stay at this 4-star business-friendly hotel in Arlington. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.2/10 Very Good! (1,166 reviews)
"Things could not have been any better😇😎😇"

Reviewed on Aug 10, 2025

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DoubleTree by Hilton Washington DC - Crystal City
Red Roof Inn PLUS+ Baltimore-Washington DC/BWI Airport

Red Roof Inn PLUS+ Baltimore-Washington DC/BWI Airport

2.5 out of 5
827 Elkridge Landing Road, Linthicum Heights, MD
Book a stay at this business-friendly hotel in Linthicum Heights. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the helpful staff ...
7.2/10 Good! (1,171 reviews)
"Efficient"

Reviewed on Aug 7, 2025

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Red Roof Inn PLUS+ Baltimore-Washington DC/BWI Airport
Hilton Arlington National Landing

Hilton Arlington National Landing

4 out of 5
2399 Richmond Hwy, Arlington, VA
Stay at this 4-star hotel in Arlington. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (583 reviews)
"Loved the stay"

Reviewed on Aug 12, 2025

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Hilton Arlington National Landing
Holiday Inn National Airport/Crystal City by IHG

Holiday Inn National Airport/Crystal City by IHG

3.5 out of 5
2650 Richmond Highway, Arlington, VA
Stay at this 3.5-star business-friendly hotel in Arlington. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the ...
8/10 Very Good! (2,009 reviews)
Great stay
"This is a very nice hotel. The staff was superb. The room was very comfortable and quiet. The bed is super comfortable. Overall a great hotel. Five stars for sure"

Reviewed on Aug 10, 2025

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Holiday Inn National Airport/Crystal City by IHG
Sonesta Simply Suites Baltimore BWI Airport

Sonesta Simply Suites Baltimore BWI Airport

3 out of 5
1247 Winterson Rd, Linthicum Heights, MD
Stay at this 3-star business-friendly hotel in Linthicum Heights. Enjoy free WiFi, a free airport shuttle, and parking (surcharge). Our guests praise the helpful ...
7.6/10 Good! (1,000 reviews)
"Everything"

Reviewed on Aug 5, 2025

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Sonesta Simply Suites Baltimore BWI Airport
See all 15,005 properties in Chesapeake Bay
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.