Cheap Flights to Chesapeake Bay from $37

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How Much Does it Cost To Fly To Chesapeake Bay?

The cheapest prices found with in the last 7 days for return flights were $68 and $37 for one-way flights to Chesapeake Bay for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
MCONorfolkSeptember 25 to September 28$85
DFWChantillySeptember 12 to September 13$98
BOSBaltimoreSeptember 4 to September 5$108
ATLRichmondNovember 10 to November 17$110
BOSRichmondSeptember 9 to September 13$122
DFWRichmondSeptember 16 to September 18$136
MIANorfolkSeptember 5 to September 5$157
MCONewport NewsOctober 6 to October 11$169
BOSNewport NewsSeptember 17 to September 20$226
LAXNewport NewsSeptember 25 to September 28$435
BOSSalisburySeptember 4 to September 17$441
ATLSalisburyOctober 10 to October 11$450
MIASalisburyNovember 14 to November 23$550
DFWSalisburyOctober 9 to October 14$557
DENSalisburyOctober 25 to October 28$620
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MIABaltimoreAugust 30 to September 6$140
TPANorfolkAugust 31 to August 31$171
MIANorfolkAugust 31 to September 4$171
TPAChantillyAugust 31 to September 2$221
BOSNorfolkAugust 31 to September 6$223
DENChantillyAugust 30 to September 4$248
DENWashingtonAugust 31 to September 4$268
MIARichmondAugust 30 to August 31$297
DFWBaltimoreAugust 31 to September 2$311
BOSRichmondAugust 31 to September 3$337
SFORichmondAugust 31 to September 1$375
ATLNewport NewsAugust 31 to September 12$396
LAXChantillyAugust 31 to September 8$551
SFOBaltimoreAugust 31 to September 9$632
FCOWashingtonAugust 30 to September 8$767
*Prices include taxes and fees

Chesapeake Bay Flight Information

Traveling to
Chesapeake Bay
Lowest Price
$68
Number of Airlines Serving
Airlines Serving
Spirit Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Chesapeake Bay Accommodation Deals

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
$68 nightly
The price is $78 total per night from Sep 3 to Sep 4
$78 total
Sep 3 - Sep 4
Total with taxes and fees
Book a stay at this business-friendly hotel in Linthicum Heights. Enjoy free WiFi, free parking, and free train station pick-up. Our guests praise the helpful ...
7.2/10 Good! (1,173 reviews)
"Good place to park your head if you’re going to a game"

Reviewed on Aug 14, 2025

Red Roof Inn PLUS+ Baltimore-Washington DC/BWI Airport
Motto by Hilton Washington DC City Center

Motto by Hilton Washington DC City Center

3.5 out of 5
627 H Street NW, Washington, DC
$93 nightly
The price is $107 total per night from Sep 1 to Sep 2
$107 total
Sep 1 - Sep 2
Total with taxes and fees
Stay at this 3.5-star hotel in Washington. Enjoy free WiFi, 3 bars/lounges, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our ...
8.8/10 Excellent! (1,664 reviews)
"Nice bathroom and room service"

Reviewed on Aug 22, 2025

Motto by Hilton Washington DC City Center
The Baron Hotel

The Baron Hotel

3 out of 5
1523 22nd Street NW, Washington, DC
$80 nightly
The price is $93 total per night from Sep 7 to Sep 8
$93 total
Sep 7 - Sep 8
Total with taxes and fees
Stay at this 3-star hotel in Washington. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms ...
6.8/10 (1,004 reviews)
Worth it.
"Was ok. Older building but nice shape. No frizz’s but worth the cost. The tavern bar was a noisy and they got in the way. I still recommend."

Reviewed on Aug 23, 2025

The Baron Hotel
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Inns Of Virginia - Arlington

Inns Of Virginia - Arlington

2 out of 5
3335 Langston Blvd, Arlington, VA
$80 nightly
The price is $91 total per night from Aug 28 to Aug 29
$91 total
Aug 28 - Aug 29
Total with taxes and fees
Book a stay at this business-friendly hotel in Arlington. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
6.8/10 (1,004 reviews)
Old fashion family service
"Super nice folks. Clean and comfortable. Will book again as we have to be in tne area weekly"

Reviewed on Aug 25, 2025

Inns Of Virginia - Arlington
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.

Our Top Chesapeake Bay with Airport Shuttles

The Westin Crystal City Reagan National Airport

The Westin Crystal City Reagan National Airport

4 out of 5
1800 Richmond Highway, Arlington, VA
$117 nightly
The price is $134 total per night from Aug 29 to Aug 30
$134 total
Aug 29 - Aug 30
Total with taxes and fees
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

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
$112 nightly
The price is $128 total per night from Aug 31 to Sep 1
$128 total
Aug 31 - Sep 1
Total with taxes and fees
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! (1,177 reviews)
"Stayed one night because of cancelled flight. Shuttle to and from airport is very convenient. Our room was spacious and clean. Ac was a little loud."

Reviewed on Aug 23, 2025

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
$68 nightly
The price is $78 total per night from Sep 3 to Sep 4
$78 total
Sep 3 - Sep 4
Total with taxes and fees
Book a stay at this business-friendly hotel in Linthicum Heights. Enjoy free WiFi, free parking, and free train station pick-up. Our guests praise the helpful ...
7.2/10 Good! (1,173 reviews)
"Good place to park your head if you’re going to a game"

Reviewed on Aug 14, 2025

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

Hilton Arlington National Landing

4 out of 5
2399 Richmond Hwy, Arlington, VA
$108 nightly
The price is $123 total per night from Sep 5 to Sep 6
$123 total
Sep 5 - Sep 6
Total with taxes and fees
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! (591 reviews)
"Setting and accommodation"

Reviewed on Aug 16, 2025

Hilton Arlington National Landing
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.

Luxury Hotels in Chesapeake Bay

The Fairfax at Embassy Row, Washington, D.C.

The Fairfax at Embassy Row, Washington, D.C.

3.5 out of 5
2100 Massachusetts Avenue NW, Washington, DC
Stay at this 3.5-star luxury hotel in Washington. Enjoy breakfast (surcharge), a health club, and WiFi (surcharge). Popular attractions White House and Capital ...
"It was pretty nice. Me and my husband went around 4 hours early and we couldn’t checkin but they took our luggage so we could walk around. It was close to restaurants so that makes everything easy for us. Good location. I would definitely come back."

Reviewed on May 24, 2020

The Fairfax at Embassy Row, Washington, D.C.
The Watergate Hotel

The Watergate Hotel

5 out of 5
2650 Virginia Ave NW, Washington, DC
$286 nightly
The price is $332 total per night from Aug 28 to Aug 29
$332 total
Aug 28 - Aug 29
Total with taxes and fees
Stay at this 5-star luxury hotel in Washington. Enjoy free WiFi, a full-service spa, and 3 bars/lounges. Our guests praise the bar and the helpful staff in our ...
8.8/10 Excellent! (1,005 reviews)
"Excellent service great location super nice rooms"

Reviewed on Aug 23, 2025

The Watergate Hotel
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
806 15th Street NW, Washington, DC
$209 nightly
The price is $242 total per night from Sep 7 to Sep 8
$242 total
Sep 7 - Sep 8
Total with taxes and fees
Stay at this 5-star luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,010 reviews)
"It was very clean and in a great location for tourism"

Reviewed on Aug 23, 2025

Sofitel Washington DC Lafayette Square
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The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
1200 16th St NW, Washington, DC
$475 nightly
The price is $551 total per night from Aug 28 to Aug 29
$551 total
Aug 28 - Aug 29
Total with taxes and fees
Stay at this 5-star luxury hotel in Washington. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
9.6/10 Exceptional! (963 reviews)
"Very well trained staff and clean rooms. They earned their high ratings"

Reviewed on Jul 30, 2025

The Jefferson, Washington, DC
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.

Family Friendly Hotels in Chesapeake Bay

Hilton Vacation Club The Historic Powhatan Williamsburg
Great for families

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd, Williamsburg, VA
$97 nightly
The price is $111 total per night from Sep 2 to Sep 3
$111 total
Sep 2 - Sep 3
Total with taxes and fees
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! (2,968 reviews)

Families like: Kids pool, kids club, kitchen, playground

Travelers say...
"Property is beautiful. My suggestion is to look at details. Eg. light bulbs in ceiling fan flickering and different color. Oven door is lopsided. Huge cob webs and leaves stuck on screen."

Reviewed on Aug 24, 2025

Hilton Vacation Club The Historic Powhatan Williamsburg
Embassy Suites by Hilton Washington D.C. – Convention Center

Embassy Suites by Hilton Washington D.C. – Convention Center

3.5 out of 5
900 10th St NW, Washington, DC
$149 nightly
The price is $173 total per night from Aug 29 to Aug 30
$173 total
Aug 29 - Aug 30
Total with taxes and fees
Stay at this 3.5-star business-friendly hotel in Washington. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast ...
9/10 Wonderful! (1,945 reviews)
"The suite was great- the cleanliness - maid service was excellent! The Hilton sales people are a bit annoying tho"

Reviewed on Aug 24, 2025

Embassy Suites by Hilton Washington D.C. – Convention Center
Hilton Vacation Club Greensprings Williamsburg
Great for families

Hilton Vacation Club Greensprings Williamsburg

3 out of 5
3500 Ludwell Pkwy, Williamsburg, VA
$126 nightly
The price is $143 total per night from Sep 2 to Sep 3
$143 total
Sep 2 - Sep 3
Total with taxes and fees
Stay at this 3-star golf resort in Williamsburg. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,003 reviews)

Families like: Kids pool, kitchen, playground, miniature golf

Travelers say...
"Very well kept property with bice amenities. Staff was helpful."

Reviewed on Aug 22, 2025

Hilton Vacation Club Greensprings Williamsburg
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Holiday Inn Washington Capitol - Natl Mall by IHG

Holiday Inn Washington Capitol - Natl Mall by IHG

3 out of 5
550 C St SW, Washington, DC
$119 nightly
The price is $138 total per night from Sep 3 to Sep 4
$138 total
Sep 3 - Sep 4
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Washington. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the breakfast and the pool ...
8.6/10 Excellent! (2,880 reviews)
"This was perfect for our vacation. Very walkable and was safe. Will be returning!"

Reviewed on Aug 24, 2025

Holiday Inn Washington Capitol - Natl Mall by IHG
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.

Best Chesapeake Bay Flight and Hotel Packages

Chesapeake Bay flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Best Western PLUS Executive Hotel
A house full of steel balls and games
La Quinta Inn by Wyndham Richmond South
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Need a Car For After Your Flight?

Lowest prices found within the past 18 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Chesapeake Bay?
Based on prices found over the last seven days, a roundtrip flight to Chesapeake Bay was as low as $68. If you're flexible with your dates, it's easier to snap up a great bargain. This price was available on Travelocity for flights to Chesapeake Bay departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Chesapeake Bay?
Make sure you leave September free in your calendar, because it's the most affordable month to jet to Chesapeake Bay. That's according to Travelocity's direct flight demand between January and December last year. With the cash you save, you can upgrade your hotel booking, go to a fancy restaurant or whatever makes you happy.
How can I check my flight status to Chesapeake Bay?
Get updates about flight delays, gate number changes and more with Trips. Travelocity's handy portal is located at the top right of our homepage and is the place to view and manage your bookings. Create an account easily and quickly and you're ready to go. The Travelocity app also lets you see the details of your flight to Chesapeake Bay while you're out and about — and even while you're offline. The app has your booking needs sorted. Whether you want to arrange transportation from your airport or share itineraries with any members of your family flying with you, you can do it through the app.
How do I find the best deals on flights to Chesapeake Bay?
Nab an incredible deal with Travelocity — our "Flexible dates" feature makes it so much easier. Enter your desired dates, then tap or click on the flexible dates box above your results to compare prices with the surrounding days. $68 was the cheapest price for a return flight to Chesapeake Bay in the last seven days on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Chesapeake Bay with Travelocity?
From cheap flights to Chesapeake Bay to activities, rental cars and more, Travelocity has got you covered for amazing adventures. With everything you need in one convenient place, you can enjoy more time thinking about the wonderful things you'll be discovering in Chesapeake Bay and less time on the nitty-gritty of travel planning. Plus with our Price Match Guarantee and online chat support, we do our best to make your next break a hassle-free one.
How much is a flight to Chesapeake Bay on average?
Based on prices found over the last seven days, roundtrip flights to Chesapeake Bay cost between $68 and $767. When you're ready to take off, Travelocity will help you find a fare that'll work with your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What can I expect on a flight to Chesapeake Bay?
That depends on a couple of factors. Is your flight to Chesapeake Bay short and snappy or many hours long? Are you planning to fly with a full-service airline or a budget one? These things will influence your travel experience. If your flight is long haul, many airlines include drinks, food and entertainment. Low-cost carriers are an excellent option when it comes to cheap flights for family vacations and quick trips. But, they usually won't have the same inclusions as a full-service carrier.

Plane Tickets To Chesapeake Bay

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Chesapeake Bay. Browse through our inventory to explore a wide range of cheap flights to Chesapeake Bay to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Chesapeake Bay as you anxiously await to exit the plane and explore what Chesapeake Bay has to offer. Considering all the amazing local food and culture in Chesapeake Bay, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Chesapeake Bay to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Chesapeake Bay without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Chesapeake Bay with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Chesapeake Bay today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.