Cheap Flight Deals to Chesapeake Bay  from CA $161

Choose one or more items to build your trip:

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How to find cheap flights to Chesapeake Bay?

The cheapest prices found with in the last 7 days for return flights were CA $81 and CA $161 for one-way flights to Chesapeake Bay for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
ATLBaltimoreMay 1 to May 5CA $81
MCOBaltimoreMay 15 to May 17CA $124
MCONorfolkMay 8 to May 12CA $126
BOSRichmondMay 1 to May 5CA $226
MCORichmondApril 8 to April 14CA $268
LAXChantillyMay 1 to May 7CA $325
LAXWashingtonApril 10 to April 18CA $346
DENWashingtonApril 15 to May 3CA $401
DFWNorfolkApril 10 to April 15CA $407
SFONorfolkApril 13 to April 17CA $444
SFOBaltimoreApril 12 to April 17CA $476
DALWashingtonApril 7 to April 16CA $493
DENNorfolkApril 9 to April 16CA $560
DFWRichmondMay 2 to May 8CA $832
FCOWashingtonApril 9 to April 15CA $899
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
BOSBaltimoreApril 6 to April 10CA $140
MCOBaltimoreApril 4 to April 6CA $180
MIABaltimoreApril 4 to April 6CA $212
BOSWashingtonApril 5 to April 16CA $255
BOSChantillyApril 5 to April 15CA $328
BOSNorfolkApril 5 to April 16CA $416
MIANorfolkApril 5 to April 15CA $486
LAXBaltimoreApril 5 to April 8CA $487
ATLBaltimoreApril 5 to April 17CA $529
DALNorfolkApril 5 to April 15CA $552
LAXWashingtonApril 6 to April 17CA $574
LAXChantillyApril 6 to April 7CA $590
DALWashingtonApril 5 to April 18CA $690
DENNorfolkApril 4 to April 14CA $717
LAXNorfolkApril 6 to April 19CA $852
*Prices include taxes and fees

Your guide to flights to Chesapeake Bay,

Air Canada fly to Chesapeake Bay, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Chesapeake Bay currently costs between CA $81 and CA $899. Prices vary, but for the best fares, travel in May when prices are at their lowest.  

Top tips for finding cheap flights to Chesapeake Bay  

The cheapest flight for a round trip to Chesapeake Bay is currently CA $81. When you search for flights to Chesapeake Bay, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Chesapeake Bay for nearby days.  The cheapest month to travel to Chesapeake Bay is May from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Chesapeake Bay 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Chesapeake Bay with Travelocity 

We have top deals on plane tickets even for last minute flights to Chesapeake Bay, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Chesapeake Bay for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Chesapeake Bay

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
The price is CA $101 per night from Apr. 8 to Apr. 9
CA $101
CA $115 total
includes taxes & fees
8 Apr - 9 Apr
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! (1,084 reviews)
Fix The Damn Elevator
"Hotel and room were nice, clean and comfortable. Good location. Biggest negative was the elevator not working, was not fun lugging bags up 3 flights of stairs."

Reviewed on 27 Mar. 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
The price is CA $162 per night from Apr. 20 to Apr. 21
CA $162
CA $188 total
includes taxes & fees
20 Apr - 21 Apr
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! (1,589 reviews)
Nice place.
"Nice hotel. Staff is friendly. Bathroom is very close to the bed with a sliding glass door so hope you know the person that you are traveling with very well. Close to the Capital One Arena."

Reviewed on 24 Mar. 2025

Motto by Hilton Washington DC City Center
The Baron Hotel

The Baron Hotel

3 out of 5
1523 22nd Street NW, Washington, DC
The price is CA $242 per night from Apr. 6 to Apr. 7
CA $242
CA $280 total
includes taxes & fees
6 Apr - 7 Apr
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 (1,001 reviews)
"Awesome staff and super convenient location! Will be staying here again!"

Reviewed on 23 Mar. 2025

The Baron Hotel
Save an average of 15% on thousands of hotels when you're signed in
Inns Of Virginia - Arlington

Inns Of Virginia - Arlington

2 out of 5
3335 Lee Highway, Arlington, VA
The price is CA $114 per night from Mar. 30 to Mar. 31
CA $114
CA $131 total
includes taxes & fees
30 Mar - 31 Mar
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 ...
6.6/10 (1,000 reviews)
"Friendly staff"

Reviewed on 20 Mar. 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 hotel with Airport Shuttles

The Westin Crystal City Reagan National Airport

The Westin Crystal City Reagan National Airport

4 out of 5
1800 Jefferson Davis Highway, Arlington, VA
The price is CA $181 per night from Apr. 11 to Apr. 12
CA $181
CA $207 total
includes taxes & fees
11 Apr - 12 Apr
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! (1,000 reviews)
"Nice clean room, great front desk staff"

Reviewed on 17 Mar. 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
The price is CA $218 per night from Apr. 12 to Apr. 13
CA $218
CA $249 total
includes taxes & fees
12 Apr - 13 Apr
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! (1,078 reviews)
Will be a repeat visitor
"Great job! Great location! Parking & Food/Drinks high cost - will stay at again."

Reviewed on 24 Mar. 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
The price is CA $101 per night from Apr. 8 to Apr. 9
CA $101
CA $115 total
includes taxes & fees
8 Apr - 9 Apr
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! (1,084 reviews)
Fix The Damn Elevator
"Hotel and room were nice, clean and comfortable. Good location. Biggest negative was the elevator not working, was not fun lugging bags up 3 flights of stairs."

Reviewed on 27 Mar. 2025

Red Roof Inn PLUS+ Baltimore-Washington DC/BWI Airport
Save an average of 15% on thousands of hotels when you're signed in
Hilton Arlington National Landing

Hilton Arlington National Landing

3.5 out of 5
2399 Richmond Hwy, Arlington, VA
The price is CA $206 per night from Apr. 4 to Apr. 5
CA $206
CA $235 total
includes taxes & fees
4 Apr - 5 Apr
Stay at this 3.5-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! (434 reviews)
Good Stay
"The property was clean, and most importantly the room and beds were comfortable, I would recommend a stay at this hotel."

Reviewed on 24 Mar. 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 free parking, breakfast (surcharge), and a health club. Popular attractions White House and Capital One ...
8.6/10 Excellent! (997 reviews)
"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 24 May 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
The price is CA $399 per night from Apr. 13 to Apr. 14
CA $399
CA $524 total
includes taxes & fees
13 Apr - 14 Apr
Book a stay at this spa 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 ...
8.4/10 Very Good! (1,002 reviews)
"A quality choice on Potomac!"

Reviewed on 27 Mar. 2025

The Watergate Hotel
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
806 15th Street NW, Washington, DC
The price is CA $364 per night from Apr. 18 to Apr. 19
CA $364
CA $471 total
includes taxes & fees
18 Apr - 19 Apr
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! (1,002 reviews)
"Everything"

Reviewed on 25 Mar. 2025

Sofitel Washington DC Lafayette Square
Save an average of 15% on thousands of hotels when you're signed in
The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
1200 16th St NW, Washington, DC
The price is CA $701 per night from Mar. 30 to Mar. 31
CA $701
CA $813 total
includes taxes & fees
30 Mar - 31 Mar
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! (922 reviews)
"Beautiful small hotel easy walking distance to the mall. Exceptional service."

Reviewed on 24 Mar. 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

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd, Williamsburg, VA
The price is CA $97 per night from Apr. 8 to Apr. 9
CA $97
CA $152 total
includes taxes & fees
8 Apr - 9 Apr
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 ...
8.8/10 Excellent! (2,610 reviews)
"Great resort… little bit of a drive for food."

Reviewed on 25 Mar. 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
The price is CA $257 per night from Apr. 20 to Apr. 21
CA $257
CA $298 total
includes taxes & fees
20 Apr - 21 Apr
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 ...
8.8/10 Excellent! (1,713 reviews)
"The property was the perfect spot as to where we wanted to tour."

Reviewed on 25 Mar. 2025

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

Hilton Vacation Club Greensprings Williamsburg

3 out of 5
3500 Ludwell Pkwy, Williamsburg, VA
The price is CA $133 per night from Apr. 3 to Apr. 4
CA $133
CA $191 total
includes taxes & fees
3 Apr - 4 Apr
Stay at this 3-star golf hotel in Williamsburg. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,000 reviews)
"The unit served our purposes and was cost affective."

Reviewed on 21 Mar. 2025

Hilton Vacation Club Greensprings Williamsburg
Save an average of 15% on thousands of hotels when you're signed in
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
The price is CA $187 per night from Apr. 20 to Apr. 21
CA $187
CA $217 total
includes taxes & fees
20 Apr - 21 Apr
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 ...
8.4/10 Very Good! (2,652 reviews)
"Very easy access to the national mall and Smithsonian museums"

Reviewed on 26 Mar. 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.

Need a car after flight to Chesapeake Bay?

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 CA $81. 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 May 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. CA $81 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 CA $81 and CA $899. 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.

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.