Cheap Flight Deals to Chesapeake Bay  from CA $143

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How to find cheap flights to Chesapeake Bay?

The cheapest prices found with in the last 7 days for return flights were CA $140 and CA $143 for one-way flights to Chesapeake Bay for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
DFWBaltimoreMay 1 to May 5CA $140
TPARichmondJune 3 to June 10CA $142
BOSNorfolkApril 27 to May 2CA $155
BOSRichmondMay 12 to May 16CA $254
ATLWashingtonMay 9 to May 11CA $258
SFOChantillyMay 3 to May 10CA $338
LAXChantillyMay 28 to June 10CA $347
SFOWashingtonMay 3 to May 10CA $353
DFWChantillyMay 21 to July 9CA $354
TPAChantillyJuly 3 to July 7CA $356
SFORichmondMay 8 to May 13CA $461
LAXRichmondMay 8 to May 13CA $467
SFOBaltimoreApril 25 to April 29CA $481
DENBaltimoreMay 19 to May 22CA $527
FCOChantillyApril 26 to May 10CA $864
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
ATLBaltimoreApril 19 to April 20CA $260
DFWBaltimoreApril 18 to April 21CA $409
BOSBaltimoreApril 18 to April 21CA $421
DENWashingtonApril 19 to May 12CA $452
DENBaltimoreApril 19 to May 12CA $483
LAXBaltimoreApril 18 to April 22CA $552
DENChantillyApril 19 to May 12CA $554
BOSWashingtonApril 18 to April 21CA $647
MCOWashingtonApril 18 to April 21CA $679
LAXWashingtonApril 18 to April 21CA $851
LAXChantillyApril 18 to April 21CA $910
DFWWashingtonApril 19 to April 22CA $1,338
*Prices include taxes and fees

Your guide to flights to Chesapeake Bay,

WestJet, Porter Airlines 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 $140 and CA $1,338. Prices vary, but for the best fares, travel in July 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 $140. 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 August 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 $98 per night from Apr. 20 to Apr. 21
CA $98
CA $111 total
includes taxes & fees
Apr 20 - Apr 21
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! (1,088 reviews)
"The shuttle to and from the airport is great. The offer parking for less than the airport parking lots"

Reviewed on Apr. 12, 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 $158 per night from Apr. 20 to Apr. 21
CA $158
CA $183 total
includes taxes & fees
Apr 20 - Apr 21
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! (1,617 reviews)
"Lovely hotel"

Reviewed on Apr. 13, 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 $193 per night from Apr. 15 to Apr. 16
CA $193
CA $224 total
includes taxes & fees
Apr 15 - Apr 16
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 (1,002 reviews)
"It was okay but on checkout day housekeeping dominated the only elevator and we had to walk up and down 4 flights which was not good especially since we had just run 10 miles in the annual Cherry Blossom race. Also housekeeping disregarded, no knock on the door, the Do Not Disturb sign and walked ..."

Reviewed on Apr. 7, 2025

The Baron Hotel
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Inns Of Virginia - Arlington

Inns Of Virginia - Arlington

2 out of 5
3335 Lee Highway, Arlington, VA
The price is CA $125 per night from Apr. 20 to Apr. 21
CA $125
CA $143 total
includes taxes & fees
Apr 20 - Apr 21
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 (1,005 reviews)
"Affordable"

Reviewed on Apr. 9, 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 $162 per night from Apr. 18 to Apr. 19
CA $162
CA $186 total
includes taxes & fees
Apr 18 - Apr 19
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! (1,003 reviews)
"Pleasant staff. Convenient location."

Reviewed on Mar. 30, 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 $176 per night from Apr. 20 to Apr. 21
CA $176
CA $201 total
includes taxes & fees
Apr 20 - Apr 21
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! (1,080 reviews)
"Grest"

Reviewed on Apr. 6, 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 $98 per night from Apr. 20 to Apr. 21
CA $98
CA $111 total
includes taxes & fees
Apr 20 - Apr 21
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! (1,088 reviews)
"The shuttle to and from the airport is great. The offer parking for less than the airport parking lots"

Reviewed on Apr. 12, 2025

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

Hilton Arlington National Landing

3.5 out of 5
2399 Richmond Hwy, Arlington, VA
The price is CA $181 per night from Apr. 18 to Apr. 19
CA $181
CA $207 total
includes taxes & fees
Apr 18 - Apr 19
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 ...
8.6/10 Excellent! (455 reviews)
"A very pleasant hotel – quiet, clean, and cozy, with friendly staff. I was happy with my stay."

Reviewed on Apr. 7, 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 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
The price is CA $373 per night from Apr. 17 to Apr. 18
CA $373
CA $492 total
includes taxes & fees
Apr 17 - Apr 18
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 ...
8.6/10 Excellent! (1,007 reviews)
"The hotel staff was exemplary. The hotel itself was nicely upgraded with modern conveniences and was as comfortable as any place I've stayed. An onsite gift shop would have been nice, but I wouldn't say it was an inconvenience per se."

Reviewed on Apr. 10, 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 $348 per night from May 11 to May 12
CA $348
CA $452 total
includes taxes & fees
May 11 - May 12
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! (1,003 reviews)
"Very nice, very close to all monuments"

Reviewed on Apr. 10, 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
The price is CA $680 per night from Apr. 27 to Apr. 28
CA $680
CA $788 total
includes taxes & fees
Apr 27 - Apr 28
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! (923 reviews)
"Beautiful small hotel easy walking distance to the mall. Exceptional service."

Reviewed on Mar. 24, 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 $107 per night from Apr. 20 to Apr. 21
CA $107
CA $161 total
includes taxes & fees
Apr 20 - Apr 21
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! (2,671 reviews)
"Start to finish an excellent experienced. Great staff, really nice rooms, excellent vibe. We're excited to go back."

Reviewed on Apr. 11, 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 $249 per night from Apr. 20 to Apr. 21
CA $249
CA $289 total
includes taxes & fees
Apr 20 - Apr 21
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! (1,738 reviews)
"Stayed here for spring break with 16 y/o and 2 y/o. Spacious room. Bed was a bit more firm than I prefer but I ultimately slept well. Convenient to DC sight-seeing and train stops. Very very friendly staff. Breakfast is ok. Pool is not heated enough. Pleasantly surprised to learn they have a daily ..."

Reviewed on Apr. 12, 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 $129 per night from Apr. 20 to Apr. 21
CA $129
CA $186 total
includes taxes & fees
Apr 20 - Apr 21
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! (1,005 reviews)
"Great location, friendly staff and will return!"

Reviewed on Apr. 9, 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
The price is CA $198 per night from Apr. 20 to Apr. 21
CA $198
CA $230 total
includes taxes & fees
Apr 20 - Apr 21
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! (2,702 reviews)
"The people were very friendly and helpful! The location is great, in between the Capitol and the Tidal Basin and near a Metro stop. The only downside is the loud train that runs by, blaring horns at 6:00 am every morning. The room was large and well appointed but could use an update on the mattresses ..."

Reviewed on Apr. 13, 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.
Barsala At Sphere Apartments
Warner Hall
Kings Creek Plantation by Spinnaker
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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 $140. 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 August 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 $140 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 $140 and CA $1,338. 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.