Cheap Flight Deals to Chesapeake Bay  from CA $158

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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 $110 and CA $158 for one-way flights to Chesapeake Bay for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
ATLBaltimoreJune 14 to June 17CA $110
DFWBaltimoreJune 16 to June 24CA $111
MCORichmondJuly 3 to July 4CA $138
LAXBaltimoreJune 26 to July 3CA $139
ATLChantillySeptember 3 to September 9CA $190
BOSWashingtonAugust 2 to August 4CA $230
BOSNorfolkJune 10 to June 19CA $231
BOSRichmondJune 20 to June 22CA $235
ATLNorfolkJune 16 to July 3CA $282
ATLWashingtonJune 7 to June 14CA $384
LAXChantillyJuly 28 to August 5CA $397
LAXNorfolkJuly 12 to July 19CA $411
SFOChantillyAugust 12 to August 16CA $414
DENBaltimoreJuly 24 to August 4CA $425
SFORichmondJune 22 to June 26CA $988
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
ATLBaltimoreMay 31 to June 2CA $116
*Prices include taxes and fees

Your guide to flights to Chesapeake Bay,

Porter Airlines, Air Canada, American 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 $110 and CA $988. Prices vary, but for the best fares, travel in June 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 $110. 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 June 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
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! (1,097 reviews)
"This is a budget item. No fills nor frills. Just a place to stay short term. Convenient to the airport for early morning departures."

Reviewed on May 28, 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 $181 per night from Jun 19 to Jun 20
CA $181
CA $210 total
includes taxes & fees
Jun 19 - Jun 20
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! (1,634 reviews)
"Great little place in the heart of the city. Friendly staff, clean rooms, great value."

Reviewed on May 27, 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 $178 per night from Jun 11 to Jun 12
CA $178
CA $207 total
includes taxes & fees
Jun 11 - Jun 12
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)
"The room is small, but clean. If you are looking to save on spendings when in Washington DC, this might be a reasonable option."

Reviewed on May 20, 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
The price is CA $111 per night from May 30 to May 31
CA $111
CA $126 total
includes taxes & fees
May 30 - May 31
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)
"Good location, reasonable price, comfy bed."

Reviewed on May 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 hotel 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
The price is CA $175 per night from Jun 6 to Jun 7
CA $175
CA $200 total
includes taxes & fees
Jun 6 - Jun 7
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 ...
8.4/10 Very Good! (1,002 reviews)
"The hotel and staff were good. I stay in Arlington regularly and had never used the Westin until this trip. The parking fee of $50 per day in the underground garage was steep, and as a guest, you have to pay just the same. No discount, no comp. Be prepared as this isn't stated when booking. Had dinner ..."

Reviewed on May 27, 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 $163 per night from Jun 20 to Jun 21
CA $163
CA $187 total
includes taxes & fees
Jun 20 - Jun 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 ...
8.4/10 Very Good! (1,090 reviews)
"Location close to everything dinning, mall, shows etc. Great location friendly staff, room clean, plenty of hot water, comfort of home away from home."

Reviewed on May 28, 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
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! (1,097 reviews)
"This is a budget item. No fills nor frills. Just a place to stay short term. Convenient to the airport for early morning departures."

Reviewed on May 28, 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
The price is CA $157 per night from Jun 13 to Jun 14
CA $157
CA $180 total
includes taxes & fees
Jun 13 - Jun 14
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 ...
8.6/10 Excellent! (491 reviews)
"Services were great, so was the staff"

Reviewed on May 20, 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 Smithsonian's ...
"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 $372 per night from Jun 29 to Jun 30
CA $372
CA $491 total
includes taxes & fees
Jun 29 - Jun 30
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! (1,001 reviews)
"Everyone so gracious. Gave us a tour of the Watergate scandal room."

Reviewed on May 27, 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 $310 per night from Jun 15 to Jun 16
CA $310
CA $408 total
includes taxes & fees
Jun 15 - Jun 16
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)
"Fancy, beautiful, walkable"

Reviewed on May 24, 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 $685 per night from Jun 1 to Jun 2
CA $685
CA $794 total
includes taxes & fees
Jun 1 - Jun 2
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! (939 reviews)
"We try to stay at different properties each time we’re in DC. We’ll be hard-pressed to find one that is better than the Jefferson. The rooms sparkled, the staff were incredibly helpful, the amenities were spot-on, and the location was great."

Reviewed on May 26, 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 $187 per night from Jun 4 to Jun 5
CA $187
CA $251 total
includes taxes & fees
Jun 4 - Jun 5
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! (2,770 reviews)
"Beautiful grounds. The staff were super friendly. Enjoyed our breakfast at the grill. The apartment itself could use some upgrading."

Reviewed on May 25, 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 $285 per night from May 31 to Jun 1
CA $285
CA $331 total
includes taxes & fees
May 31 - Jun 1
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! (1,801 reviews)
"Clean and great food"

Reviewed on May 22, 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 $211 per night from Jun 15 to Jun 16
CA $211
CA $277 total
includes taxes & fees
Jun 15 - Jun 16
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! (1,004 reviews)
"Beautiful area and lots of activities on site I think the rooms could’ve been a bit cleaner the fridge handle was very sticky and dirty and the towels in one of the bathrooms were covered in black specks but other then that small inconvenience it was great and I would go back again. Staff was lovely ..."

Reviewed on May 27, 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 $220 per night from May 30 to May 31
CA $220
CA $255 total
includes taxes & fees
May 30 - May 31
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! (2,749 reviews)
"2 block off the mall"

Reviewed on May 28, 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.
Westgate Historic Williamsburg Resort
Warner Hall
Patriots Inn
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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.