Flights To Dorchester County - Cheap Flights Starting at CA $123

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How Much Does it Cost To Fly To Dorchester County?

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

Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $198 Roundtrip, found 21 hours ago
CA $198
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Mon, Oct 5 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Oct 12, priced at CA $198 found 21 hours ago
Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $877 Roundtrip, found 21 hours ago
CA $877
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Mon, Oct 5 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Oct 12, priced at CA $877 found 21 hours ago
Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $881 Roundtrip, found 21 hours ago
CA $881
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Mon, Oct 5 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Oct 12, priced at CA $881 found 21 hours ago
Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $925 Roundtrip, found 21 hours ago
CA $925
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Mon, Oct 5 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Oct 12, priced at CA $925 found 21 hours ago
Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $975 Roundtrip, found 21 hours ago
CA $975
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Mon, Oct 5 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Oct 12, priced at CA $975 found 21 hours ago
Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $990 Roundtrip, found 21 hours ago
CA $990
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Mon, Oct 5 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Oct 12, priced at CA $990 found 21 hours ago
Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $1,008 Roundtrip, found 21 hours ago
CA $1,008
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Mon, Oct 5 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Oct 12, priced at CA $1,008 found 21 hours ago
Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $1,023 Roundtrip, found 21 hours ago
CA $1,023
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Mon, Oct 5 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Oct 12, priced at CA $1,023 found 21 hours ago
Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown
4.0-star property

Eurostars Saint Gregory Dupont Circle Georgetown

Oct 11 - Oct 15

4 night stay

Ottawa (YOW) to Baltimore (BWI)

Air Canada • Coach

Baltimore (BWI) to Ottawa (YOW)

United • Coach
Price was CA $1,847, price is now CA $1,243 per person
CA $1,243
per person
found 1 day ago
InterContinental Washington D.C. - The Wharf by IHG
5.0-star property

InterContinental Washington D.C. - The Wharf by IHG

Oct 11 - Oct 15

4 night stay

Ottawa (YOW) to Baltimore (BWI)

Air Canada • Coach

Baltimore (BWI) to Ottawa (YOW)

United • Coach
Price was CA $2,534, price is now CA $1,644 per person
CA $1,644
per person
found 1 day ago
Willard InterContinental Washington by IHG
5.0-star property

Willard InterContinental Washington by IHG

Oct 26 - Oct 30

4 night stay

Vancouver (YVR) to Baltimore (BWI)

Delta • Non-stop roundtrip • Coach
Price was CA $2,846, price is now CA $2,063 per person
CA $2,063
per person
found 9 hours ago
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Travelers ❤️ These Dorchester County 🏨

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Dorchester County Historical Society and Bay Country Shop are located nearby.
8.8/10 Excellent! (1,022 reviews)
"Excellent well-maintained rooms with new ceiling fan. Summer amenities are geared to families and include mini golf, multiple pools indoors & outdoors, day spa, convenience shop with coffee , pool tables (although not as well maintained as other areas of the property), walking paths, and a regulationgolf ..."

Reviewed on Aug 20, 2026

Opens in a new windowHyatt Regency Chesapeake Bay
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2.5 out of 5
2917 Ocean Gateway Cambridge MD
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions Bay Country Shop and Dorchester County Historical Society are located nearby.
6.6/10 (1,029 reviews)
"I would of gave this hotel a 5 star if the pool was working properly and not full of garbage and dark green. The reason I chose this hotel was for the pool for my 3 yr old daughter! Needless to say she was upset because I wouldn’t let my worst enemy swim in that pool!"

Reviewed on Aug 23, 2026

Opens in a new windowDays Inn & Suites by Wyndham Cambridge
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
2936 Ocean Gtwy Cambridge MD
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Bay Country Shop and Dorchester County Historical Society are located nearby.
8.2/10 Very good! (883 reviews)
"The room was great, nice and clean. We booked the hotel for the use of the pool and fitness room both were closed. We were told the pool would be open on Saturday, but remained closed the entire stay. Staff was friendly, parking was adequate. Breakfast was pleasant not crowded and was filled to your ..."

Reviewed on Aug 24, 2026

Opens in a new windowComfort Inn & Suites Cambridge
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Private 2 Acre Waterfront Family Retreat with Pool & Pier

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Cambridge MD
Book a stay at this family-friendly vacation home in Cambridge. Enjoy free WiFi, private pools, and a garden. Popular attractions Christ Rock Park and Spocott Windmill are located nearby.
9.6/10 Exceptional! (96 reviews)
"Wonderful home with plenty of space. Large bedrooms made it easy to accommodate our family of 19. We had a few hiccups with pool and air conditioning but Ginger was super responsive and very helpful in getting everything fixed as quickly as possible. The dock was great. The pool was a nice feature ..."

Reviewed on Aug 8, 2026

Opens in a new windowPrivate 2 Acre Waterfront Family Retreat with Pool & Pier
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.

Frequently asked questions

How much is the cheapest flight to Dorchester County?
Travelers picked up a roundtrip flight to Dorchester County for as little as CA $198 within the last seven days. If you spot a fare you like, get in quick. Cheap deals don't stick around for long! This price was available on Travelocity for flights to Dorchester County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Dorchester County?
With 15 airlines flying in and out of Dorchester County, finding your perfect fare should be a snap. If your vacation starts in Cambridge, select the highly rated carrier, American Airlines. It offers roughly 169 services to this exciting city per month.
What is the cheapest month to fly to Dorchester County?
Be sure to leave October empty in your calendar, because it's the cheapest time to fly to Dorchester County. That's based on Travelocity's direct flight demand from January to December last year. With more money in your pocket, you can go on a spending spree, go out on the town or whatever makes you happy.
How can I check my flight status to Dorchester County?
There are a couple of simple ways to look up your flight status. You'll discover all the details you need in our Trips portal, which is located at the top right of our homepage. Sign in or create a new account — you'll then be able to browse and make changes to your bookings whenever you want to. If you're already on the move, the Travelocity app can also help you look up the status of your flight to Dorchester County, as well as share details with any members of your family flying with you.
How do I find the best deals on flights to Dorchester County?
Score an unbeatable deal with Travelocity — our "Flexible dates" search tool makes it even easier. Enter your desired dates, then hit the flexible dates box above your search results to compare prices with the surrounding days. CA $198 was the lowest price for a roundtrip flight to Dorchester County in the last seven days. 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 Dorchester County with Travelocity?
An unforgettable vacation is at your fingertips when you arrange your trip with Travelocity. With a wide range of choices and competitive deals on cheap family flights, places to stay, activities and more, we make it simple to find awesome prices to suit your needs. You can also take advantage of our 24/7 customer support and free cancellation policies on most hotels throughout your trip. Wander wisely with us and snag your cheap flights to Dorchester County today.
How much is a flight to Dorchester County on average?
Roundtrip flights to Dorchester County cost between CA $198 and CA $1,023 in the last seven days. If you see a price that suits your budget, snap it up right away. Cheap deals don't last forever! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.