Flights To Dorchester County - Cheap Flights Starting at

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

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

Change your flight without a fee on select flights

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.

Thu, Jan 7 - Mon, Jan 11
YYZ
Pearson Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $819 Roundtrip, found 6 hours ago
CA $819
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Thu, Jan 7 from Pearson Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Jan 11, priced at CA $819 found 6 hours ago
Thu, Jan 7 - Mon, Jan 11
YYZ
Pearson Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $922 Roundtrip, found 6 hours ago
CA $922
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Thu, Jan 7 from Pearson Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Jan 11, priced at CA $922 found 6 hours ago
Thu, Jan 7 - Mon, Jan 11
YYZ
Pearson Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $961 Roundtrip, found 6 hours ago
CA $961
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Thu, Jan 7 from Pearson Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Jan 11, priced at CA $961 found 6 hours ago
Thu, Jan 7 - Mon, Jan 11
YYZ
Pearson Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $1,199 Roundtrip, found 6 hours ago
CA $1,199
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Thu, Jan 7 from Pearson Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Jan 11, priced at CA $1,199 found 6 hours ago
Thu, Jan 7 - Mon, Jan 11
YYZ
Pearson Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $1,201 Roundtrip, found 6 hours ago
CA $1,201
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Thu, Jan 7 from Pearson Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Jan 11, priced at CA $1,201 found 6 hours ago
Price found within the past 48 hours. Click for updated prices.
Phoenix Park Hotel
3.5-star property

Phoenix Park Hotel

Oct 14 - Oct 18

4 night stay

Toronto (YYZ) to Baltimore (BWI)

United • Roundtrip • Coach
Price was CA $1,400, price is now CA $1,032 per person
CA $1,032
per person
found 1 day ago
Fairmont Washington, D.C., Georgetown
5.0-star property

Fairmont Washington, D.C., Georgetown

Oct 18 - Oct 22

4 night stay

Toronto (YYZ) to Baltimore (BWI)

Air Canada • Roundtrip • Coach
Price was CA $2,028, price is now CA $1,442 per person
CA $1,442
per person
found 24 hours ago
Placemakr Dupont Circle
4.0-star property

Placemakr Dupont Circle

Oct 18 - Oct 22

4 night stay

Toronto (YYZ) to Baltimore (BWI)

Air Canada • Roundtrip • Coach
Price was CA $2,036, price is now CA $1,462 per person
CA $1,462
per person
found 24 hours ago
Don't see what you're looking for?
See all available trips from Toronto to Dorchester County
View all trips

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 (1,030 reviews)
"Staff was very friendly and helpful"

Reviewed on Aug 25, 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! (884 reviews)
"We have stayed before and will stay again!"

Reviewed on Aug 24, 2026

Opens in a new windowComfort Inn & Suites Cambridge
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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 $819 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 5 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 January 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 $819 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 $819 and CA $1,201 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.