Cheap Flights to Caroline County from $61 (2026/2027)

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How Much Does it Cost To Fly To Caroline County?

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

Wed, Oct 7 - Sat, Oct 10
FLL
Fort Lauderdale - Hollywood Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$122 Roundtrip, found 10 hours ago
$122
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Wed, Oct 7 from Fort Lauderdale - Hollywood Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Oct 10, priced at $122 found 10 hours ago
Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$122 Roundtrip, found 8 hours ago
$122
Roundtrip
found 8 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 $122 found 8 hours ago
Wed, Aug 19 - Mon, Aug 24
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$125 Roundtrip, found 3 days ago
$125
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Aug 19 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Aug 24, priced at $125 found 3 days ago
Wed, Aug 12 - Wed, Aug 19
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$130 Roundtrip, found 3 days ago
$130
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Aug 12 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Aug 19, priced at $130 found 3 days ago
Sat, Aug 15 - Sat, Aug 22
FLL
Fort Lauderdale - Hollywood Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$132 Roundtrip, found 5 hours ago
$132
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Sat, Aug 15 from Fort Lauderdale - Hollywood Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Aug 22, priced at $132 found 5 hours ago
Mon, Aug 10 - Wed, Aug 19
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$135 Roundtrip, found 4 days ago
$135
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Aug 10 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Aug 19, priced at $135 found 4 days ago
Sat, Aug 8 - Wed, Aug 12
FLL
Fort Lauderdale - Hollywood Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Aug 8 from Fort Lauderdale - Hollywood Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Aug 12, priced at $137 found 2 days ago
Wed, Aug 5 - Wed, Aug 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$140 Roundtrip, found 3 days ago
$140
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Aug 5 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Aug 12, priced at $140 found 3 days ago
OriginDestinationTravel DatesFlights From*
MCOSalisburyOctober 5 to October 12$122
FLLSalisburySeptember 5 to September 12$122
BOSSalisburyAugust 11 to August 18$420
CLTSalisburyOctober 16 to October 21$473
ATLSalisburyAugust 19 to August 25$502
DENSalisburySeptember 25 to September 28$973
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCOSalisburyJuly 17 to July 20$193
FLLSalisburyJuly 18 to July 25$299
CLTSalisburyJuly 19 to July 26$652
BOSSalisburyJuly 19 to July 26$770
*Prices include taxes and fees

Best Caroline County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Churchill Hotel near Embassy Row
4.0-star property

The Churchill Hotel near Embassy Row

Sep 12 - Sep 17

5 night stay

Boston (BOS) to Baltimore (BWI)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $795, price is now $471 per person
$471
per person
found 1 day ago
Club Quarters Hotel in Washington DC
3.0-star property

Club Quarters Hotel in Washington DC

Sep 12 - Sep 17

5 night stay

Boston (BOS) to Baltimore (BWI)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,170, price is now $667 per person
$667
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

Sep 12 - Sep 17

5 night stay

Boston (BOS) to Baltimore (BWI)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,605, price is now $1,522 per person
$1,522
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Caroline County
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Travelers ❤️ These Caroline County 🏨

Best Western Denton Inn

Best Western Denton Inn

2.5 out of 5
521 Fleetwood Rd Denton MD
Stay at this hotel in Denton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attraction Martinak State Park is located nearby.
8.6/10 Excellent! (605 reviews)
"Not super modern but very clean and nice. We would absolutely stay here again"

Reviewed on Jul 5, 2026

Opens in a new windowBest Western Denton Inn
Bally's Dover Casino Resort

Bally's Dover Casino Resort

4 out of 5
1131 N Dupont Hwy Dover DE
Book a stay at this business-friendly hotel in Dover. Enjoy free WiFi, free parking, and 5 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dover Downs Casino and Dover International Speedway are located nearby.
8.8/10 Excellent! (3,650 reviews)
"None right now It's was good thanks 😊"

Reviewed on Jul 11, 2026

Opens in a new windowBally's Dover Casino Resort
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! (1,008 reviews)
"The hotel was overbooked which led to me and my now husband getting bumped to a room we did not want and did not pay for. The staff were nice but not too helpful with solving the situation. Then we were not made aware of the resort fee. Overall, I was unhappy with my stay. Especially because it was ..."

Reviewed on Jul 10, 2026

Opens in a new windowHyatt Regency Chesapeake Bay
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Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches

Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches

2 out of 5
22297 Dupont Blvd Georgetown DE
Book a stay at this business-friendly hotel in Georgetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Georgetown Circle and Georgetown Speedway are located nearby.
9/10 Wonderful! (949 reviews)
"I love Microtel and always look for availability and sales."

Reviewed on Jul 10, 2026

Opens in a new windowMicrotel Inn & Suites By Wyndham Georgetown Delaware Beaches
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 Caroline County?
The next trip you take doesn't have to make a huge dent in your finances. In the last seven days, the cheapest roundtrip flight to Caroline County cost $122. Find a good deal and spend the dollars you save on fantastic experiences. This price was available on Travelocity for flights to Caroline County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Caroline County?
Make sure you leave October clear in your calendar, because it's the most affordable month to make your way to Caroline County. That's according to Travelocity's direct flight demand between January and December last year. With more money in your wallet, you can go on a spending spree, go for a fancy meal or do something special.
How can I check my flight status to Caroline County?
Whether you'd like to confirm the status of your flight to Caroline County or make some changes, you'll find all the important info on our handy portal, Trips. Click on "Trips" at the top of our homepage, then sign in or open a new account. Another helpful way to manage and view your booking is with the Travelocity app. Get useful travel alerts right when you need them and share updates with any friends or family flying with you.
How do I find the best deals on flights to Caroline County?
Score an amazing deal with Travelocity — our "Flexible dates" search option makes it a lot easier. Enter the travel dates you want, then click the flexible dates box above your search results to compare prices with the surrounding days. $122 was the most affordable price for a roundtrip flight to Caroline County 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 Caroline County with Travelocity?
Where to start! With cheap flights to Caroline County, hotels, rental cars, activities and more, you'll discover all you need for an awesome getaway with Travelocity. Lock in your cheap family flights and take advantage of our round-the-clock customer support and free cancellations on select airlines if you need. Our aim is to offer stress-free travel when you book with us so that you can spend less time on the planning and more time building memories with your travel crew.
How much is a flight to Caroline County on average?
In the last seven days, roundtrip flights to Caroline County were priced between $122 and $973. No matter your bank balance, we have some amazing deals to help you stick within budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What can I expect on a flight to Caroline County?
Factors such as who you're flying with and where you leave from will largely determine your experience. Chances are you'll find all kinds of flights to Caroline County, from cheap flights for family vacations to first class airfares. Warm meals, drinks and entertainment are just a few examples of what most airlines offer on long-haul services.