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

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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.

Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $198 Roundtrip, found 20 hours ago
CA $198
Roundtrip
found 20 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 20 hours ago
Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $877 Roundtrip, found 20 hours ago
CA $877
Roundtrip
found 20 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 20 hours ago
Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $881 Roundtrip, found 20 hours ago
CA $881
Roundtrip
found 20 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 20 hours ago
Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $925 Roundtrip, found 20 hours ago
CA $925
Roundtrip
found 20 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 20 hours ago
Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $975 Roundtrip, found 20 hours ago
CA $975
Roundtrip
found 20 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 20 hours ago
Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $990 Roundtrip, found 20 hours ago
CA $990
Roundtrip
found 20 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 20 hours ago
Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $1,008 Roundtrip, found 20 hours ago
CA $1,008
Roundtrip
found 20 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 20 hours ago
Mon, Oct 5 - Mon, Oct 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
CA $1,023 Roundtrip, found 20 hours ago
CA $1,023
Roundtrip
found 20 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 20 hours ago
OriginDestinationTravel datesFlights from*
MCOSalisburyOctober 5 to October 12CA $198
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
The LINE Hotel DC
4.5-star property

The LINE Hotel DC

Oct 9 - Oct 12

3 night stay

Toronto (YYZ) to Baltimore (BWI)

Air Canada • Roundtrip • Coach
Price was CA $1,139, price is now CA $789 per person
CA $789
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
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
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Travelers ❤️ These Caroline County 🏨

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 International Speedway and Dover Downs Casino are located nearby.
Opens in a new windowBally's Dover Casino Resort
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Saint Michaels Village and Classic Motor Museum are located nearby.
8/10 Very good! (1,018 reviews)
"It seems the hotel is under going renovation. Parts of it were nice and updated, others were very rundown looking. The staff were all very friendly and helpful. Our room was fine, bed was comfortable, it looked newly updated which was nice. The breakfast was typical hotel continental. It's a good ..."

Reviewed on Aug 24, 2026

Opens in a new windowSt Michaels Inn
Tru by Hilton Georgetown

Tru by Hilton Georgetown

2.5 out of 5
301 College Park Lane Georgetown DE
Book a stay at this business-friendly hotel in Georgetown. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Georgetown Circle and Sports at the Beach are located nearby.
9/10 Wonderful! (621 reviews)
"Check in was easy. Snacks were plentiful. The facility is very clean. The pillows are oh-so-soft!!!! Breakfast had plenty of choices. I suggest adding non-pork meat as an alternative, but I enjoyed my breakfast regardless. I’d definitely recommend Tru!!!!"

Reviewed on Aug 23, 2026

Opens in a new windowTru by Hilton Georgetown
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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
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 CA $198. 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. CA $198 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 CA $198 and CA $1,023. 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.