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Princess Anne

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Princess Anne Flights as Low as $149

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

Breeze Airways
Wed, Jun 3 - Wed, Jun 10
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$149 Roundtrip, found 4 hours ago
$149
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jun 10, priced at $149 found 4 hours ago
Breeze Airways
Wed, Jun 3 - Wed, Jun 10
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$152 Roundtrip, found 4 hours ago
$152
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jun 10, priced at $152 found 4 hours ago
Breeze Airways
Wed, Jun 3 - Wed, Jun 10
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$154 Roundtrip, found 4 hours ago
$154
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jun 10, priced at $154 found 4 hours ago
Breeze Airways
Wed, Jun 3 - Wed, Jun 10
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$159 Roundtrip, found 4 hours ago
$159
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jun 10, priced at $159 found 4 hours ago
Breeze Airways
Wed, Jun 3 - Wed, Jun 10
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$162 Roundtrip, found 4 hours ago
$162
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jun 10, priced at $162 found 4 hours ago
Breeze Airways
Wed, Jun 3 - Fri, Jun 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$166 Roundtrip, found 5 days ago
$166
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Fri, Jun 12, priced at $166 found 5 days ago
Breeze Airways
Wed, Jun 3 - Fri, Jun 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$171 Roundtrip, found 5 days ago
$171
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Fri, Jun 12, priced at $171 found 5 days ago
Breeze Airways
Wed, Jun 3 - Fri, Jun 12
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$176 Roundtrip, found 5 days ago
$176
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Fri, Jun 12, priced at $176 found 5 days ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jul 27 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $188 found 1 day ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jul 27 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $193 found 1 day ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$198 Roundtrip, found 1 day ago
$198
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jul 27 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $198 found 1 day ago
Breeze Airways
Wed, Jul 22 - Mon, Jul 27
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$204 Roundtrip, found 5 days ago
$204
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Jul 27, priced at $204 found 5 days ago
Breeze Airways
Wed, Jul 22 - Mon, Jul 27
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$209 Roundtrip, found 5 days ago
$209
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Jul 27, priced at $209 found 5 days ago
Breeze Airways
Wed, Jul 22 - Mon, Jul 27
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$214 Roundtrip, found 5 days ago
$214
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Jul 27, priced at $214 found 5 days ago
American Airlines
Sat, Jul 25 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$570 Roundtrip, found 1 day ago
$570
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jul 25 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $570 found 1 day ago
American Airlines
Tue, May 26 - Wed, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$588 Roundtrip, found 4 hours ago
$588
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, May 26 from Hartsfield-Jackson Atlanta Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jun 3, priced at $588 found 4 hours ago

Cheap Flights to Princess Anne

Fall in love at first flight with your vacation to Princess Anne by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Princess Anne on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Princess Anne, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Princess Anne

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Princess Anne with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the SBY airport.

What is the cheapest month to fly to Princess Anne?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Princess Anne are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Princess Anne?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Princess Anne.

What airport is best to fly into Princess Anne?

When you’re planning your trip to Princess Anne, convenience is the name of the game. Luckily, Princess Anne Salisbury - Ocean City Wicomico Regional Airport is nearby so you can deplane and get going on checking off everything on your Princess Anne must-do list.

How much are flights to Princess Anne?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Princess Anne on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $149, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Princess Anne?

The trick to saving a stack of cash on your flight to Princess Anne? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $149 right now, why wait?

Princess Anne Flight Information
Destination airport
Salisbury - Ocean City Wicomico Regional
Destination airport IATA code
SBY
Roundtrip price
$148

Last Minute Hotel Deals in Princess Anne

Econo Lodge Princess Anne

Econo Lodge Princess Anne

2 out of 5
10936 Market Lane US 13 Princess Anne MD
Book a stay at this business-friendly motel in Princess Anne. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
6.6/10 (684 reviews)
"Wasn't no warm water there tubes were falling apart they over charged"

Reviewed on May 8, 2026

Get rates
Econo Lodge Princess Anne
Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
Stay at this vacation home in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chincoteague Channel and Assateague Point ...
9.6/10 Exceptional! (256 reviews)
"Loved everything about our stay"

Reviewed on May 23, 2026

Get rates
Blufin Bungalows & Marina
Wingate by Wyndham Salisbury MD Airport North

Wingate by Wyndham Salisbury MD Airport North

3 out of 5
406 Punkin Ct Salisbury MD
Book a stay at this business-friendly hotel in Salisbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Get rates
Wingate by Wyndham Salisbury MD Airport North
Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
Stay at this cottage in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (565 reviews)
"Clean and great location"

Reviewed on May 22, 2026

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Key West Cottages
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St Chincoteague VA
Stay at this hotel in Chincoteague. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in ...
9.6/10 Exceptional! (1,005 reviews)
"The staff were super nice and helpful, the room was very comfortable and clean with a great view and the location was perfect for us. The facilities were much appreciated. We loved our stay and will return."

Reviewed on May 22, 2026

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Comfort Suites Chincoteague Island Bayfront Resort
Waterside Inn

Waterside Inn

2 out of 5
3761 Main St Chincoteague VA
Stay at this hotel in Chincoteague. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular ...
9/10 Wonderful! (1,004 reviews)
"Everything was clean and ready when we checked in. The staff was very friendly and helpful. The young lady doing the breakfast was exceptionally friendly and set the tone for a happy day!"

Reviewed on May 22, 2026

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Waterside Inn
Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland

2.5 out of 5
304 Prosperity Lane Fruitland MD
Book a stay at this business-friendly hotel in Fruitland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,000 reviews)
"Upon entering the room had distinct smell of disinfectant. Had to leave door ajar."

Reviewed on May 15, 2026

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Hampton Inn & Suites Salisbury/Fruitland
Microtel Inn & Suites by Wyndham Salisbury

Microtel Inn & Suites by Wyndham Salisbury

2 out of 5
3050 Merritt Mill Rd Salisbury MD
Book a stay at this business-friendly hotel in Salisbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,003 reviews)
"$100 deposit for “amenities” was taken without a receipt. Upon checkout, the hotel issued no proper receipt for the deposit full return. We requested a preprinted document that indicated any balance on the deposit would take 7-10 days to return to our account. This contradicted what the registration ..."

Reviewed on May 14, 2026

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Microtel Inn & Suites by Wyndham Salisbury
See all 826 properties in Princess Anne
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.