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Princess Anne

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Princess Anne Flights as Low as $145

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

Breeze Airways
Wed, Jul 22 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$145 Roundtrip, found 8 hours ago
$145
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $145 found 8 hours ago
Breeze Airways
Wed, Jul 22 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$150 Roundtrip, found 8 hours ago
$150
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $150 found 8 hours ago
Breeze Airways
Wed, Jul 22 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$155 Roundtrip, found 8 hours ago
$155
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $155 found 8 hours ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$192 Roundtrip, found 12 hours ago
$192
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Mon, Jul 27 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $192 found 12 hours ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$198 Roundtrip, found 12 hours ago
$198
Roundtrip
found 12 hours 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 12 hours ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$203 Roundtrip, found 12 hours ago
$203
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Mon, Jul 27 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $203 found 12 hours ago
Breeze Airways
Wed, Jul 22 - Mon, Jul 27
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day 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 1 day ago
Breeze Airways
Wed, Jul 22 - Mon, Jul 27
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Jul 27, priced at $215 found 1 day ago
Breeze Airways
Wed, Jul 22 - Mon, Jul 27
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Jul 27, priced at $220 found 1 day ago
Breeze Airways
Wed, Jul 22 - Fri, Jul 24
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$236 Roundtrip, found 3 days ago
$236
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Fri, Jul 24, priced at $236 found 3 days ago
Breeze Airways
Wed, Jul 22 - Fri, Jul 24
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$241 Roundtrip, found 3 days ago
$241
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Fri, Jul 24, priced at $241 found 3 days ago
Breeze Airways
Wed, Jul 22 - Fri, Jul 24
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$246 Roundtrip, found 3 days ago
$246
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Fri, Jul 24, priced at $246 found 3 days ago
Breeze Airways
Mon, Jul 20 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$349 Roundtrip, found 3 days ago
$349
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Jul 20 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $349 found 3 days ago
Breeze Airways
Mon, Jul 20 - Mon, Jul 27
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$369 Roundtrip, found 3 days ago
$369
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Jul 20 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Jul 27, priced at $369 found 3 days ago
Breeze Airways
Wed, Jul 22 - Fri, Jul 31
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$378 Roundtrip, found 3 days ago
$378
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Fri, Jul 31, priced at $378 found 3 days ago
American Airlines
Wed, Jul 22 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$583 Roundtrip, found 8 hours ago
$583
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, Jul 22 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jul 29, priced at $583 found 8 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 July, 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 $145, 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 $145 right now, why wait?

Princess Anne Flight Information
Destination airport
Salisbury - Ocean City Wicomico Regional
Destination airport IATA code
SBY
Roundtrip price
$145

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 (687 reviews)
"pool was green, no staff present when key card quit working"

Reviewed on Jun 2, 2026

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Econo Lodge Princess Anne
Americas Best Value Inn Princess Anne

Americas Best Value Inn Princess Anne

2 out of 5
30359 Mt. Vernon Road Princess Anne MD
Stay at this motel in Princess Anne. Enjoy free WiFi, premium TV channels, and housekeeping. Popular attractions Manokin Park and Hytche athletic Center are ...
6.8/10 (60 reviews)
"It was clean but dated!"

Reviewed on May 22, 2026

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Americas Best Value Inn Princess Anne
Best Western Salisbury Plaza

Best Western Salisbury Plaza

2.5 out of 5
1735 N Salisbury Blvd Salisbury MD
Book a stay at this business-friendly hotel in Salisbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6.4/10 (943 reviews)
"Clean & quiet internet friendly"

Reviewed on Jun 8, 2026

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Best Western Salisbury Plaza
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! (262 reviews)
"Great location, quiet. Clean and updated."

Reviewed on Jun 7, 2026

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Blufin Bungalows & Marina
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! (575 reviews)
"The property was gorgeous- cottage was perfect. We booked one of the 1 bedroom cottages. It had a small cooktop, microwave, fridge, freezer, dishwasher and kitchen supplies. Comfortable living room area. Bedroom and bathroom were both comfortable and beautifully decorated. Lovely front porch to watch ..."

Reviewed on Jun 7, 2026

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Key West Cottages
Chincoteague Bay RV Resort & Cottages

Chincoteague Bay RV Resort & Cottages

3 out of 5
2305 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 ...
10/10 Exceptional! (2 reviews)
"We had an amazing stay! It was my daughters birthday she got a wonderful surprise birthday gift from the resort which just made her day a bit more special! We had a super easy check-in process the staff was super kind and helpful! The delux cottage was perfect there was plenty of room! Everything ..."

Reviewed on Jun 8, 2026

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Chincoteague Bay RV Resort & Cottages
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)
"The hotel and it's grounds are very very well maintained. The staff is courteous and helpful. The View was very pretty from our Bayside room. The only suggestion I have is that the eating space is exceptionally small for such a large number of rooms. There are only two tables. We got there right ..."

Reviewed on Jun 6, 2026

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Waterside Inn
Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road Chincoteague VA
Stay at this motel in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,003 reviews)
"Love this little spot. No frills but clean, safe, great pool and bbq outdoor kitchen in back. Central location."

Reviewed on Jun 7, 2026

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Chincoteague Inn
See all 828 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.