Search Cheap Flights to
Princess Anne

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Princess Anne Flights as Low as $123

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
$123 Roundtrip, found 7 hours ago
$123
Roundtrip
found 7 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 $123 found 7 hours ago
Breeze Airways
Wed, Jun 3 - Wed, Jun 10
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$128 Roundtrip, found 7 hours ago
$128
Roundtrip
found 7 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 $128 found 7 hours ago
Breeze Airways
Wed, Jun 3 - Wed, Jun 10
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$133 Roundtrip, found 7 hours ago
$133
Roundtrip
found 7 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 $133 found 7 hours ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$142 Roundtrip, found 3 hours ago
$142
Roundtrip
found 3 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 $142 found 3 hours ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$147 Roundtrip, found 3 hours ago
$147
Roundtrip
found 3 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 $147 found 3 hours ago
Breeze Airways
Mon, Jul 27 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$152 Roundtrip, found 3 hours ago
$152
Roundtrip
found 3 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 $152 found 3 hours ago
Breeze Airways
Wed, Jul 22 - Wed, Jul 29
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$152 Roundtrip, found 3 hours ago
$152
Roundtrip
found 3 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 $152 found 3 hours ago
American Airlines
Wed, May 13 - Sat, May 23
TTN
Mercer
SBY
Salisbury - Ocean City Wicomico Regional
$370 Roundtrip, just found
$370
Roundtrip
just found
Select American Airlines flight, departing Wed, May 13 from Mercer to Salisbury - Ocean City Wicomico Regional, returning Sat, May 23, priced at $370 just found
American Airlines
Wed, May 13 - Sat, May 23
PHL
Philadelphia Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$376 Roundtrip, found 2 hours ago
$376
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, May 13 from Philadelphia Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 23, priced at $376 found 2 hours ago
American Airlines
Sat, May 9 - Sat, May 23
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$418 Roundtrip, found 6 hours ago
$418
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sat, May 9 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 23, priced at $418 found 6 hours ago
American Airlines
Sat, Sep 5 - Mon, Sep 7
CLT
Charlotte-Douglas Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$443 Roundtrip, found 6 hours ago
$443
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sat, Sep 5 from Charlotte-Douglas Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Sep 7, priced at $443 found 6 hours ago
American Airlines
Tue, May 12 - Wed, May 20
MSP
Minneapolis - St. Paul Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$482 Roundtrip, found 6 hours ago
$482
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, May 12 from Minneapolis - St. Paul Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, May 20, priced at $482 found 6 hours ago
American Airlines
Tue, May 5 - Sat, May 9
ATL
Hartsfield-Jackson Atlanta Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$500 Roundtrip, found 23 hours ago
$500
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Tue, May 5 from Hartsfield-Jackson Atlanta Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 9, priced at $500 found 23 hours ago
American Airlines
Wed, May 20 - Tue, May 26
FLL
Fort Lauderdale - Hollywood Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$582 Roundtrip, found 7 hours ago
$582
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, May 20 from Fort Lauderdale - Hollywood Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, May 26, priced at $582 found 7 hours ago
American Airlines
Fri, May 15 - Wed, May 27
LAX
Los Angeles Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$703 Roundtrip, found 7 hours ago
$703
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Fri, May 15 from Los Angeles Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, May 27, priced at $703 found 7 hours ago
American Airlines
Thu, Apr 9 - Mon, Apr 13
SAN
San Diego Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$844 Roundtrip, found 4 hours ago
$844
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Thu, Apr 9 from San Diego Intl. to Salisbury - Ocean City Wicomico Regional, returning Mon, Apr 13, priced at $844 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 $123, 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 $123 right now, why wait?

Princess Anne Flight Information
Destination airport
Salisbury - Ocean City Wicomico Regional
Destination airport IATA code
SBY
Roundtrip price
$123

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 (678 reviews)
Old with fluids, stains and same everything from when it was built and that’s sad because I’m from Princess Anne and came to visit. Just nastiness everywhere. Microwave, shower, floor, everything

Reviewed on Mar 26, 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! (221 reviews)
We definitely plan to go back again next year.

Reviewed on Apr 5, 2026

Get rates
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! (534 reviews)
These cottages are adorable. So clean. Very comfortable furnishings. Wonderful property with heated pool. Perfect location. Can’t say enough good things about this property!

Reviewed on Apr 5, 2026

Get rates
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! (1,004 reviews)
Amazing time

Reviewed on Apr 6, 2026

Get rates
Comfort Suites Chincoteague Island Bayfront Resort
Hampton Inn Salisbury

Hampton Inn Salisbury

2.5 out of 5
121 E Naylor Mill Rd Salisbury MD
Stay at this hotel in Salisbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.8/10 Excellent! (1,001 reviews)
The hotel was fine but I was extremely disappointed that I paid for a room with a King bed and was given a room with 2 smaller beds.

Reviewed on Apr 3, 2026

Get rates
Hampton Inn Salisbury
Wingate by Wyndham Salisbury

Wingate by Wyndham Salisbury

2.5 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 ...
8.2/10 Very Good! (1,005 reviews)
Fantastic hotel.

Reviewed on Apr 6, 2026

Get rates
Wingate by Wyndham Salisbury
Country Inn & Suites by Radisson, Salisbury, MD

Country Inn & Suites by Radisson, Salisbury, MD

3 out of 5
1804 Sweet Bay Dr Salisbury MD
Book a stay at this business-friendly hotel in Salisbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (1,002 reviews)
Breakfast was basic but fine

Reviewed on Apr 4, 2026

Get rates
Country Inn & Suites by Radisson, Salisbury, MD
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! (1,001 reviews)
Excellent place to stay while visiting the Salisbury area for a reasonable price.

Reviewed on Mar 14, 2026

Get rates
Microtel Inn & Suites by Wyndham Salisbury
See all 792 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.