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Princess Anne

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Princess Anne Flights as Low as $466

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

American Airlines
Wed, May 28 - Sat, May 31
PWM
Portland Intl. Jetport
SBY
Salisbury - Ocean City Wicomico Regional
$466 Roundtrip, found 20 hours ago
$466
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Wed, May 28 from Portland Intl. Jetport to Salisbury - Ocean City Wicomico Regional, returning Sat, May 31, priced at $466 found 20 hours ago
American Airlines
Wed, May 28 - Thu, Jun 5
PWM
Portland Intl. Jetport
SBY
Salisbury - Ocean City Wicomico Regional
$471 Roundtrip, found 20 hours ago
$471
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Wed, May 28 from Portland Intl. Jetport to Salisbury - Ocean City Wicomico Regional, returning Thu, Jun 5, priced at $471 found 20 hours ago
American Airlines
Mon, Apr 21 - Sat, Apr 26
CLT
Charlotte-Douglas Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$474 Roundtrip, found 17 hours ago
$474
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Mon, Apr 21 from Charlotte-Douglas Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Apr 26, priced at $474 found 17 hours ago
American Airlines
Thu, May 29 - Thu, Jun 5
PWM
Portland Intl. Jetport
SBY
Salisbury - Ocean City Wicomico Regional
$476 Roundtrip, found 20 hours ago
$476
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Thu, May 29 from Portland Intl. Jetport to Salisbury - Ocean City Wicomico Regional, returning Thu, Jun 5, priced at $476 found 20 hours ago
American Airlines
Sat, Apr 19 - Sun, Apr 20
CLT
Charlotte-Douglas Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$478 Roundtrip, found 5 hours ago
$478
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Apr 19 from Charlotte-Douglas Intl. to Salisbury - Ocean City Wicomico Regional, returning Sun, Apr 20, priced at $478 found 5 hours ago
American Airlines
Sat, May 10 - Sat, May 17
JAN
Evers Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$480 Roundtrip, found 20 hours ago
$480
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Sat, May 10 from Evers Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 17, priced at $480 found 20 hours ago
American Airlines
Sat, Apr 19 - Sun, Apr 20
CLT
Charlotte-Douglas Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$488 Roundtrip, found 5 hours ago
$488
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Apr 19 from Charlotte-Douglas Intl. to Salisbury - Ocean City Wicomico Regional, returning Sun, Apr 20, priced at $488 found 5 hours ago
American Airlines
Tue, May 6 - Sat, May 17
JAN
Evers Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$489 Roundtrip, found 20 hours ago
$489
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Tue, May 6 from Evers Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, May 17, priced at $489 found 20 hours ago
American Airlines
Wed, May 28 - Wed, Jun 4
PWM
Portland Intl. Jetport
SBY
Salisbury - Ocean City Wicomico Regional
$496 Roundtrip, found 20 hours ago
$496
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Wed, May 28 from Portland Intl. Jetport to Salisbury - Ocean City Wicomico Regional, returning Wed, Jun 4, priced at $496 found 20 hours ago
American Airlines
Mon, Apr 21 - Sun, Apr 27
CLT
Charlotte-Douglas Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$497 Roundtrip, found 17 hours ago
$497
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Mon, Apr 21 from Charlotte-Douglas Intl. to Salisbury - Ocean City Wicomico Regional, returning Sun, Apr 27, priced at $497 found 17 hours ago
American Airlines
Thu, May 29 - Wed, Jun 4
PWM
Portland Intl. Jetport
SBY
Salisbury - Ocean City Wicomico Regional
$501 Roundtrip, found 20 hours ago
$501
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Thu, May 29 from Portland Intl. Jetport to Salisbury - Ocean City Wicomico Regional, returning Wed, Jun 4, priced at $501 found 20 hours ago
American Airlines
Thu, Apr 17 - Thu, Apr 24
CLT
Charlotte-Douglas Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$501 Roundtrip, found 17 hours ago
$501
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Thu, Apr 17 from Charlotte-Douglas Intl. to Salisbury - Ocean City Wicomico Regional, returning Thu, Apr 24, priced at $501 found 17 hours ago
American Airlines
Mon, May 26 - Thu, Jun 5
PWM
Portland Intl. Jetport
SBY
Salisbury - Ocean City Wicomico Regional
$503 Roundtrip, found 20 hours ago
$503
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Mon, May 26 from Portland Intl. Jetport to Salisbury - Ocean City Wicomico Regional, returning Thu, Jun 5, priced at $503 found 20 hours ago
American Airlines
Sat, May 10 - Fri, May 16
JAN
Evers Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$514 Roundtrip, found 20 hours ago
$514
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Sat, May 10 from Evers Intl. to Salisbury - Ocean City Wicomico Regional, returning Fri, May 16, priced at $514 found 20 hours ago
American Airlines
Sat, May 10 - Tue, May 20
JAN
Evers Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$522 Roundtrip, found 20 hours ago
$522
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Sat, May 10 from Evers Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, May 20, priced at $522 found 20 hours ago
American Airlines
Tue, Apr 22 - Sat, Apr 26
PDX
Portland Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$675 Roundtrip, found 22 hours ago
$675
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Tue, Apr 22 from Portland Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Apr 26, priced at $675 found 22 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 May, 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 $466, 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 $466 right now, why wait?

Princess Anne Flight Information
Destination airport
Salisbury - Ocean City Wicomico Regional
Destination airport IATA code
SBY
Roundtrip price
$466

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
The price is $94 per night from Apr 16 to Apr 17
$94
includes taxes & fees
Apr 16 - Apr 17
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 (591 reviews)
"5"

Reviewed on Feb 3, 2025

Econo Lodge Princess Anne
Key West Cottages
Key West Cottages
3 out of 5
4251 Main Street, Chincoteague, VA
The price is $252 per night from Apr 20 to Apr 21
$252
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3-star cottage in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
9.8/10 Exceptional! (349 reviews)
"Absolutely adorable cottages on the water, spotlessly clean, the pathways were raked every morning! Fantastic old-fashioned friendliness from the front desk service. Quiet sunrises from my little deck, moon rises from their beach area. It was fully booked yet we felt easily taken care of in our own ..."

Reviewed on Apr 13, 2025

Key West Cottages
Blufin Bungalows & Marina
Blufin Bungalows & Marina
3 out of 5
2477 Main St, Chincoteague, VA
The price is $229 per night from Apr 18 to Apr 19
$229
includes taxes & fees
Apr 18 - Apr 19
Stay at this 3-star vacation home in Chincoteague. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chincoteague Channel and Assateague ...
9.4/10 Exceptional! (91 reviews)
"We spent 3 nights in 2 over-water bungalows…4 generations ages 2 to 85. The houses were well equipped and maintained. Beds were comfy, tvs were great for nighttime watching. The front porch was a great place to hang out, eat, etc. my only suggestion is maybe put a rope ‘net’ at the end of the floating ..."

Reviewed on Apr 7, 2025

Blufin Bungalows & Marina
Wingate by Wyndham Salisbury
Wingate by Wyndham Salisbury
2.5 out of 5
406 Punkin Ct, Salisbury, MD
The price is $88 per night from May 11 to May 12
$88
includes taxes & fees
May 11 - May 12
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! (1,003 reviews)
"Everything it was good according to me"

Reviewed on Apr 13, 2025

Wingate by Wyndham Salisbury
Comfort Suites Chincoteague Island Bayfront Resort
Comfort Suites Chincoteague Island Bayfront Resort
2.5 out of 5
4195 Main St, Chincoteague, VA
The price is $124 per night from Apr 27 to Apr 28
$124
includes taxes & fees
Apr 27 - Apr 28
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 ...
9.4/10 Exceptional! (1,006 reviews)
"Spring Break stay to see the ponies. What a lovely remodeled hotel. We had a king suite with a living area right on the water. The front desk ladies were very helpful with dining suggestions and actually cared that we had a good time. What a nice find. We would stay here again in a minute."

Reviewed on Apr 14, 2025

Comfort Suites Chincoteague Island Bayfront Resort
Waterside Inn
Waterside Inn
2 out of 5
3761 Main St, Chincoteague, VA
The price is $81 per night from Apr 20 to Apr 21
$81
includes taxes & fees
Apr 20 - Apr 21
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 ...
8.8/10 Excellent! (1,006 reviews)
"Super clean - great place to visit Chincoteague. Friendly and attentive owner/staff. Great view of water."

Reviewed on Apr 10, 2025

Waterside Inn
Best Western Salisbury Plaza
Best Western Salisbury Plaza
2.5 out of 5
1735 N Salisbury Blvd, Salisbury, MD
The price is $91 per night from May 14 to May 15
$91
includes taxes & fees
May 14 - May 15
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 (757 reviews)
"Clean room and good service. Parking could be a pain to get into since you couldn't scan your room card to get in without leaving the vehicle"

Reviewed on Mar 10, 2025

Best Western Salisbury Plaza
La Quinta Inn & Suites by Wyndham Salisbury
La Quinta Inn & Suites by Wyndham Salisbury
2.5 out of 5
300 S Salisbury Blvd, Salisbury, MD
The price is $113 per night from Apr 17 to Apr 18
$113
includes taxes & fees
Apr 17 - Apr 18
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 ...
6.4/10 (999 reviews)
"I stayed at this property exactly 2 years ago and there was remodeling going on then and it still has not been completed the entire thing. What they have completed looks very nice however."

Reviewed on Apr 14, 2025

La Quinta Inn & Suites by Wyndham Salisbury
See all 789 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.