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Cheap Flights to Annapolis

Fall in love at first flight with your vacation to Annapolis 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 Annapolis on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Annapolis

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Annapolis 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 WAS airport.

What is the cheapest month to fly to Annapolis?

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 Annapolis are in , but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Annapolis?

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

What airport is best to fly into Annapolis?

When you’re planning your trip to Annapolis, convenience is the name of the game. Luckily, Annapolis Tipton Airport is nearby so you can deplane and get going on checking off everything on your Annapolis must-do list.

How much are flights to Annapolis?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Annapolis on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as , 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 Annapolis?

The trick to saving a stack of cash on your flight to Annapolis? 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  right now, why wait?

Annapolis Flight Information
Destination airport
Ronald Reagan Washington National
Destination airport IATA code
DCA
Roundtrip price
$281

Last Minute Hotel Deals in Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,866 reviews)
All was very good except: no soap at sink in bathroom and none could be “found.” There was a coffee pot that had to be replaced with one that could work with the type coffee pods provided. Promptly replaced, but how could housekeeping have an outdated coffee maker for older-type coffee filter ...

Reviewed on Oct 28, 2025

Historic Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court, Annapolis, MD
Stay at this 4-star business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.6/10 Excellent! (1,007 reviews)
The staff were exceedingly helpful and friendly. Parking was close and easy.

Reviewed on Oct 24, 2025

DoubleTree by Hilton Hotel Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St, Annapolis, MD
Stay at this 4-star business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
9.2/10 Wonderful! (1,021 reviews)
Front desk staff friendly. But there attire is not very appropriate

Reviewed on Oct 26, 2025

Graduate by Hilton Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road, Annapolis, MD
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,012 reviews)
Country Inn and Suites, Annapolis MD
The breakfast could be better. The eggs did not taste like real eggs. Maybe the food was just not cooked right. I was pleased with it. I had to clean the hot tub before we used it.

Reviewed on Oct 27, 2025

Country Inn & Suites by Radisson, Annapolis, MD
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Stay at this 3.5-star business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,014 reviews)
I am a healthcare traveler and I work night shift. Unlike most people who go to a hotel, i need a bed for day time sleep and an esrly check in. The front desk agents accommodated my early check in and gave me a clean room at 9am. I went to sleep right away. No noise, no dirty bathroom. Plus the buffet ...

Reviewed on Oct 27, 2025

Crowne Plaza Annapolis by IHG
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street, Annapolis, MD
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.4/10 Very Good! (1,018 reviews)
Clean room, no real views though. The check in staff was ok, just not very friendly feeling.

Reviewed on Oct 30, 2025

Hilton Garden Inn Annapolis Downtown
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St, Annapolis, MD
Stay at this 4-star eco-certified hotel in Annapolis. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (872 reviews)
Clean room. Friendly staff awesome location.

Reviewed on Oct 11, 2025

Annapolis Waterfront Hotel, Autograph Collection
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir, Annapolis, MD
Stay at this 4-star spa hotel in Annapolis. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (999 reviews)
All was good

Reviewed on Oct 22, 2025

The Westin Annapolis
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.