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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
$260

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! (1,875 reviews)
The location is excellent.

Reviewed on Nov 2, 2025

Historic Inns of 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! (1,010 reviews)
Staff was very friendly answering all questions, room was clean and very comfortable bed

Reviewed on Nov 3, 2025

Country Inn & Suites by Radisson, Annapolis, MD
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! (1,018 reviews)
Room was comfortable and the staff were courtesy!

Reviewed on Nov 1, 2025

DoubleTree by Hilton Hotel Annapolis
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! (1,020 reviews)
Lovely hotel. Well run.

Reviewed on Nov 4, 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! (1,021 reviews)
Checking in I had some problems with the parking app, and the young man at the desk was patient and extremely helpful to me. Unfortunately, I didn't get his name, but he deserves to know how much I appreciated his help. This happened Tuesday morning (11/4) at around 11:30).

Reviewed on Nov 5, 2025

Hilton Garden Inn Annapolis Downtown
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! (1,024 reviews)
Front desk staff friendly. But there attire is not very appropriate

Reviewed on Oct 26, 2025

Graduate by Hilton Annapolis
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! (873 reviews)
Friendly and welcoming valet and front desk. Beautiful and clean rooms. Disappointed no restaurant but understand.

Reviewed on Oct 30, 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)
Great environment

Reviewed on Nov 3, 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.