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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
$556

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! (1,905 reviews)
Excellent

Reviewed on Dec 7, 2025

Historic Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.6/10 Excellent! (1,014 reviews)
Clean upscale rooom..bed was amazing

Reviewed on Dec 9, 2025

DoubleTree by Hilton Hotel Annapolis
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff ...
8.8/10 Excellent! (881 reviews)
Fantastic hotel and they upgraded us to a room with a stunning view!

Reviewed on Dec 8, 2025

Annapolis Waterfront Hotel, Autograph Collection
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,000 reviews)
This is a very nice hotel clean and seems to be new

Reviewed on Dec 10, 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
Book a stay at this 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! (1,007 reviews)
Stayed here a couple years ago and it was nice. The room had this stay was tired and needed work. The place wasn’t as nice as before.

Reviewed on Dec 10, 2025

Hilton Garden Inn Annapolis Downtown
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
Book a stay at this 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! (1,002 reviews)
Clean room. Parking expensive.

Reviewed on Dec 5, 2025

Graduate by Hilton Annapolis
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir Annapolis MD
Book a stay at this 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)
I did not eat breakfast. Workspace was sufficient

Reviewed on Dec 8, 2025

The Westin Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road Annapolis MD
Book a stay at this 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! (1,007 reviews)
Clean hotel, solid breakfast, and great staff. Beds are comfortable and rooms are up to date and quiet.

Reviewed on Dec 8, 2025

Country Inn & Suites by Radisson, Annapolis, MD
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.