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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 STL 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 Cape Girardeau Municipal 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
Annapolis
Destination airport IATA code
STL

Last Minute Hotel Deals in Annapolis

Shepherd Mountain Inn

Shepherd Mountain Inn

2.5 out of 5
1321 N Hwy 21, Ironton, MO
Book a stay at this business-friendly hotel in Ironton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (299 reviews)
"Thank you!"

Reviewed on Sep 21, 2025

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Shepherd Mountain Inn
Madison Inn Lodge

Madison Inn Lodge

2.5 out of 5
730 Plaza Drive, Fredericktown, MO
Book a stay at this business-friendly motel in Fredericktown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in ...
7.4/10 Good! (291 reviews)
"Clean room. Friendly staff"

Reviewed on Sep 7, 2025

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Madison Inn Lodge
Black River Motel and Restaurant

Black River Motel and Restaurant

2 out of 5
32970 Missouri Higway 21, Lesterville, MO
Stay at this motel in Lesterville. Enjoy free parking, hydromassage showerheads, and air conditioning. Popular attraction Taum Sauk Nature Museum is located ...
8.2/10 Very Good! (34 reviews)
"This has been a great place to stay when we are traveling through Reynolds County MO."

Reviewed on Aug 26, 2025

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Black River Motel and Restaurant
Fort Davidson Hotel

Fort Davidson Hotel

2.5 out of 5
310 South McCune St, Pilot Knob, Ironton, MO
Stay at this hotel in Ironton. Enjoy free WiFi, free parking, and free train station pick-up. Popular attractions Fort Davidson State Historic Site and Battle ...
9/10 Wonderful! (168 reviews)
Thought it would be newer
"I was a little disappointed when I pulled up to the hotel. I paid $163 for 1 week night(Wed). I expected it to be nicer & newer. The room was clean, the check in process was simple & the lady that checked me in was super friendly & was full of info. Overall it was a great stay."

Reviewed on Aug 13, 2025

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Fort Davidson Hotel
Sam A Baker State Park

Sam A Baker State Park

2 out of 5
5732 State Hwy Missouri 143, Patterson, MO
Stay at this cabin in Patterson. Enjoy free parking, a picnic area, and furnished patios. Popular attraction Sam A. Baker State Park is located nearby.
9/10 Wonderful! (4 reviews)
"Pet friendly, great staff."

Reviewed on Sep 22, 2025

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Sam A Baker State Park
Wilderness Lodge

Wilderness Lodge

3 out of 5
2331 Co Rd 342, Lesterville, MO
Stay at this 3-star family-friendly lodge in Lesterville. Enjoy free breakfast, free parking, and an outdoor pool.
9.2/10 Wonderful! (34 reviews)
"The food was great last year, this year had different staff which will hopefully not be there next time. Loved the facility atmosphere, activities available, and look of the property. Did not like Jason, he needs go."

Reviewed on Aug 3, 2025

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Wilderness Lodge
Johnson's Shut-ins State Park

Johnson's Shut-ins State Park

3 out of 5
148 Taum Sauk Trail, Middle Brook, MO
Stay at this 3-star cabin in Middle Brook. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Johnson's Shut-ins State Park and Taum ...
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Johnson's Shut-ins State Park
Arcadia Academy

Arcadia Academy

3 out of 5
211 S College St, Arcadia, MO
Stay at this 3-star B&B in Arcadia. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Arcadia Valley Golf Club and Shepherd Mountain Bike ...
9.8/10 Exceptional! (8 reviews)
Yes!
"Incredible! Staff was friendly, owner cares about patrons, history preserved, fasinating atsmosphere. Will always be a stay for us when in town for the state parks."

Reviewed on Sep 5, 2025

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Arcadia Academy
See all 122 properties in 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.