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Annapolis

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Annapolis Flights as Low as $101

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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 May, 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 15 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 $101, 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 $101 right now, why wait?

Annapolis Flight Information
Destination airport
Lambert-St. Louis Intl.
Destination airport IATA code
STL
Roundtrip price
$100

Last Minute Hotel Deals in Annapolis

Shepherd Mountain Inn
Shepherd Mountain Inn
2.5 out of 5
1321 N Hwy 21, Ironton, MO
The price is $118 per night from Mar 26 to Mar 27
$118
includes taxes & fees
Mar 26 - Mar 27
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! (265 reviews)
"Quiet, suitably located for access to many sights and outdoor activities."

Reviewed on Mar 11, 2025

Shepherd Mountain Inn
Madison Inn Lodge
Madison Inn Lodge
2.5 out of 5
730 Plaza Drive, Fredericktown, MO
The price is $90 per night from Mar 26 to Mar 27
$90
includes taxes & fees
Mar 26 - Mar 27
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! (269 reviews)
Time at Madison County Inn
"The room was nice. Everything was very clean. The bed was really comfy. The staff was helpful and polite.."

Reviewed on Feb 3, 2025

Madison Inn Lodge
Fort Davidson Hotel
Fort Davidson Hotel
2.5 out of 5
310 South McCune St, Pilot Knob, Ironton, MO
The price is $139 per night from Mar 28 to Mar 29
$139
includes taxes & fees
Mar 28 - Mar 29
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! (158 reviews)
"Took a trip for a getaway to see some family. No complaints."

Reviewed on Feb 16, 2025

Fort Davidson Hotel
Johnson's Shut-ins State Park
Johnson's Shut-ins State Park
3 out of 5
148 Taum Sauk Trail, Middle Brook, MO
The price is $296 per night from Mar 31 to Apr 1
$296
includes taxes & fees
Mar 31 - Apr 1
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 ...
Johnson's Shut-ins State Park
Black River Motel and Restaurant
Black River Motel and Restaurant
2 out of 5
32970 Missouri Higway 21, Lesterville, MO
The price is $136 per night from Mar 26 to Mar 27
$136
includes taxes & fees
Mar 26 - Mar 27
Stay at this motel in Lesterville. Enjoy free parking, hydromassage showerheads, and air conditioning. Popular attraction Taum Sauk Nature Museum is located ...
7.8/10 Good! (18 reviews)
"It was perfect, I will stay there again"

Reviewed on Nov 17, 2024

Black River Motel and Restaurant
Arcadia Academy
Arcadia Academy
3 out of 5
211 S College St, Arcadia, MO
The price is $116 per night from Mar 26 to Mar 27
$116
includes taxes & fees
Mar 26 - Mar 27
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 ...
10/10 Exceptional! (1 review)
"The family that runs this hotel is very friendly and accommodating. The father took us on a tour of the church cathedral and told us the history of the place and the town . ( very interesting and beautiful)"

Reviewed on Mar 20, 2025

Arcadia Academy
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.
9.6/10 Exceptional! (25 reviews)
"nostalgic place very cool"

Reviewed on Jun 29, 2024

Wilderness Lodge
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.