$42 Find Cheap Flights to Annapolis

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Annapolis departing on 12/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights to Annapolis

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Annapolis that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Annapolis

Mon, Nov 17 - Wed, Nov 19
Frontier Logo
3:12 pm - 4:58 pmATL-IAD
1h 46mnonstop
Frontier Logo
8:40 am - 10:47 amIAD-ATL
2h 07mnonstop
$73Frontier
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Sat, Dec 13 - Mon, Jan 5
Frontier Logo
10:48 am - 8:24 pmATL-IAD
9h 36m1 stop
Frontier Logo
6:05 am - 8:21 amIAD-ATL
2h 16mnonstop
$75Frontier
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Wed, Dec 17 - Fri, Jan 30
Delta Logo
9:59 pm - 11:58 pmBOS-DCA
1h 59mnonstop
Delta Logo
6:55 pm - 8:37 pmDCA-BOS
1h 42mnonstop
$142Delta
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Fri, Dec 5 - Sun, Dec 7
Delta Logo
9:59 pm - 11:58 pmBOS-DCA
1h 59mnonstop
Delta Logo
8:30 am - 10:18 amDCA-BOS
1h 48mnonstop
$147Delta
Find Deal
Sun, Dec 14 - Sun, Dec 21
American Airlines Logo
7:00 am - 9:07 amBOS-DCA
2h 07mnonstop
American Airlines Logo
9:24 pm - 10:54 pmDCA-BOS
1h 30mnonstop
$150American Airlines
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Fri, Dec 19 - Mon, Dec 22
American Airlines Logo
6:00 am - 7:50 amBOS-DCA
1h 50mnonstop
American Airlines Logo
9:24 pm - 10:54 pmDCA-BOS
1h 30mnonstop
$163American Airlines
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Thu, Dec 4 - Fri, Dec 5
United Airlines Logo
9:10 am - 2:25 pmBOS-DCA
5h 15m1 stop
United Airlines Logo
6:00 am - 10:58 amDCA-BOS
4h 58m1 stop
$171United Airlines
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Mon, Nov 24 - Fri, Nov 28
United Airlines Logo
6:02 am - 10:29 amBOS-DCA
4h 27m1 stop
United Airlines Logo
7:00 am - 10:43 amDCA-BOS
3h 43m1 stop
$174United Airlines
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Wed, Dec 10 - Fri, Dec 12
Southwest Logo
5:00 am - 3:10 pmLAX-BWI
7h 10m1 stop
Southwest Logo
6:15 am - 9:10 amBWI-LAX
5h 55mnonstop
$189Southwest
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Thu, Dec 11 - Sun, Dec 14
Southwest Logo
12:20 pm - 2:00 pmBOS-BWI
1h 40mnonstop
Southwest Logo
9:25 pm - 10:55 pmBWI-BOS
1h 30mnonstop
$203Southwest
Find Deal

Everything you should know

Top routes
ATL-DCA
Cheapest
BOS-DCA
Most popular
Insights
Insights
Insights
Insights
Cheapest round-trip
$73
Overall average: $198
Frontier
Mon 11/17Wed 11/19
ATL - IAD • Non-stop
Cheapest one-way
$42
Typical prices: $68-$179
Frontier
Sat 12/20
ATL - IAD • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Annapolis!
Useful Info

Good to know - Book Cheap Annapolis Plane Tickets

Low seasonAugust
Cheapest flight$42
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Atlanta to Washington Dulles Airport

Flights to Annapolis: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew to Annapolis 
SuzetteFlew with Alaska AirlinesSEA-IADMay 2025
Take a shower before arriving at airport and don't wear perfume at all! Pack bags tight, so boarding is smooth and quick.
DanielFlew with Alaska AirlinesSEA-IADMay 2025
Seatac has gnarly traffic right now, took 35min to get from highway exit to the terminal
Verified travelerFlew with United AirlinesBDL-IADDec 2024
small overheads on small planes, sometimes delayed, don't make tight connection at Dulles
JasonFlew with United AirlinesDEN-IADNov 2024
DIA is a large airport. Get there early.
Verified travelerFlew with United AirlinesRIC-IADJul 2024
Know where your connecting gate. You can use the airline app to bring up a map and it can give you directions and time from landing gate to departure gate.
karenFlew with Alaska AirlinesLAX-IADJun 2024
Personal tips are bring your own food if you're hungry; keep foot space as open as possible for leg room; pack your patience
Verified travelerFlew with Alaska AirlinesLAX-IADJun 2024
Get to the airport on time because traffic in LA is unexpected
MichaelFlew with American AirlinesPVD-DCAJun 2024
Leave a day earlier than intended in the summer.
UzomaFlew with American AirlinesORD-DCAJan 2024
ORD and DCA are nice airports with plenty of space. ORD is always busy so allow ample time to drive there, drop your bag, and go through security if you don't have TSA pre check.
BindulFlew with United AirlinesDEN-IADFeb 2024
There are multiple flights between DEN and IAD everyday, including some wide bodies. Try and get on one of the wide bodies whenever possible.
PatriciaFlew with United AirlinesPBI-IADJan 2024
Take DCA instead of IAD to avoid those stupid overpacked people movers

FAQs - booking Annapolis flights

  • How long is the flight to Annapolis?

    Flights from Denver3h 46m
    Flights from Chicago2h 12m
    Flights from Boston1h 42m
    Flights from Orlando2h 22m
    Flights from Providence1h 36m
  • What is the cheapest flight to Reagan Washington National Airport?

    In the last 3 days, the cheapest flight deal to Reagan Washington National Airport was found on the route from Atlanta, at $73 return. The most popular connection is from Boston to Reagan Washington National Airport and KAYAK users have found round-trip deals for as low as $140 in the last 3 days.

  • Which airlines fly to Reagan Washington National Airport?

    Many airlines fly to Reagan Washington National Airport, the most common ones being American Airlines, Southwest, and Delta. See the amount of flights per week for popular airlines flying to Reagan Washington National Airport.

  • How to fly to Annapolis?

    You cannot fly directly to Annapolis. KAYAK recommends you fly to Washington, D.C. All airports (WAS) (29.8 miles from Annapolis). From there you can rent a car or get a taxi.

  • What airports are near Annapolis?

    The closest airport is Baltimore/Washington (BWI) (16.54 mi). Other nearby airports are Washington, D.C. All airports (WAS) (29.8 mi), Washington, D.C. Reagan-National (DCA) (30.55 mi) or Washington, D.C. Dulles Intl (IAD) (51.41 mi). KAYAK recommends you fly to Washington, D.C. All airports.

  • How far is Washington, D.C. Reagan-National Airport from central Washington, D.C.?

    The distance between Washington, D.C. Reagan-National Airport and downtown Washington, D.C. is 4 miles.

  • How does KAYAK find such low prices on flights to Annapolis?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Annapolis.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Annapolis?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Annapolis is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Annapolis?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Annapolis with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Annapolis?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Annapolis up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Annapolis

  • There is no major airport in Annapolis. It is instead served by Washington, D.C. All airports Airport.
  • Looking for cheap airfare to Annapolis? 25% of our users found round-trip tickets to Annapolis for the following prices or less: From Boston $254, from Miami $267, from Los Angeles $927
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Annapolis flight deals.

Reviews of the top 5 airlines flying to Annapolis

 
Need help choosing which airline to fly with from the United States to Annapolis? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4240 reviews
7.0Food
7.5Entertainment
8.1Boarding
8.6Crew
8.0Comfort
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

7 hours delayed due to operational issues on United’s end. Basically laziness.

Short flight but an "eager to help" crew made the journey more enjoyable!

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

The person I bought the ticket for didn’t make the flight.

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

The flight attendants were great, I joked with one I can’t remember her name, a blond, really sweet. I thought it was run well very professional. This was great i survived Spirit, I know for which I speak.

During booking, I kept trying submitting my payment from the Mexican website and it didn't work. After I had the idea to change it to the Canadian website, it worked but I had to be charged the equivalent of 50 CAD more. I received the clear instruction that I would only be able to check-in at the airport and that it was impossible to select a seat 24 hours before departure, that I had to pay 144 CAD to do so, although not only was I able to check-in 24 hours before departure, but I could have selected my seats for free then. All in all, I almost threw $200 out the window due to misleading information. Besides, the app kept crashing, the information to get to the gate on the app was inaccurate, my gate was switched and I was only informed once in the air (luckily I had noticed the departure pannel), I was not addressed in my language beforehand and even if I tried I was immediately answered in English (which meant the crew understood but didn't want to answer accordingly), there was only one snack & beverage service on my medium haul flight and no beverage service on my short haul flight. To be fair, the planes were comfortable, the crew apart from the language issue was helpful, dynamic and engaging, the plane was clean and the directions were clear and direct. United has a lot of potential to be one of my favourite airlines, but the devil is in the details and a lot of them missed the target.

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!

Did not get any refreshments. Crew was very nice but limited. Small seats

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

Boarding was on time and plane departed as scheduled. There are obviously no amenities (food, drink, entertainment) on Frontier, but there also didn't seem to be any issues with luggage space either.

Inbound plane was on time and flight departed on time with no issues while boarding.

I knew going into this that Frontier, being a low cost carrier, would be pretty bare bones and charge for most extras but this was made up for by the fact that the airplane was a reasonably new Airbus, every employee was great and best of all, Everett Washington is an amazing airport - thanks Frontier for flying there!!!

i was unable to check in the flight. refund requested

It was well done. It was my first time flying with them and I was nervous b/c I have heard of many cancelled and/or delray flights. Everything went smoothly.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

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