$74 Find Cheap Flights from Boston 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 from Boston to Annapolis departing on 1/14. 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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Everything you should know

Cheapest round-trip
$143
Overall average: $212
Multiple Airlines
Sun 1/11Wed 1/14
BOS - IAD • 1 stop
Cheapest non-stop
$145
Typical prices: $147-$265
JetBlue
Sat 1/10Sat 1/24
BOS - DCA • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Boston to Annapolis (BOS-WAS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston 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 from Boston to Annapolis

Sun, Jan 11 - Wed, Jan 14
Multiple Airlines Logo
7:00 am - 7:40 am
BOS
-
IAD
24h 40m1 stop
Multiple Airlines Logo
6:00 am - 1:13 am
IAD
-
BOS
19h 13m1 stop
$143Multiple Airlines
Mon, Jan 12 - Mon, Jan 19
Frontier Logo
6:00 am - 11:43 am
BOS
-
IAD
29h 43m1 stop
Frontier Logo
10:08 pm - 1:03 am
IAD
-
BOS
26h 55m1 stop
$144Frontier
Sat, Jan 10 - Sat, Jan 24
JetBlue Logo
7:55 pm - 9:45 pm
BOS
-
DCA
1h 50mnonstop
JetBlue Logo
8:50 pm - 10:25 pm
DCA
-
BOS
1h 35mnonstop
$145JetBlue
Tue, Jan 13 - Tue, Jan 20
JetBlue Logo
3:45 pm - 5:34 pm
BOS
-
DCA
1h 49mnonstop
JetBlue Logo
1:00 pm - 2:30 pm
DCA
-
BOS
1h 30mnonstop
$147JetBlue
Wed, Jan 14 - Tue, Jan 20
United Airlines Logo
2:20 pm - 4:06 pm
BOS
-
IAD
1h 46mnonstop
United Airlines Logo
12:40 pm - 2:17 pm
IAD
-
BOS
1h 37mnonstop
$147United Airlines
Wed, Jan 14 - Wed, Jan 21
United Airlines Logo
12:08 pm - 4:25 pm
BOS
-
IAD
4h 17m1 stop
United Airlines Logo
5:20 pm - 6:57 pm
IAD
-
BOS
1h 37mnonstop
$157United Airlines
Sat, Jan 17 - Sun, Jan 18
Delta Logo
2:15 pm - 4:12 pm
BOS
-
DCA
1h 57mnonstop
Delta Logo
7:00 am - 8:39 am
DCA
-
BOS
1h 39mnonstop
$158Delta
Fri, Jan 16 - Mon, Jan 19
Spirit Airlines Logo
3:43 pm - 11:47 pm
BOS
-
BWI
8h 04m1 stop
Spirit Airlines Logo
1:00 pm - 5:44 pm
BWI
-
BOS
28h 44m3 stops
$205Spirit Airlines
Sat, Jan 10 - Sun, Jan 11
Spirit Airlines Logo
3:43 pm - 11:47 pm
BOS
-
BWI
8h 04m1 stop
Spirit Airlines Logo
8:08 pm - 11:57 pm
BWI
-
BOS
27h 49m2 stops
$206Spirit Airlines
Sat, Jan 31 - Sun, Feb 1
Delta Logo
8:25 am - 10:14 am
BOS
-
BWI
1h 49mnonstop
Delta Logo
3:39 pm - 5:15 pm
BWI
-
BOS
1h 36mnonstop
$214Delta
Useful Info

Good to know

Low seasonAugust
Cheapest flight$74
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 8% increase in price.
Flight from Boston to Washington Dulles Airport

When to book flights from Boston to Annapolis

Are your dates flexible? Find out the best times to travel from Boston to Annapolis based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Boston to Annapolis

  • Which airports will I be using when flying from Boston to Annapolis?

    When flying out of Boston you’ll be using Boston Logan Intl. Annapolis does not have its own airport so you’ll be flying into nearby Washington, D.C. All airports airport, which is 29.8 mi away.

  • What’s the cheapest day of the week to fly between Boston and Annapolis?

    Consider leaving on a Wednesday and avoid Saturdays if you are looking for the best rates. For your return to Boston, you’ll find the best rates on Fridays and the most expensive ones on Saturdays.

  • How does KAYAK find such low prices on flights from Boston 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 from Boston to Annapolis.

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

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

  • What is the Hacker Fare option on flights from Boston 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 to Boston with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston 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 from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Boston to Annapolis?

    In the last 72 hours, the cheapest one-way ticket between Boston and Annapolis found on KAYAK was with Spirit Airlines for $29. Spirit Airlines offered a round-trip connection from $42 and JetBlue from $68.

Top tips for finding cheap flights from Boston to Annapolis

  • There is no airport in Annapolis. Instead, you’ll be flying into Washington, D.C. All airports when flying between Boston and Annapolis.
  • The cheapest flight from Boston to Annapolis was found 74 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be October, November and December. The cheapest month to fly is January.

Reviews of the top 5 airlines serving Boston to Annapolis

 
Need help choosing which airline to fly with from Boston 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.
7.9
DeltaOverall score based on 8008 reviews
7.9Comfort
8.1Boarding
7.3Food
8.5Crew
7.9Entertainment
Airline reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

10.0 ExcellentMargaret, Dec 2025
BOS - PIT
Read more Delta reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

United have really come back. Airport and boarding process is clear and good, app and information also very good

Flight was delayed 8 times. We were sitting at the airport for 14 hours. We got 2 hours of sleep (if that) on what was not meant to be a red-eye.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very bad! They kept delaying my flight and wouldn’t do anything about it

They brought an empty plane to the gate. Then a flight delay was announced for maintenance and waiting on a part. I was then put on a flight to San Francisco instead with a connecting flight to my final destination. Arrived at my final destination 2 hours late.

The only downside was my cell phone charger wouldn’t work in the charging port but everyone else’s would work in them all. My cell phone cable works fine in my hotel room in Frankfurt.

Flight team stood out for perzonal attention, kindness at bright cheery attitudes at 8am. Very helpful.

Ot was overall fine. Left on time and had basic snacks. Weather was finicky but that’s not the airlines fault.

Did not understand a single word the attendant said on the pa system. I was glad it was not an emergency.

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

A little late at the start but all worked out well.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

Horrible. Arrived at my gate at 6:37 for a 6:50 flight and was denied by staff to board. Literally watched my flight leave from the window and it didn’t take off until after 7am. Tried to talk to staff and they were rude beyond compare. Will never fly with this airline again.

Our flight got rescheduled 48 hours later, the airline didn’t pay a penny for our expenses.

We had to sit and wait for almost an hour after landing and taxiing to the gate. The jet bridge was broken so we just waited and waited and waited and it was inconvenient, hot, and unnecessary.

Flight was in time, very smooth ride and surprisingly lots of legroom in the cabin so I certainly will fly with spirit again

I didn't eat, so I can't rate the food. Delayed set off was beyond

Horrible, delay after delay due to our plane needing fuel.

the plane was not full so the flight attendant had me move to an empty row which made for a good flight. The software for logging on and booking and confirming the flight is much too cumbersome.

It was a no show, so we got put in hotels for a nite. The A320 plane was very modern and flite and crew (if a pilot shows up were fine). Price was very good.

Had a issue with catching flight due to airline, was unable to board flight

Better than my las vagas experience, but still dissapointed with the airline support service.

Everything you need to know for your flight from Boston to Annapolis

Complete your trip to Annapolis with a hotel stay or car rental