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Find cheap flights from Boston to Annapolis from $36

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 6/4. 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
0 bags
Wed 6/5
Wed 6/12

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Good to know

Low season

January

High season

April

Cheapest flight

$36
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 30% increase in price.
Flight from Boston to Baltimore

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.

  • How long does a flight from Boston to Annapolis take?

    Direct flights cover the 396 miles separating Boston and Annapolis in about 1h 28m.

  • How many flights are there between Boston and Annapolis?

    127 direct flights run between Boston and Annapolis on a daily basis. On average, there are about 892 departures each week.

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

    Consider leaving on a Tuesday and avoid Wednesdays if you are looking for the best rates. For your return to Boston, you’ll find the best rates on Tuesdays 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 $36. Spirit Airlines offered a round-trip connection from $40 and JetBlue from $133.

See more FAQs

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 65 days before departure, on average.
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be March, April and May. The cheapest month to fly is January.
See more tips

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.
8.0
DeltaOverall score based on 10818 reviews
7.4Food
7.9Comfort
8.0Entertainment
8.2Boarding
8.6Crew
Airline reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

2.0 MediocreAnonymous, May 2024AVL - LGA
Read more about Delta reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had back trouble prior to my flight and everyone was great about helping me.

My tv was broken on the flight which is disappointing when you pay for a seat and expect a service

Always delays from Boston to Salt lake but this time was very long. Don’t understand while they board the passengers and then make them sit in the plane

Service for food to our seat was a bit slow. Snack choices were just pretzels or baked chips. My seat cushion was not attached. Other than Barbie, video choice were not very good or current.

After we landed, we were held on the plane for 30 minutes. There was no one at the gate once we landed and we forced to sit on a plan that had already over an hour delayed.

almost 4 hour delay as they over booked and had to wait for 8-10 volunteers to agree to travel next day.

Old plane. No outlets for laptop or phone. Seats worn out. Area around seat dirty.

I loved the flight and the crew. It was comfortable and smooth.

The crew was openly hostile and condescending to the customers. They spent the majority of that time in the rear talking and seemed really agitated when people asked questions. I heard five different people told that the information they requested was in the handout or safety brief.

ticketing issues caused many customers to have to go back to check in after waiting in security, then go through security line again.

Surprisingly easy! I was hesitant to try this, but the cost swayed me. I actually felt like I had less stress than all the taxiing and possible delays that occur with short regional flights where you spend less time in the air than getting to and from the plane..

This flight was delayed multiple times and eventually canceled around 2-3ish. Original take off time was around 10:30am. By 3, there were no other options out of Houston, so stuck in Houston for from 3pm - 11am the next day.

Should have video screens Plane audio was poor and without wired connection hard to understand crew. Should serve more than just cups of water and pretzels on six hour flight. Did not see crew rest of flight. Fix charging sockets to retain charging blocks.

I paid $380 for my one-way ticket from California to Minnesota. The fair did not include online check-in. I received instructions from their app to check in at a kiosk. At the kiosk, the boarding pass would not print until an actual person came to verify that I had a personal item and not a carry-on item, On the plane, the person next to me was drunk and allowed to continue to order alcohol. United is garbage I’d rather fly spirit.

The plane was dirty and the in seat air wasn't blowing as planes usually do.

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the locked room where it was being kept.

Do not like the feeling of being in the basic economy. Everyone should feel good no matter what.

All flights were on time and boarding was issue free

Terrible! The plane was old and you are required to connect your own device to their Wi-Fi rather than have entertainment options in the back of the seat in front of you. The Wi-Fi went out during the flight and there was only one plug for the devices every two seats. Three out of five surrounding my family did not work. The seats and spaces under them were so small I could not fit my backpack, which I’ve always brought on flights and fit before no problem. The crew were unpleasant and patronizing.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Delayed almost 4 hours for a 45 minute flight with no explanation.

Again, multiple delays and I eventually just canceled and drove!

Great crew. We were delayed so that late passengers could get on the flight. Love the bedding in business class. Good food. Great experience.

The CX617 from HK to BKK was delayed more than 1.5 hours.

Horrible - they lied to me about baggage & boarding, even though I specifically spoke to their agents the day before my flight about my issue. When I showed up they did not let me board and stranded me at my airport until I bought a new flight with money I did not have to spend.

All four American Airlines flights I took in last seven days were delayed. Caused me loads of problems, missed meetings, loss of time and money.

American cancelled our flight home. Zero option for hotel, alternative transportation and took 3 hours to find our bags so we could take a 3 hour UBER ride home on our dime. Never flying AA again.

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

Flight was cancelled had to move to another gate late again no internet paid for the month and never can use it waste of money

Not being able to purchase my check in baggage online was a negative.

They seemingly have no respect for their customers, on any level. Avoid flying spirit, they will bump you to another flight without thinking twice so they can sell your seat, no joke.

One hour late taking off. Concerning, very hard landing. Uncomfortable seats with no recline. Extremely slow baggage claim. Very professional, knowledgeable flight attendants. Brand new, very clean plane.

We reached alomat 45 mins before but we were not allowed to checkin. I tried check in online 4 or 5 times but was always getting an error. The agents at Boston logan airport were very very rude and unwilling to help inspite of the fact that we were travelling with a small kid. Finally I was unable to checkin my bag and we ended up booking other airlines for Miami. Finally understood that we were unable to check in online coz we had a kid with us and we that when there is a kid, we have to check in at airport.

4 hour delay and hardly attempt to make it up. I might be stranded in Vegas tonight.

I liked that bag check was rather quick and efficient. The airplane chairs on the first leg of the trip were hard and uncomfortable. Also, the cabin temperature was too cold. The lady giving seat assignments took entirely too long. She said she would call me back to the desk in 5 minutes, and she never called me back.

I would not recommend choosing Spirit Airlines, despite their seemingly low fares. Upon booking one’s flight, one must also pay for seating, carry-on bags, checked bags, snacks, Wi-Fi, and beverages, including water. One will also receive multiple solicitations to “bid“ for roomier seating among other obnoxious offers. Our flight was delayed due to weather and traffic, which is not the fault of the airline, but the staff and system were unable to communicate in an accurately and timely way. The gate information was not updated in real time. The gate crew and flight crew instructed us to reach out to customer service for assistance, which we did prior to departure, but Wi-Fi was not available on this flight, so once in the air, we were not able to prepare for any connection issues when we landed. I able to text with customer service prior to departure, but that representative did not have information about connecting flights and gates at other airports. The flight crew was unable to share gate information as we arrived at the connecting location. They did attempt to hold one connection for people traveling to Chicago. (there were 21 on board), but when those people deplaned, the flight they were told had been held for them had not actually been held. We were all herded to a customer service desk with only two individuals to manage it. Most of the crew throughout the day did not seem to have training in how to work with tired and stressed travelers, and they did not use any de-escalation techniques. As a result, there were four screaming matches at the customer service desk we were sitting near during the five hours we waited to make a standby connection. At one point a gate agent and passenger were screaming at one another across the entire gate area. The second flight was also delayed (once again a result of a challenging weather day), but when the crew arrived to inspect the aircraft, there was a fight among crew members that was audible from the gate. At one point a manager ran in and closed the door so we could not hear our “professional“ crew screaming obscenities at one another. We were ultimately herded aboard and reached our destination at 3 AM. While the weather and airport traffic was out of everybody’s hands, the lack of communication and professionalism and the unsafe conditions (passenger and crew tempers were raging) make me believe that Spirit Airlines is not a safe or reasonable choice. Once all the additional fees are added, it is as economical and much more pleasant to fly another airline.

The Spirit travel experience was exceptional during the peak holiday season. The flight was on time and the service was exceptional.

Turbulence Lady at ticket counter who “took care of me was completely horrible and super disrespectful And staff on plane looked like they hate their job

Crew was nasty and left the seat empty for wich I had paid rather made me sit in third class. I will never travel again in Spirit.

Very poor experience with Spirit. Will never fly them again!

Book cheap flights from Boston to Annapolis

Recent round-trip flight deals

5/28Tue
nonstopSpirit Airlines
1h 34mBOS-BWI
5/28Tue
nonstopSpirit Airlines
1h 29mBWI-BOS
$40
5/21Tue
nonstopSpirit Airlines
1h 34mBOS-BWI
5/28Tue
nonstopSpirit Airlines
1h 26mBWI-BOS
$42
8/22Thu
nonstopJetBlue
1h 45mBOS-DCA
8/22Thu
nonstopJetBlue
1h 36mDCA-BOS
$133
5/30Thu
nonstopJetBlue
1h 41mBOS-DCA
6/3Mon
nonstopJetBlue
1h 35mDCA-BOS
$139
5/29Wed
nonstopUnited Airlines
1h 41mBOS-IAD
6/5Wed
nonstopUnited Airlines
1h 36mIAD-BOS
$139
5/28Tue
nonstopUnited Airlines
1h 41mBOS-IAD
5/28Tue
1 stopUnited Airlines
5h 24mIAD-BOS
$148
5/26Sun
nonstopDelta
1h 49mBOS-DCA
5/29Wed
nonstopDelta
1h 52mDCA-BOS
$152
5/23Thu
nonstopDelta
1h 48mBOS-DCA
5/26Sun
nonstopDelta
1h 40mDCA-BOS
$159
8/30Fri
nonstopAmerican Airlines
1h 53mBOS-DCA
9/2Mon
nonstopAmerican Airlines
1h 33mDCA-BOS
$168
6/19Wed
nonstopAmerican Airlines
1h 53mBOS-DCA
6/23Sun
nonstopAmerican Airlines
1h 43mDCA-BOS
$181

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Recent one-way flight deals

6/4Tue
1 stopSpirit Airlines
8h 39mBOS-BWI
$36
6/12Wed
nonstopSpirit Airlines
1h 28mBOS-BWI
$37
6/5Wed
nonstopDelta
1h 45mBOS-DCA
$70
6/16Sun
nonstopUnited Airlines
1h 41mBOS-IAD
$70
7/13Sat
nonstopAmerican Airlines
1h 50mBOS-DCA
$71
6/4Tue
1 stopUnited Airlines
4h 58mBOS-IAD
$79
5/28Tue
nonstopDelta
1h 45mBOS-DCA
$83
5/22Wed
nonstopJetBlue
1h 49mBOS-DCA
$90
8/4Sun
nonstopAmerican Airlines
1h 58mBOS-DCA
$99
5/19Sun
nonstopJetBlue
1h 51mBOS-DCA
$104

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Last minute flights from Boston to Annapolis

Last minute flight, train and bus deals

5/11Sat
nonstopSpirit Airlines
1h 34mBOS-BWI
5/13Mon
nonstopSpirit Airlines
1h 29mBWI-BOS
$85
5/11Sat
nonstopSpirit Airlines
1h 34mBOS-BWI
5/15Wed
multi-stopSpirit Airlines
13h 16mBWI-BOS
$102
5/11Sat
nonstopUnited Airlines
1h 42mBOS-IAD
5/13Mon
nonstopUnited Airlines
1h 37mIAD-BOS
$192
5/11Sat
multi-stopUnited Airlines
5h 27mBOS-IAD
5/13Mon
nonstopUnited Airlines
1h 37mIAD-BOS
$201
5/11Sat
nonstopAmerican Airlines
1h 39mBOS-DCA
5/13Mon
nonstopAmerican Airlines
1h 33mDCA-BOS
$203
5/9Thu
nonstopJetBlue
1h 43mBOS-DCA
5/29Wed
nonstopJetBlue
1h 33mDCA-BOS
$219
5/9Thu
nonstopJetBlue
1h 41mBOS-DCA
5/13Mon
nonstopJetBlue
1h 33mDCA-BOS
$239
5/10Fri
multi-stopDelta
6h 48mBOS-DCA
5/14Tue
nonstopDelta
1h 48mDCA-BOS
$248
5/8Wed
multi-stopDelta
6h 48mBOS-DCA
5/15Wed
nonstopDelta
1h 40mDCA-BOS
$249
5/11Sat
nonstopAmerican Airlines
1h 48mBOS-DCA
5/12Sun
nonstopAmerican Airlines
1h 35mDCA-BOS
$303

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Flights to Annapolis