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$36+ Cheap flights from Boston (BOS) to Annapolis, MD

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — BWI
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Annapolis are usually found in January or August, booked 89 days in advance, depart on a Thursday or Friday and return on a Thursday

Cheap flight deals from Boston to Annapolis

Keep the following information in mind while searching for Boston to Annapolis flight deals. Data was last updated March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$63
(eDestinos)

One-way from

$39
(eDestinos)

Popular in

April

Cheapest in

January

Average price

$210
Provider with most accurate pricing for Boston Logan Intl-Washington, D.C. (WAS) flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Washington, D.C. (WAS) flights.
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From Boston Logan Intl to Annapolis
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One-way flight from Boston Logan Intl to Annapolis
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Highest demand for flights based on searches. 10% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from Boston to Annapolis

Cheapest flights from Boston to Annapolis
Explore the most affordable flight options available from Boston to Annapolis. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 31, 2025.

This eDestinos deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/298:30 amBOS - BWI
Nonstop1h 37mSpirit Airlines
Tue 5/65:45 amBWI - BOS
Nonstop1h 33mSpirit Airlines
Deal found 3/30$63
This Kiwi.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2612:48 pmBOS - BWI
1 stop9h 07mMultiple Airlines
Tue 4/295:45 amBWI - BOS
Nonstop1h 33mMultiple Airlines
Deal found 3/29$121
This American Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/293:30 pmBOS - DCA
Nonstop1h 55mAmerican Airlines
Tue 5/67:58 pmDCA - BOS
Nonstop1h 55mAmerican Airlines
Deal found 3/30$146
This United Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2812:45 pmBOS - IAD
Nonstop1h 41mUnited Airlines
Mon 5/510:19 pmIAD - BOS
Nonstop1h 40mUnited Airlines
Deal found 3/30$147
This JetBlue deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2910:20 amBOS - DCA
Nonstop1h 39mJetBlue
Tue 5/67:00 amDCA - BOS
Nonstop1h 32mJetBlue
Deal found 3/30$147
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/217:40 amBOS - DCA
Nonstop1h 56mDelta
Tue 6/2410:00 pmDCA - BOS
Nonstop1h 46mDelta
Deal found 3/30$157
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/86:00 amBOS - IAD
1 stop10h 36mFrontier
Sun 5/115:26 pmIAD - BOS
1 stop7h 39mFrontier
Deal found 3/31$158
This CheapOair deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/156:00 amBOS - BWI
1 stop13h 16mFrontier
Sat 5/179:21 pmBWI - BOS
1 stop27h 44mFrontier
Deal found 3/30$172
This United Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/286:00 amBOS - DCA
1 stop6h 36mUnited Airlines
Mon 5/511:15 amDCA - BOS
1 stop4h 39mUnited Airlines
Deal found 3/30$181
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/15:30 amBOS - BWI
Nonstop1h 35mSouthwest
Sun 5/46:30 amBWI - BOS
Nonstop1h 35mSouthwest
Deal found 3/30$183
This Mytrip deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2211:31 amBOS - IAD
1 stop8h 01mMultiple Airlines
Sat 5/249:50 pmIAD - BOS
1 stop11h 45mMultiple Airlines
Deal found 3/30$191
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/79:05 amBOS - BWI
1 stop7h 18mDelta
Thu 5/87:50 pmBWI - BOS
Nonstop1h 35mDelta
Deal found 3/30$213

Cheapflights Fare Finder

Customize your flight search to find flights from Boston to Annapolis that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 31, 2025.
Use the filters below to find and compare flights from Boston to Annapolis that are best for you.

Fly from

Boston

Fly to

Annapolis

Route

Depart

Return

Price

BostonBaltimore

BOS - BWI

BOSBWI

Boston Logan Intl

Tue 4/29

8:30 am-10:07 am

Nonstop1h 37m

Baltimore/Washington

Tue 5/6

5:45 am-7:18 am

Nonstop1h 33m

$63

BostonBaltimore

BOS - BWI

BOSBWI

Boston Logan Intl

Sat 4/26

12:48 pm-9:55 pm

1 stop9h 07m

Baltimore/Washington

Tue 4/29

5:45 am-7:18 am

Nonstop1h 33m

$121

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Tue 4/29

3:30 pm-5:25 pm

Nonstop1h 55m

Washington, D.C. Reagan-National

Tue 5/6

7:58 pm-9:53 pm

Nonstop1h 55m

$146

BostonWashington, D.C.

BOS - IAD

BOSIAD

Boston Logan Intl

Sat 4/26

5:55 am-7:35 am

Nonstop1h 40m

Washington, D.C. Dulles Intl

Wed 4/30

8:40 am-10:18 am

Nonstop1h 38m

$147

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Tue 4/29

10:20 am-11:59 am

Nonstop1h 39m

Washington, D.C. Reagan-National

Tue 5/6

7:00 am-8:32 am

Nonstop1h 32m

$147

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Sat 6/21

7:40 am-9:36 am

Nonstop1h 56m

Washington, D.C. Reagan-National

Wed 6/25

1:25 pm-3:14 pm

Nonstop1h 49m

$157

BostonWashington, D.C.

BOS - IAD

BOSIAD

Boston Logan Intl

Thu 5/8

6:00 am-4:36 pm

1 stop10h 36m

Washington, D.C. Dulles Intl

Sun 5/11

5:26 pm-1:05 am

1 stop7h 39m

$158

BostonBaltimore

BOS - BWI

BOSBWI

Boston Logan Intl

Thu 5/15

6:00 am-7:16 pm

1 stop13h 16m

Baltimore/Washington

Sat 5/17

9:21 pm-1:05 am

1 stop27h 44m

$172

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Mon 4/28

6:00 am-12:36 pm

1 stop6h 36m

Washington, D.C. Reagan-National

Mon 5/5

11:15 am-3:54 pm

1 stop4h 39m

$181

BostonBaltimore

BOS - BWI

BOSBWI

Boston Logan Intl

Thu 5/1

5:30 am-7:05 am

Nonstop1h 35m

Baltimore/Washington

Sun 5/4

6:30 am-8:05 am

Nonstop1h 35m

$183

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 35 results
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Best time to book a flight from Boston to Annapolis

Have a flexible travel schedule? Discover the best time to fly to Annapolis from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

How far ahead should I book a flight from Boston to Annapolis?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Annapolis. Price data was last updated on March 28, 2025.

To ensure you get the cheapest price possible for a flight from Boston to Annapolis, you should look to book at least 89 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Boston to Annapolis?

Currently, August is the cheapest month in which you can book a flight from Boston to Annapolis (average of $241). Flying from Boston to Annapolis in March is currently the most expensive (average of $290). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BOS to AP9?

Find hourly flight availability from Boston to Annapolis. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Boston to Annapolis as you normally would.

What is the cheapest day to fly from Boston to Annapolis?

Use this chart to determine the cheapest time to fly round-trip from Boston to Annapolis. Price data was last updated on March 30, 2025.

Travelers seeking maximum savings on their Boston to Annapolis flight should consider departing on Saturday afternoons when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Boston to Annapolis

Explore weekly flight availability from Boston to Annapolis. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 31, 2025.

The most flights from BOS to AP9 are scheduled on a Monday (15 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).

Rainfall in Annapolis by month

Plan your trip to Annapolis by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Annapolis ranges from 2.6 - 4.0 inches per month. May is typically the wettest month, when rainfall can reach 4.0 in. February is typically the driest time to visit Annapolis when rainfall is around 2.6 in.

Temperature in Annapolis by month

Plan your trip to Annapolis by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Annapolis, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 35.6 F).

Reviews of airlines servicing Annapolis

Get insights into the airlines that provide service to Annapolis. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Annapolis. Reviews last updated March 31, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from Boston to Annapolis have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,818 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,275 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,614 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
JetBlue
7.3
Good
2,924 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Boston to Annapolis. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Boston to Annapolis?

    For a flight from Boston to Annapolis, you will be flying from Logan Intl. Boston Logan Intl (BOS) is just 2.6 mi from the center of the city. Logan Intl is the only Boston airport and it handles 53 outbound flights to Annapolis per day. 6 airlines have flights to Annapolis from Boston Logan Intl on a regular basis.

  • How popular is this Boston to Annapolis flight route?

    The Boston Logan Intl to Annapolis flight path was viewed by 229 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • What are the cheapest airlines to fly from Boston to Annapolis one-way?

    One-way options have recently been found by users for as low as $39 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $77 and American Airlines from $83 one-way.

  • What are the most popular routes from Boston to Annapolis?

    The most popular route from Boston to Annapolis is Boston Logan Intl - Washington, D.C. Dulles Intl. You may also consider Boston Logan Intl - Washington, D.C. Reagan-National or Boston Logan Intl - Baltimore/Washington.

  • What are the most reliable airlines from Boston to Annapolis?

    Before booking your flight to Annapolis from Boston, check out the most reliable airlines to get you to your destination on time: Air France (100%), Virgin Atlantic (100%), Korean Air( 93%).

  • What are the cheapest flights from Boston to Annapolis?

    On average you can expect to pay $267 for a flight from Boston to Annapolis. The cheapest flight overall is $38 while the most popular route, (Boston Logan Intl - Washington, D.C. Dulles Intl) is currently priced at $147.

  • Can I find deals for flights from Boston to Annapolis that include hotel bookings?

    Yes. In addition to deals on Boston to Annapolis flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Annapolis?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Annapolis.

  • Can I find deals for business class flights from Boston to Annapolis?

    Yes. Cheapflights offers flight deals from Boston to Annapolis by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Boston to Annapolis?

    Currently, August is the cheapest month in which you can book a flight from Boston to Annapolis (average of $241). Flying from Boston to Annapolis in March is currently the most expensive (average of $290). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Boston to Annapolis

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Dulles Intl flights
Boston to Reagan-National flights
Boston to Baltimore flights
Boston to Philadelphia flights
Hartford to Dulles Intl flights
Hartford to Baltimore flights
Hartford to Reagan-National flights
Albany to Dulles Intl flights
Albany to Reagan-National flights
Albany to Baltimore flights
Hartford to Philadelphia flights
Albany to Philadelphia flights
Hyannis to Reagan-National flights
West Tisbury to Reagan-National flights
Boston to Salisbury flights
Worcester to Dulles Intl flights
Worcester to Philadelphia flights
Hartford to Salisbury flights
West Tisbury to Philadelphia flights
West Tisbury to Baltimore flights
Hyannis to Philadelphia flights
Nantucket to Reagan-National flights
Nantucket to Philadelphia flights
Hyannis to Dulles Intl flights
West Tisbury to Dulles Intl flights
Nantucket to Dulles Intl flights
Hyannis to Baltimore flights
Nantucket to Baltimore flights
Provincetown to Reagan-National flights
Provincetown to Philadelphia flights

Top 6 airlines flying from Boston to Annapolis

Discover the top 6 airlines that operate flights from Boston to Annapolis. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$46Average$99FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$68Average$248FlexibilityNo cancel feeOn-time62%
DeltaCheapest$108Average$249FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$137Average$257FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$139Average$245FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$176Average$272FlexibilityNo cancel feeOn-time63%
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