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$42+ 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — BWI
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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The best prices from Boston Logan Intl to Annapolis are usually found in January or August, booked 68 days in advance, depart on a Thursday or Friday and return on a Thursday

Cheap flight deals from Boston to Annapolis

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Annapolis (AP9). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$51
(Booking.com)

One-way from

$42
(Cheapflightsfares)

Popular in

April

Cheapest in

January

Average price

$162
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. 13% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 30, 2025.

This Booking.com deal was found by Cheapflights users on 1/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/136:05 amBOS - BWI
Nonstop1h 40mSpirit Airlines
Sat 2/158:55 pmBWI - BOS
Nonstop1h 28mSpirit Airlines
Deal found 1/30$51
This CheapOair deal was found by Cheapflights users on 1/30. 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.
Wed 2/196:05 amBOS - BWI
Nonstop1h 40mMultiple Airlines
Thu 2/2012:17 pmBWI - BOS
1 stop12h 27mMultiple Airlines
Deal found 1/30$90
This United Airlines deal was found by Cheapflights users on 1/30. 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.
Wed 2/52:45 pmBOS - IAD
Nonstop1h 43mUnited Airlines
Thu 2/68:20 amIAD - BOS
Nonstop1h 35mUnited Airlines
Deal found 1/30$97
This Delta deal was found by Cheapflights users on 1/30. 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.
Mon 3/176:05 amBOS - DCA
Nonstop1h 55mDelta
Wed 3/1910:25 amDCA - BOS
Nonstop1h 35mDelta
Deal found 1/30$97
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Sat 3/13:01 pmBOS - DCA
Nonstop1h 52mAmerican Airlines
Mon 3/36:59 amDCA - BOS
Nonstop1h 38mAmerican Airlines
Deal found 1/30$98
This Cheapflightsfares deal was found by Cheapflights users on 1/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1010:05 amBOS - IAD
1 stop6h 29mFrontier
Mon 5/125:26 pmIAD - BOS
1 stop7h 18mFrontier
Deal found 1/29$108
This Frontier deal was found by Cheapflights users on 1/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/275:10 amBOS - BWI
1 stop6h 07mFrontier
Mon 3/38:21 amBWI - BOS
1 stop16h 23mFrontier
Deal found 1/30$111
This JetBlue Airways deal was found by Cheapflights users on 1/30. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/218:10 amBOS - DCA
Nonstop1h 45mJetBlue
Sat 3/18:55 pmDCA - BOS
Nonstop1h 43mJetBlue
Deal found 1/30$122
This United Airlines deal was found by Cheapflights users on 1/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2010:03 amBOS - DCA
1 stop4h 22mUnited Airlines
Fri 2/216:00 amDCA - BOS
1 stop3h 50mUnited Airlines
Deal found 1/29$162
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Wed 4/29:05 amBOS - IAD
1 stop7h 52mAmerican Airlines
Sun 4/65:00 amIAD - BOS
1 stop4h 16mAmerican Airlines
Deal found 1/30$253
This Kissandfly.com deal was found by Cheapflights users on 1/30. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/279:07 amBOS - DCA
2 stops12h 17mFrontier
Mon 3/35:00 pmDCA - BOS
Nonstop1h 52mFrontier
Deal found 1/30$254
This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/136:00 amBOS - IAD
1 stop5h 25mDelta
Sun 2/1612:05 pmIAD - BOS
1 stop3h 47mDelta
Deal found 1/29$257

Find flights from Boston to Annapolis within your budget

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonBaltimore

BOS - BWI

BOSBWI

Boston Logan Intl

Thu 2/13

6:05 am-7:45 am

Nonstop1h 40m

Baltimore/Washington

Sat 2/15

8:55 pm-10:23 pm

Nonstop1h 28m

$51

BostonBaltimore

BOS - BWI

BOSBWI

Boston Logan Intl

Wed 2/19

6:05 am-7:45 am

Nonstop1h 40m

Baltimore/Washington

Thu 2/20

12:17 pm-12:44 am

1 stop12h 27m

$90

BostonWashington, D.C.

BOS - IAD

BOSIAD

Boston Logan Intl

Wed 2/5

9:35 am-11:21 am

Nonstop1h 46m

Washington, D.C. Dulles Intl

Sat 2/8

12:55 pm-2:30 pm

Nonstop1h 35m

$97

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Mon 3/17

6:05 am-8:00 am

Nonstop1h 55m

Washington, D.C. Reagan-National

Wed 3/26

10:00 pm-11:39 pm

Nonstop1h 39m

$97

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Sat 3/1

3:01 pm-4:53 pm

Nonstop1h 52m

Washington, D.C. Reagan-National

Mon 3/3

6:59 am-8:37 am

Nonstop1h 38m

$98

BostonWashington, D.C.

BOS - IAD

BOSIAD

Boston Logan Intl

Thu 2/27

10:11 am-9:25 pm

1 stop11h 14m

Washington, D.C. Dulles Intl

Mon 3/3

6:03 pm-12:44 am

1 stop6h 41m

$109

BostonBaltimore

BOS - BWI

BOSBWI

Boston Logan Intl

Thu 2/27

5:10 am-11:17 am

1 stop6h 07m

Baltimore/Washington

Mon 3/3

8:21 am-12:44 am

1 stop16h 23m

$111

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Fri 2/21

3:40 pm-5:25 pm

Nonstop1h 45m

Washington, D.C. Reagan-National

Wed 2/26

11:04 am-12:35 pm

Nonstop1h 31m

$122

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Thu 2/20

10:03 am-2:25 pm

1 stop4h 22m

Washington, D.C. Reagan-National

Fri 2/21

6:00 am-9:50 am

1 stop3h 50m

$162

BostonWashington, D.C.

BOS - IAD

BOSIAD

Boston Logan Intl

Wed 4/2

9:05 am-4:57 pm

1 stop7h 52m

Washington, D.C. Dulles Intl

Sun 4/6

5:00 am-9:16 am

1 stop4h 16m

$253

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Showing 1-10 of 32 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.

Travel insights for flights from Boston to Annapolis

Get recent, data-driven insights about flights from Boston to Annapolis including ideal travel times, pricing trends, and more.

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 January 24, 2025.

To ensure you get the cheapest price possible for a flight from Boston to Annapolis, you should look to book at least 68 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 January 30, 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 January 26, 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. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 January 30, 2025.
See what other customers who have flown with Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,686 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,450 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,153 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,906 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 193 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 $42 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $55 and United Airlines from $69 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: LATAM Airlines (100%), EL AL (94%), Korean Air( 92%).

  • What are the cheapest flights from Boston to Annapolis?

    On average you can expect to pay $229 for a flight from Boston to Annapolis. The cheapest flight overall is $36 while the most popular route, (Boston Logan Intl - Washington, D.C. Dulles Intl) is currently priced at $97.

  • 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.

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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 Philadelphia flights
Boston to Baltimore flights
Hartford to Dulles Intl flights
Hartford to Reagan-National flights
Hartford to Baltimore flights
Albany to Dulles Intl flights
Albany to Reagan-National flights
Hartford to Philadelphia flights
Albany to Baltimore flights
Albany to Philadelphia flights
Worcester to Dulles Intl flights
West Tisbury to Reagan-National flights
Hyannis to Reagan-National flights
Hyannis to Philadelphia flights
West Tisbury to Philadelphia flights
Worcester to Philadelphia flights
Nantucket to Reagan-National flights
Hartford to Salisbury flights
Boston to Salisbury flights
Hyannis to Dulles Intl flights
Nantucket to Dulles Intl flights
West Tisbury to Baltimore flights
West Tisbury to Dulles Intl flights
Nantucket to Baltimore flights
Hyannis to Baltimore flights
Provincetown to Reagan-National flights
Nantucket to Philadelphia 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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$46Average$103FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$68Average$225FlexibilityNo cancel feeOn-time62%
DeltaCheapest$85Average$244FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$132Average$261FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$139Average$285FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$186Average$278FlexibilityNo cancel feeOn-time63%
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