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$47+ 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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — IAD
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$74
(Cheapflightsfares)

One-way from

$49
(FlightHub)

Popular in

April

Cheapest in

January

Average price

$239
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. 7% potential increase in price ($15 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 April 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 April 29, 2025.

This FlightHub deal was found by Cheapflights users on 4/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/316:00 amBOS - BWI
Nonstop1h 31mSpirit Airlines
Tue 6/39:30 pmBWI - BOS
Nonstop1h 26mSpirit Airlines
Deal found 4/29$74
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Wed 5/215:30 amBOS - IAD
Nonstop1h 41mUnited Airlines
Tue 5/274:00 pmIAD - BOS
Nonstop1h 41mUnited Airlines
Deal found 4/29$137
This Delta deal was found by Cheapflights users on 4/29. 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 5/291:05 pmBOS - DCA
Nonstop1h 49mDelta
Mon 6/26:00 amDCA - BOS
Nonstop1h 40mDelta
Deal found 4/29$137
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/295:59 amBOS - DCA
Nonstop1h 45mAmerican Airlines
Mon 6/23:50 pmDCA - BOS
Nonstop1h 35mAmerican Airlines
Deal found 4/29$138
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/156:00 amBOS - BWI
1 stop13h 16mMultiple Airlines
Mon 5/199:24 pmBWI - BOS
Nonstop1h 27mMultiple Airlines
Deal found 4/29$147
This JetBlue deal was found by Cheapflights users on 4/28. 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 6/36:19 amBOS - DCA
Nonstop1h 41mJetBlue
Wed 6/411:45 amDCA - BOS
Nonstop1h 32mJetBlue
Deal found 4/28$157
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/228:00 amBOS - DCA
1 stop4h 25mUnited Airlines
Sun 5/2511:11 amDCA - BOS
1 stop4h 14mUnited Airlines
Deal found 4/28$169
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier 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
Tue 5/201:34 pmBWI - BOS
1 stop11h 10mFrontier
Deal found 4/29$170
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/297:10 amBOS - BWI
Nonstop1h 35mSouthwest
Mon 6/29:45 pmBWI - BOS
Nonstop1h 30mSouthwest
Deal found 4/29$173
This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/166:00 amBOS - IAD
1 stop10h 36mFrontier
Sun 5/185:26 pmIAD - BOS
1 stop7h 39mFrontier
Deal found 4/29$180
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2911:31 amBOS - IAD
1 stop8h 01mMultiple Airlines
Sun 6/111:54 amIAD - BOS
1 stop21h 41mMultiple Airlines
Deal found 4/29$181
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2911:31 amBOS - IAD
1 stop8h 01mAllegiant Air
Mon 6/23:13 pmIAD - BOS
1 stop18h 01mAllegiant Air
Deal found 4/29$184

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 April 29, 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

Sat 5/31

6:00 am-7:31 am

Nonstop1h 31m

Baltimore/Washington

Tue 6/3

9:30 pm-10:56 pm

Nonstop1h 26m

$74

BostonWashington, D.C.

BOS - IAD

BOSIAD

Boston Logan Intl

Wed 5/21

5:30 am-7:11 am

Nonstop1h 41m

Washington, D.C. Dulles Intl

Tue 5/27

4:00 pm-5:41 pm

Nonstop1h 41m

$137

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Thu 5/29

1:05 pm-2:54 pm

Nonstop1h 49m

Washington, D.C. Reagan-National

Mon 6/2

6:00 am-7:40 am

Nonstop1h 40m

$137

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Thu 5/29

5:59 am-7:44 am

Nonstop1h 45m

Washington, D.C. Reagan-National

Mon 6/2

3:50 pm-5:25 pm

Nonstop1h 35m

$138

BostonBaltimore

BOS - BWI

BOSBWI

Boston Logan Intl

Thu 5/15

6:00 am-7:16 pm

1 stop13h 16m

Baltimore/Washington

Mon 5/19

9:24 pm-10:51 pm

Nonstop1h 27m

$147

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Thu 5/29

11:20 am-1:00 pm

Nonstop1h 40m

Washington, D.C. Reagan-National

Mon 6/2

4:15 pm-5:52 pm

Nonstop1h 37m

$157

BostonBaltimore

BOS - BWI

BOSBWI

Boston Logan Intl

Thu 5/15

6:00 am-7:16 pm

1 stop13h 16m

Baltimore/Washington

Tue 5/20

1:34 pm-12:44 am

1 stop11h 10m

$170

BostonBaltimore

BOS - BWI

BOSBWI

Boston Logan Intl

Thu 5/29

7:10 am-8:45 am

Nonstop1h 35m

Baltimore/Washington

Mon 6/2

7:25 pm-9:00 pm

Nonstop1h 35m

$173

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Mon 6/9

8:00 am-2:24 pm

1 stop6h 24m

Washington, D.C. Reagan-National

Tue 6/10

6:00 am-10:23 am

1 stop4h 23m

$177

BostonWashington, D.C.

BOS - IAD

BOSIAD

Boston Logan Intl

Fri 5/16

6:00 am-4:36 pm

1 stop10h 36m

Washington, D.C. Dulles Intl

Sun 5/18

5:26 pm-1:05 am

1 stop7h 39m

$180

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 37 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 April 25, 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 $309). Flying from Boston to Annapolis in June is currently the most expensive (average of $373). 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 April 29, 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 April 29, 2025.

The most flights from BOS to AP9 are scheduled on a Thursday (19 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 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 April 29, 2025.
See what other customers who have flown with Southwest, Delta and United Airlines 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
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,936 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 62 outbound flights to Annapolis per day. 6 airlines have flights to Annapolis from Boston Logan Intl on a regular basis.

  • 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 $49 on Spirit Airlines. Other airlines that offer cheap prices include United Airlines from $79 and Delta from $79 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. Reagan-National. You may also consider Boston Logan Intl - Baltimore/Washington or Boston Logan Intl - Washington, D.C. Dulles Intl.

  • 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: Egyptair (100%), Air China (100%), Ethiopian Air( 98%).

  • What are the cheapest flights from Boston to Annapolis?

    On average you can expect to pay $926 for a flight from Boston to Annapolis. The cheapest flight overall is $113 while the most popular route, (Boston Logan Intl - Washington, D.C. Reagan-National) is currently priced at $137.

  • 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 $309). Flying from Boston to Annapolis in June is currently the most expensive (average of $373). 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 Reagan-National flights
Boston to Baltimore flights
Boston to Dulles Intl flights
Boston to Philadelphia flights
Hartford to Reagan-National flights
Hartford to Dulles Intl 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
West Tisbury to Reagan-National flights
Boston to Salisbury flights
Hyannis to Reagan-National flights
West Tisbury to Dulles Intl flights
Worcester to Philadelphia flights
Hyannis to Philadelphia flights
West Tisbury to Philadelphia flights
Worcester to Dulles Intl flights
Nantucket to Reagan-National flights
Hartford to Salisbury flights
Nantucket to Philadelphia flights
Hyannis to Dulles Intl flights
West Tisbury to Baltimore flights
Provincetown to Reagan-National flights
Nantucket to Baltimore flights
Nantucket to Dulles Intl flights
Hyannis to Baltimore 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$47Average$103FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$68Average$234FlexibilityNo cancel feeOn-time62%
DeltaCheapest$108Average$246FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$139Average$246FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$147Average$262FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$177Average$274FlexibilityNo cancel feeOn-time63%

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