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$39+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — IAD
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
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 Wednesday and return on a Tuesday

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 November 21, 2024.

Popular in

April

Cheapest in

January

Round-trip from

$72
(eDestinos)

One-way from

$39
(Mytrip)
High demand for flights, 25% potential price rise
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Best time to find cheap flights, 20% potential price drop
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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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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 November 21, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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.
Mon 12/99:44 pmBOS - BWI
Nonstop1h 39mSpirit Airlines
Wed 12/117:19 pmBWI - BOS
Nonstop1h 29mSpirit Airlines
Deal found 11/20$73
This Priceline deal was found by Cheapflights users on 11/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/56:00 amBOS - BWI
1 stop10h 25mMultiple Airlines
Wed 12/116:55 amBWI - BOS
Nonstop1h 30mMultiple Airlines
Deal found 11/19$90
This Frontier deal was found by Cheapflights users on 11/20. 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 12/56:00 amBOS - BWI
1 stop10h 25mFrontier
Tue 12/176:37 pmBWI - BOS
1 stop5h 58mFrontier
Deal found 11/20$107
This Frontier deal was found by Cheapflights users on 11/20. 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.
Wed 12/46:00 amBOS - IAD
1 stop7h 58mFrontier
Fri 12/612:14 pmIAD - BOS
1 stop12h 16mFrontier
Deal found 11/20$116
This JetBlue deal was found by Cheapflights users on 11/20. 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.
Wed 12/48:30 amBOS - DCA
Nonstop1h 45mJetBlue
Wed 12/41:30 pmDCA - BOS
1 stop7h 46mJetBlue
Deal found 11/20$131
This Delta deal was found by Cheapflights users on 11/21. 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 12/121:15 pmBOS - DCA
Nonstop1h 59mDelta
Wed 12/1812:05 pmDCA - BOS
Nonstop1h 39mDelta
Deal found 11/21$147
This United Airlines deal was found by Cheapflights users on 11/20. 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 12/95:45 amBOS - IAD
Nonstop1h 44mUnited Airlines
Fri 12/1310:22 pmIAD - BOS
Nonstop1h 37mUnited Airlines
Deal found 11/20$157
This United Airlines deal was found by Cheapflights users on 11/20. 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.
Tue 12/1011:32 amBOS - DCA
1 stop3h 51mUnited Airlines
Tue 12/176:00 amDCA - BOS
1 stop4h 11mUnited Airlines
Deal found 11/20$176
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Sun 12/225:56 amBOS - DCA
Nonstop1h 48mAmerican Airlines
Sun 12/2210:11 pmDCA - BOS
Nonstop1h 42mAmerican Airlines
Deal found 11/19$178
This Delta deal was found by Cheapflights users on 11/21. 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 12/78:55 amBOS - BWI
Nonstop1h 49mDelta
Thu 12/127:55 pmBWI - BOS
Nonstop1h 35mDelta
Deal found 11/21$215
This Delta deal was found by Cheapflights users on 11/20. 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 12/141:02 pmBOS - IAD
1 stop4h 32mDelta
Mon 12/165:14 pmIAD - BOS
1 stop5h 12mDelta
Deal found 11/20$252
This Mytrip deal was found by Cheapflights users on 11/20. 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 12/1212:35 pmBOS - IAD
3 stops27h 35mMultiple Airlines
Mon 12/1612:55 pmIAD - BOS
3 stops24h 28mMultiple Airlines
Deal found 11/20$289

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 2,629,791 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonBaltimore

BOS - BWI

BOSBWI

Boston Logan Intl

Fri 1/3

9:34 am-11:15 am

Nonstop1h 41m

Baltimore/Washington

Mon 1/6

6:55 am-8:25 am

Nonstop1h 30m

$72

BostonBaltimore

BOS - BWI

BOSBWI

Boston Logan Intl

Tue 12/10

9:34 am-11:15 am

Nonstop1h 41m

Baltimore/Washington

Wed 12/11

10:10 am-12:30 am

1 stop14h 20m

$94

BostonBaltimore

BOS - BWI

BOSBWI

Boston Logan Intl

Thu 12/5

6:00 am-4:25 pm

1 stop10h 25m

Baltimore/Washington

Tue 12/17

6:37 pm-12:35 am

1 stop5h 58m

$107

BostonWashington, D.C.

BOS - IAD

BOSIAD

Boston Logan Intl

Wed 1/8

6:00 am-12:12 pm

1 stop6h 12m

Washington, D.C. Dulles Intl

Thu 1/9

4:42 pm-12:30 am

1 stop7h 48m

$109

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Wed 2/26

7:00 am-5:29 pm

1 stop10h 29m

Washington, D.C. Reagan-National

Wed 2/26

7:45 pm-9:18 pm

Nonstop1h 33m

$126

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Sat 1/11

9:15 am-11:11 am

Nonstop1h 56m

Washington, D.C. Reagan-National

Mon 1/13

2:25 pm-4:10 pm

Nonstop1h 45m

$148

BostonBaltimore

BOS - BWI

BOSBWI

Boston Logan Intl

Sat 1/11

3:10 pm-4:56 pm

Nonstop1h 46m

Baltimore/Washington

Mon 1/13

7:58 pm-9:37 pm

Nonstop1h 39m

$154

BostonWashington, D.C.

BOS - IAD

BOSIAD

Boston Logan Intl

Mon 12/9

5:45 am-7:29 am

Nonstop1h 44m

Washington, D.C. Dulles Intl

Fri 12/13

10:22 pm-11:59 pm

Nonstop1h 37m

$157

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Tue 12/10

11:32 am-3:23 pm

1 stop3h 51m

Washington, D.C. Reagan-National

Tue 12/17

6:00 am-10:11 am

1 stop4h 11m

$176

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

Sun 12/22

5:56 am-7:44 am

Nonstop1h 48m

Washington, D.C. Reagan-National

Sun 12/22

10:11 pm-11:53 pm

Nonstop1h 42m

$178

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 33 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 November 15, 2024.

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, September is the cheapest month in which you can book a flight from Boston to Annapolis (average of $300). Flying from Boston to Annapolis in June is currently the most expensive (average of $376). 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 November 21, 2024.

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 November 18, 2024.

Travelers seeking maximum savings on their Boston to Annapolis flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday afternoons 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 November 21, 2024.

The most flights from BOS to AP9 are scheduled on a Tuesday (16 on average). You will have fewer flight options on Sunday, 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 November 21, 2024.
See what other customers who have flown with Frontier, United 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
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,015 reviews
Southwest
8.1
Very good
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,758 reviews
Southwest
8.1
Very good
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,396 reviews
Southwest
8.1
Very good
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Allegiant Air
7.4
Good
850 reviews
Southwest
8.1
Very good
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 52 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 $39 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $60 and Delta from $74 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: Egyptair (100%), Air China (100%), Ethiopian Air( 100%).

  • What are the cheapest flights from Boston to Annapolis?

    On average you can expect to pay $827 for a flight from Boston to Annapolis. The cheapest flight overall is $79 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, September is the cheapest month in which you can book a flight from Boston to Annapolis (average of $300). Flying from Boston to Annapolis in June is currently the most expensive (average of $376). 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
Albany to Dulles Intl flights
Hartford to Reagan-National flights
Albany to Reagan-National flights
Albany to Baltimore flights
Hartford to Philadelphia flights
Albany to Philadelphia flights
West Tisbury to Reagan-National flights
Hyannis to Reagan-National flights
Boston to Salisbury flights
Worcester to Dulles Intl flights
Worcester to Philadelphia flights
West Tisbury to Philadelphia flights
Hyannis to Philadelphia flights
Nantucket to Reagan-National flights
West Tisbury to Baltimore flights
Nantucket to Dulles Intl flights
Nantucket to Baltimore flights
Hyannis to Baltimore flights
Hartford to Salisbury flights
Nantucket to Philadelphia flights
Provincetown to Reagan-National flights
Hyannis to Dulles Intl flights
West Tisbury to Dulles Intl 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 2,629,791 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$45Average$100FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$73Average$212FlexibilityNo cancel feeOn-time62%
DeltaCheapest$85Average$245FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$132Average$283FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$135Average$283FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$186Average$279FlexibilityNo cancel feeOn-time63%
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