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$87+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — IAD
مارس 12 — مارس 191
خ 3/12
خ 3/19
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Annapolis are usually found in March or September, booked 50 days in advance, depart on a Friday or Thursday and return on a Thursday

Cheap 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 فبراير 10, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
خ 3/511:45 am
BOS
-
IAD
1 stop19h 39m
Multiple Airlines
ن 3/98:09 am
IAD
-
BOS
1 stop27h 39m
Multiple Airlines
Deal found 2/10$160
This Flysmarter deal was found by Cheapflights users on 2/9. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
خ 3/56:15 am
BOS
-
DCA
Nonstop1h 48m
JetBlue
ح 3/87:00 am
DCA
-
BOS
Nonstop1h 30m
JetBlue
Deal found 2/9$162
This Cheapflightsfares deal was found by Cheapflights users on 2/8. 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.
ح 3/16:15 am
BOS
-
DCA
Nonstop1h 48m
JetBlue
خ 3/57:00 am
DCA
-
BOS
Nonstop1h 30m
JetBlue
Deal found 2/8$166
This United Airlines deal was found by Cheapflights users on 2/8. 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.
خ 3/55:45 am
BOS
-
IAD
Nonstop1h 44m
United Airlines
ن 3/910:20 pm
IAD
-
BOS
Nonstop1h 37m
United Airlines
Deal found 2/8$167
This Delta deal was found by Cheapflights users on 2/8. 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.
خ 3/511:55 am
BOS
-
DCA
Nonstop1h 55m
Delta
ن 3/910:00 pm
DCA
-
BOS
Nonstop1h 30m
Delta
Deal found 2/8$167
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
خ 3/511:45 am
BOS
-
IAD
1 stop19h 39m
Frontier
ح 3/86:25 am
IAD
-
BOS
1 stop29h 16m
Frontier
Deal found 2/9$168
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
خ 3/54:22 pm
BOS
-
IAD
1 stop15h 02m
Multiple Airlines
ح 3/86:25 am
IAD
-
BOS
1 stop29h 16m
Multiple Airlines
Deal found 2/9$169
This Delta deal was found by Cheapflights users on 2/9. 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.
خ 3/59:45 pm
BOS
-
DCA
Nonstop1h 58m
Delta
ح 3/87:00 am
DCA
-
BOS
Nonstop1h 38m
Delta
Deal found 2/9$169
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
ح 3/14:22 pm
BOS
-
IAD
1 stop14h 58m
Multiple Airlines
ن 3/27:05 pm
IAD
-
BOS
1 stop28h 54m
Multiple Airlines
Deal found 2/7$171
This Cheapflightsfares deal was found by Cheapflights users on 2/9. 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.
ر 3/111:10 pm
BOS
-
DCA
Nonstop1h 48m
JetBlue
ر 3/116:45 pm
DCA
-
BOS
Nonstop1h 34m
JetBlue
Deal found 2/9$171
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
ث 3/1012:36 pm
BOS
-
IAD
1 stop11h 55m
Frontier
ث 3/177:00 am
IAD
-
BOS
1 stop27h 29m
Frontier
Deal found 2/10$172
This American Airlines deal was found by Cheapflights users on 2/8. 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.
ج 4/107:00 am
BOS
-
DCA
Nonstop1h 46m
American Airlines
س 4/1110:00 pm
DCA
-
BOS
Nonstop1h 39m
American Airlines
Deal found 2/8$172

Find flight deals from Boston to Annapolis

Keep the following information in mind while searching for Boston to Annapolis flight deals. Data was last updated فبراير 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$160
(Kiwi.com)

One-way from

$87
(Frontier)

Popular in

November

Cheapest in

March

Average price

$224
Provider with most accurate pricing for Boston Logan Intl-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Washington, D.C. (WAS) flights.
Search Deals
From Boston Logan Intl to Annapolis
Search Deals
One-way flight from Boston Logan Intl to Annapolis
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 فبراير 10, 2026.
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

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

ر 4/22

10:25 am-12:18 pm

Nonstop1h 53m

Washington, D.C. Reagan-National

ن 4/27

10:00 pm-11:39 pm

Nonstop1h 39m

$167

BostonWashington, D.C.

BOS - IAD

BOSIAD

Boston Logan Intl

س 4/4

5:45 am-7:25 am

Nonstop1h 40m

Washington, D.C. Dulles Intl

ن 4/6

5:41 pm-9:54 pm

1 stop4h 13m

$177

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

س 3/7

6:15 am-8:03 am

Nonstop1h 48m

Washington, D.C. Reagan-National

ج 3/13

8:50 pm-10:25 pm

Nonstop1h 35m

$177

BostonWashington, D.C.

BOS - IAD

BOSIAD

Boston Logan Intl

خ 4/2

5:45 am-7:25 am

Nonstop1h 40m

Washington, D.C. Dulles Intl

ن 4/6

5:41 pm-9:54 pm

1 stop4h 13m

$177

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

ن 3/9

9:55 pm-11:44 pm

Nonstop1h 49m

Washington, D.C. Reagan-National

خ 3/12

8:40 am-10:25 am

Nonstop1h 45m

$177

BostonWashington, D.C.

BOS - IAD

BOSIAD

Boston Logan Intl

ر 4/1

9:30 am-11:13 am

Nonstop1h 43m

Washington, D.C. Dulles Intl

ج 4/3

5:10 pm-7:06 pm

Nonstop1h 56m

$177

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

خ 2/26

3:55 pm-5:50 pm

Nonstop1h 55m

Washington, D.C. Reagan-National

ر 3/4

12:05 pm-1:40 pm

Nonstop1h 35m

$177

BostonWashington, D.C.

BOS - IAD

BOSIAD

Boston Logan Intl

س 2/28

7:19 pm-9:03 pm

Nonstop1h 44m

Washington, D.C. Dulles Intl

ر 3/4

12:36 pm-2:12 pm

Nonstop1h 36m

$187

BostonWashington, D.C.

BOS - DCA

BOSDCA

Boston Logan Intl

خ 3/5

9:45 pm-11:43 pm

Nonstop1h 58m

Washington, D.C. Reagan-National

ج 3/6

10:05 pm-11:38 pm

Nonstop1h 33m

$187

BostonWashington, D.C.

BOS - IAD

BOSIAD

Boston Logan Intl

ن 3/30

3:28 pm-9:04 pm

1 stop5h 36m

Washington, D.C. Dulles Intl

ث 3/31

10:15 pm-11:59 pm

Nonstop1h 44m

$187

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

Showing 1-10 of 57 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 February 6, 2026.

To ensure you get the cheapest price possible for a flight from Boston to Annapolis, you should look to book at least 50 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, March is the cheapest month in which you can book a flight from Boston to Annapolis (average of $47). Flying from Boston to Annapolis in October is currently the most expensive (average of $137). 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 فبراير 10, 2026.

When flying from Boston to Annapolis, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 54% versus a flight in the afternoon.

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 February 7, 2026.

Travelers seeking maximum savings on their Boston to Annapolis flight should consider departing on Thursday 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.

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 فبراير 10, 2026.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Boston to Annapolis to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,180 reviews

Crew

8.5

Comfort

7.9

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,180 reviews
Delta
7.9
Good
8,180 reviews

Crew

8.5

Comfort

7.9

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,273 reviews
Delta
7.9
Good
8,180 reviews

Crew

8.5

Comfort

7.9

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,265 reviews
Delta
7.9
Good
8,180 reviews

Crew

8.5

Comfort

7.9

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,894 reviews
Delta
7.9
Good
8,180 reviews

Crew

8.5

Comfort

7.9

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,442 reviews
Delta
7.9
Good
8,180 reviews

Crew

8.5

Comfort

7.9

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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

  • How long is the flight from Boston to Annapolis?

    There are many flights that can get you from Boston to Annapolis in 1h 40m. Fly via Delta, United Airlines, or JetBlue to get the fastest option. The distance between Boston and Annapolis is about 411 mi. Most flights are nonstop.

  • 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 $68 on JetBlue. Other airlines that offer cheap prices include United Airlines from $78 and American Airlines from $78 one-way.

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

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

  • 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 China (94%), ANA (88%), Ethiopian Air( 86%).

  • What are the cheapest flights from Boston to Annapolis?

    On average you can expect to pay $643 for a flight from Boston to Annapolis. The cheapest flight overall is $96 while the most popular route, (Boston Logan Intl - Baltimore/Washington) is currently priced at $107.

  • 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, March is the cheapest month in which you can book a flight from Boston to Annapolis (average of $47). Flying from Boston to Annapolis in October is currently the most expensive (average of $137). 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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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 فبراير 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$42Average$121FlexibilityNo cancel feeOn-time65%
DeltaCheapest$80Average$206FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$118Average$258FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$121Average$271FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$147Average$253FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$162Average$278FlexibilityNo cancel feeOn-time63%

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