$71+ 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — IAD
Sep 4 — Sep 111
Round-trip
1 adult, Economy
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Find cheap flights from Boston to Annapolis with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Boston Logan Intl to Annapolis are usually found in December or September, booked 37 days in advance, depart on a Friday or Saturday and return on a Friday
Cheap flight deals from Boston to Annapolis
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Cheapest flights from Boston to AnnapolisExplore 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 August 5, 2026.
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 August 5, 2026.
This Delta deal was found by Cheapflights users on 8/5. 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 9/146:00 am -
Nonstop1h 56m
Thu 9/176:00 am -
Nonstop1h 43m
Deal found 8/5![Delta logo]()
$151
This Frontier deal was found by Cheapflights users on 8/5. 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.
Sat 9/512:45 pm -
1 stop9h 11m
Sun 9/69:32 pm -
1 stop11h 09m
Deal found 8/5![Frontier logo]()
$152
This Super.com deal was found by Cheapflights users on 8/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:45 pm -
1 stop10h 07m
Sat 9/54:52 pm -
1 stop16h 17m
Deal found 8/5![Frontier logo]()
$153
This Super.com deal was found by Cheapflights users on 8/3. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:17 am -
1 stop23h 00m
Sun 9/1311:12 am -
1 stop23h 39m
Deal found 8/3![Frontier logo]()
$155
This CheapOair deal was found by Cheapflights users on 8/3. 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 9/212:45 pm -
1 stop9h 11m
Wed 9/93:10 pm -
1 stop19h 12m
Deal found 8/3![Frontier logo]()
$155
This United Airlines deal was found by Cheapflights users on 8/5. 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.
Sat 9/57:23 pm -
Nonstop1h 45m
Mon 9/710:15 pm -
Nonstop1h 44m
Deal found 8/5![United Airlines logo]()
$156
This Super.com deal was found by Cheapflights users on 8/3. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:00 am -
Nonstop1h 42m
Wed 9/301:15 pm -
Nonstop1h 47m
Deal found 8/3![JetBlue logo]()
$156
This Trip.com deal was found by Cheapflights users on 8/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/69:36 am -
1 stop7h 38m
Wed 9/911:12 am -
1 stop23h 10m
Deal found 8/5![Frontier logo]()
$157
This Delta deal was found by Cheapflights users on 8/3. 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.
Fri 9/46:00 am -
Nonstop1h 49m
Sun 9/66:59 am -
Nonstop1h 42m
Deal found 8/3![Delta logo]()
$157
This Southwest deal was found by Cheapflights users on 8/3. 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.
Sun 9/66:40 am -
Nonstop1h 35m
Tue 9/85:05 pm -
Nonstop1h 30m
Deal found 8/3![Southwest logo]()
$157
This Delta deal was found by Cheapflights users on 8/5. 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.
Fri 9/43:55 pm -
Nonstop1h 52m
Fri 9/116:17 am -
Nonstop1h 43m
Deal found 8/5![Delta logo]()
$158
This Cheapflightsfares deal was found by Cheapflights users on 8/4. 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 8/297:50 pm -
Nonstop1h 44m
Tue 9/16:00 pm -
Nonstop2h 17m
Deal found 8/4![JetBlue logo]()
$159
Best flights from Boston to AnnapolisDiscover carefully curated flight deals from Boston to Annapolis that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 5, 2026.
Discover carefully curated flight deals from Boston to Annapolis that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 5, 2026.
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:45 am -
Nonstop1h 35m
Sun 9/206:15 am -
1 stop3h 33m
Deal found 7/31![United Airlines logo]()
$161
This Delta deal was found by Cheapflights users on 8/2. 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 10/159:40 am -
Nonstop1h 51m
Sun 10/186:59 am -
Nonstop1h 45m
Deal found 8/2![Delta logo]()
$174
This Southwest deal was found by Cheapflights users on 7/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:35 pm -
Nonstop1h 35m
Wed 10/288:20 am -
Nonstop1h 35m
Deal found 7/31![Southwest logo]()
$175
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:28 pm -
Nonstop1h 41m
Mon 8/316:16 am -
1 stop3h 32m
Deal found 7/31![United Airlines logo]()
$161
This Delta deal was found by Cheapflights users on 8/4. 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.
Fri 10/26:35 am -
Nonstop1h 42m
Tue 10/66:30 pm -
Nonstop1h 40m
Deal found 8/4![Delta logo]()
$175
This United Airlines deal was found by Cheapflights users on 8/3. 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.
Sat 10/247:38 am -
1 stop3h 47m
Thu 10/298:40 am -
Nonstop1h 39m
Deal found 8/3![United Airlines logo]()
$161
This United Airlines deal was found by Cheapflights users on 8/1. 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 9/297:38 am -
1 stop3h 47m
Wed 9/3010:15 pm -
Nonstop1h 44m
Deal found 8/1![United Airlines logo]()
$161
This Delta deal was found by Cheapflights users on 8/3. 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 9/56:05 am -
1 stop4h 04m
Sun 9/611:50 am -
Nonstop1h 40m
Deal found 8/3![Delta logo]()
$184
This Southwest deal was found by Cheapflights users on 7/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:35 pm -
Nonstop1h 35m
Sun 10/256:30 am -
Nonstop1h 35m
Deal found 7/31![Southwest logo]()
$222
This United Airlines deal was found by Cheapflights users on 8/4. 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 9/39:33 am -
1 stop4h 51m
Sun 9/68:25 am -
1 stop4h 18m
Deal found 8/4![United Airlines logo]()
$171
This Delta deal was found by Cheapflights users on 8/1. 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 9/76:00 am -
Nonstop1h 49m
Thu 9/106:00 am -
Nonstop1h 43m
Deal found 8/1![Delta logo]()
$189
This Southwest deal was found by Cheapflights users on 8/4. 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.
Fri 9/185:50 am -
Nonstop1h 25m
Sun 9/2010:10 pm -
Nonstop1h 40m
Deal found 8/4![Southwest logo]()
$222
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:00 am -
1 stop3h 59m
Wed 9/26:00 am -
1 stop3h 48m
Deal found 7/31![United Airlines logo]()
$171
This Delta deal was found by Cheapflights users on 8/2. 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.
Fri 9/256:00 am -
Nonstop1h 56m
Sun 9/278:40 am -
Nonstop1h 53m
Deal found 8/2![Delta logo]()
$189
This United Airlines deal was found by Cheapflights users on 8/4. 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.
Sat 9/266:00 am -
1 stop4h 44m
Mon 9/2810:30 am -
1 stop4h 05m
Deal found 8/4![United Airlines logo]()
$171
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/312:00 pm -
1 stop4h 19m
Sun 9/610:10 am -
Nonstop1h 43m
Deal found 7/31![Delta logo]()
$192
This United Airlines deal was found by Cheapflights users on 8/4. 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 10/219:51 am -
1 stop4h 33m
Sat 10/319:05 am -
1 stop4h 26m
Deal found 8/4![United Airlines logo]()
$171
This Southwest deal was found by Cheapflights users on 8/4. 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.
Fri 9/47:40 am -
Nonstop1h 35m
Sat 9/56:30 am -
Nonstop1h 30m
Deal found 8/4![Southwest logo]()
$251
This Delta deal was found by Cheapflights users on 8/3. 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.
Tue 9/223:45 pm -
Nonstop1h 42m
Wed 9/235:40 pm -
1 stop6h 18m
Deal found 8/3![Delta logo]()
$199
This Southwest deal was found by Cheapflights users on 8/4. 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 11/261:50 pm -
Nonstop1h 35m
Sun 11/2911:15 pm -
Nonstop1h 30m
Deal found 8/4![Southwest logo]()
$262
This Delta deal was found by Cheapflights users on 8/4. 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.
Tue 11/105:20 pm -
1 stop5h 43m
Wed 11/119:05 am -
Nonstop1h 36m
Deal found 8/4![Delta logo]()
$199
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:45 am -
Nonstop1h 35m
Wed 10/288:37 am -
1 stop4h 54m
Deal found 7/31![United Airlines logo]()
$204
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:20 pm -
1 stop5h 43m
Mon 12/77:45 pm -
Nonstop1h 37m
Deal found 7/31![Delta logo]()
$208
This Southwest deal was found by Cheapflights users on 8/4. 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.
Sun 10/45:35 am -
Nonstop1h 35m
Wed 10/78:20 am -
Nonstop1h 35m
Deal found 8/4![Southwest logo]()
$291
This United Airlines deal was found by Cheapflights users on 8/4. 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.
Fri 10/167:38 am -
1 stop4h 21m
Mon 10/191:00 pm -
1 stop6h 25m
Deal found 8/4![United Airlines logo]()
$215
This KAYAK deal was found by Cheapflights users on 8/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/273:45 pm -
Nonstop2h 06m
Fri 8/286:00 am -
Nonstop1h 45m
Deal found 8/1![Delta logo]()
$220
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2111:00 am -
1 stop5h 58m
Wed 9/238:25 am -
1 stop4h 22m
Deal found 7/31![United Airlines logo]()
$215
This Delta deal was found by Cheapflights users on 8/2. 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.
Fri 10/236:35 am -
Nonstop1h 49m
Sun 10/259:15 am -
Nonstop1h 35m
Deal found 8/2![Delta logo]()
$222
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Sat 9/265:45 am -
Nonstop1h 35m
Wed 9/3010:15 pm -
Nonstop1h 44m
Deal found 8/1![United Airlines logo]()
$221
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:35 am -
Nonstop1h 49m
Tue 10/2712:37 pm -
1 stop7h 16m
Deal found 7/31![Delta logo]()
$246
Last-minute flights from Boston to AnnapolisDiscover last-minute flight deals from Boston to Annapolis. Data last updated August 5, 2026 and is based on user searches.
Discover last-minute flight deals from Boston to Annapolis. Data last updated August 5, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 8/5. 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.
Fri 8/288:29 am -
Nonstop1h 41m
Wed 9/98:55 am -
Nonstop1h 35m
Deal found 8/5![JetBlue logo]()
$149
This Super.com deal was found by Cheapflights users on 8/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:45 pm -
1 stop10h 07m
Sat 9/54:52 pm -
1 stop16h 17m
Deal found 8/5![Frontier logo]()
$153
This CheapOair deal was found by Cheapflights users on 8/3. 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 9/212:45 pm -
1 stop9h 11m
Wed 9/93:10 pm -
1 stop19h 12m
Deal found 8/3![Frontier logo]()
$155
This Delta deal was found by Cheapflights users on 8/3. 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.
Fri 9/46:00 am -
Nonstop1h 49m
Sun 9/66:59 am -
Nonstop1h 42m
Deal found 8/3![Delta logo]()
$157
This Frontier deal was found by Cheapflights users on 8/5. 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.
Sat 9/512:45 pm -
1 stop9h 11m
Sun 9/69:32 pm -
1 stop11h 09m
Deal found 8/5![Frontier logo]()
$152
This United Airlines deal was found by Cheapflights users on 8/5. 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.
Sat 9/57:23 pm -
Nonstop1h 45m
Mon 9/710:15 pm -
Nonstop1h 44m
Deal found 8/5![United Airlines logo]()
$156
This Trip.com deal was found by Cheapflights users on 8/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/69:36 am -
1 stop7h 38m
Wed 9/911:12 am -
1 stop23h 10m
Deal found 8/5![Frontier logo]()
$157
This Southwest deal was found by Cheapflights users on 8/3. 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.
Sun 9/66:40 am -
Nonstop1h 35m
Tue 9/85:05 pm -
Nonstop1h 30m
Deal found 8/3![Southwest logo]()
$157
This Super.com deal was found by Cheapflights users on 8/3. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:17 am -
1 stop23h 00m
Sun 9/1311:12 am -
1 stop23h 39m
Deal found 8/3![Frontier logo]()
$155
This Delta deal was found by Cheapflights users on 8/5. 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 9/179:10 am -
Nonstop1h 50m
Sun 9/206:59 am -
Nonstop1h 41m
Deal found 8/5![Delta logo]()
$151
This Super.com deal was found by Cheapflights users on 8/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:00 am -
Nonstop1h 42m
Mon 9/288:55 am -
Nonstop1h 35m
Deal found 8/5![JetBlue logo]()
$150
This Super.com deal was found by Cheapflights users on 8/3. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:00 am -
Nonstop1h 42m
Wed 9/301:15 pm -
Nonstop1h 47m
Deal found 8/3![JetBlue logo]()
$156
One-way flights from Boston to AnnapolisSearch for one-way flight options from Boston to Annapolis. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
Search for one-way flight options from Boston to Annapolis. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
This Frontier deal was found by Cheapflights users on 8/3. 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 9/1612:54 pm -
1 stop9h 04m
Deal found 8/3![Frontier logo]()
$71
This Frontier deal was found by Cheapflights users on 8/4. 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 9/39:36 am -
1 stop8h 07m
Deal found 8/4![Frontier logo]()
$72
This Trip.com deal was found by Cheapflights users on 8/3. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/249:36 am -
1 stop7h 38m
Deal found 8/3![Frontier logo]()
$73
This Frontier deal was found by Cheapflights users on 8/4. 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 9/49:36 am -
1 stop7h 38m
Deal found 8/4![Frontier logo]()
$74
This Cheapflightsfares deal was found by Cheapflights users on 8/1. 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 8/318:06 pm -
Nonstop1h 44m
Deal found 8/1![JetBlue logo]()
$74
This Frontier deal was found by Cheapflights users on 7/31. 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.
Wed 9/912:54 pm -
1 stop9h 04m
Deal found 7/31![Frontier logo]()
$74
This Jetabroad deal was found by Cheapflights users on 8/3. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/289:36 am -
1 stop7h 38m
Deal found 8/3![Frontier logo]()
$75
This Super.com deal was found by Cheapflights users on 8/3. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:10 pm -
Nonstop1h 46m
Deal found 8/3![JetBlue logo]()
$75
This Frontier deal was found by Cheapflights users on 7/31. 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.
Tue 9/1512:52 pm -
1 stop9h 06m
Deal found 7/31![Frontier logo]()
$75
This United Airlines deal was found by Cheapflights users on 8/4. 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 9/17:23 pm -
Nonstop1h 45m
Deal found 8/4![United Airlines logo]()
$76
This Delta deal was found by Cheapflights users on 8/5. 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 9/26:00 am -
Nonstop1h 49m
Deal found 8/5![Delta logo]()
$76
This Delta deal was found by Cheapflights users on 8/5. 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.
Tue 9/13:55 pm -
Nonstop1h 52m
Deal found 8/5![Delta logo]()
$76
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 August 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $150 (Frontier) |
One-way from | $71 (Frontier) |
Popular in | June |
Cheapest in | December |
Average price | $256 |
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 August 5, 2026.
Use the filters below to find and compare flights from Boston to Annapolis that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonWashington, D.C.
BOS Boston Logan Intl - IAD Washington, D.C. Dulles Intl
BOSIAD
Boston Logan Intl
Fri 9/18
5:45 am-7:20 am
Nonstop1h 35m
Washington, D.C. Dulles Intl
Sun 9/20
6:15 am-9:48 am
1 stop3h 33m
$161
BostonWashington, D.C.
BOS Boston Logan Intl - IAD Washington, D.C. Dulles Intl
BOSIAD
Boston Logan Intl
Thu 8/27
2:28 pm-4:09 pm
Nonstop1h 41m
Washington, D.C. Dulles Intl
Mon 8/31
6:16 am-9:48 am
1 stop3h 32m
$161
BostonWashington, D.C.
BOS Boston Logan Intl - IAD Washington, D.C. Dulles Intl
BOSIAD
Boston Logan Intl
Sat 10/24
7:38 am-11:25 am
1 stop3h 47m
Washington, D.C. Dulles Intl
Thu 10/29
8:40 am-10:19 am
Nonstop1h 39m
$161
BostonWashington, D.C.
BOS Boston Logan Intl - IAD Washington, D.C. Dulles Intl
BOSIAD
Boston Logan Intl
Tue 9/29
7:38 am-11:25 am
1 stop3h 47m
Washington, D.C. Dulles Intl
Wed 9/30
10:15 pm-11:59 pm
Nonstop1h 44m
$161
BostonWashington, D.C.
BOS Boston Logan Intl - DCA Washington, D.C. Reagan-National
BOSDCA
Boston Logan Intl
Thu 9/3
9:33 am-2:24 pm
1 stop4h 51m
Washington, D.C. Reagan-National
Sun 9/6
8:25 am-12:43 pm
1 stop4h 18m
$171
BostonWashington, D.C.
BOS Boston Logan Intl - DCA Washington, D.C. Reagan-National
BOSDCA
Boston Logan Intl
Sat 8/29
6:00 am-9:59 am
1 stop3h 59m
Washington, D.C. Reagan-National
Wed 9/2
6:00 am-9:48 am
1 stop3h 48m
$171
BostonWashington, D.C.
BOS Boston Logan Intl - DCA Washington, D.C. Reagan-National
BOSDCA
Boston Logan Intl
Sat 9/26
6:00 am-10:44 am
1 stop4h 44m
Washington, D.C. Reagan-National
Mon 9/28
10:30 am-2:35 pm
1 stop4h 05m
$171
BostonWashington, D.C.
BOS Boston Logan Intl - DCA Washington, D.C. Reagan-National
BOSDCA
Boston Logan Intl
Wed 10/21
9:51 am-2:24 pm
1 stop4h 33m
Washington, D.C. Reagan-National
Sat 10/31
9:05 am-1:31 pm
1 stop4h 26m
$171
BostonWashington, D.C.
BOS Boston Logan Intl - DCA Washington, D.C. Reagan-National
BOSDCA
Boston Logan Intl
Thu 10/15
9:40 am-11:31 am
Nonstop1h 51m
Washington, D.C. Reagan-National
Sun 10/18
6:59 am-8:44 am
Nonstop1h 45m
$174
BostonBaltimore
BOS Boston Logan Intl - BWI Baltimore/Washington
BOSBWI
Boston Logan Intl
Fri 10/23
2:35 pm-4:10 pm
Nonstop1h 35m
Baltimore/Washington
Wed 10/28
8:20 am-9:55 am
Nonstop1h 35m
$175
Showing 1-10 of 60 resultsSorted by cheapest first
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.
BOS-DCA
BOS-BWI
BOS-IAD
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
BOS-AP9
BOS-DCA
BOS-BWI
BOS-IAD
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 August 5, 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 morning, which can drop the price by up to 11% versus a flight at noon.
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 August 5, 2026.
The most flights from BOS to AP9 are scheduled on a Tuesday (23 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (15 on average).
How much does it cost to fly round-trip from Boston to Annapolis?
Airfare is below average for this route at the moment.
Boston to Annapolis flights typically cost between $180 and $356 in August.The cheapest round-trip price found within the last 5 days was $148 on Frontier (Aug 31-Sep 2).
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 August 1, 2026.
Travelers seeking maximum savings on their Boston to Annapolis flight should consider departing on Wednesday evenings when fares are most often at their lowest. Monday 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 August 5, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited 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.
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentJoseph,Sep 2023
LAX - BWI
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentJoseph,Sep 2023
LAX - BWI
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentJoseph,Sep 2023
LAX - BWI
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentJoseph,Sep 2023
LAX - BWI
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentJoseph,Sep 2023
LAX - BWI
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentJoseph,Sep 2023
LAX - BWI
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.
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Boston and Annapolis flights
Browse other Boston and Annapolis flight options. Last updated on August 5, 2026.
Other flights from Boston
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Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Boston to Annapolis flights
Consider these flights traveling from Boston to Annapolis.
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 August 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$250 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$118 | Average$235 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$126 | Average$254 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$140 | Average$301 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$155 | Average$270 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$176 | Average$320 | FlexibilityNo cancel fee | On-time63% |