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$64+ Cheap flights from Jacksonville (JAX) 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — IAD
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheapflights Tip: The best prices from Jacksonville to Annapolis are usually found in May or March, booked 66 days in advance, depart on a Friday or Thursday and return on a Monday

Cheap flight deals from Jacksonville to Annapolis

Cheapest flights from Jacksonville to Annapolis
Explore the most affordable flight options available from Jacksonville to Annapolis. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 15, 2025.

This Expedia deal was found by Cheapflights users on 12/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:29 pmJAX - BWI
1 stop7h 00mFrontier
Mon 1/55:30 amBWI - JAX
1 stop10h 57mFrontier
Deal found 12/14$162
This Expedia deal was found by Cheapflights users on 12/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:29 pmJAX - BWI
1 stop7h 00mFrontier
Fri 1/25:30 amBWI - JAX
1 stop10h 57mFrontier
Deal found 12/15$163
This Kiwi.com deal was found by Cheapflights users on 12/13. 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.
Tue 12/237:50 pmJAX - IAD
1 stop17h 55mAllegiant Air
Mon 1/55:35 pmIAD - JAX
Nonstop2h 10mAllegiant Air
Deal found 12/13$165
This Cheapflightsfares deal was found by Cheapflights users on 12/15. 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 12/192:47 pmJAX - IAD
Nonstop1h 52mAllegiant Air
Mon 12/295:25 pmIAD - JAX
Nonstop2h 10mAllegiant Air
Deal found 12/15$197
This American Airlines deal was found by Cheapflights users on 12/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:00 amJAX - DCA
Nonstop1h 50mAmerican Airlines
Thu 1/18:30 pmDCA - JAX
Nonstop2h 07mAmerican Airlines
Deal found 12/12$207
This United Airlines deal was found by Cheapflights users on 12/12. 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 12/319:20 amJAX - IAD
Nonstop1h 52mUnited Airlines
Thu 1/15:55 pmIAD - JAX
Nonstop2h 15mUnited Airlines
Deal found 12/12$207
This American Airlines deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:00 amJAX - DCA
Nonstop1h 50mAmerican Airlines
Mon 1/56:55 amDCA - JAX
Nonstop2h 18mAmerican Airlines
Deal found 12/14$208
This United Airlines deal was found by Cheapflights users on 12/14. 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 12/249:20 amJAX - IAD
Nonstop1h 52mUnited Airlines
Mon 1/55:55 pmIAD - JAX
Nonstop2h 15mUnited Airlines
Deal found 12/14$208
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Wed 12/244:37 pmJAX - IAD
2 stops18h 46mMultiple Airlines
Mon 1/55:35 pmIAD - JAX
Nonstop2h 10mMultiple Airlines
Deal found 12/14$214
This Booking.com deal was found by Cheapflights users on 12/15. 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.
Mon 12/222:47 pmJAX - IAD
Nonstop1h 52mAllegiant Air
Mon 12/295:25 pmIAD - JAX
Nonstop2h 10mAllegiant Air
Deal found 12/15$216
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Wed 12/244:37 pmJAX - IAD
2 stops18h 46mMultiple Airlines
Fri 1/25:31 pmIAD - JAX
Nonstop2h 10mMultiple Airlines
Deal found 12/14$217
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Mon 12/222:47 pmJAX - IAD
Nonstop1h 52mMultiple Airlines
Mon 1/56:05 amIAD - JAX
1 stop10h 22mMultiple Airlines
Deal found 12/15$222

Find flight deals from Jacksonville to Annapolis

Keep the following information in mind while searching for Jacksonville to Annapolis flight deals. Data was last updated December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$132
(Booking.com)

One-way from

$64
(Priceline)

Popular in

January

Cheapest in

May

Average price

$305
Provider with most accurate pricing for Jacksonville-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Jacksonville-Washington, D.C. (WAS) flights.
Search Deals
From Jacksonville to Annapolis
Search Deals
One-way flight from Jacksonville to Annapolis
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville 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 December 15, 2025.
Use the filters below to find and compare flights from Jacksonville to Annapolis that are best for you.

Fly from

Jacksonville

Fly to

Annapolis

Route

Depart

Return

Price

JacksonvilleWashington, D.C.

JAX - DCA

JAXDCA

Jacksonville

Tue 5/5

4:38 pm-10:59 pm

1 stop6h 21m

Washington, D.C. Reagan-National

Sat 5/9

1:25 pm-8:18 pm

1 stop6h 53m

$151

JacksonvilleBaltimore

JAX - BWI

JAXBWI

Jacksonville

Fri 1/16

8:17 pm-11:17 am

2 stops15h 00m

Baltimore/Washington

Mon 1/19

10:31 am-7:22 pm

1 stop8h 51m

$169

JacksonvilleWashington, D.C.

JAX - DCA

JAXDCA

Jacksonville

Tue 3/3

10:50 am-4:04 pm

1 stop5h 14m

Washington, D.C. Reagan-National

Thu 3/12

3:55 pm-12:04 am

1 stop8h 09m

$186

JacksonvilleBaltimore

JAX - BWI

JAXBWI

Jacksonville

Mon 1/5

5:23 pm-10:38 am

1 stop17h 15m

Baltimore/Washington

Fri 1/9

11:45 am-4:57 pm

1 stop5h 12m

$199

JacksonvilleBaltimore

JAX - BWI

JAXBWI

Jacksonville

Mon 2/23

7:53 pm-12:31 am

1 stop4h 38m

Baltimore/Washington

Thu 2/26

12:13 pm-7:14 pm

2 stops31h 01m

$202

JacksonvilleWashington, D.C.

JAX - DCA

JAXDCA

Jacksonville

Fri 1/9

12:00 pm-6:49 pm

1 stop6h 49m

Washington, D.C. Reagan-National

Sun 1/11

6:00 am-9:10 am

1 stop27h 10m

$203

JacksonvilleWashington, D.C.

JAX - DCA

JAXDCA

Jacksonville

Sat 2/21

7:00 am-8:59 am

Nonstop1h 59m

Washington, D.C. Reagan-National

Tue 2/24

6:53 am-9:15 am

Nonstop2h 22m

$207

JacksonvilleWashington, D.C.

JAX - IAD

JAXIAD

Jacksonville

Sat 2/21

9:20 am-11:11 am

Nonstop1h 51m

Washington, D.C. Dulles Intl

Tue 2/24

9:00 am-11:12 am

Nonstop2h 12m

$207

JacksonvilleWashington, D.C.

JAX - DCA

JAXDCA

Jacksonville

Wed 2/18

2:47 pm-4:47 pm

Nonstop2h 00m

Washington, D.C. Reagan-National

Wed 2/25

7:00 am-9:15 am

Nonstop2h 15m

$207

JacksonvilleWashington, D.C.

JAX - IAD

JAXIAD

Jacksonville

Sat 1/31

9:20 am-11:12 am

Nonstop1h 52m

Washington, D.C. Dulles Intl

Mon 2/2

5:55 pm-8:10 pm

Nonstop2h 15m

$208

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 58 results
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Best time to book a flight from Jacksonville to Annapolis

Have a flexible travel schedule? Discover the best time to fly to Annapolis from Jacksonville 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 Jacksonville to Annapolis

How far ahead should I book a flight from Jacksonville to Annapolis?

Use this chart to determine the optimal time to book a round-trip flight from Jacksonville to Annapolis. Price data was last updated on December 12, 2025.

The price you pay for your flight from Jacksonville to Annapolis may vary depending on when you book. For the best chance of a lower fare, look to book 66 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Jacksonville to Annapolis?

Currently, April is the cheapest month in which you can book a flight from Jacksonville to Annapolis (average of $57). Flying from Jacksonville to Annapolis in October is currently the most expensive (average of $194). 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 JAX to AP9?

Find hourly flight availability from Jacksonville 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 December 15, 2025.

It’s typically best to fly out from Jacksonville to Annapolis in the morning. Doing so could potentially save you 26% on the flight price compared to flying in the evening, which is usually more expensive.

What is the cheapest day to fly from Jacksonville to Annapolis?

Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Annapolis. Price data was last updated on December 13, 2025.

Travelers seeking maximum savings on their Jacksonville to Annapolis flight should consider departing on Friday afternoons 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 December 15, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Jacksonville 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.
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Delta
7.9
Good
8,008 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
United Airlines
7.4
Good
9,092 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
American Airlines
7.2
Good
11,051 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Allegiant Air
7.2
Good
700 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Jacksonville 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 Jacksonville to Annapolis?

    For a flight from Jacksonville to Annapolis, you will be flying from Jacksonville. Jacksonville (JAX) is just 11.2 mi from the center of the city. Jacksonville is the only Jacksonville airport and it handles 8 outbound flights to Annapolis per day. 6 airlines have flights to Annapolis from Jacksonville on a regular basis.

  • How long is the flight from Jacksonville to Annapolis?

    For as low as $207, JetBlue can have you in Annapolis from Jacksonville in 1h 59m. There are 634 mi between Jacksonville and Annapolis. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Jacksonville to Annapolis one-way?

    To fly one-way, consider booking your trip with Allegiant Air, which is currently one of the cheapest options available, starting at $48. Southwest flights start at $82 while deals on American Airlines start at $89 one-way.

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

    While some choose either Jacksonville - Baltimore/Washington or Jacksonville - Washington, D.C. Reagan-National, Jacksonville - Washington, D.C. Dulles Intl is the most popular route from Jacksonville to Annapolis.

  • What are the most reliable airlines from Jacksonville to Annapolis?

    The top 3 most reliable airlines when flying from Jacksonville to Annapolis are Republic Airways (100%), Lufthansa (97%) and ANA (97%).

  • What are the cheapest flights from Jacksonville to Annapolis?

    Looking for the cheapest flight from Jacksonville to Annapolis? While on average our users pay $1,048, our data indicates the cheapest price to be $52. The most popular route (Jacksonville - Washington, D.C. Dulles Intl), is priced around $125.

  • Can I find deals for flights from Jacksonville to Annapolis that include hotel bookings?

    Yes. In addition to deals on Jacksonville to Annapolis flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jacksonville to Annapolis?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jacksonville to Annapolis.

  • Can I find deals for business class flights from Jacksonville to Annapolis?

    Yes. Cheapflights offers flight deals from Jacksonville 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 Jacksonville to Annapolis?

    Currently, April is the cheapest month in which you can book a flight from Jacksonville to Annapolis (average of $57). Flying from Jacksonville to Annapolis in October is currently the most expensive (average of $194). 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Jacksonville to Annapolis

Discover the top 6 airlines that operate flights from Jacksonville 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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$72Average$108FlexibilityNo cancel feeOn-time88%
DeltaCheapest$137Average$297FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$143Average$226FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$188Average$292FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$194Average$352FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$227Average$363FlexibilityNo cancel feeOn-time63%

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