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$38+ Cheap flights from Orlando (ORL) 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — IAD
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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The best prices from Orlando to Annapolis are usually found in February or September, booked 38 days in advance, depart on a Friday or Thursday and return on a Tuesday

Cheap flight deals from Orlando to Annapolis

Keep the following information in mind while searching for Orlando to Annapolis flight deals. Data was last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$67
(Cheapflightsfares)

One-way from

$38
(Frontier)

Popular in

June

Cheapest in

February

Average price

$112
Provider with most accurate pricing for Orlando (ORL)-Washington, D.C. (WAS) flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-Washington, D.C. (WAS) flights.
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From Orlando (ORL) to Annapolis
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One-way flight from Orlando (ORL) to Annapolis
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Highest demand for flights based on searches. 4% potential increase in price ($7 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Find flight deals from Orlando to Annapolis

Cheapest flights from Orlando to Annapolis
Explore the most affordable flight options available from Orlando to Annapolis. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/127:31 pmMCO - BWI
1 stop4h 46mSpirit Airlines
Wed 3/1911:34 amBWI - MCO
Nonstop2h 34mSpirit Airlines
Deal found 2/19$67
This Cheapflightsfares deal was found by Cheapflights users on 2/18. 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 3/105:05 amMCO - BWI
Nonstop2h 16mFrontier
Tue 3/114:22 pmBWI - MCO
Nonstop2h 35mFrontier
Deal found 2/18$68
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
Thu 3/132:41 pmMCO - IAD
Nonstop2h 13mFrontier
Sun 3/165:54 pmIAD - MCO
Nonstop2h 29mFrontier
Deal found 2/20$76
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/115:05 amMCO - BWI
Nonstop2h 16mMultiple Airlines
Fri 3/213:13 pmBWI - MCO
Nonstop2h 36mMultiple Airlines
Deal found 2/19$76
This JetBlue deal was found by Cheapflights users on 2/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/268:30 amMCO - DCA
Nonstop2h 15mJetBlue
Wed 2/262:45 pmDCA - MCO
Nonstop2h 39mJetBlue
Deal found 2/19$92
This American Airlines deal was found by Cheapflights users on 2/18. 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.
Tue 2/257:00 pmMCO - DCA
Nonstop2h 13mAmerican Airlines
Tue 3/411:54 amDCA - MCO
Nonstop2h 37mAmerican Airlines
Deal found 2/18$101
This Frontier deal was found by Cheapflights users on 2/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/238:59 pmMCO - DCA
1 stop15h 10mFrontier
Tue 4/296:00 pmDCA - MCO
1 stop11h 50mFrontier
Deal found 2/19$104
This Southwest deal was found by Cheapflights users on 2/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/76:45 amMCO - DCA
1 stop8h 10mSouthwest
Tue 3/1111:45 amDCA - MCO
1 stop4h 20mSouthwest
Deal found 2/20$127
This United Airlines deal was found by Cheapflights users on 2/20. 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 3/1112:34 pmMCO - IAD
Nonstop2h 16mUnited Airlines
Tue 3/186:00 amIAD - MCO
1 stop5h 01mUnited Airlines
Deal found 2/20$138
This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/287:50 pmMCO - DCA
Nonstop2h 11mDelta
Tue 4/16:00 amDCA - MCO
1 stop8h 02mDelta
Deal found 2/19$170
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Fri 3/1411:03 amMCO - DCA
1 stop5h 22mUnited Airlines
Mon 3/179:00 amDCA - MCO
1 stop6h 48mUnited Airlines
Deal found 2/20$183
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Sun 3/238:00 amMCO - IAD
1 stop10h 35mBreeze Airways
Sat 3/292:49 pmIAD - MCO
1 stop24h 41mBreeze Airways
Deal found 2/20$212

Find flights from Orlando to Annapolis within your budget

Customize your flight search to find flights from Orlando 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 February 20, 2025.

Fly from

Orlando

Fly to

Annapolis

Route

Depart

Return

Price

OrlandoBaltimore

MCO - BWI

MCOBWI

Orlando

Wed 3/12

7:31 pm-12:17 am

1 stop4h 46m

Baltimore/Washington

Wed 3/19

11:34 am-2:08 pm

Nonstop2h 34m

$67

OrlandoBaltimore

MCO - BWI

MCOBWI

Orlando

Mon 3/10

5:05 am-7:21 am

Nonstop2h 16m

Baltimore/Washington

Wed 3/12

4:22 pm-6:57 pm

Nonstop2h 35m

$68

OrlandoBaltimore

MCO - BWI

MCOBWI

Orlando

Tue 3/11

5:05 am-7:21 am

Nonstop2h 16m

Baltimore/Washington

Sat 3/15

3:13 pm-5:49 pm

Nonstop2h 36m

$76

OrlandoWashington, D.C.

MCO - IAD

MCOIAD

Orlando

Thu 3/13

2:41 pm-4:54 pm

Nonstop2h 13m

Washington, D.C. Dulles Intl

Sun 3/16

5:54 pm-8:23 pm

Nonstop2h 29m

$76

OrlandoWashington, D.C.

MCO - DCA

MCODCA

Orlando

Tue 3/4

8:30 am-10:45 am

Nonstop2h 15m

Washington, D.C. Reagan-National

Tue 3/4

2:45 pm-5:24 pm

Nonstop2h 39m

$92

OrlandoWashington, D.C.

MCO - DCA

MCODCA

Orlando

Wed 4/23

8:59 pm-12:09 pm

1 stop15h 10m

Washington, D.C. Reagan-National

Tue 4/29

6:00 pm-5:50 am

1 stop11h 50m

$104

OrlandoWashington, D.C.

MCO - DCA

MCODCA

Orlando

Fri 4/4

7:50 pm-10:03 pm

Nonstop2h 13m

Washington, D.C. Reagan-National

Sun 4/6

6:35 am-8:53 am

Nonstop2h 18m

$117

OrlandoWashington, D.C.

MCO - DCA

MCODCA

Orlando

Fri 3/7

8:49 pm-11:00 pm

Nonstop2h 11m

Washington, D.C. Reagan-National

Sun 3/9

6:45 am-9:19 am

Nonstop2h 34m

$123

OrlandoWashington, D.C.

MCO - DCA

MCODCA

Orlando

Fri 3/7

6:45 am-2:55 pm

1 stop8h 10m

Washington, D.C. Reagan-National

Tue 3/11

11:45 am-4:05 pm

1 stop4h 20m

$127

OrlandoWashington, D.C.

MCO - IAD

MCOIAD

Orlando

Tue 3/11

12:34 pm-2:50 pm

Nonstop2h 16m

Washington, D.C. Dulles Intl

Tue 3/18

6:00 am-11:01 am

1 stop5h 01m

$138

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 36 results
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Best time to book a flight from Orlando to Annapolis

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

Get recent, data-driven insights about flights from Orlando to Annapolis including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Orlando to Annapolis. Price data was last updated on February 14, 2025.

To ensure you get the cheapest price possible for a flight from Orlando to Annapolis, you should look to book at least 38 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 Orlando to Annapolis?

Currently, August is the cheapest month in which you can book a flight from Orlando to Annapolis (average of $309). Flying from Orlando to Annapolis in June is currently the most expensive (average of $389). 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 ORL to AP9?

Find hourly flight availability from Orlando 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 February 20, 2025.

When flying from Orlando to Annapolis, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

Use this chart to determine the cheapest time to fly round-trip from Orlando to Annapolis. Price data was last updated on February 16, 2025.

Travelers seeking maximum savings on their Orlando to Annapolis flight should consider departing on Friday afternoons when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Orlando to Annapolis

Explore weekly flight availability from Orlando 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 February 20, 2025.

The most flights from ORL to AP9 are scheduled on a Thursday (18 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (11 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 February 20, 2025.
Read through reviews of airlines operating flights from Orlando to Annapolis, such as Southwest, Breeze Airways and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

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
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

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.

Breeze Airways
8.1
Very good
150 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

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
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

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.

Avelo Airlines
7.5
Good
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

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.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.6

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 Orlando to Annapolis. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $38. However, be on the lookout for offers from Spirit Airlines and Delta, as they are both options that can get you from Orlando to Annapolis for a low price.

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

    The most popular flight routes from Orlando to Annapolis are Orlando - Washington, D.C. Dulles Intl, Orlando - Washington, D.C. Reagan-National and Orlando - Baltimore/Washington.

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

    The top 3 most reliable airlines when flying from Orlando to Annapolis are Turkish Airlines (89%), Frontier (87%) and Azul (85%).

  • What are the cheapest flights from Orlando to Annapolis?

    Looking for the cheapest flight from Orlando to Annapolis? While on average our users pay $1,058, our data indicates the cheapest price to be $52. The most popular route (Orlando - Washington, D.C. Dulles Intl), is priced around $52.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Orlando to Annapolis (average of $309). Flying from Orlando to Annapolis in June is currently the most expensive (average of $389). 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 Orlando to Annapolis

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Orlando to Annapolis

Discover the top 7 airlines that operate flights from Orlando 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$48Average$134FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$54Average$134FlexibilityNo cancel feeOn-time65%
DeltaCheapest$68Average$243FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$95Average$198FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$132Average$286FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$135Average$332FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$143Average$324FlexibilityNo cancel feeOn-time69%
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