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$65+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — IAD
Jun 29 — Jul 61
Mon 6/29
Mon 7/6
1 adult, Economy
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Cheapflights Tip: The best prices from Orlando to Annapolis are usually found in February or September, booked 68 days in advance, depart on a Friday or Thursday and return on a Saturday

Cheap 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 May 30, 2026.

This Frontier deal was found by Cheapflights users on 5/29. 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 9/16:45 am
MCO
-
BWI
Nonstop2h 21m
Frontier
Wed 9/23:09 pm
BWI
-
MCO
Nonstop2h 30m
Frontier
Deal found 5/29$110
This Breeze Airways deal was found by Cheapflights users on 5/25. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/77:20 am
MCO
-
IAD
1 stop4h 00m
Breeze Airways
Mon 8/1012:00 pm
IAD
-
MCO
1 stop4h 05m
Breeze Airways
Deal found 5/25$119
This Kiwi.com deal was found by Cheapflights users on 5/29. 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.
Fri 7/247:20 am
MCO
-
IAD
1 stop4h 00m
Breeze Airways
Mon 7/2712:00 pm
IAD
-
MCO
1 stop4h 05m
Breeze Airways
Deal found 5/29$120
This Priceline deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/247:20 am
MCO
-
IAD
1 stop4h 00m
Multiple Airlines
Sun 7/261:32 pm
IAD
-
MCO
Nonstop2h 33m
Multiple Airlines
Deal found 5/25$126
This Kiwi.com deal was found by Cheapflights users on 5/25. 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.
Fri 7/177:20 am
MCO
-
IAD
1 stop4h 00m
Breeze Airways
Mon 7/2012:00 pm
IAD
-
MCO
1 stop4h 05m
Breeze Airways
Deal found 5/25$127
This Cheapflightsfares deal was found by Cheapflights users on 5/28. 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.
Tue 8/2510:35 am
MCO
-
IAD
Nonstop2h 18m
Frontier
Tue 9/11:38 pm
IAD
-
MCO
Nonstop2h 27m
Frontier
Deal found 5/28$128
This Frontier deal was found by Cheapflights users on 5/29. 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 9/167:06 am
MCO
-
BWI
Nonstop2h 22m
Frontier
Thu 9/179:52 pm
BWI
-
MCO
Nonstop2h 26m
Frontier
Deal found 5/29$128
This Breeze Airways deal was found by Cheapflights users on 5/28. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:20 am
MCO
-
IAD
1 stop4h 00m
Breeze Airways
Mon 8/3112:00 pm
IAD
-
MCO
1 stop4h 05m
Breeze Airways
Deal found 5/28$129
This Super.com deal was found by Cheapflights users on 5/28. 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 8/256:45 am
MCO
-
BWI
Nonstop2h 21m
Frontier
Sat 8/299:59 pm
BWI
-
MCO
Nonstop2h 32m
Frontier
Deal found 5/28$129
This Frontier deal was found by Cheapflights users on 5/28. 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 8/2610:35 am
MCO
-
IAD
Nonstop2h 18m
Frontier
Sat 8/291:38 pm
IAD
-
MCO
Nonstop2h 27m
Frontier
Deal found 5/28$130
This Kiwi.com deal was found by Cheapflights users on 5/28. 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.
Fri 7/107:20 am
MCO
-
IAD
1 stop4h 00m
Breeze Airways
Fri 7/3112:00 pm
IAD
-
MCO
1 stop4h 05m
Breeze Airways
Deal found 5/28$131
This Priceline deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/158:01 am
MCO
-
IAD
Nonstop2h 15m
Multiple Airlines
Mon 7/2012:00 pm
IAD
-
MCO
1 stop4h 05m
Multiple Airlines
Deal found 5/26$133

Find flight deals from Orlando to Annapolis

Keep the following information in mind while searching for Orlando to Annapolis flight deals. Data was last updated May 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$110
(Priceline)

One-way from

$65
(Expedia)

Popular in

March

Cheapest in

February

Average price

$209
Provider with most accurate pricing for Orlando (ORL)-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Washington, D.C. (WAS) flights.
Search Deals
From Orlando (ORL) to Annapolis
Search Deals
One-way flight from Orlando (ORL) to Annapolis
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
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 May 30, 2026.
Use the filters below to find and compare flights from Orlando to Annapolis that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoWashington, D.C.

MCO - IAD

MCOIAD

Orlando

Fri 8/7

7:20 am-11:20 am

1 stop4h 00m

Washington, D.C. Dulles Intl

Mon 8/10

12:00 pm-4:05 pm

1 stop4h 05m

$119

OrlandoWashington, D.C.

MCO - IAD

MCOIAD

Orlando

Fri 8/28

7:20 am-11:20 am

1 stop4h 00m

Washington, D.C. Dulles Intl

Mon 8/31

12:00 pm-4:05 pm

1 stop4h 05m

$129

OrlandoWashington, D.C.

MCO - IAD

MCOIAD

Orlando

Mon 6/22

10:12 am-2:12 pm

1 stop4h 00m

Washington, D.C. Dulles Intl

Mon 6/29

2:52 pm-6:57 pm

1 stop4h 05m

$170

OrlandoWashington, D.C.

MCO - IAD

MCOIAD

Orlando

Fri 6/12

10:12 am-2:12 pm

1 stop4h 00m

Washington, D.C. Dulles Intl

Mon 6/15

2:52 pm-6:57 pm

1 stop4h 05m

$185

OrlandoWashington, D.C.

MCO - IAD

MCOIAD

Orlando

Fri 9/4

10:12 am-2:12 pm

1 stop4h 00m

Washington, D.C. Dulles Intl

Mon 9/7

2:52 pm-6:57 pm

1 stop4h 05m

$194

OrlandoWashington, D.C.

MCO - IAD

MCOIAD

Orlando

Fri 9/25

6:00 am-11:21 am

1 stop5h 21m

Washington, D.C. Dulles Intl

Tue 9/29

5:30 pm-7:58 pm

Nonstop2h 28m

$195

OrlandoWashington, D.C.

MCO - DCA

MCODCA

Orlando

Sat 8/15

9:10 am-4:15 pm

1 stop7h 05m

Washington, D.C. Reagan-National

Tue 8/18

11:40 am-5:55 pm

1 stop6h 15m

$200

OrlandoBaltimore

MCO - BWI

MCOBWI

Orlando

Sat 7/4

5:30 am-10:07 am

1 stop4h 37m

Baltimore/Washington

Sat 7/11

6:50 pm-12:15 am

1 stop5h 25m

$207

OrlandoBaltimore

MCO - BWI

MCOBWI

Orlando

Mon 9/14

4:40 pm-9:13 pm

1 stop4h 33m

Baltimore/Washington

Tue 10/6

6:00 am-10:56 am

1 stop4h 56m

$207
Quickest round-trip

OrlandoWashington, D.C.

MCO - DCA

MCODCA

Orlando

Wed 7/29

8:44 am-11:00 am

Nonstop2h 16m

Washington, D.C. Reagan-National

Mon 8/3

6:55 pm-9:17 pm

Nonstop2h 22m

$231

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/29

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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.

Cheapflights Insights

Everything you need to know about your flight from Orlando to Annapolis

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 May 30, 2026.

It’s optimal to fly from Orlando to Annapolis in the afternoon. By choosing this option you can save up to 57% on the cost of your flight, compared to a flight at noon.

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 May 30, 2026.

The most flights from ORL to AP9 are scheduled on a Friday (20 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (6 on average).

How much does it cost to fly round-trip from Orlando to Annapolis?

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 May 30, 2026.

Travelers seeking maximum savings on their Orlando to Annapolis flight should consider departing on Friday evenings when fares are most often at their lowest. Monday at noon 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 May 30, 2026.
Read through reviews of airlines operating flights from Orlando to Annapolis, such as Delta,United Airlines, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,417 reviews

Crew

8.5

Comfort

7.8

Food

7.2

Entertainment

7.8

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,417 reviews
Delta
7.9
Good
8,417 reviews

Crew

8.5

Comfort

7.8

Food

7.2

Entertainment

7.8

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
United Airlines
7.4
Good
9,766 reviews
Delta
7.9
Good
8,417 reviews

Crew

8.5

Comfort

7.8

Food

7.2

Entertainment

7.8

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
JetBlue
7.2
Good
2,985 reviews
Delta
7.9
Good
8,417 reviews

Crew

8.5

Comfort

7.8

Food

7.2

Entertainment

7.8

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.1
Good
11,639 reviews
Delta
7.9
Good
8,417 reviews

Crew

8.5

Comfort

7.8

Food

7.2

Entertainment

7.8

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Frontier
5.6
Fair
2,929 reviews
Delta
7.9
Good
8,417 reviews

Crew

8.5

Comfort

7.8

Food

7.2

Entertainment

7.8

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

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.

  • How long is the flight from Orlando to Annapolis?

    A quick flight from Orlando to Annapolis can take about 4h. Breeze Airways provides one of the quickest options available for as low as $119. There are 759 mi between Orlando and Annapolis. This flight may include one or multiple stops.

  • 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 $25. However, be on the lookout for offers from Breeze Airways and JetBlue, 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 - Baltimore/Washington and Orlando - Washington, D.C. Reagan-National.

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

    The top 3 most reliable airlines when flying from Orlando to Annapolis are Sun Country Air (100%), ANA (100%) and ITA Airways (99%).

  • What are the cheapest flights from Orlando to Annapolis?

    Looking for the cheapest flight from Orlando to Annapolis? While on average our users pay $916, our data indicates the cheapest price to be $47. The most popular route (Orlando - Washington, D.C. Dulles Intl), is priced around $135.

  • 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.

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 8 airlines flying from Orlando to Annapolis

Discover the top 8 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 May 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$48Average$154FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$61Average$170FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$72Average$134FlexibilityNo cancel feeOn-time65%
DeltaCheapest$73Average$348FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$97Average$189FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$125Average$268FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$128Average$247FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$137Average$345FlexibilityNo cancel feeOn-time63%

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