$59+ Cheap flights from Maryland
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
Find flights from Maryland within your budget
Fly to
Route
Depart
Return
Washington, D.C.Orlando
IAD Washington, D.C. Dulles Intl - MCO Orlando
IADMCO
Washington, D.C. Dulles Intl
Fri 10/23
6:36 pm-10:34 pm
1 stop3h 58m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
BaltimoreOrlando
BWI Baltimore/Washington - MCO Orlando
BWIMCO
Baltimore/Washington
Wed 12/2
12:00 pm-6:40 pm
1 stop6h 40m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
BaltimoreOrlando
BWI Baltimore/Washington - MCO Orlando
BWIMCO
Baltimore/Washington
Sat 10/31
10:50 am-5:35 pm
2 stops6h 45m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Washington, D.C.Boston
DCA Washington, D.C. Reagan-National - BOS Boston Logan Intl
DCABOS
Washington, D.C. Reagan-National
Thu 11/12
10:59 am-3:50 pm
1 stop4h 51m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Washington, D.C.Boston
DCA Washington, D.C. Reagan-National - BOS Boston Logan Intl
DCABOS
Washington, D.C. Reagan-National
Sat 9/26
5:00 pm-6:55 pm
Nonstop1h 55m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
BaltimoreOrlando
BWI Baltimore/Washington - MCO Orlando
BWIMCO
Baltimore/Washington
Thu 10/29
5:20 pm-7:50 pm
Nonstop2h 30m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Washington, D.C.Orlando
DCA Washington, D.C. Reagan-National - MCO Orlando
DCAMCO
Washington, D.C. Reagan-National
Mon 10/19
6:10 am-8:30 am
Nonstop2h 20m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Washington, D.C.Boston
DCA Washington, D.C. Reagan-National - BOS Boston Logan Intl
DCABOS
Washington, D.C. Reagan-National
Sun 11/1
7:00 am-12:26 pm
1 stop5h 26m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Washington, D.C.Boston
DCA Washington, D.C. Reagan-National - BOS Boston Logan Intl
DCABOS
Washington, D.C. Reagan-National
Wed 11/25
6:00 am-10:35 am
1 stop4h 35m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Washington, D.C.Orlando
DCA Washington, D.C. Reagan-National - MCO Orlando
DCAMCO
Washington, D.C. Reagan-National
Wed 10/7
11:00 am-6:48 pm
1 stop7h 48m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Best time to book a flight from Maryland
Have a flexible travel schedule? Discover the best time to fly from Maryland with our price prediction graph.
Travel insights for flights from Maryland
Get recent, data-driven insights about flights from Maryland including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from Maryland?
Currently, January is the cheapest month in which you can book a flight from Maryland (average of $212). Flying from Maryland in March will prove the most costly (average of $453). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.
Which airlines fly from Maryland?
For flights departing from Maryland check dates and pricing for the following: Frontier, Southwest, American Airlines, Delta, United Airlines. These airlines depart to the following popular destinations: Dallas.
What is the cheapest place to fly to from Maryland?
The cheapest city to fly to from Maryland is Tweed-New Haven, with prices starting at $43. Explore other affordable destinations below.
When is the best time to book a flight from Maryland?
To ensure you get the cheapest price possible for a flight from Maryland, you should look to book at least 69 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.
When is the cheapest time to fly from Maryland?
Use this chart to determine the cheapest time to fly round-trip from Maryland to Dallas/Fort Worth. Price data was last updated on September 5, 2026.
Those who are seeking the cheapest fare on flights departing from Maryland would be wise to consider leaving during Tuesday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Sunday afternoons when fares are usually the most expensive.
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Popular international destinations from Maryland
The most popular international flight routes departing from Maryland we’ve come across at this time.
Fly from popular cities in Maryland
Consider departing from one of these cities also located in Maryland. Flight origins are based on user searches made on Cheapflights and were last updated on September 9, 2026.
Fly from other United States cities
Popular Round-Trip Flight Destinations
Consider these popular destinations that Cheapflights users have chosen when departing from Maryland. Routes are based on user searches and were last updated on September 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Related info for your journey
Access useful and relevant information related to your journey from Maryland. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated September 9, 2026.