$22 Cheap Flights to Annapolis, MD

Book with confidence

Flights to Annapolis at a glance

Traveling to Annapolis is easy—simply explore various options for flights to Annapolis, whether you're looking for cheap flights to Annapolis or more comprehensive services. Compare flight schedules and journey times to find the best fit for your budget and plans to discover the city's iconic attractions and vibrant neighborhoods.

• Major airports near Annapolis: Ronald Reagan Washington National Airport (DCA), Baltimore Washington International Thurgood Marshall Airport (BWI)
• Closest (typical) airport to Annapolis: Baltimore Washington International Thurgood Marshall Airport, BWI (around 17 miles)
• Flights per week: 7,650+ flights arriving across Annapolis airports
• Number of airlines that fly to Annapolis: around 50+ carriers

Popular airports near Annapolis

Annapolis is a charming city perfect for family getaways, outdoor adventures, and cultural experiences. Visitors are drawn to its romantic atmosphere and vibrant urban life. The area is conveniently accessed through two major airports, making flights to Annapolis Airport easy for travelers coming from various destinations.

• Ronald Reagan Washington National Airport (DCA): Situated in Arlington County, Virginia, approximately 31 miles from Annapolis, this airport offers a diverse range of domestic and international flights, linking to over 225 domestic cities and more than 115 international destinations. Travelers can opt for upgraded seating options, including first class, premium economy, and business class, tailored to their route and airline. Notable carriers at this airport include American Airlines, Delta, and JetBlue Airways.
• Baltimore Washington International Thurgood Marshall Airport (BWI): This airport is located in Anne Arundel County, Maryland, around 17 miles from Annapolis. It provides both domestic and international flights, connecting to roughly 200 domestic cities and over 120 international locations. Passengers can enhance their travel experience by selecting premium economy, first class, or business class service, depending on their chosen airline and route. Major airlines operating from BWI include Southwest Airlines, Frontier Airlines, and American Airlines.

Top routes to Annapolis

• Boston (BOS) to Annapolis (DCA/BWI), with one-way airfare from around $70
• Orlando (MCO) to Annapolis (DCA/BWI), with one-way flights starting at around $35
• Miami (MIA) to Annapolis (DCA/BWI), with one-way airfare from around $40
• Atlanta (ATL) to Annapolis (DCA/BWI), with one-way tickets available from around $35
• Chicago (ORD/MDW) to Annapolis (DCA/BWI), with one-way tickets available from around $50

Cheapest routes to Annapolis

• New Haven (HVN) to Annapolis (BWI), with budget one-way fares from around $30
• Fort Lauderdale (FLL) to Annapolis (DCA/BWI), with low one-way fares from around $35
• Orlando (MCO) to Annapolis (DCA/BWI), with cheap one-way fares from around $35
• Atlanta (ATL) to Annapolis (DCA/BWI), with cheap one-way fares from around $35
• Miami (MIA) to Annapolis (DCA/BWI), with low-cost one-way tickets from around $40

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Annapolis

• American Airlines: This airline operates flights to Ronald Reagan Washington National Airport (DCA) and Baltimore Washington International Thurgood Marshall Airport (BWI), making up about 37% of arrivals in Annapolis. The average fare for a one-way ticket is around $310. Premium service options may include business class and first class, depending on the route.
• Southwest Airlines: Offering routes to Ronald Reagan Washington National Airport (DCA) and Baltimore Washington International Thurgood Marshall Airport (BWI), Southwest Airlines accounts for roughly 21% of arrivals to Annapolis. The typical one-way fare is approximately $230.
• Delta: With flights to Ronald Reagan Washington National Airport (DCA) and Baltimore Washington International Thurgood Marshall Airport (BWI), Delta represents nearly 18% of arrivals to Annapolis. The average one-way fare is around $290, and premium service options may include premium economy class, business class, and first class depending on the route.
• United: United Airlines serves Ronald Reagan Washington National Airport (DCA) and Baltimore Washington International Thurgood Marshall Airport (BWI), making up about 11% of Annapolis arrivals. One-way fares average around $320, with first class available as a premium service option, depending on the route.
• Frontier Airlines: This airline operates flights to Ronald Reagan Washington National Airport (DCA) and Baltimore Washington International Thurgood Marshall Airport (BWI), contributing roughly 5% of arrivals to Annapolis. The average fare for a one-way ticket is approximately $160.

Best time to fly to Annapolis

The most popular months for travelers to fly to Annapolis are January, March, and April, when peak temperatures in Annapolis can reach up to 55°F in April. If you prefer quieter travel, consider September, the least busy time to visit with temperatures around 70.7°F and typically the lowest average one-way fare (around $200), roughly 6% cheaper than the yearly average. Looking for additional cheaper months to fly? May, October, and August offer average one-way fares of around $204, making them good options for flexible travelers.

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to Annapolis

Getting some of the best deals on flights to Annapolis is all about timing and flexibility. Here are some key tips to help you save:

1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
3. Bundle and save—book a flight and unlock a hotel deal on Expedia*, or explore our Annapolis hotel and flight deals.
4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
5. Earn miles—you can earn airline miles when you book your Annapolis flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Annapolis

Annapolis welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Annapolis efficiently:

• Public transportation: From Ronald Reagan Washington National Airport, travelers can easily access several key transport links: National Airport Station, a metro station, is located just 0.2 miles away on foot, while Alexandria Station, a train station, is about 3.8 miles from the airport by car. Additionally, Washington Seaport, a seaport, is approximately 4.8 miles away by car.
• Hotel transfer: Transfers offer a convenient way to reach your hotel in Annapolis, with options including free hotel shuttles and private rides, which can be arranged in advance.
• Car rental: Renting a car in Annapolis is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Annapolis on Expedia.
• Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay in and around Annapolis

• Naval Academy: Nestled in the heart of Annapolis, the Naval Academy is a culturally rich village perfect for families and those seeking outdoor experiences. Visitors can explore the impressive Maryland State House and enjoy the scenic views from the Chesapeake Bay Bridge. For adventure lovers, Sandy Point State Park offers opportunities for hiking and picnicking amidst nature. With a mix of education and shopping, Naval Academy promises a delightful experience for travelers of all interests.
• Edgewater: Located 5 miles drive away from Annapolis, Edgewater is a charming city known for its beautiful outdoor scenery and family-friendly activities. The area features recreational spaces and shopping centers, making it a great spot for a leisurely day out. Key attractions include the historic Maryland State House and the iconic Chesapeake Bay Bridge. Sandy Point State Park is also nearby, offering breathtaking views and outdoor adventures, ideal for nature enthusiasts.
• Stevensville: Stevensville is located 14 miles drive away from Annapolis and is a delightful city for those seeking a beach getaway. With stunning coastal views and access to sandy shores, it’s perfect for sunbathers and water sports lovers alike. Visitors can explore the scenic Sandy Point Park and relax at Sandy Point Beach, both of which are excellent for outdoor adventures. The Chesapeake Bay Bridge adds to the picturesque landscape, making Stevensville a must-visit destination for nature lovers.

Tips for short-haul flights to Annapolis

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

• Pack light and skip checked bags—with budget airlines, traveling with just a carry-on is often more cost-effective. Optimize space by using mini toiletries, wearing your bulkiest clothing, and planning your outfits carefully. This also allows you to bypass waiting at baggage claim upon arrival.
• Bring your own entertainment—many short-haul flights might not provide in-flight entertainment options. To keep yourself engaged, download TV shows, movies, music, or podcasts ahead of time, and consider bringing a book. Remember to fully charge your devices before you board.
• Arrive at the airport in plenty of time—for short or domestic flights, it's advisable to arrive at least 1.5 to 2 hours prior to departure, taking into account traffic and security lines.
• Bring your own snacks and water—pack your own snacks and a refillable water bottle to stay hydrated and save money while at the airport.

Tips for long-haul flights to Annapolis

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

• Select your seat in advance—for longer flights, choosing your seat is essential for comfort. Full-service airlines often allow you to select your seat for free once online check-in begins, typically 24–48 hours before your flight. Some airlines may provide earlier seat selection options.
• Arrive at the airport in plenty of time—make sure to arrive at least 3 hours prior to departure for international flights to accommodate check-in, security, and immigration procedures.
• Relax at the airport—if you have some extra time, take the opportunity to explore the shops, grab a coffee, or unwind at the gate or in a departure lounge if you have access. Most airports offer free and accessible Wi-Fi.
• Adjust to the new time zone mid-flight—begin syncing your body clock by changing your watch and sleep schedule to align with your destination's time zone. Try to sleep or stay awake during the flight according to the local time of your arrival to help minimize jet lag.

Tips to find the cheapest flights to Annapolis

The cheapest day to fly

Get started finding a cheap flight to Annapolis on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

January is the cheapest month to fly to Annapolis. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Annapolis. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Annapolis, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Annapolis

The lowest price for round-trip flights to Annapolis in 2026 starts from $46, while one-way tickets start from from $22. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Annapolis. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Annapolis

Frontier Airlines, Southwest Airlines, United, Delta, JetBlue Airways are just some of the airlines that can typically offer cheap tickets to Annapolis. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Annapolis and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Annapolis, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Annapolis. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Annapolis plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Annapolis

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Annapolis.

Stopover savings

The cheapest tickets to Annapolis are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Annapolis. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Annapolis for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Annapolis. Simply download the free Expedia app to your smart device and activate Annapolis flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Annapolis. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently Asked Questions

What month is the cheapest to fly to Annapolis?

Plan your trip for January if you're hoping to get a deal on your fare. It's the cheapest month to fly to Annapolis. Try to avoid traveling during peak periods such as major public holidays or during big events.

Which US cities have the cheapest flights to Annapolis?

Typically, Boston, Chicago and Atlanta offer cheap flights to Annapolis. Flexibility, however, is the secret to getting a bargain. Head off midweek or during the low season to keep costs as low as possible.

Which US cities fly direct to Annapolis?

There are 92 US destinations that you can fly to Annapolis directly from. Compare your options by selecting the "Direct flights only" filter on Expedia and choose the best starting point for you. Here are a handful of the top cities to set off from:

• Boston
• Chicago
• Atlanta
• New York
• Orlando

How to find a cheap flight to Annapolis?

Book early to maximize your chances of getting cheap flights to Annapolis. Also, consider visiting during off-season months like January and February. If you leave on a Thursday, you'll save an average of 16% compared to departing on a Sunday.* Save time checking every day and set up a price alert on the Expedia app. We'll notify you when fares drop.

*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.

How to get a cheap last-minute flight to Annapolis?

Although booking in advance is typically the easiest way to save money, don't panic if your Annapolis vacation is last minute. You can still find cheap flights to Annapolis, especially if your plans have a little wiggle room. Try changing your travel dates, looking at different ticket types or flying out of an alternative hub.

How far in advance should I book a flight to Annapolis?

Lock in your flight to Annapolis two to four months ahead if you're taking off from an international destination. For domestic travel, the recommendation is around 28 days in advance. Lower prices and a greater choice of departure dates, times and seating options are just some of the advantages of booking early.*

*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.

Which day of the week is the cheapest day to buy a plane ticket to Annapolis?

Generally, you can get cheap flights to Annapolis on a Sunday. You'll save about 8% on average compared to those who book on a Friday, which is often the most expensive day for tickets.*

*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.

Which airlines fly to Annapolis?

A total of 7 airlines connect 98 airports around the world to Annapolis. Here are some of the major airlines to Annapolis, where Ronald Reagan Washington National Airport (DCA) is the major entry point:

• JetBlue Airways
• Delta Air Lines
• American Airlines
• United Airlines

Where do you fly into Annapolis?

Annapolis's main airport is Baltimore Washington Intl. Thurgood Marshall Airport (BWI). If you'd like more nearby options when flying to Annapolis, consider Ronald Reagan Washington National Airport (DCA), Annapolis, MD (ANP-Lee) or Tipton Airport (FME). It's also possible to fly to Annapolis through Camp Springs, MD (ADW-Andrews Air Force Base).

How far is the airport from central Annapolis?

If you're arriving at Baltimore Washington Intl. Thurgood Marshall Airport (BWI), you'll be around 17 mi northwest of central Annapolis.

Can I save money by booking an Annapolis trip package?

It's possible to save hundreds of dollars if you choose an Annapolis flight and hotel package deal on Expedia. And you'll save yourself hassle by having all your travel arrangements in one place. Try bundling hotels and flights with extras such as car rentals and activities for your own customized Annapolis trip.

Can I change or cancel my flight to Annapolis?

If you reserved your flight to Annapolis in the last 24 hours, you can typically change or cancel it for free. After that, additional charges may apply depending on the airline's terms and conditions. For more information, check out our Customer Service Portal. Remember that some flights are non-refundable, so you may receive a credit for future flights rather than a direct refund. When searching on Expedia, use the "No cancel fee" or "Changes included" boxes to find tickets with flexible change policies.