Cheap Flight Deals to Cumberland

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DXB
Dubai
CBE
Cumberland
14 Dec 2025 - 22 Dec 2025
from $234 
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ATL
Atlanta
CBE
Cumberland
14 Dec 2025 - 22 Dec 2025
from $256 
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DEN
Denver
CBE
Cumberland
14 Dec 2025 - 22 Dec 2025
from $130 
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MIA
Miami
CBE
Cumberland
14 Dec 2025 - 22 Dec 2025
from $317 
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ORD
Chicago
CBE
Cumberland
14 Dec 2025 - 22 Dec 2025
from $200 
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JFK
New York
CBE
Cumberland
14 Dec 2025 - 22 Dec 2025
from $120 

Book Flights to Cumberland at the Best Price

Searching for affordable flights to Cumberland, Maryland? Whether you’re visiting for its rich history, scenic beauty, or small-town charm, CompareWings makes it easy to find and book cheap flights to Cumberland. Compare fares from top airlines, discover flexible travel options, and secure the best deals for your next trip.

Why Visit Cumberland?

Cumberland is one of Maryland’s most historic and picturesque cities, known as the “Gateway to the Mountains.” Surrounded by the Appalachian Mountains and nestled along the Potomac River, it’s a perfect destination for nature lovers, history enthusiasts, and weekend travelers. Visitors can explore the historic downtown, enjoy train rides on the Western Maryland Scenic Railroad, or cycle along the Great Allegheny Passage Trail.

The city offers a peaceful yet vibrant atmosphere, with art galleries, local restaurants, and cultural events year-round. Whether you’re here for outdoor recreation or a relaxing escape, Cumberland is an ideal small-town getaway with big adventure potential.

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When’s a good time to book a flight to Cumberland?

What’s the cheapest day of the week to fly to Cumberland?

If you’re looking for a flight deal for Cumberland, it’s recommended to look for departures on Monday. Sunday tends to have higher prices.

What is the cheapest month to fly to Cumberland?

Historically, December has been the cheapest month for flights to Cumberland. On the other hand, the most expensive months tend to be May.

How to Find Cheap Flights to Cumberland

Although Cumberland has a regional airport, most travelers fly into nearby major airports for better connectivity and lower fares. Follow these tips to get the best airfare:

  • Book early: Plan your trip ahead of time to find lower prices and more seat options.
  • Consider nearby airports: Fly into Hagerstown Regional Airport (HGR) or Washington Dulles International Airport (IAD) for more flight availability.
  • Be flexible with dates: Midweek flights often cost less than weekend departures.
  • Use CompareWings: Quickly compare fares and flight schedules from multiple airlines to Cumberland or nearby airports.
  • Set fare alerts: Get real-time notifications on price drops to secure the best deals.

Airports Near Cumberland

  • Greater Cumberland Regional Airport (CBE): Serves local and charter flights for direct access to the city.
  • Hagerstown Regional Airport (HGR): A convenient nearby airport with regional connections.
  • Washington Dulles International Airport (IAD): The nearest major hub offering extensive domestic and international flights.
  • Pittsburgh International Airport (PIT): Another good option within driving distance of Cumberland.

Popular Flight Routes from Cumberland

Airlines Flying to Cumberland

Things to Do in Cumberland

  • Western Maryland Scenic Railroad: Take a scenic train journey through the mountains and valleys of Maryland.
  • Canal Place Heritage Area: Learn about the city’s role in America’s early transportation history.
  • Rocky Gap State Park: Enjoy camping, hiking, and fishing in one of Maryland’s most beautiful natural parks.
  • Downtown Cumberland: Explore shops, art galleries, and restaurants in the city’s historic district.
  • Allegany Museum: Discover local art, history, and cultural exhibits that tell Cumberland’s story.

Where to Stay in Cumberland

Cumberland offers charming lodging options for every traveler, from boutique hotels and cozy bed-and-breakfasts to budget-friendly inns. Popular stays include the Fairfield Inn & Suites, Hampton Inn Cumberland, and local heritage lodges near downtown attractions.

Why Book with CompareWings?

  • Compare flight fares from top airlines worldwide
  • Find flexible travel schedules and nearby airport routes
  • Get notified instantly about price drops and flight offers
  • No hidden charges — only transparent, affordable deals
  • Access both domestic and international routes with ease

Plan your next trip to Cumberland, Maryland with CompareWings — your go-to travel partner for cheap flights and great travel deals.

Frequently Asked Questions

The Greater Cumberland Regional Airport (CBE) serves the city, located just across the Potomac River in West Virginia.


The closest major airports are Pittsburgh International Airport (PIT) and Washington Dulles International Airport (IAD).


Cumberland is about a 2.5-hour drive from Washington, D.C., accessible via I-70 and I-68.


Late winter and early spring tend to offer the most budget-friendly airfare options.

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