Best Orlando to Chesapeake Movers + Moving Guide
Want help with the heavy lifting?
If you're moving from Orlando to Chesapeake and need first-hand information you can trust to make this 756 mile move from Florida to Virginia go smoothly, Great Guys Moving is here to help. We've analyzed 26 Orlando to Chesapeake moving companies and more than 20,000 movers nationwide to provide up-to-date and data-driven information about: which moving company to hire (our top recommendation is Sebastian Moving and More), how much the move costs (approximately $1,500 - $5,000 depending on how much stuff you have), and what it will be like living in Orlando compared to Chesapeake. With a move this big, you want big data on your side and Great Guys Moving is your trusted ally to help you sift through the noise to make informed moving decisions.

Best Orlando to Chesapeake Moving Companies
Rank | Company | Affordability Index | License | |
---|---|---|---|---|
1 | Sebastian Moving and More | 9.72 | 9.69 | Authorized For HHG |
2 | Marathon Moving Services | 9.29 | 9.25 | Authorized For HHG |
3 | Prime Movers USA | 9.09 | 9.39 | Authorized For Property, HHG |
4 | Orlando Express Movers Inc. | 8.93 | 9.28 | Authorized For Property |
5 | D.C. Moore & Son | 8.68 | 8.94 | Authorized For HHG |
How Much Does it Cost to Move from Orlando to Chesapeake?
Moving a 1 bedroom apartment 756 miles from Orlando, FL to Chesapeake, VA will cost on average $2,061 to hire full service movers. A 3 bedroom Orlando to Chesapeake move is roughly $4,943. See the chart below for a detailed breakdown by type of move and home size. Pricing will vary based upon the exact locations of pickup and dropoff as well as several other factors. The most important pricing component that is often overlooked is how far away the move date is. The earlier you can reserve movers, the better your pricing and options will be.
Home Size | Moving Cost | Volume of Packed Items (ft³) | $/ft³ |
---|---|---|---|
Studio | $1,386 | 300 ft³ | $4.62 |
1 Bedroom | $2,061 | 450 ft³ | $4.58 |
2 Bedrooms | $3,402 | 750 ft³ | $4.54 |
3 Bedrooms | $4,943 | 1100 ft³ | $4.49 |
4 Bedrooms | $7,122 | 1600 ft³ | $4.45 |
5+ Bedrooms | $7,936 | 1800 ft³ | $4.41 |


Moving in the opposite direction? Here is our moving from Chesapeake to Orlando guide.
Compare the 5 Best Orlando to Chesapeake Movers
These are the top recommended movers based on our unbiased & regularly updated ranking algorithm (NOT paid promotions)

Sebastian Moving and More
6375 N Orange Blossom Trail
Orlando, FL, 32810
About Sebastian Moving and More
Sebastian Moving has over 15 years of experience in the moving business. It will provide shrink wrapping, packing, crating, loading, unloading,...
Services
- Full Service Moves in Orlando
- Air-Conditioned Storage
- Packing and Unpacking
Interstate Moving License
USDOT / MC Status Entity Type | 1575104 / 583326 Authorized For HHG Carrier |
Registered Trucks/Vans | 16 |
Registered Drivers | 15 |
Total Annual Miles Moved | 100,000 (2021) |

Marathon Moving Services

MMS
Virginia Beach, VA, 23464
About Marathon Moving Services
Are you looking for an independently-owned moving company that provides affordable and reliable moving services in Virginia Beach? Marathon Moving Services...
Services
- Residential Moves
- Commercial Moves
- Packing & Delivery
Interstate Moving License
USDOT / MC Status Entity Type | 3572153 / 1552140 Authorized For HHG Carrier |
Registered Trucks/Vans | 3 |
Registered Drivers | 8 |
Total Annual Miles Moved | 20,000 (2023) |

Prime Movers USA
531 Fountain Lake Dr
Virginia Beach, VA, 23451
About Prime Movers USA
Based in Virginia Beach, VA, Prime Movers offers premium moving services at unmatched prices. Founded in 2015, it takes pride in...
Services
- Local moves (within 50 miles)
- Long distance moves (over 50 miles)
- Packing/unpacking services
Interstate Moving License
USDOT / MC Status Entity Type | 2995403 / 21183 Authorized For Property, HHG Carrier |
Registered Trucks/Vans | 2 |
Registered Drivers | 2 |
Total Annual Miles Moved | 9,060 (2023) |

Orlando Express Movers Inc.
3646 Old Winter Gdn
Orlando, FL, 32805
About Orlando Express Movers Inc.
Orlando Express Movers Inc. has been customizing full-service moves since 2008. This Orlando company emphasizes individual needs and unique moving packages...
Services
- Full-service residential moving
- Local and long-distance relocation
- Packing services
Interstate Moving License
USDOT / MC Status Entity Type | 2521724 / 875549 Authorized For Property Carrier |
Registered Trucks/Vans | 63 |
Registered Drivers | 60 |
Total Annual Miles Moved | 9,886,327 (2020) |

D.C. Moore & Son
1201 Upsala Rd
Sanford, FL, 32771
About D.C. Moore & Son
Not many moving companies can say they’ve been around as long as D.C. Moore & Son. This mover was established in...
Services
- Local Movers
- Long Distance Moving
- Storage In Orlando
Interstate Moving License
USDOT / MC Status Entity Type | 659885 / 305054 Authorized For HHG Carrier |
Registered Trucks/Vans | 3 |
Registered Drivers | 2 |
Total Annual Miles Moved | 150,000 (2023) |

Dependable Rankings You Can Count On!
Our rankings are data-driven — movers cannot purchase a spot on our list. Here's why you can have confidence in our recommendations:
- No Paid Placements: Every company earns its spot through merit, not payment.
- Extensive Analysis: Evaluated over 24,000 movers across the country for our rankings.

Dependable Rankings You Can Count On!
Our rankings are data-driven — movers cannot purchase a spot on our list. Here's why you can have confidence in our recommendations:
- No Paid Placements: Every company earns its spot through merit, not payment.
- Extensive Analysis: Evaluated over 24,000 movers across the country for our rankings.
Orlando vs. Chesapeake Neighborhood Comparison
Moving from one city to another can be daunting, especially when you're not familiar with your new locale. To ease the transition, we've created a guide that compares local neighborhoods between Orlando, FL & Chesapeake, VA , helping you find a new neighborhood reminiscent of home. By aligning the vibe, community, and amenities of neighborhoods in Orlando with their counterparts in Chesapeake, you'll feel right at home in no time.
Orlando | Chesapeake | How They're Similar |
---|---|---|
Baldwin Park | Great Bridge | Family-friendly, community events |
Winter Park | Greenbrier | Upscale shopping, fine dining |
Thornton Park | Indian River | Charming homes, mature trees |
College Park | Hickory | Quiet living, great schools |
Dr. Phillips | Western Branch | Affluent, near waterways |
Delaney Park | Great Bridge East | Scenic views, peaceful |
Lake Nona | Deep Creek North | Innovative, growing area |
Audubon Park | Grassfield | Community spirit, local markets |
Downtown | South Norfolk | Urban feel, revitalization |
MetroWest | Riverwalk | Planned community, amenities |
If you're drawn to the arts and community-centric events of Thornton Park in Orlando, you might find a similar spirit in Chesapeake's Indian River neighborhood, famous for its charming homes nestled among mature trees. For those who appreciate the upscale shopping and fine dining experiences that Winter Park offers, Greenbrier in Chesapeake will provide you with a comparable selection of retail and culinary delights. Meanwhile, the family-friendly vibe and community involvement you loved in Baldwin Park are mirrored in Great Bridge, known for its engaging community events and welcoming atmosphere. Transitioning to Chesapeake doesn't mean leaving behind the lifestyle you loved in Orlando—it’s about discovering new favorites amongst familiar comforts.
Ready to start your move?
Pros and Cons of Moving from Orlando to Chesapeake
Moving from Orlando, FL to Chesapeake, VA presents a unique opportunity to reflect honestly on the advantages and challenges that come with such a relocation. This comparison aims to highlight how the elements of your current city stack up against your future home, offering an honest reflection of the good and the bad attributes of this move.
- High tourist traffic
- Hot, humid summers
- Lower walkability
- Quieter settings
- Milder climate
- More green spaces
- Lesser nightlife options
- Fewer attractions
- Smaller culinary scene
- Vibrant nightlife
- Theme parks nearby
- Diverse dining
While the move from Orlando to Chesapeake will require some adjustments, certain aspects may ease the transition. For instance, Chesapeake's Great Bridge Lock Park and Chesapeake City Park offer abundant green spaces for outdoor activities, a contrast to Orlando's more urban setting. The culinary scene in Chesapeake, while smaller, boasts gems like Off The Hook Seafood & Market, offering fresh, local flavors that give a unique taste of Virginia. Although you'll miss Orlando's world-famous theme parks and diverse dining options, Chesapeake's quieter, community-focused lifestyle and its seasonal weather might just offer the refreshing change you're looking for.
Orlando vs. Chesapeake Food Guide
This is a comparison of the local cuisine between Orlando & Chesapeake to provide insight into the food culture you'll experience in your new home. Understanding local cuisine is crucial, as food is a significant element of local culture and daily life.
- Victoria & Albert's
- The Ravenous Pig
- Prato
- The Butcher's Son
- Passion The Restaurant
- Off The Hook Seafood Restaurant
If you're moving from Orlando to Chesapeake, you'll transition from a vibrant, diverse culinary scene highlighted by unique Floridian flavors like Cuban sandwiches and gator bites to a rich, seafood-centric cuisine that Chesapeake is famous for. Notably, neighborhoods like Greenbrier and Great Bridge in Chesapeake are culinary hotspots where seafood boils and fried oysters reign supreme. While Orlando boasts a dynamic and highly acclaimed foodie scene, Chesapeake offers a cozier, community-driven dining experience with gems like Off The Hook Seafood Restaurant. Be sure to explore the food trucks and vegan-friendly options in each city, as these reflect the cities' commitment to diverse and health-conscious dining options.
Orlando vs. Chesapeake Restaurant Comparison
When relocating from Orlando, FL to Chesapeake, VA, finding your new favorite places to dine is key to feeling at home. This restaurant comparison is designed to ease the transition by leveraging your existing tastes in Orlando's vibrant culinary scene to discover similar gastronomic delights in Chesapeake. By looking at how Orlando's top eateries compare to their counterparts in Chesapeake, you're well on your way to enjoying local flavors that reflect your palate.
Orlando | Chesapeake | What You'll Love |
---|---|---|
Victoria & Albert's | Passion The Restaurant | Fine dining elegance |
Prato | Andrea's La Bella in Ghent | Authentic Italian cuisine |
Ravenous Pig | Off The Hook Seafood & Chophouse | High-quality, innovative dishes |
Tako Cheena | 619 Cantina | Eclectic tacos and casual atmosphere |
Gideon's Bakehouse | Caroline's Sweet Shop | Gourmet cookies and desserts |
Ceviche Tapas Bar & Restaurant | Tapas 219 | Flavorful tapas and intimate dining experience |
Domu | Alkaline | Ramen with a twist |
Kres Chophouse | Aberdeen Barn Steak House | Classic steakhouse experience |
Black Bean Deli | Cuban Island Restaurant | Authentic Cuban flavors |
The Glass Knife | Twist Martini | Modern desserts and cocktails |
Each dining spot offers a unique reflection of their respective city's culinary attitude. For example, Passion The Restaurant in Chesapeake captures the fine dining elegance akin to what diners adore at Victoria & Albert's in Orlando, focusing on exquisite plating and flavors. Fans of creative and authentic Italian dishes who frequent Prato will find a new haunt in Andrea's La Bella in Ghent, where the focus on fresh ingredients and traditional recipes mirrors Prato's charm. For those who appreciate the hybrid vigor of Tako Cheena's tacos, 619 Cantina offers an eclectic menu that promises casual yet delectable dining. By exploring these Chesapeake equivalents to your Orlando favorites, you'll not only satisfy your cravings but also embark on new gastronomic adventures that make your new city feel like home.

Ready to start your move?
Orlando vs. Chesapeake Real Estate & Living Facts
When considering a move, the real estate landscape is crucial. Compare the living conditions in Orlando, FL and Chesapeake, VA to understand where you might feel more at home. This comparison clarifies differences in housing costs, architectural styles, and lifestyle options.
Orlando and Chesapeake both boast a median home price around $330,000, making them comparably affordable. However, you'll find Orlando offers more modern and Mediterranean-style homes, reflecting Florida's coastal charm, while Chesapeake leans towards traditional and Colonial architecture, echoing Virginia's rich history. Despite the similarities in housing costs, the cities differ significantly in terms of lifestyle. Orlando's proximity to world-renowned theme parks and its slightly higher walkability and bikeability scores make it a more attractive option for those seeking an urban lifestyle. In contrast, Chesapeake's allure lies in its quieter neighborhoods and spacious yards, perfect for those seeking a more laid-back and suburban feel.

Pet-friendly Neighborhoods in Chesapeake, VA
1. Great Bridge : Enjoy spacious parks and numerous walking trails where you and your furry friends can explore nature.
2. Greenbrier East : Benefit from pet-friendly communities and easy access to pet services, including vets and grooming salons.
3. Riverwalk : Take advantage of scenic riverfront areas and designated dog walking paths to keep your pets active and happy.
Orlando vs. Chesapeake Weather Considerations
Moving from Orlando, FL to Chesapeake, VA introduces changes in weather that can impact your day-to-day life. Understanding how weather variation between Orlando and Chesapeake can prepare you for what's ahead is essential. This comparison aims to highlight the key differences to help with your transition.
Average Summer High/Low (°F)
Average Winter High/Low (°F)
Annual Rainfall (Inches)
Annual Snowfall (Inches)
When considering the weather differences between Orlando and Chesapeake, it's important to note that while both cities enjoy a warm climate, Chesapeake experiences cooler winters with occasional snowfall—a contrast to Orlando's mild winters. Additionally, Chesapeake's summer highs are slightly less intense, which might come as a relief during heatwaves. Despite more sunny days in Orlando, the higher humidity levels might make the heat feel more intense than in Chesapeake. Preparing for these changes, especially the potential for snow and lower winter temperatures, will ensure a smoother transition to your new home.
Ready to start your move?
Money, Economy, and Job Market Considerations for Moving from Orlando to Chesapeake
When considering a move from Orlando, FL, to Chesapeake, VA, it's crucial to understand the financial changes you'll encounter. This comparison will shed light on the cost of living, tax burdens, and overall economic health between Orlando and Chesapeake, helping you prepare for your new life.
Moving from Orlando to Chesapeake presents some clear financial shifts. With an average household income in Chesapeake significantly higher than in Orlando, coupled with a moderately higher cost of living index, your financial outlook could change notably. However, it's important to factor in Virginia's state income tax, which doesn't apply in Florida. Despite this, Chesapeake's lower poverty rate and reduced visibility of homelessness, alongside its comparatively affordable property tax, suggest a potentially more stable economic environment. These factors collectively can influence your standard of living, making Chesapeake an attractive option for many.
Orlando vs. Chesapeake Political & Religious Comparison
When moving from Orlando, FL, to Chesapeake, VA, understanding the community you’ll be joining is crucial for a smooth transition. This quick guide provides a snapshot of the comparison of the politics between Orlando & Chesapeake , shedding light on the political and religious makeup of residents in both cities.
Orlando's political atmosphere tends to lean Democratic, with a focus on progressive stances towards social issues, reflecting its diverse population and vibrant local government. In contrast, Chesapeake's politics are more conservative, especially concerning fiscal policies, mirroring Virginia's historical lean. Religion plays a significant role in both cities; Orlando boasts a diverse religious landscape with a noticeable Catholic community, while Chesapeake's religious scene is predominantly Protestant. These differences highlight the distinctive cultural and political environments you'll experience in your move from Orlando to Chesapeake.
Orlando vs. Chesapeake Traffic and Public Transit Considerations
This guide aims to provide a comprehensive comparison of the traffic and transportation options between Orlando & Chesapeake, enabling you to better understand what the daily commute and traffic is like as you consider making this move.
In Orlando, you'll find that traffic congestion can be a significant challenge, particularly around tourist-heavy areas and during peak seasons. The city does offer some public transportation options, like the SunRail, but its coverage may not meet everyone's needs, making downtown one of the few places where you can get by without a car. Chesapeake, on the other hand, offers a more laid-back driving experience with less traffic congestion. However, the availability of public transit is quite limited, making it harder to rely on if you don't own a vehicle. Considering these factors is crucial for planning your daily commute and understanding the logistical aspects of your move.



Additional Resources
Orlando Moving Services
Popular Orlando to Virginia Routes
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