Chesapeake, VA Car Shipping

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Chesapeake, VA Car Shipping
Looking for reliable car shipping in Chesapeake, VA? You’re in the right place. Whether you’re moving across the country or buying a vehicle online, auto transport doesn’t have to be stressful. This guide covers everything you need to know about shipping your car from Chesapeake, VA—including costs, timelines, and insider tips. With Sherpa’s 4.9-star rating and Price Lock Guarantee, you’ll get transparent pricing without surprise fees.
Popular Routes from Chesapeake, VA

Key Takeaways From This Article
Chesapeake, VA Auto Transport
Car shipping from Chesapeake, VA typically costs $1,075-$1,800 and takes 1-10 days depending on distance, with most routes averaging 2,317 miles.
Our Chesapeake and Virginia Customers
Sherpa Auto Transport stands out with a 4.9-star rating from 8,000+ reviews, transparent pricing backed by our Price Lock Promise, and a BBB A+ rating ensuring no hidden fees or last-minute surprises.
Factors that Impact Cost
Route accessibility is the most important cost factor for Chesapeake shipments—the city’s proximity to I-64 and I-664 offers competitive rates along major corridors, while remote destinations off main highways cost significantly more.
Tips and Tricks to Save
Booking your Chesapeake car shipment 1-2 weeks in advance is the most important step, giving you better pricing, more carrier options, and flexible scheduling compared to last-minute requests.
How Car Shipping Works
Virginia requires new residents to register vehicles within 30 days and obtain a state driver’s license, though Chesapeake doesn’t require emissions testing unlike Northern Virginia localities.
State Insights
Flexibility saves money—providing a five-day pickup and delivery window instead of exact dates allows carriers to optimize routes efficiently, passing savings directly to you while ensuring reliable service.
What Sherpa’s Customers are Saying
The Sherpa Difference
TRANSPARENCY
Our Price Lock Promise ensures you know exactly what you’ll pay, with no hidden fees or last-minute surprises.
NATIONWIDE COVERAGE
Whether you’re shipping your vehicle across the state or across the country, our extensive network of carriers ships to all 50 states all year round.
CUSTOMER FIRST APPROACH
Sherpa has a 4.87 average customer rating with over 8,000 five-star reviews. We were recognized by Auto Business Outlook as the Top Automotive Shipping Provider in 2023 for our commitment to customer service.
CARRIER QUALITY
We carefully evaluate transportation records, accident history, and customer feedback to vet every one of our carriers. If a carrier does not meet our high standards, we do not use them.
EXPERT HANDLING
From classic cars, everyday vehicles, motorcycles and more, we have the expertise to manage all types of auto transport needs with care and precision.
Popular Routes from Chesapeake, VA
| Route | Distance | Avg Cost | Transit Time | Quote |
|---|---|---|---|---|
|
Chesapeake
to San Diego
|
2,707 mi
|
$1200–1525
|
4-9 days
|
Get Quote |
|
Chesapeake
to Los Angeles
|
2,721 mi
|
$1250–1500
|
4-9 days
|
Get Quote |
|
Chesapeake
to Houston
|
1,360 mi
|
$1075–1250
|
1-5 days
|
Get Quote |
|
Chesapeake
to Riverside
|
2,687 mi
|
$1250–1625
|
4-9 days
|
Get Quote |
|
Chesapeake
to Phoenix
|
2,352 mi
|
$1225–1475
|
3-7 days
|
Get Quote |
|
Chesapeake
to Seattle
|
2,958 mi
|
$1475–1725
|
4-10 days
|
Get Quote |
|
Chesapeake
to Dallas
|
1,351 mi
|
$1075–1300
|
1-5 days
|
Get Quote |
|
Chesapeake
to Portland
|
2,971 mi
|
$1475–1700
|
4-10 days
|
Get Quote |
|
Chesapeake
to San Antonio
|
1,555 mi
|
$1200–1375
|
2-6 days
|
Get Quote |
|
Chesapeake
to Las Vegas
|
2,509 mi
|
$1300–1800
|
3-7 days
|
Get Quote |
|
Chesapeake
to Miami
|
966 mi
|
$825–1025
|
1-4 days
|
Get Quote |
|
Chesapeake
to New York City
|
367 mi
|
$675–850
|
0-2 days
|
Get Quote |
|
Chesapeake
to Oxnard
|
2,776 mi
|
$1225–1400
|
4-9 days
|
Get Quote |
|
Chesapeake
to San Francisco
|
2,978 mi
|
$1250–1525
|
4-10 days
|
Get Quote |
|
Chesapeake
to Jacksonville
|
615 mi
|
$800–900
|
0-3 days
|
Get Quote |
Pricing by Vehicle & Trailer Type
Based on 3,003 actual shipments involving Chesapeake, here’s how pricing varies by vehicle size and trailer type.
By Vehicle Type
By Trailer Type
Note: Updated 2026 pricing. Prices shown are averages based on actual Sherpa shipments over the last 12 months. Your quote may vary based on specific pickup/delivery locations, vehicle condition, current market demand, and time of year. Get an instant quote for accurate pricing.
Factors that Affect Chesapeake, VA Shipping Prices
Distance
Distance plays a major role in your shipping costs. The further your vehicle travels, the more you’ll pay. Shipping from Chesapeake to nearby states like North Carolina or Maryland costs less than cross-country transport to California or Washington.
Route
Your route matters just as much as distance. Chesapeake sits near I-64 and I-664, which connect to major highways heading north and south. Routes along these main corridors cost less because carriers travel them regularly. If you’re shipping to or from a remote area off the beaten path, expect higher prices.
Season
Timing affects your wallet. Summer months and winter (snowbird season) see the highest demand and prices. Spring and fall typically offer better rates. If you have flexibility, shipping during off-peak months can save you money.
Vehicle Type
What you ship matters. Standard sedans are the cheapest to transport. SUVs and trucks cost more because they’re heavier, take up more space, and use more fuel. Larger vehicles are also harder to load and unload. Some trailers can’t even accommodate oversized trucks.
Traffic Patterns
Heavy traffic periods drive up costs. The week before Thanksgiving, Christmas, and other major holidays see packed roads and stretched carrier capacity. Book around these busy times when possible. You’ll find better availability and lower prices.
Carrier Availability
Carrier availability shifts with the seasons. During peak summer months, you might wait several weeks for pickup. Off-season shipping in spring or fall often means carriers are available within days. Plan ahead during busy periods to avoid delays.
Open vs Enclosed
You have two trailer options. Open trailers are the standard choice and cost less. Your car is exposed to weather but perfectly safe for most vehicles. Enclosed trailers protect luxury, classic, or exotic cars from the elements but cost significantly more.
Population Density
Location accessibility impacts pricing. Chesapeake’s suburban layout with wide roads makes pickup and delivery easier than dense urban cores. If you’re shipping to a crowded downtown area, carriers face tight streets and parking challenges. Consider meeting your carrier in a more accessible suburb to reduce costs.
Tips & Tricks for Saving on Vehicle Shipping
Off Season Savings
Timing matters when shipping your vehicle. Off-season transport costs significantly less than peak periods like summer or snowbird season. Even shifting your shipment by a few weeks can result in substantial savings, making winter and early spring ideal for budget-conscious customers.
Flexible Pickup & Delivery
Flexibility saves money on car shipping. Carriers offer lower rates when you provide a five-day pickup and delivery window instead of exact dates. This flexibility allows carriers to optimize their routes efficiently, passing savings directly to you while ensuring reliable service.
Hub City Advantages
Chesapeake’s proximity to major highways like I-64 and I-464 offers competitive shipping rates. Choose pickup locations near these thoroughfares for better carrier access and lower costs. If shipping to rural areas, consider meeting carriers at nearby highway-accessible cities to reduce expenses.
Open Trailers
Open trailers cost less than enclosed options and work perfectly for most vehicles. They’re safe, reliable, and widely available. Reserve enclosed trailers for luxury, classic, or high-value cars needing extra protection. Most standard vehicles ship safely on open carriers at lower prices.
Learn More About Open vs. Enclosed Trailers
How does Car Shipping from Chesapeake, VA Work?

Car shipping from Chesapeake, VA is a straightforward process designed to transport your vehicle safely across the country. When you book auto transport services, a carrier will pick up your car directly from your location in Chesapeake, VA and deliver it to your destination. The typical timeline for car shipping from Chesapeake is 3-7 days, depending on the distance. Most routes average around 2,317 miles, with costs ranging from $1075-$1800 based on your specific needs.
The auto transport process begins with requesting a free quote and booking your shipment. Next, you’ll prepare your vehicle by removing personal items and documenting its condition. A professional carrier will then pick up your car at a scheduled time in Chesapeake, VA. Your vehicle travels on either an open or enclosed trailer, with tracking available throughout transit. Chesapeake’s proximity to major highways like I-64 makes pickup and delivery convenient for carriers. Upon arrival, you’ll inspect your vehicle and sign off on delivery. This simple process ensures your car shipping experience from Chesapeake, VA is smooth and stress-free.
Chesapeake, VA Car Transport: State Insights and Regulations

When planning car shipping to Chesapeake, VA, understanding Virginia’s vehicle regulations is essential. New residents must register their vehicle within 30 days of establishing residency at the Virginia DMV [VA DMV]. Virginia requires annual safety inspections for most vehicles, and emissions testing is mandatory in Northern Virginia localities but not in Chesapeake [VA DMV]. The state enforces strict window tinting laws: front side windows must allow more than 50% light transmission, while rear windows can be darker if the vehicle has dual side mirrors [VA DMV].
Auto transport customers should know that Virginia is an “at-fault” insurance state, requiring minimum liability coverage of 25/50/20 [VA DMV]. When moving to Chesapeake, consider the mild coastal climate. While winter tires aren’t typically necessary, occasional snow and ice can occur. The area experiences humid summers and moderate winters, so ensure your vehicle’s air conditioning and heating systems work properly before shipping. Chesapeake’s coastal location means salt air exposure, so regular washing and rust prevention treatments are recommended after your auto transport arrives [NOAA].
For those shipping vehicles from Chesapeake, VA, ensure all personal items are removed, as car shipping companies typically prohibit cargo in transported vehicles. Plan your registration transfer timeline carefully to avoid lapses in coverage during the auto transport process.
Nearby Cities for Car Shipping
Looking for car shipping in neighboring cities? We also provide auto transport services in:
Areas of Chesapeake, Virginia that we Serve
Chesapeake City Center: 23320, 23322, 23323, 23324, 23325
Great Bridge: 23320, 23322
Deep Creek: 23321, 23323
South Norfolk: 23323, 23324
Western Branch: 23321, 23322
Greenbrier: 23320, 23322
Hickory: 23322
Portlock: 23321
Battlefield: 23322
Fentress: 23322
We serves the entire Chesapeake region and all 50 states. We’d be honored to ship your vehicle.
College & University Car Shipping in Chesapeake, VA
While Chesapeake doesn’t host major universities within city limits, students attending nearby institutions like Old Dominion University in Norfolk (15 miles away) or Norfolk State University should plan ahead for parking logistics. Most campus parking requires permits that range from $200-$400 annually, with registration typically opening in summer [ODU Parking Services]. On-campus housing often includes limited parking, so verify availability before shipping a car to the area. Students leaving for winter break should inquire about long-term storage options, as most universities allow vehicles to remain in designated lots [NSU Transportation]. Chesapeake’s mild winters rarely require snow tires, but ensure your insurance and roadside assistance coverage extends to Virginia before arranging auto transport. When coordinating Chesapeake car shipping, schedule delivery 1-2 weeks before classes start to allow time for parking registration and vehicle inspections.
Military Car Shipping in Chesapeake, VA
Chesapeake is home to several military installations, making auto transport a common need for service members. At nearby Naval Support Activity Hampton Roads and Joint Base Langley-Eustis, parking on base requires a valid Department of Defense (DoD) ID and vehicle registration with the installation Provost Marshal Office [DoD]. Most barracks offer limited parking, so junior enlisted personnel should verify availability before shipping a vehicle [Navy]. When deploying or taking extended leave, contact your command about long-term storage options, as policies vary by installation [DoD]. Virginia requires all residents to register vehicles within 30 days and obtain a state driver’s license [Virginia DMV]. Winter weather is generally mild, but ensure your auto insurance and roadside assistance coverage extends to Virginia before transport [USAA]. Planning ahead helps ensure a smooth transition to your new duty station.
Chesapeake, VA Vehicle Transport FAQs
Preparing your vehicle for transport from Chesapeake, VA is simple. Follow these key steps:
Remove personal items: Take out all belongings, toll passes, and fragile items. Carriers are not insured for personal property left inside.
Clean your vehicle: Wash your car so you can document its condition with photos before shipping.
Check fluids and battery: Ensure your vehicle has adequate fluids and a charged battery. Fix any leaks before transport.
Disable alarms: Turn off car alarms to prevent issues during transit.
Remove accessories: Take off custom items like bike racks, spoilers, or antennas that could be damaged.
Provide a key: Have a working key ready for the driver.
Keep fuel low: Maintain about a quarter tank of gas for loading and unloading.
For complete preparation guidelines, visit our Vehicle Shipping Tips page.
Yes, your vehicle is fully insured when shipping from Chesapeake, VA. All carriers in our network must carry a minimum of $1,000,000 in liability insurance and $100,000 in cargo insurance.
Before your vehicle leaves Chesapeake, we verify that the carrier’s insurance is active and valid. We also require all carriers to list Sherpa Auto Transport as a Certificate Holder on their policy. This gives you extra protection and peace of mind during transport.
Your driver will provide proof of insurance at pickup. We recommend taking photos of your vehicle before loading to document its condition. While damage during transport is rare, insurance coverage ensures you’re protected throughout the entire journey from Chesapeake to your destination.
We recommend scheduling your car shipment from Chesapeake, VA at least 1-2 weeks in advance. However, booking earlier gives you the best results.
Here’s why early booking helps:
- Better pricing: Carriers can plan routes more efficiently and offer competitive rates
- More carrier options: You’ll have access to more available drivers in the Chesapeake area
- Flexible scheduling: You can choose pickup dates that work best for you
- Route optimization: Carriers can bundle your vehicle with others heading the same direction
If you need last-minute shipping, we can often accommodate requests with 2-3 days notice, though this may cost more and limit your options.
For the smoothest experience, contact us as soon as you know your moving dates. We’ll work with you to find the best carrier and schedule for your Chesapeake car shipment.
No payment is due at the time of booking. We do require a payment method on file so that it is available to charge once a carrier is secured. We accept all major debit and credit cards, including Mastercard, Visa, Discover and American Express. The most convenient option is to pay for your shipment in full by credit card at the time a carrier is secured.
We also allow you to pay for your Initial Payment via credit or debit card and then pay the outstanding balance on delivery day via cash or a certified check made out to the carrier.
Your Sherpa shipment includes up to 100 lbs of personal items or household goods stored in the trunk area or secured below the window line. If you are shipping to or from a port or your shipment includes ocean transit, your vehicle must be emptied of all items. Sherpa and your assigned carrier cannot be responsible for personal items left inside the vehicle. See our Vehicle Shipping Tips for more details.
Yes. It is important that you, or another adult that you trust, is there for pickup and delivery of your vehicle. This designated person plays an important role in the shipping process including documenting the state of the vehicle and signing the Bill of Lading, which acts as a receipt of the vehicle’s condition.
Open auto transport uses open-air trailers that carry multiple vehicles at once. Your car is exposed to weather and road elements during transit. This is the most popular option—about 90% of vehicles shipped in and out of Chesapeake use open transport. It’s reliable, affordable, and perfect for everyday vehicles.
Enclosed auto transport uses fully covered trailers that protect your vehicle from weather, dust, and road debris. This premium option costs 50-60% more than open transport but provides maximum protection for high-value vehicles like classic cars, luxury vehicles, or cars with custom paint jobs.
For most Chesapeake residents shipping standard vehicles, open transport offers excellent value and safety. Choose enclosed transport if you’re moving a collector car, exotic vehicle, or any car where extra protection is worth the investment. See our open vs enclosed auto transport guide for more details.
Yes! We offer door-to-door auto transport service throughout Chesapeake, VA and across the country. This is our most popular shipping option because it’s convenient and hassle-free.
Here’s how it works: When you book your shipment, simply provide your pickup and delivery addresses. Our carrier will come directly to your home, business, or specified location in Chesapeake to pick up your vehicle. When your car arrives at its destination, the driver will deliver it right to your door.
In most residential and commercial areas of Chesapeake, door-to-door service works perfectly. However, if your street has low-hanging trees, tight turns, or isn’t accessible for large car carriers, the driver may ask to meet you at a nearby location like a shopping center or gas station. This is rare, but it ensures your vehicle stays safe during loading and unloading.
Our drivers will always contact you before pickup and delivery to confirm details and timing. This gives you flexibility and peace of mind throughout the shipping process.
Many Auto Transport companies try to tease customers with lower rates, only to surprise you with “hidden costs” later. At Sherpa Auto Transport, we do things differently. We provide one locked-in price upfront and stick to it. If unexpected costs arise, we pay them out of our own pocket.
While we may not always be the cheapest option at first glance, our commitment to transparency and reliability offers exceptional value. As a premium service, we ensure an stress-free experience from start to finish.
We transport sedans, SUVs, pickup trucks, vans and motorcycles across the nation, including service to Alaska and Hawaii. At this time, we do not service boats, golf carts, ATVs, or RVs. We can ship both operable and inoperable vehicles so long as the vehicle can roll, brake, and steer, and that you can provide the carrier with a key to the vehicle. We can also ship electric vehicles.
Visit Sherpa’s FAQ page to learn more about car shipping!
