($907) Cost to ship a car from Chesapeake, VA to Milwaukee, WI
Fact Checked by: Quick answer: Shipping a car 986 miles from Chesapeake, Virginia, to Milwaukee, Wisconsin, typically costs between $907 and $1,554. Final pricing depends on details like your vehicle type, shipping method, and the time of year. For personalized pricing, try our car shipping cost calculator.
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Shipping a car the reverse route? We've got you covered with our Milwaukee to Chesapeake car shipping guide.
Our track record
Each year, 400,000+ people trust our car shipping recommendations. Here are a few reasons why:
- Founded in 2015
- 2,500+ car shipping companies analyzed
- $50,000 in moving & auto transport grants delivered
- Up-to-date pricing info & industry data
- Fact-checked for accuracy
The best Chesapeake to Milwaukee car shipping companies
We’ve done the research, and these are the best car shipping companies to help transport your vehicle from Chesapeake to Milwaukee:
- Best for Real-Time Tracking: Nexus Auto Transport
- Best for accurate pricing: Sherpa Auto Transport
- Best for Budget-Conscious: Navi Auto Transport
- Best for Exact Pickup Dates: SGT Auto Transport
- Best Insurance Coverage: Ship A Car Direct
- GPS tracking
- Instant online quotes
- Economy option
- Ships nationwide
- Easy online scheduling
- Price Lock Promise
- Pay by credit card
- Free car wash at delivery
- No upfront deposit
- Door-to-door service
- Price matching
- One-day pickup
- New customer discount
- White-glove service
- No hidden fees
- Free online quotes
- Door-to-door service in 48 states
- Exact pickup dates
- Ships to & from HI
- Damage-free guarantee
- $500 damage or loss coverage
- No deposit
- Rental car assistance
- Inoperable car shipping
Top local car shippers in Chesapeake
If sticking with a local company is important to you, here are the top car shipping companies based in Chesapeake, VA:
- Ship A Car ASAP: 3.72 out of 5 stars
- Safemile Auto Transport: 3.66 out of 5 stars
- Speedy Car Shipping Norfolk: 3.56 out of 5 stars
- Virginia Beach Auto Transport: 3.5 out of 5 stars
- Xpress Auto Transport: 3.5 out of 5 stars
Ship A Car ASAP
4801 Glenwood Ave Suite 200, Raleigh, NC 27612 US
shipacarasap.com
3.72 / 5.0
Customers consistently praise David’s exemplary service, highlighting his professionalism, excellent communication, and the efficiency of the car shipping process. However, some feedback indicates occasional delays in response times from representatives at the company.
Services Offered
- Open transport
- Enclosed transport
- Interstate shipping
- Insured shipping
- Expedited delivery
- Multi-car transport
- Classic cars
- RVs
- ATVs
- Trailers
- Motorcycles
- Heavy equipment
- Boats
- Electric vehicles
- Inoperable cars
Additional Information
- Pay by cash
- Pay by credit card
- Deposit Required
- DOT #: 1628739
Alternative Business Names
- JE Carriers, LLC
Safemile Auto Transport
500 E Main St 16th floor, Norfolk, VA 23510 US
safemileautotransport.com
3.66 / 5.0
Customers frequently commend Safemile for their excellent communication, professional service, and timely deliveries. However, some express initial anxiety about trust in the shipping process before experiencing the service firsthand.
Services Offered
- Open transport
- Enclosed transport
- Interstate shipping
- Insured shipping
- Shipment tracking
- Expedited delivery
- Multi-car transport
- Classic cars
- ATVs
- Motorcycles
- Heavy equipment
- Boats
- Electric vehicles
- Inoperable cars
Discounts
- Military
- Senior
Additional Information
- Pay by cash
- Pay by credit card
- DOT #: 3813643
Speedy Car Shipping Norfolk
2607 Wyoming Ave, Norfolk, VA 23513 US
speedycarshipping.com/car-shipping-service/auto-transport-norfolk-va
3.56 / 5.0
Services Offered
- Open transport
- Enclosed transport
- Interstate shipping
- International shipping
- Insured shipping
- Expedited delivery
- Multi-car transport
- Classic cars
- ATVs
- Motorcycles
- Boats
- Electric vehicles
- Inoperable cars
Discounts
- Military
- Senior
Additional Information
- Pay by cash
- Pay by credit card
- Deposit Required
- DOT #: 2297446
Virginia Beach Auto Transport
3269 Dam Neck Rd, Virginia Beach, VA 23453 US
virginiabeachautotransport.com
3.5 / 5.0
Customers praised the punctuality and honesty of the drivers, while expressing significant concerns about service reliability and accusations of fraudulent practices.
Services Offered
- Open transport
- Enclosed transport
- Interstate shipping
- Insured shipping
- Expedited delivery
- Classic cars
- Motorcycles
- Heavy equipment
- Boats
Additional Information
- Pay by cash
- Deposit Required
Xpress Auto Transport
4519 Bainbridge Blvd #340, Chesapeake, VA 23320 US
xpressautoship.com
3.5 / 5.0
Services Offered
- Open transport
- Enclosed transport
- Interstate shipping
- International shipping
- Insured shipping
- Shipment tracking
- Expedited delivery
- Multi-car transport
- Classic cars
- RVs
- Trailers
- Motorcycles
- Heavy equipment
- Boats
- Electric vehicles
- Inoperable cars
Additional Information
- Pay by credit card
- Deposit Required
- DOT #: 3878126
How we chose the best car shipping companies
We analyzed 2,400 car shipping companies nationally and evaluated and rated them based on key factors using our unique system of methodology.
Here’s what we considered:
- Standard services: We looked at the types and variety of services each company provides. This includes whether they offer open transport, enclosed transport, or both. We also rated companies based on whether they have door-to-door shipping or just terminal pickup and delivery and the kinds of vehicles they ship. Companies that move RVs, motorcycles, and other specialty vehicles scored higher than those that just ship cars.
- Add-on services: We gave additional points to companies that provide special optional services like expedited shipping, guaranteed pickup times, car washes, and rental car reimbursement.
- Customer satisfaction: We analyzed consumer reviews on multiple major platforms, such as Yelp, Google, and Trustpilot to see whether a car shipping company delivers services promptly with good communication and within the estimated cost. We also evaluated each company’s standing within the car shipping industry as a whole by confirming U.S. Department of Transportation (USDOT) licensure and checked their membership in — and reputation with — trade associations.
- Availability: We awarded points to each company based on their service areas. Companies that are available in Alaska and Hawaii, in addition to the continental U.S., scored higher than those that just service the Lower 48 or fewer states.
- Scheduling and payment: We reviewed the ease with which customers can schedule services and estimate their costs through accurate quotes, price matching, flat-rate pricing, and other perks. Car shippers that give binding quotes or a price-lock promise got more positive rankings than those that are not as transparent with pricing.
Car shipping alternatives from VA to WI
Getting your car from Chesapeake to Milwaukee can be done in a few different ways. Here’s a breakdown of your top car shipping options that highlights their advantages and drawbacks.
Coordinate with your movers
If you’re moving from Chesapeake to Milwaukee, many of the best interstate movers work with trusted car shipping companies. They can coordinate your vehicle transport as part of the full-service moving package, but you’ll be limited to their chosen provider and pricing.
Drive your car
There are plenty of pros and cons to consider before driving instead of shipping your car. A 986-mile trip from Chesapeake to Milwaukee could turn into a fun travel experience and reduce expenses. Still, you’ll add significant mileage and could encounter bad weather and driving conditions.
Use a driving service
If cost isn’t your biggest concern, you might consider hiring someone to drive your car from Virginia to Wisconsin. That said, you’ll want a driver you can rely on to handle the trip from Chesapeake to Milwaukee carefully. Just remember—this option still puts added miles on your car.
Ship your car via train
If saving money is your priority, shipping a car by train to Milwaukee is worth considering. It’s not only safe but also the cheapest way to ship a car. The drawback is that there are fewer pickup and drop-off options and longer timelines compared to auto shippers or driving.
Factors affecting Chesapeake to Milwaukee car shipping costs
When you’re arranging vehicle transport from Chesapeake to Milwaukee, keep these cost factors in mind:
Transport method
When shipping your car from Chesapeake to Milwaukee, you can choose between open, enclosed, or top-loaded transport. The right option depends on your budget and vehicle type.
Open carriers from Chesapeake are generally the most affordable, while enclosed transport offers extra protection for high-end or classic vehicles. Not sure which is best for your move to Milwaukee? Check out our guide on open vs. enclosed shipping.
Vehicle size and type
One of the biggest factors influencing your shipping cost from Chesapeake is the type of vehicle you own. Larger cars cost more to move because they occupy extra space and add weight to the carrier. For example, sending a full-size SUV to Milwaukee will be pricier than shipping a compact sedan.
Distance and route
Distance is one of the biggest cost factors — the longer the route, the more you’ll pay. Fuel, driver time, tolls, and carrier maintenance all add up over extra miles. For instance, transporting your car 986 miles from Chesapeake to Milwaukee will usually cost more than a shorter relocation within Virginia.
Your pickup and drop-off points are also key. Routes through major highways are less expensive, while rural or remote areas push rates higher.
The time of the year
The time of year and weather conditions in Chesapeake and Milwaukee play a major role in determining car shipping rates.
It is advisable tp plan your relocation to Chesapeake on May, October and September are the most pleasant months in Chesapeake, while July and January are the least comfortable months.
Milwaukee's location in the Great Lakes Region often has rapidly changing weather, producing a humid continental climate, with cold, snowy winters, and hot, humid summers. Thunderstorms in the region can be dangerous and damaging, bringing hail and high winds. In rare instances, they can bring a tornado. Be sure to check your weather app to avoid inclement weather during your move.
For example, peak moving seasons like summer and the holidays increase demand, which pushes prices higher. Shipping your car from Chesapeake to Milwaukee in those months will likely cost more than during slower seasons.
Fuel prices
Fluctuating fuel prices are one of the biggest elements affecting car shipping costs. On the 986-mile drive between Chesapeake and Milwaukee, even small changes at the pump can make a difference. When fuel rates rise, so do shipping charges.
Delivery expectations
By allowing more flexibility with your delivery window, you could secure discounted rates from your shipper. The process of moving a car from Chesapeake to Milwaukee usually takes two–seven days. Flexible timing helps keep costs down, while expedited shipping shortens the wait for an extra fee.
Comparing Chesapeake and Milwaukee vehicle regulations
Parking permits
- Chesapeake:
- Milwaukee: For the convenience of the city’s night parking permit customers, there is no longer a requirement to display a physical permit. Now, when residents buy a night parking permit, they will complete the same application and receive a confirmation number to prove purchase of the permit, but will not receive a physical permit to place on the vehicle’s window. The license plate number will be used by parking enforcement to determine whether the owner has purchased a valid permit. All customer service problems arising from misplaced or stolen permits will be eliminated. A night parking permit currently costs $20 per 4-month trimester or $40 for the calendar year. Failure to purchase a permit will still be subject to a $20 citation. Permits may be purchased online. Visit www.milwaukee.gov/parking for more information and call 414-286-CITY (2489) with any questions.
Car insurance requirements
- Chesapeake: It's crucial for drivers to have liability insurance, meeting the state's minimum coverage requirements: $25,000 for individual injury or death, $50,000 for injury or death involving multiple individuals, and $20,000 for property damage. Elevate your road safety with mandatory uninsured motorist coverage, ensuring protection with matching limits. Stay road-ready by fulfilling these insurance obligations in Virginia.
- Milwaukee: Wisconsin requires auto insurance policies to provide a minimum coverage of $10,000 for property damage, $25,000 for individual injury or death, and $50,000 for injury or death involving multiple individuals.
Vehicle inspections
- Chesapeake: All vehicles must pass annual safety and emissions inspections at DMV-approved stations. Vehicles that fail can be re-inspected for free within 60 days. Upon passing, a sticker is issued to indicate the vehicle's compliance.
- Milwaukee: Safety and emission inspections are not required in Wisconsin. However, you must take your vehicle for emissions inspection available at select privately owned businesses including vehicle repair facilities, service stations, and car dealerships.
Driver’s license
- Chesapeake: To obtain a driver's license, individuals must pass written, vision, and driving tests. To be eligible, individuals must be at least 16 years old and have held a learner's permit for at least 9 months. Specialized license types such as motorcycle, commercial, and provisional for under 18 are also available. Drivers with a valid out-of-state license can convert it without taking the test. Driver's licenses are issued by the DMV and are valid for 8 years, and can be renewed online or in person.
- Milwaukee: After establishing residence, new residents must apply for a WI driver license at any Wisconsin DMV service center within 60 days for a regular license and within 30 days for a Commercial Driver License (CDL).
FAQ
How much does it cost to ship a car from Chesapeake to Milwaukee?
The cost to ship a car from Chesapeake, VA to Milwaukee, WI varies based on several factors, including the type of transport (open vs. enclosed car shipping), vehicle size and weight, and the current fuel prices. On average, transporting your vehicle from Chesapeake to Milwaukee will range from $907 to $1,554.
How long will it take to ship my car from Chesapeake to Milwaukee?
It will take approximately two to seven days to ship your car the 986 miles from Chesapeake to Milwaukee. If you need it quicker, ask your shipper about expedited delivery.
What’s the cheapest way to ship my car from Chesapeake to Milwaukee?
An open-transport car carrier is the cheapest way to ship your car from Chesapeake to Milwaukee. However, there are other methods. Read our post on the cheapest way to ship a car to learn more.
Is it cheaper to ship my car or drive it from Chesapeake to Milwaukee?
It is generally cheaper to drive your car from Chesapeake to Milwaukee than to ship it. However, when deciding whether to drive your car or ship it, you need to factor in related costs like maintenance fees that could result from the additional wear-and-tear on your vehicle during the 986-mile trip. Long-distance trips also involve food and possibly lodging, which can add up quickly.
We recommend that you reach out to at least a few of the top car shippers to ask about seasonal rates and auto transport discounts. You can also use our car shipping calculator to quickly generate and compare quotes from multiple companies.
