Dry van · October 2026
Winchester, VA to Chicago, IL
$1,879
53' dry van, all-in · most quotes $1,672 to $2,085
- Per mile
- $2.99
- Distance
- 628 mi
- Transit
- 2 days
- vs last month
- +5.7%
Linehaul $1,302Fuel $577
Get a firm price on this lane
$1,879 is what the market is paying. Add your date and we price your load.
Winchester to Chicago price history
- 3 months
- +14.2%
- 1 year
- +25.1%
- 5 years
- +32.9%
More lanes from Winchester
| To | Estimate | Per mile |
|---|---|---|
| New York, NY | $1,583 | $5.44 |
| Los Angeles, CA | $6,265 | $2.37 |
| Houston, TX | $3,661 | $2.65 |
| Phoenix, AZ | $5,992 | $2.65 |
| Philadelphia, PA | $1,264 | $6.23 |
| San Antonio, TX | $4,094 | $2.60 |
| San Diego, CA | $6,170 | $2.37 |
| Dallas, TX | $3,540 | $2.66 |
More lanes into Chicago
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $2,447 | $2.89 |
| Los Angeles, CA | $6,880 | $3.33 |
| Houston, TX | $2,845 | $2.57 |
| Phoenix, AZ | $3,343 | $1.96 |
| Philadelphia, PA | $2,055 | $2.61 |
| San Antonio, TX | $3,117 | $2.52 |
| San Diego, CA | $6,794 | $3.34 |
| Dallas, TX | $2,503 | $2.66 |
Winchester to Chicago questions
How much does a dry van from Winchester, VA to Chicago, IL cost?
About $1,879 all-in for a full 53' dry van in October 2026, which is $2.99 a mile over 628 mi. Most quotes land between $1,672 and $2,085.
How long does Winchester to Chicago take by truck?
About 2 days of transit for a solo driver over roughly 628 mi.
How much of the price is fuel?
About $577 of the $1,879 is fuel. The other $1,302 is linehaul.
Is Chicago, IL to Winchester, VA cheaper?
The return trip is about $3,198, so Winchester to Chicago is 41% cheaper.
How do I get an exact price?
Use the quote form on this page. Add your pickup date and you get one reply with a firm price for your load.