Lane · PWR · Oct 2026
Chicago, IL to Winchester, VA power only rate
$2,786power only
+5.7% from last month
- Per mile
- $4.44
- Distance
- 628 mi
- Typical range
- $2,423–$3,148
- Transit
- 2 days
Power only · estimated all-in cost per load · monthly
Chicago to Winchester price history
- 3 months
- +14.1%
- 1 year
- +25.1%
- 5 years
- +32.9%
Cost breakdown
- Linehaul
- $2,209
- Fuel
- $577
- All-in estimate
- $2,786
Return trip
Winchester → Chicago$1,637This direction runs 70% above the return trip. Leaving IL prices above the national average and arriving in VA prices above it.
Chicago to Winchester by truck type
| Truck type | Relative cost | Estimate | Per mile |
|---|---|---|---|
| 53' dry van | $3,198 | $5.09 | |
| 53' refrigerated | $3,815 | $6.07 | |
| 48' flatbed | $3,931 | $6.26 | |
| Step deck | $4,297 | $6.84 | |
| Power only | $2,786 | $4.44 | |
| Hotshot | $2,101 | $3.34 | |
| 26' box truck | $2,074 | $3.30 | |
| Sprinter van | $1,279 | $2.04 |
Live market check
Get live dry van quotes on this lane
The index is an estimate. For a price you can act on, ask connected freight providers for a live 53' dry van rate, or send the load details and get quoted for any truck type.
More lanes from Chicago
| To | Estimate | Per mile |
|---|---|---|
| New York, NY | $3,527 | $4.16 |
| Los Angeles, CA | $5,606 | $2.72 |
| Houston, TX | $3,375 | $3.05 |
| Phoenix, AZ | $5,217 | $3.06 |
| Philadelphia, PA | $3,168 | $4.03 |
| San Antonio, TX | $3,704 | $3.00 |
| San Diego, CA | $5,535 | $2.72 |
| Dallas, TX | $2,960 | $3.14 |
More lanes into Winchester
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $1,399 | $4.81 |
| Los Angeles, CA | $10,369 | $3.92 |
| Houston, TX | $4,094 | $2.96 |
| Phoenix, AZ | $5,158 | $2.28 |
| Philadelphia, PA | $1,031 | $5.08 |
| San Antonio, TX | $4,587 | $2.91 |
| San Diego, CA | $10,210 | $3.93 |
| Dallas, TX | $3,957 | $2.98 |
About this lane
How much does it cost to ship a truckload from Chicago, IL to Winchester, VA?
A Power only from Chicago, IL to Winchester, VA is estimated at $2,786 all-in in October 2026, or $4.44 a mile over about 628 mi. Quotes typically land between $2,423 and $3,148.
How far is Chicago, IL from Winchester, VA by truck?
About 628 mi by road, estimated from the straight-line distance. A solo driver covers it in roughly 2 days of transit.
How much of the price is fuel?
About $577 of the $2,786 estimate is fuel at the current national diesel price; the remaining $2,209 is linehaul.
Is it cheaper to ship from Winchester, VA to Chicago, IL?
The reverse direction is estimated at $1,637, which makes Chicago, IL to Winchester, VA 70% more expensive. Direction matters because trucks are scarcer leaving some markets than others.
Figures are estimates for a standard full load. Get a firm quote for this lane →