Lane · STEP · Oct 2026
Chesapeake, VA to Milwaukee, WI step deck rate
$3,408step deck
+3.5% from last month
- Per mile
- $3.81
- Distance
- 895 mi
- Typical range
- $2,863–$3,953
- Transit
- 2 days
Step deck · estimated all-in cost per load · monthly
Chesapeake to Milwaukee price history
- 3 months
- +8.8%
- 1 year
- +18.7%
- 5 years
- +24.9%
Cost breakdown
- Linehaul
- $2,505
- Fuel
- $903
- All-in estimate
- $3,408
Return trip
Milwaukee → Chesapeake$5,324This direction runs 36% below the return trip. Leaving VA prices below the national average and arriving in WI prices below it.
Chesapeake to Milwaukee by truck type
| Truck type | Relative cost | Estimate | Per mile |
|---|---|---|---|
| 53' dry van | $2,564 | $2.87 | |
| 53' refrigerated | $3,057 | $3.42 | |
| 48' flatbed | $3,123 | $3.49 | |
| Step deck | $3,408 | $3.81 | |
| Power only | $2,251 | $2.52 | |
| Hotshot | $1,698 | $1.90 | |
| 26' box truck | $1,670 | $1.87 | |
| Sprinter van | $1,026 | $1.15 |
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 Chesapeake
| To | Estimate | Per mile |
|---|---|---|
| New York, NY | $2,438 | $6.81 |
| Los Angeles, CA | $8,530 | $3.06 |
| Chicago, IL | $3,080 | $3.70 |
| Houston, TX | $4,903 | $3.46 |
| Phoenix, AZ | $8,191 | $3.43 |
| Philadelphia, PA | $2,051 | $7.27 |
| San Antonio, TX | $5,501 | $3.39 |
| San Diego, CA | $8,384 | $3.07 |
More lanes into Milwaukee
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $3,491 | $4.00 |
| Los Angeles, CA | $9,405 | $4.56 |
| Chicago, IL | $1,438 | $14.24 |
| Houston, TX | $4,165 | $3.51 |
| Phoenix, AZ | $4,615 | $2.69 |
| Philadelphia, PA | $2,963 | $3.61 |
| San Antonio, TX | $4,501 | $3.45 |
| San Diego, CA | $9,314 | $4.57 |
About this lane
How much does it cost to ship a truckload from Chesapeake, VA to Milwaukee, WI?
A Step deck from Chesapeake, VA to Milwaukee, WI is estimated at $3,408 all-in in October 2026, or $3.81 a mile over about 895 mi. Quotes typically land between $2,863 and $3,953.
How far is Chesapeake, VA from Milwaukee, WI by truck?
About 895 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 $903 of the $3,408 estimate is fuel at the current national diesel price; the remaining $2,505 is linehaul.
Is it cheaper to ship from Milwaukee, WI to Chesapeake, VA?
The reverse direction is estimated at $5,324, which makes Chesapeake, VA to Milwaukee, WI 36% cheaper. Direction matters because trucks are scarcer leaving some markets than others.
Lane history applies the current origin and destination adjustments to the national series back to December 2003. Methodology