Lane · BOX · Oct 2026
Chicago, IL to Milwaukee, WI box truck rate
$632box truck
+2.9% from last month
- Per mile
- $6.25
- Distance
- 101 mi
- Typical range
- $537–$726
- Transit
- 1 day
Box truck · estimated all-in cost per load · monthly
Chicago to Milwaukee price history
- 3 months
- +7.5%
- 1 year
- +17.5%
- 5 years
- +24.7%
Cost breakdown
- Linehaul
- $562
- Fuel
- $70
- All-in estimate
- $632
Return trip
Milwaukee → Chicago$580This direction runs 9% above the return trip. Leaving IL prices above the national average and arriving in WI prices below it.
Chicago to Milwaukee by truck type
| Truck type | Relative cost | Estimate | Per mile |
|---|---|---|---|
| 53' dry van | $1,000 | $9.90 | |
| 53' refrigerated | $1,198 | $11.86 | |
| 48' flatbed | $1,302 | $12.89 | |
| Step deck | $1,438 | $14.24 | |
| Power only | $829 | $8.20 | |
| Hotshot | $623 | $6.17 | |
| 26' box truck | $632 | $6.25 | |
| Sprinter van | $400 | $3.96 |
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 | $2,618 | $3.09 |
| Los Angeles, CA | $4,134 | $2.00 |
| Houston, TX | $2,499 | $2.26 |
| Phoenix, AZ | $3,852 | $2.26 |
| Philadelphia, PA | $2,353 | $2.99 |
| San Antonio, TX | $2,740 | $2.22 |
| San Diego, CA | $4,082 | $2.01 |
| Dallas, TX | $2,195 | $2.33 |
More lanes into Milwaukee
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $1,709 | $1.96 |
| Los Angeles, CA | $4,728 | $2.29 |
| Houston, TX | $2,062 | $1.74 |
| Phoenix, AZ | $2,310 | $1.34 |
| Philadelphia, PA | $1,447 | $1.76 |
| San Antonio, TX | $2,235 | $1.71 |
| San Diego, CA | $4,680 | $2.29 |
| Dallas, TX | $1,806 | $1.79 |
About this lane
How much does it cost to ship a truckload from Chicago, IL to Milwaukee, WI?
A 26' box truck from Chicago, IL to Milwaukee, WI is estimated at $632 all-in in October 2026, or $6.25 a mile over about 101 mi. Quotes typically land between $537 and $726.
How far is Chicago, IL from Milwaukee, WI by truck?
About 101 mi by road, estimated from the straight-line distance. A solo driver covers it in roughly 1 day of transit.
How much of the price is fuel?
About $70 of the $632 estimate is fuel at the current national diesel price; the remaining $562 is linehaul.
Is it cheaper to ship from Milwaukee, WI to Chicago, IL?
The reverse direction is estimated at $580, which makes Chicago, IL to Milwaukee, WI 9% 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 →