Lane · BOX · Oct 2026
Chicago, IL to Winona, MN box truck rate
$1,069box truck
+3.2% from last month
- Per mile
- $3.59
- Distance
- 298 mi
- Typical range
- $908–$1,229
- Transit
- 1 day
Box truck · estimated all-in cost per load · monthly
Chicago to Winona price history
- 3 months
- +7.9%
- 1 year
- +17.7%
- 5 years
- +25.1%
Cost breakdown
- Linehaul
- $862
- Fuel
- $207
- All-in estimate
- $1,069
Return trip
Winona → Chicago$926This direction runs 15% above the return trip. Leaving IL prices above the national average and arriving in MN prices below it.
Chicago to Winona by truck type
| Truck type | Relative cost | Estimate | Per mile |
|---|---|---|---|
| 53' dry van | $1,666 | $5.59 | |
| 53' refrigerated | $1,990 | $6.68 | |
| 48' flatbed | $2,096 | $7.03 | |
| Step deck | $2,301 | $7.72 | |
| Power only | $1,422 | $4.77 | |
| Hotshot | $1,071 | $3.59 | |
| 26' box truck | $1,069 | $3.59 | |
| Sprinter van | $666 | $2.24 |
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 Winona
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $2,208 | $2.01 |
| Los Angeles, CA | $4,643 | $2.48 |
| Houston, TX | $2,214 | $1.86 |
| Phoenix, AZ | $2,261 | $1.46 |
| Philadelphia, PA | $1,889 | $1.80 |
| San Antonio, TX | $2,341 | $1.84 |
| San Diego, CA | $4,614 | $2.49 |
| Dallas, TX | $1,881 | $1.93 |
About this lane
How much does it cost to ship a truckload from Chicago, IL to Winona, MN?
A 26' box truck from Chicago, IL to Winona, MN is estimated at $1,069 all-in in October 2026, or $3.59 a mile over about 298 mi. Quotes typically land between $908 and $1,229.
How far is Chicago, IL from Winona, MN by truck?
About 298 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 $207 of the $1,069 estimate is fuel at the current national diesel price; the remaining $862 is linehaul.
Is it cheaper to ship from Winona, MN to Chicago, IL?
The reverse direction is estimated at $926, which makes Chicago, IL to Winona, MN 15% 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 →