Lane · PWR · Oct 2026
Winona, MN to Chicago, IL power only rate
$1,233power only
+5.7% from last month
- Per mile
- $4.14
- Distance
- 298 mi
- Typical range
- $1,072–$1,393
- Transit
- 1 day
Power only · estimated all-in cost per load · monthly
Winona to Chicago price history
- 3 months
- +14.0%
- 1 year
- +25.2%
- 5 years
- +33.1%
Cost breakdown
- Linehaul
- $959
- Fuel
- $274
- All-in estimate
- $1,233
Return trip
Chicago → Winona$1,422This direction runs 13% below the return trip. Leaving MN prices above the national average and arriving in IL prices below it.
Winona to Chicago by truck type
| Truck type | Relative cost | Estimate | Per mile |
|---|---|---|---|
| 53' dry van | $1,444 | $4.84 | |
| 53' refrigerated | $1,725 | $5.79 | |
| 48' flatbed | $1,817 | $6.10 | |
| Step deck | $1,994 | $6.69 | |
| Power only | $1,233 | $4.14 | |
| Hotshot | $928 | $3.12 | |
| 26' box truck | $926 | $3.11 | |
| Sprinter van | $577 | $1.94 |
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 Winona
| To | Estimate | Per mile |
|---|---|---|
| New York, NY | $4,249 | $3.86 |
| Los Angeles, CA | $4,998 | $2.67 |
| Houston, TX | $3,490 | $2.94 |
| Phoenix, AZ | $4,667 | $3.02 |
| Philadelphia, PA | $3,893 | $3.70 |
| San Antonio, TX | $3,693 | $2.91 |
| San Diego, CA | $4,967 | $2.68 |
| Dallas, TX | $2,960 | $3.04 |
More lanes into Chicago
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $2,146 | $2.53 |
| Los Angeles, CA | $6,116 | $2.96 |
| Houston, TX | $2,507 | $2.27 |
| Phoenix, AZ | $2,965 | $1.74 |
| Philadelphia, PA | $1,799 | $2.29 |
| San Antonio, TX | $2,752 | $2.23 |
| San Diego, CA | $6,039 | $2.97 |
| Dallas, TX | $2,199 | $2.33 |
About this lane
How much does it cost to ship a truckload from Winona, MN to Chicago, IL?
A Power only from Winona, MN to Chicago, IL is estimated at $1,233 all-in in October 2026, or $4.14 a mile over about 298 mi. Quotes typically land between $1,072 and $1,393.
How far is Winona, MN from Chicago, IL 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 $274 of the $1,233 estimate is fuel at the current national diesel price; the remaining $959 is linehaul.
Is it cheaper to ship from Chicago, IL to Winona, MN?
The reverse direction is estimated at $1,422, which makes Winona, MN to Chicago, IL 13% cheaper. 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 →