Lane · HOT · Oct 2026
Chicago, IL to Winona, MN hotshot rate
$1,071hotshot
+3.2% from last month
- Per mile
- $3.59
- Distance
- 298 mi
- Typical range
- $889–$1,253
- Transit
- 1 day
Hotshot · estimated all-in cost per load · monthly
Chicago to Winona price history
- 3 months
- +8.5%
- 1 year
- +18.5%
- 5 years
- +24.7%
Cost breakdown
- Linehaul
- $885
- Fuel
- $186
- All-in estimate
- $1,071
Return trip
Winona → Chicago$928This 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 | $2,661 | $3.14 |
| Los Angeles, CA | $4,232 | $2.05 |
| Houston, TX | $2,547 | $2.30 |
| Phoenix, AZ | $3,939 | $2.31 |
| Philadelphia, PA | $2,390 | $3.04 |
| San Antonio, TX | $2,796 | $2.26 |
| San Diego, CA | $4,179 | $2.05 |
| Dallas, TX | $2,233 | $2.37 |
More lanes into Winona
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $2,250 | $2.04 |
| Los Angeles, CA | $4,751 | $2.54 |
| Houston, TX | $2,258 | $1.90 |
| Phoenix, AZ | $2,310 | $1.49 |
| Philadelphia, PA | $1,925 | $1.83 |
| San Antonio, TX | $2,389 | $1.88 |
| San Diego, CA | $4,721 | $2.54 |
| Dallas, TX | $1,914 | $1.97 |
About this lane
How much does it cost to ship a truckload from Chicago, IL to Winona, MN?
A Hotshot from Chicago, IL to Winona, MN is estimated at $1,071 all-in in October 2026, or $3.59 a mile over about 298 mi. Quotes typically land between $889 and $1,253.
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 $186 of the $1,071 estimate is fuel at the current national diesel price; the remaining $885 is linehaul.
Is it cheaper to ship from Winona, MN to Chicago, IL?
The reverse direction is estimated at $928, 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 →