Lane · HOT · Oct 2026
Winner, SD to Chicago, IL hotshot rate
$1,691hotshot
+3.7% from last month
- Per mile
- $2.29
- Distance
- 740 mi
- Typical range
- $1,404–$1,979
- Transit
- 2 days
Hotshot · estimated all-in cost per load · monthly
Winner to Chicago price history
- 3 months
- +9.1%
- 1 year
- +18.7%
- 5 years
- +25.2%
Cost breakdown
- Linehaul
- $1,228
- Fuel
- $463
- All-in estimate
- $1,691
Return trip
Chicago → Winner$1,885This direction runs 10% below the return trip. Leaving SD prices above the national average and arriving in IL prices below it.
Winner to Chicago by truck type
| Truck type | Relative cost | Estimate | Per mile |
|---|---|---|---|
| 53' dry van | $2,564 | $3.47 | |
| 53' refrigerated | $3,058 | $4.13 | |
| 48' flatbed | $3,138 | $4.24 | |
| Step deck | $3,427 | $4.63 | |
| Power only | $2,242 | $3.03 | |
| Hotshot | $1,691 | $2.29 | |
| 26' box truck | $1,666 | $2.25 | |
| Sprinter van | $1,026 | $1.39 |
More lanes from Winner
| To | Estimate | Per mile |
|---|---|---|
| New York, NY | $4,307 | $2.73 |
| Los Angeles, CA | $2,894 | $2.07 |
| Houston, TX | $2,524 | $2.20 |
| Phoenix, AZ | $2,631 | $2.36 |
| Philadelphia, PA | $3,973 | $2.61 |
| San Antonio, TX | $2,509 | $2.20 |
| San Diego, CA | $2,890 | $2.07 |
| Dallas, TX | $2,044 | $2.31 |
More lanes into Chicago
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $1,619 | $1.91 |
| Los Angeles, CA | $4,618 | $2.24 |
| Houston, TX | $1,892 | $1.71 |
| Phoenix, AZ | $2,238 | $1.31 |
| Philadelphia, PA | $1,357 | $1.72 |
| San Antonio, TX | $2,077 | $1.68 |
| San Diego, CA | $4,559 | $2.24 |
| Dallas, TX | $1,659 | $1.76 |
About this lane
How much does it cost to ship a truckload from Winner, SD to Chicago, IL?
A Hotshot from Winner, SD to Chicago, IL is estimated at $1,691 all-in in October 2026, or $2.29 a mile over about 740 mi. Quotes typically land between $1,404 and $1,979.
How far is Winner, SD from Chicago, IL by truck?
About 740 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 $463 of the $1,691 estimate is fuel at the current national diesel price; the remaining $1,228 is linehaul.
Is it cheaper to ship from Chicago, IL to Winner, SD?
The reverse direction is estimated at $1,885, which makes Winner, SD to Chicago, IL 10% 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