Lane · STEP · Oct 2026
Winner, SD to Chicago, IL step deck rate
$3,427step deck
+3.3% from last month
- Per mile
- $4.63
- Distance
- 740 mi
- Typical range
- $2,879–$3,975
- Transit
- 2 days
Step deck · estimated all-in cost per load · monthly
Winner to Chicago price history
- 3 months
- +8.7%
- 1 year
- +18.7%
- 5 years
- +24.8%
Cost breakdown
- Linehaul
- $2,681
- Fuel
- $746
- All-in estimate
- $3,427
Return trip
Chicago → Winner$3,820This 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 | $8,440 | $5.35 |
| Los Angeles, CA | $5,695 | $4.06 |
| Houston, TX | $5,007 | $4.37 |
| Phoenix, AZ | $5,226 | $4.69 |
| Philadelphia, PA | $7,795 | $5.11 |
| San Antonio, TX | $4,979 | $4.38 |
| San Diego, CA | $5,688 | $4.07 |
| Dallas, TX | $4,103 | $4.64 |
More lanes into Chicago
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $3,257 | $3.85 |
| Los Angeles, CA | $8,973 | $4.35 |
| Houston, TX | $3,759 | $3.40 |
| Phoenix, AZ | $4,375 | $2.57 |
| Philadelphia, PA | $2,741 | $3.48 |
| San Antonio, TX | $4,107 | $3.32 |
| San Diego, CA | $8,863 | $4.36 |
| Dallas, TX | $3,321 | $3.53 |
About this lane
How much does it cost to ship a truckload from Winner, SD to Chicago, IL?
A Step deck from Winner, SD to Chicago, IL is estimated at $3,427 all-in in October 2026, or $4.63 a mile over about 740 mi. Quotes typically land between $2,879 and $3,975.
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 $746 of the $3,427 estimate is fuel at the current national diesel price; the remaining $2,681 is linehaul.
Is it cheaper to ship from Chicago, IL to Winner, SD?
The reverse direction is estimated at $3,820, 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