Lane · PWR · Oct 2026
Winner, SD to Chicago, IL power only rate
$2,242power only
+5.6% from last month
- Per mile
- $3.03
- Distance
- 740 mi
- Typical range
- $1,951–$2,534
- Transit
- 2 days
Power only · estimated all-in cost per load · monthly
Winner to Chicago price history
- 3 months
- +13.9%
- 1 year
- +24.7%
- 5 years
- +32.9%
Cost breakdown
- Linehaul
- $1,562
- Fuel
- $680
- All-in estimate
- $2,242
Return trip
Chicago → Winner$2,499This 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 | $5,706 | $3.61 |
| Los Angeles, CA | $3,834 | $2.74 |
| Houston, TX | $3,345 | $2.92 |
| Phoenix, AZ | $3,487 | $3.13 |
| Philadelphia, PA | $5,263 | $3.45 |
| San Antonio, TX | $3,325 | $2.92 |
| San Diego, CA | $3,829 | $2.74 |
| Dallas, TX | $2,709 | $3.06 |
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 Winner, SD to Chicago, IL?
A Power only from Winner, SD to Chicago, IL is estimated at $2,242 all-in in October 2026, or $3.03 a mile over about 740 mi. Quotes typically land between $1,951 and $2,534.
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 $680 of the $2,242 estimate is fuel at the current national diesel price; the remaining $1,562 is linehaul.
Is it cheaper to ship from Chicago, IL to Winner, SD?
The reverse direction is estimated at $2,499, 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