Lane · FLAT · Oct 2026
Winner, SD to Chicago, IL flatbed rate
$3,138flatbed
+3.4% from last month
- Per mile
- $4.24
- Distance
- 740 mi
- Typical range
- $2,699–$3,577
- Transit
- 2 days
Flatbed · estimated all-in cost per load · monthly
Winner to Chicago price history
- 3 months
- +8.7%
- 1 year
- +18.8%
- 5 years
- +25.1%
Cost breakdown
- Linehaul
- $2,415
- Fuel
- $723
- All-in estimate
- $3,138
Return trip
Chicago → Winner$3,497This 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 | $7,751 | $4.91 |
| Los Angeles, CA | $5,228 | $3.73 |
| Houston, TX | $4,593 | $4.01 |
| Phoenix, AZ | $4,793 | $4.30 |
| Philadelphia, PA | $7,158 | $4.70 |
| San Antonio, TX | $4,568 | $4.01 |
| San Diego, CA | $5,222 | $3.73 |
| Dallas, TX | $3,760 | $4.25 |
More lanes into Chicago
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $2,984 | $3.52 |
| Los Angeles, CA | $8,247 | $4.00 |
| Houston, TX | $3,448 | $3.12 |
| Phoenix, AZ | $4,019 | $2.36 |
| Philadelphia, PA | $2,510 | $3.19 |
| San Antonio, TX | $3,769 | $3.05 |
| San Diego, CA | $8,145 | $4.00 |
| Dallas, TX | $3,044 | $3.23 |
About this lane
How much does it cost to ship a truckload from Winner, SD to Chicago, IL?
A 48' flatbed from Winner, SD to Chicago, IL is estimated at $3,138 all-in in October 2026, or $4.24 a mile over about 740 mi. Quotes typically land between $2,699 and $3,577.
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 $723 of the $3,138 estimate is fuel at the current national diesel price; the remaining $2,415 is linehaul.
Is it cheaper to ship from Chicago, IL to Winner, SD?
The reverse direction is estimated at $3,497, 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