Lane · BOX · Oct 2026
Chicago, IL to Winner, SD box truck rate
$1,857box truck
+3.3% from last month
- Per mile
- $2.51
- Distance
- 740 mi
- Typical range
- $1,579–$2,136
- Transit
- 2 days
Box truck · estimated all-in cost per load · monthly
Chicago to Winner price history
- 3 months
- +7.7%
- 1 year
- +17.2%
- 5 years
- +24.9%
Cost breakdown
- Linehaul
- $1,343
- Fuel
- $514
- All-in estimate
- $1,857
Return trip
Winner → Chicago$1,666This direction runs 12% above the return trip. Leaving IL prices above the national average and arriving in SD prices below it.
Chicago to Winner by truck type
| Truck type | Relative cost | Estimate | Per mile |
|---|---|---|---|
| 53' dry van | $2,858 | $3.86 | |
| 53' refrigerated | $3,409 | $4.61 | |
| 48' flatbed | $3,497 | $4.73 | |
| Step deck | $3,820 | $5.16 | |
| Power only | $2,499 | $3.38 | |
| Hotshot | $1,885 | $2.55 | |
| 26' box truck | $1,857 | $2.51 | |
| Sprinter van | $1,143 | $1.54 |
More lanes from Chicago
| To | Estimate | Per mile |
|---|---|---|
| New York, NY | $2,618 | $3.09 |
| Los Angeles, CA | $4,134 | $2.00 |
| Houston, TX | $2,499 | $2.26 |
| Phoenix, AZ | $3,852 | $2.26 |
| Philadelphia, PA | $2,353 | $2.99 |
| San Antonio, TX | $2,740 | $2.22 |
| San Diego, CA | $4,082 | $2.01 |
| Dallas, TX | $2,195 | $2.33 |
More lanes into Winner
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $2,857 | $1.81 |
| Los Angeles, CA | $3,446 | $2.46 |
| Houston, TX | $2,050 | $1.79 |
| Phoenix, AZ | $1,635 | $1.47 |
| Philadelphia, PA | $2,461 | $1.61 |
| San Antonio, TX | $2,038 | $1.79 |
| San Diego, CA | $3,442 | $2.46 |
| Dallas, TX | $1,664 | $1.88 |
About this lane
How much does it cost to ship a truckload from Chicago, IL to Winner, SD?
A 26' box truck from Chicago, IL to Winner, SD is estimated at $1,857 all-in in October 2026, or $2.51 a mile over about 740 mi. Quotes typically land between $1,579 and $2,136.
How far is Chicago, IL from Winner, SD 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 $514 of the $1,857 estimate is fuel at the current national diesel price; the remaining $1,343 is linehaul.
Is it cheaper to ship from Winner, SD to Chicago, IL?
The reverse direction is estimated at $1,666, which makes Chicago, IL to Winner, SD 12% 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 →