Lane · VAN · Oct 2026
Winner, SD to Chicago, IL dry van rate
$2,564dry van
+5.8% from last month
- Per mile
- $3.47
- Distance
- 740 mi
- Typical range
- $2,282–$2,846
- Transit
- 2 days
Dry van · estimated all-in cost per load · monthly
Winner to Chicago price history
- 3 months
- +14.1%
- 1 year
- +25.3%
- 5 years
- +33.0%
Cost breakdown
- Linehaul
- $1,884
- Fuel
- $680
- All-in estimate
- $2,564
Return trip
Chicago → Winner$2,858This 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 | $6,440 | $4.08 |
| Los Angeles, CA | $4,334 | $3.09 |
| Houston, TX | $3,793 | $3.31 |
| Phoenix, AZ | $3,956 | $3.55 |
| Philadelphia, PA | $5,943 | $3.90 |
| San Antonio, TX | $3,771 | $3.31 |
| San Diego, CA | $4,329 | $3.09 |
| Dallas, TX | $3,087 | $3.49 |
More lanes into Chicago
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $2,447 | $2.89 |
| Los Angeles, CA | $6,880 | $3.33 |
| Houston, TX | $2,845 | $2.57 |
| Phoenix, AZ | $3,343 | $1.96 |
| Philadelphia, PA | $2,055 | $2.61 |
| San Antonio, TX | $3,117 | $2.52 |
| San Diego, CA | $6,794 | $3.34 |
| Dallas, TX | $2,503 | $2.66 |
About this lane
How much does it cost to ship a truckload from Winner, SD to Chicago, IL?
A 53' dry van from Winner, SD to Chicago, IL is estimated at $2,564 all-in in October 2026, or $3.47 a mile over about 740 mi. Quotes typically land between $2,282 and $2,846.
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 $2,564 estimate is fuel at the current national diesel price; the remaining $1,884 is linehaul.
Is it cheaper to ship from Chicago, IL to Winner, SD?
The reverse direction is estimated at $2,858, 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