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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

$1,750$2,000$2,250$2,500202220242026
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$2,858

This 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

Estimated cost from Winner, SD to Chicago, IL by truck type
Truck typeEstimatePer 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

53' dry van lanes from Winner, SD
ToEstimatePer 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

53' dry van lanes into Chicago, IL
FromEstimatePer 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