Lane · BOX · Oct 2026

Winner, SD to Chicago, IL box truck rate

$1,666box truck

+3.2% from last month

Per mile: $2.25
Distance: 740 mi
Typical range: $1,416–$1,916
Transit: 2 days

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Box truck · estimated all-in cost per load · monthly

Winner to Chicago price history

3 months: +7.6%
1 year: +17.2%
5 years: +25.0%

Cost breakdown

Linehaul: $1,152
Fuel: $514
All-in estimate: $1,666

Return trip

Chicago → Winner$1,857

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 type	Estimate	Per mile	Typical range
53' dry van	$2,564	$3.47	$2,282 – $2,846
53' refrigerated	$3,058	$4.13	$2,661 – $3,456
48' flatbed	$3,138	$4.24	$2,699 – $3,577
Step deck	$3,427	$4.63	$2,879 – $3,975
Power only	$2,242	$3.03	$1,951 – $2,534
Hotshot	$1,691	$2.29	$1,404 – $1,979
26' box truck	$1,666	$2.25	$1,416 – $1,916
Sprinter van	$1,026	$1.39	$862 – $1,190

More lanes from Winner

26' box truck lanes from Winner, SD
To	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	1,579 mi	$4,214	$2.67	$3,582 – $4,847	4 d
Los Angeles, CA	1,401 mi	$2,834	$2.02	$2,409 – $3,259	3 d
Houston, TX	1,146 mi	$2,476	$2.16	$2,104 – $2,847	3 d
Phoenix, AZ	1,115 mi	$2,581	$2.32	$2,194 – $2,969	3 d
Philadelphia, PA	1,524 mi	$3,888	$2.55	$3,305 – $4,471	4 d
San Antonio, TX	1,138 mi	$2,461	$2.16	$2,092 – $2,831	3 d
San Diego, CA	1,399 mi	$2,830	$2.02	$2,406 – $3,255	3 d
Dallas, TX	885 mi	$2,010	$2.27	$1,708 – $2,311	2 d

More lanes into Chicago

26' box truck lanes into Chicago, IL
From	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	847 mi	$1,592	$1.88	$1,353 – $1,831	2 d
Los Angeles, CA	2,063 mi	$4,510	$2.19	$3,834 – $5,187	5 d
Houston, TX	1,106 mi	$1,857	$1.68	$1,578 – $2,135	3 d
Phoenix, AZ	1,705 mi	$2,189	$1.28	$1,861 – $2,517	4 d
Philadelphia, PA	787 mi	$1,336	$1.70	$1,136 – $1,536	2 d
San Antonio, TX	1,236 mi	$2,036	$1.65	$1,730 – $2,341	3 d
San Diego, CA	2,034 mi	$4,454	$2.19	$3,786 – $5,122	5 d
Dallas, TX	942 mi	$1,630	$1.73	$1,386 – $1,875	2 d

About this lane

How much does it cost to ship a truckload from Winner, SD to Chicago, IL?

A 26' box truck from Winner, SD to Chicago, IL is estimated at $1,666 all-in in October 2026, or $2.25 a mile over about 740 mi. Quotes typically land between $1,416 and $1,916.

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 $514 of the $1,666 estimate is fuel at the current national diesel price; the remaining $1,152 is linehaul.

Is it cheaper to ship from Chicago, IL to Winner, SD?

The reverse direction is estimated at $1,857, which makes Winner, SD to Chicago, IL 10% cheaper. 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 →