Lane · BOX · Oct 2026

Winona, MN to Chicago, IL box truck rate

$926box truck

+3.3% from last month

Per mile: $3.11
Distance: 298 mi
Typical range: $787–$1,065
Transit: 1 day

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

Winona to Chicago price history

3 months: +7.7%
1 year: +17.3%
5 years: +24.9%

Cost breakdown

Linehaul: $719
Fuel: $207
All-in estimate: $926

Return trip

Chicago → Winona$1,069

This direction runs 13% below the return trip. Leaving MN prices above the national average and arriving in IL prices below it.

Winona to Chicago by truck type

Estimated cost from Winona, MN to Chicago, IL by truck type
Truck type	Estimate	Per mile	Typical range
53' dry van	$1,444	$4.84	$1,285 – $1,602
53' refrigerated	$1,725	$5.79	$1,500 – $1,949
48' flatbed	$1,817	$6.10	$1,562 – $2,071
Step deck	$1,994	$6.69	$1,675 – $2,313
Power only	$1,233	$4.14	$1,072 – $1,393
Hotshot	$928	$3.12	$771 – $1,086
26' box truck	$926	$3.11	$787 – $1,065
Sprinter van	$577	$1.94	$485 – $670

Live market check

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The index is an estimate. For a price you can act on, ask connected freight providers for a live 53' dry van rate, or send the load details and get quoted for any truck type.

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More lanes from Winona

26' box truck lanes from Winona, MN
To	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	1,101 mi	$3,146	$2.86	$2,674 – $3,618	3 d
Los Angeles, CA	1,869 mi	$3,688	$1.97	$3,135 – $4,241	4 d
Houston, TX	1,188 mi	$2,583	$2.17	$2,195 – $2,970	3 d
Phoenix, AZ	1,547 mi	$3,447	$2.23	$2,930 – $3,964	4 d
Philadelphia, PA	1,052 mi	$2,884	$2.74	$2,451 – $3,316	3 d
San Antonio, TX	1,270 mi	$2,731	$2.15	$2,322 – $3,141	3 d
San Diego, CA	1,856 mi	$3,665	$1.97	$3,115 – $4,215	4 d
Dallas, TX	973 mi	$2,194	$2.25	$1,865 – $2,523	3 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 Winona, MN to Chicago, IL?

A 26' box truck from Winona, MN to Chicago, IL is estimated at $926 all-in in October 2026, or $3.11 a mile over about 298 mi. Quotes typically land between $787 and $1,065.

How far is Winona, MN from Chicago, IL by truck?

About 298 mi by road, estimated from the straight-line distance. A solo driver covers it in roughly 1 day of transit.

How much of the price is fuel?

About $207 of the $926 estimate is fuel at the current national diesel price; the remaining $719 is linehaul.

Is it cheaper to ship from Chicago, IL to Winona, MN?

The reverse direction is estimated at $1,069, which makes Winona, MN to Chicago, IL 13% 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 →