Lane · BOX · Oct 2026

Chesapeake, VA to Milwaukee, WI box truck rate

$1,670box truck

+3.3% from last month

Per mile: $1.87
Distance: 895 mi
Typical range: $1,419–$1,920
Transit: 2 days

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

Chesapeake to Milwaukee price history

3 months: +8.1%
1 year: +17.6%
5 years: +25.5%

Cost breakdown

Linehaul: $1,048
Fuel: $622
All-in estimate: $1,670

Return trip

Milwaukee → Chesapeake$2,609

This direction runs 36% below the return trip. Leaving VA prices below the national average and arriving in WI prices below it.

Chesapeake to Milwaukee by truck type

Estimated cost from Chesapeake, VA to Milwaukee, WI by truck type
Truck type	Estimate	Per mile	Typical range
53' dry van	$2,564	$2.87	$2,282 – $2,847
53' refrigerated	$3,057	$3.42	$2,660 – $3,455
48' flatbed	$3,123	$3.49	$2,686 – $3,560
Step deck	$3,408	$3.81	$2,863 – $3,953
Power only	$2,251	$2.52	$1,958 – $2,544
Hotshot	$1,698	$1.90	$1,410 – $1,987
26' box truck	$1,670	$1.87	$1,419 – $1,920
Sprinter van	$1,026	$1.15	$862 – $1,190

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 Chesapeake

26' box truck lanes from Chesapeake, VA
To	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	358 mi	$1,144	$3.19	$972 – $1,315	1 d
Los Angeles, CA	2,786 mi	$4,314	$1.55	$3,667 – $4,961	6 d
Chicago, IL	832 mi	$1,505	$1.81	$1,279 – $1,730	2 d
Houston, TX	1,415 mi	$2,440	$1.72	$2,074 – $2,807	3 d
Phoenix, AZ	2,386 mi	$4,130	$1.73	$3,510 – $4,749	5 d
Philadelphia, PA	282 mi	$950	$3.37	$807 – $1,092	1 d
San Antonio, TX	1,624 mi	$2,749	$1.69	$2,336 – $3,161	4 d
San Diego, CA	2,733 mi	$4,238	$1.55	$3,603 – $4,874	6 d

More lanes into Milwaukee

26' box truck lanes into Milwaukee, WI
From	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	873 mi	$1,709	$1.96	$1,453 – $1,965	2 d
Los Angeles, CA	2,063 mi	$4,728	$2.29	$4,019 – $5,437	5 d
Chicago, IL	101 mi	$632	$6.25	$537 – $726	1 d
Houston, TX	1,186 mi	$2,062	$1.74	$1,752 – $2,371	3 d
Phoenix, AZ	1,718 mi	$2,310	$1.34	$1,963 – $2,656	4 d
Philadelphia, PA	821 mi	$1,447	$1.76	$1,230 – $1,664	2 d
San Antonio, TX	1,306 mi	$2,235	$1.71	$1,900 – $2,570	3 d
San Diego, CA	2,040 mi	$4,680	$2.29	$3,978 – $5,383	5 d

About this lane

How much does it cost to ship a truckload from Chesapeake, VA to Milwaukee, WI?

A 26' box truck from Chesapeake, VA to Milwaukee, WI is estimated at $1,670 all-in in October 2026, or $1.87 a mile over about 895 mi. Quotes typically land between $1,419 and $1,920.

How far is Chesapeake, VA from Milwaukee, WI by truck?

About 895 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 $622 of the $1,670 estimate is fuel at the current national diesel price; the remaining $1,048 is linehaul.

Is it cheaper to ship from Milwaukee, WI to Chesapeake, VA?

The reverse direction is estimated at $2,609, which makes Chesapeake, VA to Milwaukee, WI 36% 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 →