Lane · BOX · Oct 2026

Milwaukee, WI to Chesapeake, VA box truck rate

$2,609box truck

+2.8% from last month

Per mile: $2.91
Distance: 895 mi
Typical range: $2,217–$3,000
Transit: 2 days

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

Milwaukee to Chesapeake price history

3 months: +7.4%
1 year: +17.3%
5 years: +24.4%

Cost breakdown

Linehaul: $1,987
Fuel: $622
All-in estimate: $2,609

Return trip

Chesapeake → Milwaukee$1,670

This direction runs 56% above the return trip. Leaving WI prices above the national average and arriving in VA prices above it.

Milwaukee to Chesapeake by truck type

Estimated cost from Milwaukee, WI to Chesapeake, VA by truck type
Truck type	Estimate	Per mile	Typical range
53' dry van	$4,006	$4.48	$3,566 – $4,447
53' refrigerated	$4,776	$5.34	$4,156 – $5,397
48' flatbed	$4,879	$5.45	$4,196 – $5,562
Step deck	$5,324	$5.95	$4,472 – $6,176
Power only	$3,517	$3.93	$3,060 – $3,974
Hotshot	$2,653	$2.96	$2,202 – $3,104
26' box truck	$2,609	$2.91	$2,217 – $3,000
Sprinter van	$1,603	$1.79	$1,346 – $1,859

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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 Milwaukee

26' box truck lanes from Milwaukee, WI
To	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	873 mi	$2,579	$2.95	$2,192 – $2,965	2 d
Los Angeles, CA	2,063 mi	$3,977	$1.93	$3,381 – $4,574	5 d
Chicago, IL	101 mi	$580	$5.74	$493 – $667	1 d
Houston, TX	1,186 mi	$2,547	$2.15	$2,165 – $2,929	3 d
Phoenix, AZ	1,718 mi	$3,730	$2.17	$3,171 – $4,290	4 d
Philadelphia, PA	821 mi	$2,339	$2.85	$1,988 – $2,689	2 d
San Antonio, TX	1,306 mi	$2,762	$2.11	$2,347 – $3,176	3 d
San Diego, CA	2,040 mi	$3,937	$1.93	$3,347 – $4,528	5 d

More lanes into Chesapeake

26' box truck lanes into Chesapeake, VA
From	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	358 mi	$1,184	$3.31	$1,006 – $1,362	1 d
Los Angeles, CA	2,786 mi	$8,011	$2.88	$6,810 – $9,213	6 d
Chicago, IL	832 mi	$2,561	$3.08	$2,177 – $2,945	2 d
Houston, TX	1,415 mi	$3,086	$2.18	$2,623 – $3,549	3 d
Phoenix, AZ	2,386 mi	$3,995	$1.67	$3,396 – $4,594	5 d
Philadelphia, PA	282 mi	$918	$3.25	$780 – $1,055	1 d
San Antonio, TX	1,624 mi	$3,476	$2.14	$2,954 – $3,997	4 d
San Diego, CA	2,733 mi	$7,871	$2.88	$6,690 – $9,052	6 d

About this lane

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

A 26' box truck from Milwaukee, WI to Chesapeake, VA is estimated at $2,609 all-in in October 2026, or $2.91 a mile over about 895 mi. Quotes typically land between $2,217 and $3,000.

How far is Milwaukee, WI from Chesapeake, VA 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 $2,609 estimate is fuel at the current national diesel price; the remaining $1,987 is linehaul.

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

The reverse direction is estimated at $1,670, which makes Milwaukee, WI to Chesapeake, VA 56% more expensive. 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 →