Lane · BOX · Oct 2026

Chicago, IL to Winchester, VA box truck rate

$2,074box truck

+3.1% from last month

Per mile: $3.30
Distance: 628 mi
Typical range: $1,763–$2,385
Transit: 2 days

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

Chicago to Winchester price history

3 months: +7.5%
1 year: +17.4%
5 years: +24.5%

Cost breakdown

Linehaul: $1,638
Fuel: $436
All-in estimate: $2,074

Return trip

Winchester → Chicago$1,218

This direction runs 70% above the return trip. Leaving IL prices above the national average and arriving in VA prices above it.

Chicago to Winchester by truck type

Estimated cost from Chicago, IL to Winchester, VA by truck type
Truck type	Estimate	Per mile	Typical range
53' dry van	$3,198	$5.09	$2,846 – $3,550
53' refrigerated	$3,815	$6.07	$3,319 – $4,311
48' flatbed	$3,931	$6.26	$3,380 – $4,481
Step deck	$4,297	$6.84	$3,609 – $4,984
Power only	$2,786	$4.44	$2,423 – $3,148
Hotshot	$2,101	$3.34	$1,743 – $2,458
26' box truck	$2,074	$3.30	$1,763 – $2,385
Sprinter van	$1,279	$2.04	$1,074 – $1,484

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 Chicago

26' box truck lanes from Chicago, IL
To	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	847 mi	$2,618	$3.09	$2,225 – $3,010	2 d
Los Angeles, CA	2,063 mi	$4,134	$2.00	$3,514 – $4,754	5 d
Houston, TX	1,106 mi	$2,499	$2.26	$2,124 – $2,874	3 d
Phoenix, AZ	1,705 mi	$3,852	$2.26	$3,274 – $4,429	4 d
Philadelphia, PA	787 mi	$2,353	$2.99	$2,000 – $2,706	2 d
San Antonio, TX	1,236 mi	$2,740	$2.22	$2,329 – $3,152	3 d
San Diego, CA	2,034 mi	$4,082	$2.01	$3,470 – $4,694	5 d
Dallas, TX	942 mi	$2,195	$2.33	$1,865 – $2,524	2 d

More lanes into Winchester

26' box truck lanes into Winchester, VA
From	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	291 mi	$1,051	$3.61	$894 – $1,209	1 d
Los Angeles, CA	2,645 mi	$7,638	$2.89	$6,492 – $8,784	6 d
Houston, TX	1,383 mi	$3,026	$2.19	$2,572 – $3,480	3 d
Phoenix, AZ	2,259 mi	$3,802	$1.68	$3,232 – $4,372	5 d
Philadelphia, PA	203 mi	$779	$3.84	$662 – $896	1 d
San Antonio, TX	1,577 mi	$3,388	$2.15	$2,880 – $3,896	4 d
San Diego, CA	2,601 mi	$7,521	$2.89	$6,393 – $8,650	6 d
Dallas, TX	1,329 mi	$2,925	$2.20	$2,487 – $3,364	3 d

About this lane

How much does it cost to ship a truckload from Chicago, IL to Winchester, VA?

A 26' box truck from Chicago, IL to Winchester, VA is estimated at $2,074 all-in in October 2026, or $3.30 a mile over about 628 mi. Quotes typically land between $1,763 and $2,385.

How far is Chicago, IL from Winchester, VA by truck?

About 628 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 $436 of the $2,074 estimate is fuel at the current national diesel price; the remaining $1,638 is linehaul.

Is it cheaper to ship from Winchester, VA to Chicago, IL?

The reverse direction is estimated at $1,218, which makes Chicago, IL to Winchester, VA 70% 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 →