Lane · VAN · Oct 2026

Chicago, IL to Winchester, VA freight rate

$3,198dry van

+5.6% from last month

Per mile: $5.09
Distance: 628 mi
Typical range: $2,846–$3,550
Transit: 2 days

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Dry van · estimated all-in cost per load · monthly

Chicago to Winchester price history

3 months: +13.9%
1 year: +24.8%
5 years: +32.9%

Cost breakdown

Linehaul: $2,621
Fuel: $577
All-in estimate: $3,198

Return trip

Winchester → Chicago$1,879

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

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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

53' dry van lanes from Chicago, IL
To	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	847 mi	$4,023	$4.75	$3,580 – $4,465	2 d
Los Angeles, CA	2,063 mi	$6,306	$3.06	$5,612 – $6,999	4 d
Houston, TX	1,106 mi	$3,830	$3.46	$3,409 – $4,251	3 d
Phoenix, AZ	1,705 mi	$5,882	$3.45	$5,235 – $6,529	4 d
Philadelphia, PA	787 mi	$3,619	$4.60	$3,221 – $4,017	2 d
San Antonio, TX	1,236 mi	$4,196	$3.39	$3,734 – $4,657	3 d
San Diego, CA	2,034 mi	$6,227	$3.06	$5,542 – $6,912	4 d
Dallas, TX	942 mi	$3,369	$3.58	$2,998 – $3,739	2 d

More lanes into Winchester

53' dry van lanes into Winchester, VA
From	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	291 mi	$1,639	$5.63	$1,459 – $1,820	1 d
Los Angeles, CA	2,645 mi	$11,635	$4.40	$10,355 – $12,915	6 d
Houston, TX	1,383 mi	$4,629	$3.35	$4,120 – $5,138	3 d
Phoenix, AZ	2,259 mi	$5,796	$2.57	$5,159 – $6,434	5 d
Philadelphia, PA	203 mi	$1,221	$6.02	$1,087 – $1,356	1 d
San Antonio, TX	1,577 mi	$5,177	$3.28	$4,607 – $5,746	4 d
San Diego, CA	2,601 mi	$11,458	$4.41	$10,198 – $12,719	6 d
Dallas, TX	1,329 mi	$4,476	$3.37	$3,984 – $4,969	3 d

About this lane

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

A 53' dry van from Chicago, IL to Winchester, VA is estimated at $3,198 all-in in October 2026, or $5.09 a mile over about 628 mi. Quotes typically land between $2,846 and $3,550.

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 $577 of the $3,198 estimate is fuel at the current national diesel price; the remaining $2,621 is linehaul.

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

The reverse direction is estimated at $1,879, which makes Chicago, IL to Winchester, VA 70% more expensive. Direction matters because trucks are scarcer leaving some markets than others.

Lane history applies the current origin and destination adjustments to the national series back to December 2003. Methodology