Dry van · October 2026

Winchester, KY to Chicago, IL

$1,391

53' dry van, all-in · most quotes $1,238 to $1,544

Linehaul $1,041Fuel $350

Get a firm price on this lane

$1,391 is what the market is paying. Add your date and we price your load.

Dry van lanes from Winchester, KY
To	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	681 mi	$2,788	$4.09	$2,481 – $3,095	2 d
Los Angeles, CA	2,267 mi	$5,598	$2.47	$4,982 – $6,214	5 d
Houston, TX	1,010 mi	$2,905	$2.88	$2,585 – $3,224	2 d
Phoenix, AZ	1,873 mi	$5,211	$2.78	$4,638 – $5,784	4 d
Philadelphia, PA	596 mi	$2,412	$4.05	$2,146 – $2,677	2 d
San Antonio, TX	1,193 mi	$3,325	$2.79	$2,959 – $3,691	3 d
San Diego, CA	2,218 mi	$5,489	$2.47	$4,885 – $6,093	5 d
Dallas, TX	936 mi	$2,735	$2.92	$2,434 – $3,036	2 d

Dry van lanes into Chicago, IL
From	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	847 mi	$2,447	$2.89	$2,178 – $2,716	2 d
Los Angeles, CA	2,063 mi	$6,880	$3.33	$6,123 – $7,637	4 d
Houston, TX	1,106 mi	$2,845	$2.57	$2,532 – $3,158	3 d
Phoenix, AZ	1,705 mi	$3,343	$1.96	$2,975 – $3,711	4 d
Philadelphia, PA	787 mi	$2,055	$2.61	$1,829 – $2,281	2 d
San Antonio, TX	1,236 mi	$3,117	$2.52	$2,774 – $3,460	3 d
San Diego, CA	2,034 mi	$6,794	$3.34	$6,046 – $7,541	4 d
Dallas, TX	942 mi	$2,503	$2.66	$2,227 – $2,778	2 d

How much does a dry van from Winchester, KY to Chicago, IL cost?

About $1,391 all-in for a full 53' dry van in October 2026, which is $3.65 a mile over 381 mi. Most quotes land between $1,238 and $1,544.

How long does Winchester to Chicago take by truck?

About 1 day of transit for a solo driver over roughly 381 mi.

How much of the price is fuel?

About $350 of the $1,391 is fuel. The other $1,041 is linehaul.

Is Chicago, IL to Winchester, KY cheaper?

The return trip is about $1,872, so Winchester to Chicago is 26% cheaper.

How do I get an exact price?

Use the quote form on this page. Add your pickup date and you get one reply with a firm price for your load.