Dry van · October 2026

Winter Garden, FL to Chicago, IL

$2,381

53' dry van, all-in · most quotes $2,119 to $2,643

Linehaul $1,317Fuel $1,064

Get a firm price on this lane

$2,381 is what the market is paying. Add your date and we price your load.

Dry van lanes from Winter Garden, FL
To	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	1,113 mi	$3,143	$2.82	$2,798 – $3,489	3 d
Los Angeles, CA	2,590 mi	$4,872	$1.88	$4,336 – $5,408	5 d
Houston, TX	987 mi	$2,200	$2.23	$1,958 – $2,442	2 d
Phoenix, AZ	2,161 mi	$4,564	$2.11	$4,062 – $5,066	5 d
Philadelphia, PA	1,031 mi	$2,811	$2.73	$2,502 – $3,121	2 d
San Antonio, TX	1,208 mi	$2,592	$2.15	$2,307 – $2,877	3 d
San Diego, CA	2,504 mi	$4,725	$1.89	$4,205 – $5,244	5 d
Dallas, TX	1,118 mi	$2,432	$2.18	$2,165 – $2,700	3 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 Winter Garden, FL to Chicago, IL cost?

About $2,381 all-in for a full 53' dry van in October 2026, which is $2.06 a mile over 1,157 mi. Most quotes land between $2,119 and $2,643.

How long does Winter Garden to Chicago take by truck?

About 3 days of transit for a solo driver over roughly 1,157 mi.

How much of the price is fuel?

About $1,064 of the $2,381 is fuel. The other $1,317 is linehaul.

Is Chicago, IL to Winter Garden, FL cheaper?

The return trip is about $5,787, so Winter Garden to Chicago is 59% 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.