Dry van · October 2026

Chicago, IL to Winter Park, FL

$5,791

53' dry van, all-in · most quotes $5,154 to $6,428

Linehaul $4,726Fuel $1,065

Get a firm price on this lane

$5,791 is what the market is paying. Add your date and we price your load.

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

Dry van lanes into Winter Park, FL
From	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	1,101 mi	$4,607	$4.18	$4,100 – $5,114	3 d
Los Angeles, CA	2,605 mi	$12,988	$4.99	$11,559 – $14,417	6 d
Houston, TX	1,004 mi	$4,027	$4.01	$3,584 – $4,470	2 d
Phoenix, AZ	2,176 mi	$6,344	$2.92	$5,646 – $7,042	5 d
Philadelphia, PA	1,020 mi	$3,847	$3.77	$3,423 – $4,270	2 d
San Antonio, TX	1,226 mi	$4,737	$3.86	$4,216 – $5,258	3 d
San Diego, CA	2,520 mi	$12,602	$5.00	$11,216 – $13,988	5 d
Dallas, TX	1,133 mi	$4,440	$3.92	$3,952 – $4,928	3 d

How much does a dry van from Chicago, IL to Winter Park, FL cost?

About $5,791 all-in for a full 53' dry van in October 2026, which is $5.00 a mile over 1,158 mi. Most quotes land between $5,154 and $6,428.

How long does Chicago to Winter Park take by truck?

About 3 days of transit for a solo driver over roughly 1,158 mi.

How much of the price is fuel?

About $1,065 of the $5,791 is fuel. The other $4,726 is linehaul.

Is Winter Park, FL to Chicago, IL cheaper?

The return trip is about $2,383, so Chicago to Winter Park is 143% more expensive.

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.