Lane · BOX · Oct 2026

Chicago, IL to Key West, FL box truck rate

$4,608box truck

+3.3% from last month

Per mile: $3.15
Distance: 1,464 mi
Typical range: $3,917–$5,299
Transit: 4 days

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

Chicago to Key West price history

3 months: +7.9%
1 year: +17.5%
5 years: +25.0%

Cost breakdown

Linehaul: $3,591
Fuel: $1,017
All-in estimate: $4,608

Return trip

Key West → Chicago$1,896

This direction runs 143% above the return trip. Leaving IL prices above the national average and arriving in FL prices above it.

Chicago to Key West by truck type

Estimated cost from Chicago, IL to Key West, FL by truck type
Truck type	Estimate	Per mile	Typical range
53' dry van	$7,045	$4.81	$6,270 – $7,820
53' refrigerated	$8,394	$5.73	$7,303 – $9,485
48' flatbed	$8,491	$5.80	$7,302 – $9,680
Step deck	$9,248	$6.32	$7,768 – $10,728
Power only	$6,236	$4.26	$5,425 – $7,047
Hotshot	$4,707	$3.22	$3,907 – $5,507
26' box truck	$4,608	$3.15	$3,917 – $5,299
Sprinter van	$2,818	$1.92	$2,367 – $3,269

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 Key West

26' box truck lanes into Key West, FL
From	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	1,417 mi	$3,714	$2.62	$3,157 – $4,271	3 d
Los Angeles, CA	2,701 mi	$8,813	$3.26	$7,491 – $10,135	6 d
Houston, TX	1,074 mi	$2,773	$2.58	$2,357 – $3,189	3 d
Phoenix, AZ	2,272 mi	$4,326	$1.90	$3,677 – $4,975	5 d
Philadelphia, PA	1,339 mi	$3,143	$2.35	$2,672 – $3,614	3 d
San Antonio, TX	1,279 mi	$3,206	$2.51	$2,725 – $3,687	3 d
San Diego, CA	2,604 mi	$8,523	$3.27	$7,244 – $9,801	6 d
Dallas, TX	1,263 mi	$3,172	$2.51	$2,696 – $3,648	3 d

About this lane

How much does it cost to ship a truckload from Chicago, IL to Key West, FL?

A 26' box truck from Chicago, IL to Key West, FL is estimated at $4,608 all-in in October 2026, or $3.15 a mile over about 1,464 mi. Quotes typically land between $3,917 and $5,299.

How far is Chicago, IL from Key West, FL by truck?

About 1,464 mi by road, estimated from the straight-line distance. A solo driver covers it in roughly 4 days of transit.

How much of the price is fuel?

About $1,017 of the $4,608 estimate is fuel at the current national diesel price; the remaining $3,591 is linehaul.

Is it cheaper to ship from Key West, FL to Chicago, IL?

The reverse direction is estimated at $1,896, which makes Chicago, IL to Key West, FL 143% 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 →