Lane · BOX · Oct 2026
Key West, FL to Chicago, IL box truck rate
$1,896box truck
+2.4% from last month
- Per mile
- $1.29
- Distance
- 1,464 mi
- Typical range
- $1,611–$2,180
- Transit
- 4 days
Box truck · estimated all-in cost per load · monthly
Key West to Chicago price history
- 3 months
- +7.5%
- 1 year
- +17.3%
- 5 years
- +24.0%
Cost breakdown
- Linehaul
- $879
- Fuel
- $1,017
- All-in estimate
- $1,896
Return trip
Chicago → Key West$4,608This direction runs 59% below the return trip. Leaving FL prices below the national average and arriving in IL prices below it.
Key West to Chicago by truck type
| Truck type | Relative cost | Estimate | Per mile |
|---|---|---|---|
| 53' dry van | $2,899 | $1.98 | |
| 53' refrigerated | $3,454 | $2.36 | |
| 48' flatbed | $3,494 | $2.39 | |
| Step deck | $3,805 | $2.60 | |
| Power only | $2,566 | $1.75 | |
| Hotshot | $1,937 | $1.32 | |
| 26' box truck | $1,896 | $1.29 | |
| Sprinter van | $1,159 | $0.79 |
Live market check
Get live dry van quotes on this lane
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.
More lanes from Key West
| To | Estimate | Per mile |
|---|---|---|
| New York, NY | $2,512 | $1.77 |
| Los Angeles, CA | $3,323 | $1.23 |
| Houston, TX | $1,536 | $1.43 |
| Phoenix, AZ | $3,132 | $1.38 |
| Philadelphia, PA | $2,277 | $1.70 |
| San Antonio, TX | $1,776 | $1.39 |
| San Diego, CA | $3,214 | $1.23 |
| Dallas, TX | $1,757 | $1.39 |
More lanes into Chicago
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $1,592 | $1.88 |
| Los Angeles, CA | $4,510 | $2.19 |
| Houston, TX | $1,857 | $1.68 |
| Phoenix, AZ | $2,189 | $1.28 |
| Philadelphia, PA | $1,336 | $1.70 |
| San Antonio, TX | $2,036 | $1.65 |
| San Diego, CA | $4,454 | $2.19 |
| Dallas, TX | $1,630 | $1.73 |
About this lane
How much does it cost to ship a truckload from Key West, FL to Chicago, IL?
A 26' box truck from Key West, FL to Chicago, IL is estimated at $1,896 all-in in October 2026, or $1.29 a mile over about 1,464 mi. Quotes typically land between $1,611 and $2,180.
How far is Key West, FL from Chicago, IL 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 $1,896 estimate is fuel at the current national diesel price; the remaining $879 is linehaul.
Is it cheaper to ship from Chicago, IL to Key West, FL?
The reverse direction is estimated at $4,608, which makes Key West, FL to Chicago, IL 59% cheaper. 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 →