Lane · STEP · Oct 2026
Winter Haven, FL to Chicago, IL step deck rate
$3,218step deck
+3.4% from last month
- Per mile
- $2.70
- Distance
- 1,192 mi
- Typical range
- $2,703–$3,733
- Transit
- 3 days
Step deck · estimated all-in cost per load · monthly
Winter Haven to Chicago price history
- 3 months
- +8.9%
- 1 year
- +18.9%
- 5 years
- +25.0%
Cost breakdown
- Linehaul
- $2,016
- Fuel
- $1,202
- All-in estimate
- $3,218
Return trip
Chicago → Winter Haven$7,821This direction runs 59% below the return trip. Leaving FL prices below the national average and arriving in IL prices below it.
Winter Haven to Chicago by truck type
| Truck type | Relative cost | Estimate | Per mile |
|---|---|---|---|
| 53' dry van | $2,440 | $2.05 | |
| 53' refrigerated | $2,908 | $2.44 | |
| 48' flatbed | $2,952 | $2.48 | |
| Step deck | $3,218 | $2.70 | |
| Power only | $2,153 | $1.81 | |
| Hotshot | $1,625 | $1.36 | |
| 26' box truck | $1,593 | $1.34 | |
| Sprinter van | $976 | $0.82 |
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 Winter Haven
| To | Estimate | Per mile |
|---|---|---|
| New York, NY | $4,270 | $3.70 |
| Los Angeles, CA | $6,341 | $2.44 |
| Houston, TX | $2,909 | $2.96 |
| Phoenix, AZ | $5,958 | $2.75 |
| Philadelphia, PA | $3,836 | $3.58 |
| San Antonio, TX | $3,410 | $2.83 |
| San Diego, CA | $6,150 | $2.45 |
| Dallas, TX | $3,227 | $2.87 |
More lanes into Chicago
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $3,257 | $3.85 |
| Los Angeles, CA | $8,973 | $4.35 |
| Houston, TX | $3,759 | $3.40 |
| Phoenix, AZ | $4,375 | $2.57 |
| Philadelphia, PA | $2,741 | $3.48 |
| San Antonio, TX | $4,107 | $3.32 |
| San Diego, CA | $8,863 | $4.36 |
| Dallas, TX | $3,321 | $3.53 |
About this lane
How much does it cost to ship a truckload from Winter Haven, FL to Chicago, IL?
A Step deck from Winter Haven, FL to Chicago, IL is estimated at $3,218 all-in in October 2026, or $2.70 a mile over about 1,192 mi. Quotes typically land between $2,703 and $3,733.
How far is Winter Haven, FL from Chicago, IL by truck?
About 1,192 mi by road, estimated from the straight-line distance. A solo driver covers it in roughly 3 days of transit.
How much of the price is fuel?
About $1,202 of the $3,218 estimate is fuel at the current national diesel price; the remaining $2,016 is linehaul.
Is it cheaper to ship from Chicago, IL to Winter Haven, FL?
The reverse direction is estimated at $7,821, which makes Winter Haven, FL to Chicago, IL 59% cheaper. Direction matters because trucks are scarcer leaving some markets than others.
Lane history applies the current origin and destination adjustments to the national series back to December 2003. Methodology