Lane · FLAT · Oct 2026
Winter Haven, FL to Chicago, IL flatbed rate
$2,952flatbed
+3.3% from last month
- Per mile
- $2.48
- Distance
- 1,192 mi
- Typical range
- $2,539–$3,366
- Transit
- 3 days
Flatbed · estimated all-in cost per load · monthly
Winter Haven to Chicago price history
- 3 months
- +8.8%
- 1 year
- +18.7%
- 5 years
- +25.3%
Cost breakdown
- Linehaul
- $1,788
- Fuel
- $1,164
- All-in estimate
- $2,952
Return trip
Chicago → Winter Haven$7,176This 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 | $3,917 | $3.40 |
| Los Angeles, CA | $5,831 | $2.25 |
| Houston, TX | $2,667 | $2.71 |
| Phoenix, AZ | $5,477 | $2.53 |
| Philadelphia, PA | $3,518 | $3.28 |
| San Antonio, TX | $3,129 | $2.60 |
| San Diego, CA | $5,656 | $2.26 |
| Dallas, TX | $2,960 | $2.63 |
More lanes into Chicago
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $2,984 | $3.52 |
| Los Angeles, CA | $8,247 | $4.00 |
| Houston, TX | $3,448 | $3.12 |
| Phoenix, AZ | $4,019 | $2.36 |
| Philadelphia, PA | $2,510 | $3.19 |
| San Antonio, TX | $3,769 | $3.05 |
| San Diego, CA | $8,145 | $4.00 |
| Dallas, TX | $3,044 | $3.23 |
About this lane
How much does it cost to ship a truckload from Winter Haven, FL to Chicago, IL?
A 48' flatbed from Winter Haven, FL to Chicago, IL is estimated at $2,952 all-in in October 2026, or $2.48 a mile over about 1,192 mi. Quotes typically land between $2,539 and $3,366.
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 $1,164 of the $2,952 estimate is fuel at the current national diesel price; the remaining $1,788 is linehaul.
Is it cheaper to ship from Chicago, IL to Winter Haven, FL?
The reverse direction is estimated at $7,176, 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