Lane · FLAT · Oct 2026
Chicago, IL to Winter Garden, FL flatbed rate
$7,007flatbed
+3.4% from last month
- Per mile
- $6.06
- Distance
- 1,157 mi
- Typical range
- $6,026–$7,988
- Transit
- 3 days
Flatbed · estimated all-in cost per load · monthly
Chicago to Winter Garden price history
- 3 months
- +8.8%
- 1 year
- +18.8%
- 5 years
- +25.0%
Cost breakdown
- Linehaul
- $5,877
- Fuel
- $1,130
- All-in estimate
- $7,007
Return trip
Winter Garden → Chicago$2,883This direction runs 143% above the return trip. Leaving IL prices above the national average and arriving in FL prices above it.
Chicago to Winter Garden by truck type
| Truck type | Relative cost | Estimate | Per mile |
|---|---|---|---|
| 53' dry van | $5,787 | $5.00 | |
| 53' refrigerated | $6,897 | $5.96 | |
| 48' flatbed | $7,007 | $6.06 | |
| Step deck | $7,638 | $6.60 | |
| Power only | $5,104 | $4.41 | |
| Hotshot | $3,852 | $3.33 | |
| 26' box truck | $3,778 | $3.27 | |
| Sprinter van | $2,315 | $2.00 |
More lanes from Chicago
| To | Estimate | Per mile |
|---|---|---|
| New York, NY | $4,905 | $5.79 |
| Los Angeles, CA | $7,559 | $3.66 |
| Houston, TX | $4,642 | $4.20 |
| Phoenix, AZ | $7,071 | $4.15 |
| Philadelphia, PA | $4,421 | $5.62 |
| San Antonio, TX | $5,073 | $4.10 |
| San Diego, CA | $7,466 | $3.67 |
| Dallas, TX | $4,097 | $4.35 |
More lanes into Winter Garden
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $5,632 | $5.06 |
| Los Angeles, CA | $15,442 | $5.96 |
| Houston, TX | $4,827 | $4.89 |
| Phoenix, AZ | $7,553 | $3.50 |
| Philadelphia, PA | $4,709 | $4.57 |
| San Antonio, TX | $5,661 | $4.69 |
| San Diego, CA | $14,982 | $5.98 |
| Dallas, TX | $5,321 | $4.76 |
About this lane
How much does it cost to ship a truckload from Chicago, IL to Winter Garden, FL?
A 48' flatbed from Chicago, IL to Winter Garden, FL is estimated at $7,007 all-in in October 2026, or $6.06 a mile over about 1,157 mi. Quotes typically land between $6,026 and $7,988.
How far is Chicago, IL from Winter Garden, FL by truck?
About 1,157 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 $1,130 of the $7,007 estimate is fuel at the current national diesel price; the remaining $5,877 is linehaul.
Is it cheaper to ship from Winter Garden, FL to Chicago, IL?
The reverse direction is estimated at $2,883, which makes Chicago, IL to Winter Garden, FL 143% more expensive. 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