Lane · PWR · Oct 2026
Chicago, IL to Winter Garden, FL power only rate
$5,104power only
+5.5% from last month
- Per mile
- $4.41
- Distance
- 1,157 mi
- Typical range
- $4,440–$5,767
- Transit
- 3 days
Power only · estimated all-in cost per load · monthly
Chicago to Winter Garden price history
- 3 months
- +13.9%
- 1 year
- +24.9%
- 5 years
- +32.8%
Cost breakdown
- Linehaul
- $4,040
- Fuel
- $1,064
- All-in estimate
- $5,104
Return trip
Winter Garden → Chicago$2,100This 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 | $3,527 | $4.16 |
| Los Angeles, CA | $5,606 | $2.72 |
| Houston, TX | $3,375 | $3.05 |
| Phoenix, AZ | $5,217 | $3.06 |
| Philadelphia, PA | $3,168 | $4.03 |
| San Antonio, TX | $3,704 | $3.00 |
| San Diego, CA | $5,535 | $2.72 |
| Dallas, TX | $2,960 | $3.14 |
More lanes into Winter Garden
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $4,096 | $3.68 |
| Los Angeles, CA | $11,512 | $4.44 |
| Houston, TX | $3,494 | $3.54 |
| Phoenix, AZ | $5,608 | $2.60 |
| Philadelphia, PA | $3,415 | $3.31 |
| San Antonio, TX | $4,130 | $3.42 |
| San Diego, CA | $11,160 | $4.46 |
| Dallas, TX | $3,871 | $3.46 |
About this lane
How much does it cost to ship a truckload from Chicago, IL to Winter Garden, FL?
A Power only from Chicago, IL to Winter Garden, FL is estimated at $5,104 all-in in October 2026, or $4.41 a mile over about 1,157 mi. Quotes typically land between $4,440 and $5,767.
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 $1,064 of the $5,104 estimate is fuel at the current national diesel price; the remaining $4,040 is linehaul.
Is it cheaper to ship from Winter Garden, FL to Chicago, IL?
The reverse direction is estimated at $2,100, which makes Chicago, IL to Winter Garden, 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 →