Lane · HOT · Oct 2026
Winter Garden, FL to Chicago, IL hotshot rate
$1,585hotshot
+3.8% from last month
- Per mile
- $1.37
- Distance
- 1,157 mi
- Typical range
- $1,315–$1,854
- Transit
- 3 days
Hotshot · estimated all-in cost per load · monthly
Winter Garden to Chicago price history
- 3 months
- +8.7%
- 1 year
- +19.1%
- 5 years
- +24.5%
Cost breakdown
- Linehaul
- $862
- Fuel
- $723
- All-in estimate
- $1,585
Return trip
Chicago → Winter Garden$3,852This direction runs 59% below the return trip. Leaving FL prices below the national average and arriving in IL prices below it.
Winter Garden to Chicago by truck type
| Truck type | Relative cost | Estimate | Per mile |
|---|---|---|---|
| 53' dry van | $2,381 | $2.06 | |
| 53' refrigerated | $2,838 | $2.45 | |
| 48' flatbed | $2,883 | $2.49 | |
| Step deck | $3,142 | $2.72 | |
| Power only | $2,100 | $1.81 | |
| Hotshot | $1,585 | $1.37 | |
| 26' box truck | $1,554 | $1.34 | |
| Sprinter van | $952 | $0.82 |
More lanes from Winter Garden
| To | Estimate | Per mile |
|---|---|---|
| New York, NY | $2,091 | $1.88 |
| Los Angeles, CA | $3,278 | $1.27 |
| Houston, TX | $1,460 | $1.48 |
| Phoenix, AZ | $3,065 | $1.42 |
| Philadelphia, PA | $1,867 | $1.81 |
| San Antonio, TX | $1,726 | $1.43 |
| San Diego, CA | $3,178 | $1.27 |
| Dallas, TX | $1,618 | $1.45 |
More lanes into Chicago
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $1,619 | $1.91 |
| Los Angeles, CA | $4,618 | $2.24 |
| Houston, TX | $1,892 | $1.71 |
| Phoenix, AZ | $2,238 | $1.31 |
| Philadelphia, PA | $1,357 | $1.72 |
| San Antonio, TX | $2,077 | $1.68 |
| San Diego, CA | $4,559 | $2.24 |
| Dallas, TX | $1,659 | $1.76 |
About this lane
How much does it cost to ship a truckload from Winter Garden, FL to Chicago, IL?
A Hotshot from Winter Garden, FL to Chicago, IL is estimated at $1,585 all-in in October 2026, or $1.37 a mile over about 1,157 mi. Quotes typically land between $1,315 and $1,854.
How far is Winter Garden, FL from Chicago, IL 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 $723 of the $1,585 estimate is fuel at the current national diesel price; the remaining $862 is linehaul.
Is it cheaper to ship from Chicago, IL to Winter Garden, FL?
The reverse direction is estimated at $3,852, which makes Winter Garden, 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 →