Lane · PWR · Oct 2026
Winter Garden, FL to Chicago, IL power only rate
$2,100power only
+5.2% from last month
- Per mile
- $1.81
- Distance
- 1,157 mi
- Typical range
- $1,827–$2,373
- Transit
- 3 days
Power only · estimated all-in cost per load · monthly
Winter Garden to Chicago price history
- 3 months
- +13.8%
- 1 year
- +24.8%
- 5 years
- +32.1%
Cost breakdown
- Linehaul
- $1,036
- Fuel
- $1,064
- All-in estimate
- $2,100
Return trip
Chicago → Winter Garden$5,104This 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 | $2,770 | $2.49 |
| Los Angeles, CA | $4,341 | $1.68 |
| Houston, TX | $1,935 | $1.96 |
| Phoenix, AZ | $4,060 | $1.88 |
| Philadelphia, PA | $2,474 | $2.40 |
| San Antonio, TX | $2,287 | $1.89 |
| San Diego, CA | $4,209 | $1.68 |
| Dallas, TX | $2,144 | $1.92 |
More lanes into Chicago
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $2,146 | $2.53 |
| Los Angeles, CA | $6,116 | $2.96 |
| Houston, TX | $2,507 | $2.27 |
| Phoenix, AZ | $2,965 | $1.74 |
| Philadelphia, PA | $1,799 | $2.29 |
| San Antonio, TX | $2,752 | $2.23 |
| San Diego, CA | $6,039 | $2.97 |
| Dallas, TX | $2,199 | $2.33 |
About this lane
How much does it cost to ship a truckload from Winter Garden, FL to Chicago, IL?
A Power only from Winter Garden, FL to Chicago, IL is estimated at $2,100 all-in in October 2026, or $1.81 a mile over about 1,157 mi. Quotes typically land between $1,827 and $2,373.
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 $1,064 of the $2,100 estimate is fuel at the current national diesel price; the remaining $1,036 is linehaul.
Is it cheaper to ship from Chicago, IL to Winter Garden, FL?
The reverse direction is estimated at $5,104, 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 →