Lane · HOT · Oct 2026
Winter Haven, FL to Chicago, IL hotshot rate
$1,625hotshot
+3.1% from last month
- Per mile
- $1.36
- Distance
- 1,192 mi
- Typical range
- $1,349–$1,901
- Transit
- 3 days
Hotshot · estimated all-in cost per load · monthly
Winter Haven to Chicago price history
- 3 months
- +8.8%
- 1 year
- +18.2%
- 5 years
- +24.8%
Cost breakdown
- Linehaul
- $880
- Fuel
- $745
- All-in estimate
- $1,625
Return trip
Chicago → Winter Haven$3,949This 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 | $2,153 | $1.87 |
| Los Angeles, CA | $3,283 | $1.27 |
| Houston, TX | $1,456 | $1.48 |
| Phoenix, AZ | $3,070 | $1.42 |
| Philadelphia, PA | $1,928 | $1.80 |
| San Antonio, TX | $1,723 | $1.43 |
| San Diego, CA | $3,181 | $1.27 |
| Dallas, TX | $1,625 | $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 Haven, FL to Chicago, IL?
A Hotshot from Winter Haven, FL to Chicago, IL is estimated at $1,625 all-in in October 2026, or $1.36 a mile over about 1,192 mi. Quotes typically land between $1,349 and $1,901.
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 $745 of the $1,625 estimate is fuel at the current national diesel price; the remaining $880 is linehaul.
Is it cheaper to ship from Chicago, IL to Winter Haven, FL?
The reverse direction is estimated at $3,949, which makes Winter Haven, 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 →