Lane · PWR · Oct 2026
Winter Haven, FL to Chicago, IL power only rate
$2,153power only
+5.9% from last month
- Per mile
- $1.81
- Distance
- 1,192 mi
- Typical range
- $1,873–$2,433
- Transit
- 3 days
Power only · estimated all-in cost per load · monthly
Winter Haven to Chicago price history
- 3 months
- +14.6%
- 1 year
- +24.9%
- 5 years
- +33.1%
Cost breakdown
- Linehaul
- $1,057
- Fuel
- $1,096
- All-in estimate
- $2,153
Return trip
Chicago → Winter Haven$5,233This 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 | $2,853 | $2.47 |
| Los Angeles, CA | $4,347 | $1.68 |
| Houston, TX | $1,930 | $1.96 |
| Phoenix, AZ | $4,067 | $1.88 |
| Philadelphia, PA | $2,555 | $2.38 |
| San Antonio, TX | $2,283 | $1.89 |
| San Diego, CA | $4,213 | $1.68 |
| Dallas, TX | $2,154 | $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 Haven, FL to Chicago, IL?
A Power only from Winter Haven, FL to Chicago, IL is estimated at $2,153 all-in in October 2026, or $1.81 a mile over about 1,192 mi. Quotes typically land between $1,873 and $2,433.
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 $1,096 of the $2,153 estimate is fuel at the current national diesel price; the remaining $1,057 is linehaul.
Is it cheaper to ship from Chicago, IL to Winter Haven, FL?
The reverse direction is estimated at $5,233, 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 →