Lane · PWR · Oct 2026
Chicago, IL to Middletown, NY power only rate
$3,399power only
+5.8% from last month
- Per mile
- $4.21
- Distance
- 808 mi
- Typical range
- $2,957–$3,841
- Transit
- 2 days
Power only · estimated all-in cost per load · monthly
Chicago to Middletown price history
- 3 months
- +14.1%
- 1 year
- +24.9%
- 5 years
- +32.8%
Cost breakdown
- Linehaul
- $2,656
- Fuel
- $743
- All-in estimate
- $3,399
Return trip
Middletown → Chicago$2,068This direction runs 64% above the return trip. Leaving IL prices above the national average and arriving in NY prices above it.
Chicago to Middletown by truck type
| Truck type | Relative cost | Estimate | Per mile |
|---|---|---|---|
| 53' dry van | $3,880 | $4.80 | |
| 53' refrigerated | $4,627 | $5.73 | |
| 48' flatbed | $4,737 | $5.86 | |
| Step deck | $5,172 | $6.40 | |
| Power only | $3,399 | $4.21 | |
| Hotshot | $2,564 | $3.17 | |
| 26' box truck | $2,524 | $3.12 | |
| Sprinter van | $1,552 | $1.92 |
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 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 Middletown
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $808 | $11.55 |
| Los Angeles, CA | $11,264 | $3.93 |
| Houston, TX | $4,878 | $2.91 |
| Phoenix, AZ | $5,699 | $2.28 |
| Philadelphia, PA | $851 | $6.81 |
| San Antonio, TX | $5,362 | $2.88 |
| San Diego, CA | $11,140 | $3.93 |
| Dallas, TX | $4,703 | $2.92 |
About this lane
How much does it cost to ship a truckload from Chicago, IL to Middletown, NY?
A Power only from Chicago, IL to Middletown, NY is estimated at $3,399 all-in in October 2026, or $4.21 a mile over about 808 mi. Quotes typically land between $2,957 and $3,841.
How far is Chicago, IL from Middletown, NY by truck?
About 808 mi by road, estimated from the straight-line distance. A solo driver covers it in roughly 2 days of transit.
How much of the price is fuel?
About $743 of the $3,399 estimate is fuel at the current national diesel price; the remaining $2,656 is linehaul.
Is it cheaper to ship from Middletown, NY to Chicago, IL?
The reverse direction is estimated at $2,068, which makes Chicago, IL to Middletown, NY 64% 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 →