Lane · PWR · Oct 2026
Middletown, NY to Chicago, IL power only rate
$2,068power only
+5.8% from last month
- Per mile
- $2.56
- Distance
- 808 mi
- Typical range
- $1,799–$2,336
- Transit
- 2 days
Power only · estimated all-in cost per load · monthly
Middletown to Chicago price history
- 3 months
- +14.3%
- 1 year
- +24.9%
- 5 years
- +32.6%
Cost breakdown
- Linehaul
- $1,325
- Fuel
- $743
- All-in estimate
- $2,068
Return trip
Chicago → Middletown$3,399This direction runs 39% below the return trip. Leaving NY prices above the national average and arriving in IL prices below it.
Middletown to Chicago by truck type
| Truck type | Relative cost | Estimate | Per mile |
|---|---|---|---|
| 53' dry van | $2,360 | $2.92 | |
| 53' refrigerated | $2,814 | $3.48 | |
| 48' flatbed | $2,882 | $3.57 | |
| Step deck | $3,146 | $3.89 | |
| Power only | $2,068 | $2.56 | |
| Hotshot | $1,560 | $1.93 | |
| 26' box truck | $1,535 | $1.90 | |
| Sprinter van | $944 | $1.17 |
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 Middletown
| To | Estimate | Per mile |
|---|---|---|
| New York, NY | $808 | $11.55 |
| Los Angeles, CA | $6,280 | $2.19 |
| Houston, TX | $3,994 | $2.38 |
| Phoenix, AZ | $6,100 | $2.44 |
| Philadelphia, PA | $912 | $7.29 |
| San Antonio, TX | $4,391 | $2.35 |
| San Diego, CA | $6,211 | $2.19 |
| Dallas, TX | $3,851 | $2.40 |
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 Middletown, NY to Chicago, IL?
A Power only from Middletown, NY to Chicago, IL is estimated at $2,068 all-in in October 2026, or $2.56 a mile over about 808 mi. Quotes typically land between $1,799 and $2,336.
How far is Middletown, NY from Chicago, IL 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 $2,068 estimate is fuel at the current national diesel price; the remaining $1,325 is linehaul.
Is it cheaper to ship from Chicago, IL to Middletown, NY?
The reverse direction is estimated at $3,399, which makes Middletown, NY to Chicago, IL 39% 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 →