Lane · STEP · Oct 2026
Middletown, NY to Chicago, IL step deck rate
$3,146step deck
+3.2% from last month
- Per mile
- $3.89
- Distance
- 808 mi
- Typical range
- $2,643–$3,649
- Transit
- 2 days
Step deck · estimated all-in cost per load · monthly
Middletown to Chicago price history
- 3 months
- +8.6%
- 1 year
- +18.6%
- 5 years
- +24.7%
Cost breakdown
- Linehaul
- $2,331
- Fuel
- $815
- All-in estimate
- $3,146
Return trip
Chicago → Middletown$5,172This 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 | $1,430 | $20.42 |
| Los Angeles, CA | $9,140 | $3.19 |
| Houston, TX | $5,896 | $3.52 |
| Phoenix, AZ | $8,905 | $3.56 |
| Philadelphia, PA | $1,563 | $12.50 |
| San Antonio, TX | $6,460 | $3.46 |
| San Diego, CA | $9,042 | $3.19 |
| Dallas, TX | $5,693 | $3.54 |
More lanes into Chicago
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $3,257 | $3.85 |
| Los Angeles, CA | $8,973 | $4.35 |
| Houston, TX | $3,759 | $3.40 |
| Phoenix, AZ | $4,375 | $2.57 |
| Philadelphia, PA | $2,741 | $3.48 |
| San Antonio, TX | $4,107 | $3.32 |
| San Diego, CA | $8,863 | $4.36 |
| Dallas, TX | $3,321 | $3.53 |
About this lane
How much does it cost to ship a truckload from Middletown, NY to Chicago, IL?
A Step deck from Middletown, NY to Chicago, IL is estimated at $3,146 all-in in October 2026, or $3.89 a mile over about 808 mi. Quotes typically land between $2,643 and $3,649.
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 $815 of the $3,146 estimate is fuel at the current national diesel price; the remaining $2,331 is linehaul.
Is it cheaper to ship from Chicago, IL to Middletown, NY?
The reverse direction is estimated at $5,172, which makes Middletown, NY to Chicago, IL 39% cheaper. Direction matters because trucks are scarcer leaving some markets than others.
Lane history applies the current origin and destination adjustments to the national series back to December 2003. Methodology