Lane · VAN · Oct 2026
Middletown, NY to Chicago, IL freight rate
$2,360dry van
+5.4% from last month
- Per mile
- $2.92
- Distance
- 808 mi
- Typical range
- $2,101–$2,620
- Transit
- 2 days
Dry van · estimated all-in cost per load · monthly
Middletown to Chicago price history
- 3 months
- +14.1%
- 1 year
- +24.7%
- 5 years
- +32.7%
Cost breakdown
- Linehaul
- $1,617
- Fuel
- $743
- All-in estimate
- $2,360
Return trip
Chicago → Middletown$3,880This 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 | $984 | $14.06 |
| Los Angeles, CA | $7,041 | $2.46 |
| Houston, TX | $4,504 | $2.69 |
| Phoenix, AZ | $6,848 | $2.74 |
| Philadelphia, PA | $1,095 | $8.76 |
| San Antonio, TX | $4,945 | $2.65 |
| San Diego, CA | $6,965 | $2.46 |
| Dallas, TX | $4,345 | $2.70 |
More lanes into Chicago
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $2,447 | $2.89 |
| Los Angeles, CA | $6,880 | $3.33 |
| Houston, TX | $2,845 | $2.57 |
| Phoenix, AZ | $3,343 | $1.96 |
| Philadelphia, PA | $2,055 | $2.61 |
| San Antonio, TX | $3,117 | $2.52 |
| San Diego, CA | $6,794 | $3.34 |
| Dallas, TX | $2,503 | $2.66 |
About this lane
How much does it cost to ship a truckload from Middletown, NY to Chicago, IL?
A 53' dry van from Middletown, NY to Chicago, IL is estimated at $2,360 all-in in October 2026, or $2.92 a mile over about 808 mi. Quotes typically land between $2,101 and $2,620.
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 $2,360 estimate is fuel at the current national diesel price; the remaining $1,617 is linehaul.
Is it cheaper to ship from Chicago, IL to Middletown, NY?
The reverse direction is estimated at $3,880, 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