Lane · HOT · Oct 2026
Chicago, IL to Middletown, NY hotshot rate
$2,564hotshot
+3.2% from last month
- Per mile
- $3.17
- Distance
- 808 mi
- Typical range
- $2,128–$3,000
- Transit
- 2 days
Hotshot · estimated all-in cost per load · monthly
Chicago to Middletown price history
- 3 months
- +8.6%
- 1 year
- +18.7%
- 5 years
- +24.8%
Cost breakdown
- Linehaul
- $2,059
- Fuel
- $505
- All-in estimate
- $2,564
Return trip
Middletown → Chicago$1,560This 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 | $2,661 | $3.14 |
| Los Angeles, CA | $4,232 | $2.05 |
| Houston, TX | $2,547 | $2.30 |
| Phoenix, AZ | $3,939 | $2.31 |
| Philadelphia, PA | $2,390 | $3.04 |
| San Antonio, TX | $2,796 | $2.26 |
| San Diego, CA | $4,179 | $2.05 |
| Dallas, TX | $2,233 | $2.37 |
More lanes into Middletown
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $607 | $8.68 |
| Los Angeles, CA | $8,506 | $2.97 |
| Houston, TX | $3,682 | $2.20 |
| Phoenix, AZ | $4,303 | $1.72 |
| Philadelphia, PA | $640 | $5.12 |
| San Antonio, TX | $4,048 | $2.17 |
| San Diego, CA | $8,412 | $2.97 |
| Dallas, TX | $3,550 | $2.21 |
About this lane
How much does it cost to ship a truckload from Chicago, IL to Middletown, NY?
A Hotshot from Chicago, IL to Middletown, NY is estimated at $2,564 all-in in October 2026, or $3.17 a mile over about 808 mi. Quotes typically land between $2,128 and $3,000.
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 $505 of the $2,564 estimate is fuel at the current national diesel price; the remaining $2,059 is linehaul.
Is it cheaper to ship from Middletown, NY to Chicago, IL?
The reverse direction is estimated at $1,560, 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 →