Lane · FLAT · Oct 2026
Middletown, NY to Chicago, IL flatbed rate
$2,882flatbed
+3.5% from last month
- Per mile
- $3.57
- Distance
- 808 mi
- Typical range
- $2,478–$3,285
- Transit
- 2 days
Flatbed · estimated all-in cost per load · monthly
Middletown to Chicago price history
- 3 months
- +8.9%
- 1 year
- +18.6%
- 5 years
- +25.3%
Cost breakdown
- Linehaul
- $2,093
- Fuel
- $789
- All-in estimate
- $2,882
Return trip
Chicago → Middletown$4,737This 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 | $1,293 | $18.47 |
| Los Angeles, CA | $8,407 | $2.93 |
| Houston, TX | $5,416 | $3.23 |
| Phoenix, AZ | $8,189 | $3.28 |
| Philadelphia, PA | $1,416 | $11.33 |
| San Antonio, TX | $5,936 | $3.18 |
| San Diego, CA | $8,316 | $2.93 |
| Dallas, TX | $5,229 | $3.25 |
More lanes into Chicago
| From | Estimate | Per mile |
|---|---|---|
| New York, NY | $2,984 | $3.52 |
| Los Angeles, CA | $8,247 | $4.00 |
| Houston, TX | $3,448 | $3.12 |
| Phoenix, AZ | $4,019 | $2.36 |
| Philadelphia, PA | $2,510 | $3.19 |
| San Antonio, TX | $3,769 | $3.05 |
| San Diego, CA | $8,145 | $4.00 |
| Dallas, TX | $3,044 | $3.23 |
About this lane
How much does it cost to ship a truckload from Middletown, NY to Chicago, IL?
A 48' flatbed from Middletown, NY to Chicago, IL is estimated at $2,882 all-in in October 2026, or $3.57 a mile over about 808 mi. Quotes typically land between $2,478 and $3,285.
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 $789 of the $2,882 estimate is fuel at the current national diesel price; the remaining $2,093 is linehaul.
Is it cheaper to ship from Chicago, IL to Middletown, NY?
The reverse direction is estimated at $4,737, 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