Lane · VAN · Oct 2026
Middletown, CT to Chicago, IL freight rate
$2,108dry van
+5.9% from last month
- Per mile
- $2.31
- Distance
- 914 mi
- Typical range
- $1,876–$2,340
- Transit
- 2 days
Dry van · estimated all-in cost per load · monthly
Middletown to Chicago price history
- 3 months
- +14.4%
- 1 year
- +24.8%
- 5 years
- +32.8%
Cost breakdown
- Linehaul
- $1,268
- Fuel
- $840
- All-in estimate
- $2,108
Return trip
Chicago → Middletown$4,659This direction runs 55% below the return trip. Leaving CT prices below 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 | $2,108 | $2.31 | |
| 53' refrigerated | $2,513 | $2.75 | |
| 48' flatbed | $2,566 | $2.81 | |
| Step deck | $2,799 | $3.06 | |
| Power only | $1,851 | $2.03 | |
| Hotshot | $1,397 | $1.53 | |
| 26' box truck | $1,373 | $1.50 | |
| Sprinter van | $843 | $0.92 |
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 Middletown
| To | Estimate | Per mile |
|---|---|---|
| New York, NY | $890 | $8.32 |
| Los Angeles, CA | $5,916 | $1.99 |
| Houston, TX | $3,849 | $2.17 |
| Phoenix, AZ | $5,779 | $2.22 |
| Philadelphia, PA | $1,059 | $5.35 |
| San Antonio, TX | $4,211 | $2.14 |
| San Diego, CA | $5,854 | $1.99 |
| Dallas, TX | $3,730 | $2.18 |
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, CT to Chicago, IL?
A 53' dry van from Middletown, CT to Chicago, IL is estimated at $2,108 all-in in October 2026, or $2.31 a mile over about 914 mi. Quotes typically land between $1,876 and $2,340.
How far is Middletown, CT from Chicago, IL by truck?
About 914 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 $840 of the $2,108 estimate is fuel at the current national diesel price; the remaining $1,268 is linehaul.
Is it cheaper to ship from Chicago, IL to Middletown, CT?
The reverse direction is estimated at $4,659, which makes Middletown, CT to Chicago, IL 55% 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