Lane · BOX · Oct 2026

Middletown, NY to Chicago, IL box truck rate

$1,535box truck

+3.2% from last month

Per mile: $1.90
Distance: 808 mi
Typical range: $1,305–$1,765
Transit: 2 days

Request a firm quote

Box truck · estimated all-in cost per load · monthly

Middletown to Chicago price history

3 months: +7.3%
1 year: +17.3%
5 years: +25.0%

Cost breakdown

Linehaul: $974
Fuel: $561
All-in estimate: $1,535

Return trip

Chicago → Middletown$2,524

This 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

Estimated cost from Middletown, NY to Chicago, IL by truck type
Truck type	Estimate	Per mile	Typical range
53' dry van	$2,360	$2.92	$2,101 – $2,620
53' refrigerated	$2,814	$3.48	$2,449 – $3,180
48' flatbed	$2,882	$3.57	$2,478 – $3,285
Step deck	$3,146	$3.89	$2,643 – $3,649
Power only	$2,068	$2.56	$1,799 – $2,336
Hotshot	$1,560	$1.93	$1,295 – $1,825
26' box truck	$1,535	$1.90	$1,305 – $1,765
Sprinter van	$944	$1.17	$793 – $1,095

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.

Request a quote for box truck →

More lanes from Middletown

26' box truck lanes from Middletown, NY
To	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	70 mi	$619	$8.84	$526 – $711	1 d
Los Angeles, CA	2,868 mi	$4,624	$1.61	$3,931 – $5,318	6 d
Houston, TX	1,676 mi	$2,949	$1.76	$2,506 – $3,391	4 d
Phoenix, AZ	2,498 mi	$4,494	$1.80	$3,820 – $5,168	6 d
Philadelphia, PA	125 mi	$693	$5.54	$589 – $797	1 d
San Antonio, TX	1,865 mi	$3,240	$1.74	$2,754 – $3,726	4 d
San Diego, CA	2,834 mi	$4,574	$1.61	$3,888 – $5,260	6 d
Dallas, TX	1,608 mi	$2,844	$1.77	$2,418 – $3,271	4 d

More lanes into Chicago

26' box truck lanes into Chicago, IL
From	Miles	Estimate	Per mile	Typical range	Transit
New York, NY	847 mi	$1,592	$1.88	$1,353 – $1,831	2 d
Los Angeles, CA	2,063 mi	$4,510	$2.19	$3,834 – $5,187	5 d
Houston, TX	1,106 mi	$1,857	$1.68	$1,578 – $2,135	3 d
Phoenix, AZ	1,705 mi	$2,189	$1.28	$1,861 – $2,517	4 d
Philadelphia, PA	787 mi	$1,336	$1.70	$1,136 – $1,536	2 d
San Antonio, TX	1,236 mi	$2,036	$1.65	$1,730 – $2,341	3 d
San Diego, CA	2,034 mi	$4,454	$2.19	$3,786 – $5,122	5 d
Dallas, TX	942 mi	$1,630	$1.73	$1,386 – $1,875	2 d

About this lane

How much does it cost to ship a truckload from Middletown, NY to Chicago, IL?

A 26' box truck from Middletown, NY to Chicago, IL is estimated at $1,535 all-in in October 2026, or $1.90 a mile over about 808 mi. Quotes typically land between $1,305 and $1,765.

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 $561 of the $1,535 estimate is fuel at the current national diesel price; the remaining $974 is linehaul.

Is it cheaper to ship from Chicago, IL to Middletown, NY?

The reverse direction is estimated at $2,524, which makes Middletown, NY to Chicago, IL 39% cheaper. 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 →