CDL-A Independent Contractor & Small Fleet Owners
This job opportunity is OPEN | Updated 10/15/2026 5:17:56 PM
Owner Operator
Intermodal
Local
Regional
1-2 years
Hudd Transportation is looking for experienced independent contractors and small fleet owners for steady rail freight out of the Chicago/Elwood market. Run 20–30 moves per week with home-daily lanes, pre-dispatched freight, and a mix of local and regional opportunities.
NEW performance incentives are here for Independent Contractors! Ask a recruiter for more details!
Independent Contractors and Small Fleet Owners can expect:
- $156K–$312K+ Annual Earning Potential
- Typically 3–5 moves per day
- Home daily lanes
- All empty and loaded miles paid
- Pre-dispatched freight
- 80% drop-and-hook freight
- Detention pay available
- Weekend work available
- 7-day office support
Requirements:
- Valid Class A CDL
- Own tractor and active operating authority
- Valid TWIC and SeaLink cards
- Valid Medical Card
- Port/intermodal experience
- Reliable tractor 2014 or newer
- Required insurance coverage
- $750k Trucker Liability reflected on FMCSA
- $30,000 Non-Trailer coverage
In addition to the job benefits mentioned above, there are several other general advantages to truck driving jobs in Chicago. Illinois offers truck drivers many opportunities since it borders the Great Lakes, which is a major freshwater waterway serving the Central US. Illinois ranks as the sixth busiest state in exports in the US, even without direct access to a seaport. Cross country routes make Illinois one of the Midwest’s most advantageous states for truck drivers to call home.
