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Flatbed Owner Operator Jobs in Chicago, IL (NOW HIRING)

BH Trans

Owner-Operator

Rolling Meadows, IL · On-site

$200 - $250/hr

We believe that our owner-operators are our partners, and we treat them well. Benefits for ... Flatbeds - including specialty flatbeds * Power only Qualifications * Class A CDL * At least ...

Norbet Trucking

Owner Operator EC

East Chicago, IN · On-site

Experience: • Experience hauling steel a plus • Minimum three year's operating flatbed. • Driving record must be three years traffic accident and violation free. Pay: • 75% owner-operator pay ...

Norbet Trucking

Owner Operator EC

East Chicago, IN · On-site

Experience hauling steel a plus Minimum three year's operating flatbed. Driving record must be three years traffic accident and violation free. Pay: 75% owner-operator pay 100% fuel surcharge Stop ...

Norbet Trucking

Owner Operator EC

East Chicago, IN · On-site

Experience: • Experience hauling steel a plus • Minimum three year's operating flatbed. • Driving record must be three years traffic accident and violation free. License: • Commercial Driver ...

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All JobsFlatbed Owner Operator JobsFlatbed Owner Operator Jobs in Chicago, IL

Flatbed Owner Operator information

See Chicago, IL salary details

$287

$5.8K

$7K

How much do flatbed owner operator jobs pay per week?

As of Sep 7, 2026, the average weekly pay for flatbed owner operator in Chicago, IL is $5,829.83, according to ZipRecruiter salary data. Most workers in this role earn between $4,650.00 and $6,938.46 per week, depending on experience, location, and employer.

What is a flatbed owner operator?

Flatbed Owner Operators are independent truck drivers who own and operate their own flatbed trucks to transport large, heavy, or unusually shaped cargo. Unlike company drivers, they are self-employed and contract with shippers or freight brokers to haul loads. Flatbed Owner Operators are responsible for securing their cargo, maintaining their vehicles, and managing their business operations, including finding loads and handling finances. This job requires specialized knowledge in load securement and compliance with safety regulations. Successful Flatbed Owner Operators often enjoy greater flexibility and earning potential, but also take on more responsibility and risk.

What does a flatbed owner operator do?

A flatbed owner operator has their own commercial vehicle and works on the road as a truck driver hauling various goods throughout the country. As a flatbed owner operator, your primary duties include the safe transport and on-time delivery of products, undamaged. You can haul anything from raw materials like steel and lumber, to construction equipment, vehicles, home goods, frozen foods, and fresh produce. You can be an independent contractor, or work with a larger company that provides truck drivers to their client base. There are part-time, full-time, and seasonal opportunities available. Some employers offer benefits, retirement plans, paid time off, and steady work.

What are the key skills and qualifications needed to thrive as a flatbed owner operator, and why are they important?

To thrive as a Flatbed Owner Operator, you need a valid commercial driver's license (CDL), thorough knowledge of flatbed trucking regulations, and experience with cargo securement and loading. Familiarity with electronic logging devices (ELDs), GPS routing systems, and routine truck maintenance procedures is crucial. Strong time management, problem-solving, and interpersonal skills help build client relationships and ensure timely deliveries. These skills and qualities are vital for safely transporting oversized or irregular loads while maximizing efficiency and profitability.

What are some common challenges flatbed owner operators face while transporting oversized or irregular loads?

Flatbed Owner Operators often deal with oversized or irregular loads that require special handling, securement, and routing. These challenges include ensuring loads are properly secured with appropriate equipment, adhering to state and federal regulations for oversized transport, and coordinating with dispatchers and clients for permits and escorts when necessary. Weather conditions and route restrictions can also impact delivery schedules, so adaptability and strong planning skills are crucial for success in this role.

What is the difference between Flatbed Owner Operator vs Van Owner Operator?

AspectFlatbed Owner OperatorVan Owner Operator
Required CredentialsCommercial Driver's License (CDL), experience with flatbed equipmentCDL optional or standard driver's license, experience with van freight
Work EnvironmentOpen flatbed trailers, loading/unloading with straps and tarpsEnclosed trailers, loading/unloading with pallets and forklifts
Industry UsageConstruction, industrial, and large equipment transportGeneral freight, retail, and e-commerce deliveries

Flatbed Owner Operators typically handle specialized loads requiring securement skills and often work in construction or industrial sectors. Van Owner Operators focus on enclosed freight, suitable for retail and general cargo. Both roles require similar licensing but differ in equipment and work environment, catering to distinct freight types and industry needs.

How do I become an owner operator flatbed?

To become an owner operator flatbed driver, you typically need a valid commercial driver's license (CDL), several years of driving experience, and a clean driving record. You must also secure financing or purchase a suitable flatbed truck and obtain necessary permits and insurance to operate independently in the industry.

Is a flatbed owner operator worth it?

A flatbed owner operator can earn higher pay due to specialized loads and longer hauls, but they also face higher expenses for equipment, maintenance, and insurance. Success depends on managing these costs, securing consistent freight, and maintaining safety standards with skills like load securement. Overall, it can be profitable for experienced operators who handle the business side effectively.

Which flatbed owner operator company pays the most?

In the flatbed owner operator industry, pay rates vary widely depending on factors such as experience, location, and contract terms. Some of the highest-paying companies are known for offering competitive mileage rates, bonuses, and fuel incentives, but specific rankings can change frequently. Owner operators should research individual companies' pay structures and reviews to identify the best-paying opportunities.
More about Flatbed Owner Operator jobs

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Cities near Chicago, IL with the most Flatbed Owner Operator job openings:

Flatbed Owner Operator jobs near you
Infographic showing various Flatbed Owner Operator job openings in Chicago, IL as of August 2026, with employment types broken down into 87% Full Time, and 13% Contract. Highlights an 100% In-person job distribution, with an average salary of $303,151 per year, or $145.7 per hour.

CDLA FLATBED OWNER OPERATOR

Valente Trucking Inc

South Holland, IL • On-site

Other

Medical, Vision

Re-posted 3 days ago

Job description

Benefits:

Health insurance

Vision insurance

Training & development

Job Summary

We are seeking an experienced and professional Flatbed cdl Truck Driver to join our team. In this role, you will transport a variety of goods and materials from one location to another. You will be home almost every night., and perform Pré Trip & Post Trip vehicle inspections. The ideal candidate has experience driving Flatbed trucks and makes safety a number one priority.

Responsibilities

Pick up various materials, secure them properly in one location and transport to another location.

Perform routine safety inspections and preventative maintenance

Plan the safest and most efficient routes of travel

Adhere to delivery schedules

Maintain detailed driving log, including work periods, rest periods, and fuel expenses

Comply with all company policies and driving laws

Qualifications

Previous experience as a Flatbed Truck Driver is preferred

Valid commercial driver’s license (CDL-A or B with flatbed experience

Familiarity with GPS systems, CB radios, and Automatic Vehicle Location (AVL) technology

Understanding of all relevant truck driving laws and regulations

Clean driving record

Ability to pass a background check and drug screening

local driving mostly 200-mile radius of Chicago

Apply