ZipRecruiter

Log In

2

Remote Flatbed Owner Operator Jobs in Chicago, IL

InterPark

Call Center Foreman - CHC PT

Chicago, IL · On-site +1

$17.85/hr

InterPark Holdings Inc. is North America's premier owner, operator and developer of parking ... Call Center Foreman position answers calls from a centralized remote monitoring location for ...

Compass Group

PARTNER ADVOCATE - REMOTE

Chicago, IL · Remote

$60K - $65K/yr

Remote (United States) Travel: Approximately 25% travel, based on business needs, market launches ... Build strong relationships with restaurant owners, operators, chefs, and decision-makers. Present ...

Compass Group

PARTNER ADVOCATE - REMOTE

Chicago, IL · Remote

$60K - $65K/yr

... owners, operators, chefs, and decision-makers. • Present the Foodworks value proposition and partnership opportunities to prospective partners. • Support strategic initiatives focused on ...

Compass Group

PARTNER ADVOCATE - REMOTE

Chicago, IL · On-site +1

$60K - $65K/yr

... owners, operators, chefs, and decision-makers. • Present the Foodworks value proposition and partnership opportunities to prospective partners. • Support strategic initiatives focused on ...

Acquisition Network

ETA Searcher

Chicago, IL · Remote

$150K - $200K/yr

We combine data-driven deal sourcing, private lending partnerships, and remote management systems to help clients become owners--not operators--of multiple profitable companies . Our platform ...

previous pagenext page

Showing results 21-40

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

Remote Flatbed Owner Operator information

See Chicago, IL salary details

$287

$5.8K

$7K

How much do remote flatbed owner operator jobs pay per week?

As of Sep 6, 2026, the average weekly pay for remote flatbed owner operator in Chicago, IL is $5,825.23, according to ZipRecruiter salary data. Most workers in this role earn between $4,646.15 and $6,934.62 per week, depending on experience, location, and employer.

What is a remote flatbed owner operator?

A Remote Flatbed Owner Operator is an independent truck driver who owns and operates their own flatbed truck and works remotely, often contracting with freight companies to transport various types of cargo. They are responsible for managing their own business operations, including scheduling, maintenance, and compliance with safety regulations. The 'remote' aspect typically refers to handling administrative tasks, bookings, and communication from any location, rather than being tied to a single office or terminal. This role offers flexibility and autonomy, but also requires strong organizational and business management skills.

What skills and qualifications are needed to thrive as a remote flatbed owner operator?

To thrive as a Remote Flatbed Owner Operator, you need a valid CDL, thorough knowledge of flatbed load securement, and experience with long-haul truck driving. Familiarity with electronic logging devices (ELDs), GPS systems, freight management software, and DOT safety regulations is essential. Strong self-motivation, time management, communication skills, and problem-solving abilities help you manage loads and client relationships independently. These competencies ensure safe, efficient transport and business success in a competitive logistics environment.

What are common challenges remote flatbed owner operators face, and how can they be managed?

Remote flatbed owner operators often encounter challenges related to route planning, securing consistent freight, and maintaining their equipment while on the road. Managing time efficiently and staying compliant with safety regulations can also be demanding, especially when operating independently. Building strong relationships with dispatchers and freight brokers, leveraging load boards, and investing in regular vehicle maintenance can help mitigate these challenges. Staying organized and proactive in communication are key to success in this role.

What is the difference between Remote Flatbed Owner Operator vs Remote Step Deck Owner Operator?

AspectRemote Flatbed Owner OperatorRemote Step Deck Owner Operator
CredentialsCommercial Driver's License (CDL), flatbed-specific trainingCDL, step deck/lowboy training
Work EnvironmentTransporting flatbed loads across regions, often requiring securement skillsHauling step deck/lowboy loads, often oversized or specialized equipment
Industry UsageCommon in construction, manufacturing, and freight industriesUsed for oversized or tall cargo, often in construction and heavy equipment sectors

Both Remote Flatbed Owner Operators and Remote Step Deck Owner Operators require CDL licenses and specialized training. Flatbed operators focus on transporting standard flat loads, while step deck operators handle taller, oversized cargo. The choice depends on the type of freight and industry specialization.

What are the most commonly searched types of Flatbed Owner Operator jobs in Chicago, IL?

The most popular types of Flatbed Owner Operator jobs in Chicago, IL are:

Remote Flatbed Owner Operator jobs near you
Infographic showing various Remote Flatbed Owner Operator job openings in Chicago, IL as of August 2026, with employment types broken down into 67% Full Time, and 33% Part Time. Highlights an 100% Remote job distribution, with an average salary of $302,912 per year, or $145.6 per hour.

Freight Dispatcher (Independent Contractor) - $1,800 to $4,500+ Weekly PotentialPearl City

American Logistics Authority

Joliet, IL • Remote

$1.8K - $4.5K/wk

Full-time

Re-posted 23 days ago

Job description

Freight Dispatcher (Independent Contractor) - $1,800 to $4,500+ Weekly Potential

Employment Type: 1099 / Independent Contractor
Location: Remote (U.S. Based Only)

This is a performance-based dispatch role working with owner-operators under their own authority. Earnings are commission-based, and income depends on efficiency, negotiation skill, and carrier volume.

What You'll Do

  • Book loads through broker networks and load boards

  • Negotiate competitive rates

  • Coordinate pickups, deliveries, tracking, and paperwork

  • Communicate professionally with both drivers and brokers

  • Manage your workflow independently

Requirements

  • Must currently reside in the U.S.

  • Laptop or desktop computer

  • High-speed internet connection

  • Professional phone / headset

  • Organized, dependable, and self-motivated

Experience in dispatching, brokerage, customer service, or similar communication-based roles is beneficial but not required.

What's Provided

  • Training resources and support systems

  • Workflow templates and operational guidance

  • Options for sourcing owner-operators to dispatch

  • Structured performance incentive program based on results (not a guaranteed or upfront bonus)

Who This is For

People who:

  • Prefer commission-based income with high earning potential

  • Can stay organized without supervision

  • Want to control their schedule and growth

How to Express Interest

Submit your application or response through the platform where this listing is posted.
A brief screening will follow to confirm fit and onboarding readiness.

Employment Type: FULL_TIME

Apply