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Remote Freight Agent Jobs in Chicago, IL (NOW HIRING)

Integrity Global Logistics

Be Seen First

Freight Broker Agent (1099, Remote)

Chicago, IL · Remote

$4.0K - $10K/mo

Position Overview As a Freight Broker Agent with IGL, you'll build and own your book of business under our MC authority. Your role is relationship-driven: prospect the shippers, quote the freight ...

BIA Group

Freight Contractor

Mount Prospect, IL · Remote

$1.0K - $1M/yr

BIA Group LLC is seeking an experienced Freight Contractor to secure high-value contracts in a remote, commission-based role. This is an exciting opportunity to work with a fast-growing company ...

S4L Partners

REMOTE - 1099 Freight Broker

Chicago, IL · Remote

With a network of more than 50 freight brokerage clients, we partner with organizations that value strong sales professionals, operational excellence, and long-term career growth opportunities. We ...

Liveops

Remote Customer Service Agent

Crown Point, IN · Remote

$14.75 - $19.75/hr

Customer Service Agent -- Independent Contractor (Remote) Location: Remote (US-Based) Liveops is seeking independent contractors to provide virtual customer service support for a variety of client ...

Liveops

Remote Customer Service Agent

Hammond, IN · Remote

$15 - $20/hr

Customer Service Agent -- Independent Contractor (Remote) Location: Remote (US-Based) Liveops is seeking independent contractors to provide virtual customer service support for a variety of client ...

Liveops

Remote Customer Service Agent

Gary, IN · Remote

$15.50 - $20.75/hr

Customer Service Agent -- Independent Contractor (Remote) Location: Remote (US-Based) Liveops is seeking independent contractors to provide virtual customer service support for a variety of client ...

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All JobsFreight Agent JobsRemote Freight Agent JobsRemote Freight Agent Jobs in Chicago, IL

Remote Freight Agent information

See Chicago, IL salary details

$10

$25

$66

How much do remote freight agent jobs pay per hour?

As of Aug 4, 2026, the average hourly pay for remote freight agent in Chicago, IL is $25.36, according to ZipRecruiter salary data. Most workers in this role earn between $16.83 and $24.76 per hour, depending on experience, location, and employer.

What are some common challenges a remote freight agent faces, and how can they be managed?

Remote Freight Agents often encounter challenges such as coordinating shipments across multiple time zones, managing last-minute changes or delays, and ensuring clear communication with carriers and clients. Staying organized and utilizing robust transportation management systems can help streamline workflows and minimize errors. Proactive communication and strong problem-solving skills are key to resolving issues quickly and maintaining service reliability. Many agents find that building solid relationships with carriers and clients also helps anticipate needs and prevent misunderstandings. By leveraging technology and fostering good partnerships, Remote Freight Agents can effectively navigate these challenges and succeed in their roles.

Can a remote freight agent work from home?

Yes, a remote freight agent can typically work from home, as the role often involves managing shipments, communicating with clients, and using transportation management software remotely. Successful remote freight agents need strong organizational skills, reliable internet, and familiarity with industry tools. The job usually offers flexible schedules and requires self-motivation to handle logistics tasks independently.

Is becoming a remote freight agent worth it?

A remote freight agent manages shipping logistics and customer relations from home, often earning commissions based on freight sales. The role requires strong communication skills, knowledge of transportation regulations, and familiarity with freight management software. It can offer flexible schedules but may involve variable income and the need for industry experience.

What are the key skills and qualifications needed to thrive as a remote freight agent?

To excel as a Remote Freight Agent, you need strong knowledge of logistics, shipping regulations, and freight brokerage, often supported by experience in logistics or certification such as a Freight Broker License. Familiarity with transportation management systems (TMS), load boards, and digital communication tools is essential. Exceptional organizational skills, attention to detail, and customer service orientation help agents stand out. These abilities are vital for efficiently coordinating shipments, solving issues remotely, and maintaining positive relationships with clients and carriers.

What is a remote freight agent?

A Remote Freight Agent is an independent contractor who helps facilitate the shipping of freight by matching shippers with carriers. They work remotely to negotiate rates, book shipments, and track deliveries while maintaining client relationships. Freight agents typically partner with a licensed freight brokerage to use their network and resources. This commission-based role requires strong sales, communication, and organizational skills.

What are the most commonly searched types of Freight Agent jobs in Chicago, IL? The most popular types of Freight Agent jobs in Chicago, IL are:
What are popular job titles related to Remote Freight Agent jobs in Chicago, IL? For Remote Freight Agent jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Freight Agent jobs in Chicago, IL look for? The top searched job categories for Remote Freight Agent jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Freight Agent jobs? Cities near Chicago, IL with the most Remote Freight Agent job openings:
Remote Freight Agent jobs near you
Infographic showing various Remote Freight Agent job openings in Chicago, IL as of July 2026, with employment types broken down into 44% Full Time, and 56% Contract. Highlights an 100% Remote job distribution, with an average salary of $52,757 per year, or $25.4 per hour.

Independent Freight Broker Agent

4Leaf Services

Chicago, IL • On-site, Remote

Full-time

Medical, PTO

Posted 29 days ago

Job description

Are you tired of your parent brokerage micro-managing your day, locking you out of accounts due to arbitrary internal "territory conflicts," or nickel-and-diming your commissions with hidden software fees?
4Leaf Services is a brand-new, agile freight brokerage looking for elite, self-sufficient Independent Agents. Because we are new, our customer house list is completely wide open. If you have been forced to walk away from lucrative direct shippers because another agent at your current house "claimed" them first, you can bring them here and run them without internal competition.
We do not look over your shoulder. We do not play games. We provide the authority, the bond, customer required cargo and liability insurance, the back-office support, and software so you can run your business, your way.
You will operate as a true "cradle-to-grave" operator for your own business:
  • Maintain and grow your existing relationships with direct shippers.
  • Manage the complete load lifecycle: pricing, booking, tracking, carrier negotiation, dispatch, customer service, and digital paperwork upload.

Requirements
Active Book of Business: Must have at least one active, direct shipper customer ready to move freight on day one.
Proven Track Record: At least 6 months of verifiable 1099 Independent Freight Agent experience, OR 2+ years of combined W-2 freight brokerage sales (with transferable accounts) and carrier dispatch experience.
Fully Experienced: Zero training is provided. You must know how to price, book, track, and close out loads autonomously.
Home Office Infrastructure: Must own a reliable computer, a dedicated phone line, and high-speed internet access.
Location: Must legally reside and operate within the United States.
Benefits
Business & Financial Advantages (1099 Freedom)
As a 1099 contractor, you don't receive standard W-2 benefits like health insurance or PTO. Instead, we maximize your independence and revenue:
  • No Tech Fees: Zero chargebacks for TMS, load boards, or back-office.
  • 100% Remote Flexibility: Work whenever, wherever, and however you want.
  • Unlimited Earnings: No caps, tiers, or corporate salary limits on your book.
  • Open CRM Territory: Zero internal account competition. First come, first served.

Apply