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Remote Agent Jobs in Chicago, IL (NOW HIRING)

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

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

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 ...

Arrivia

AI Agent Builder

Chicago, IL · Remote

As our AI Agent Builder , working in a fully remote capacity with our global teams, you will architect the workflows that define how our marketing, brand, and analytics teams evolve. This is a high ...

Pitch Health Solutions

Health Insurance Agent

Joliet, IL · Remote

$18 - $20/hr

Remote Health Insurance Agent About Pitch Health Solutions Pitch Health Solutions is a rapidly growing national agency specializing in Medicare Advantage, Final Expense , and more, giving you ...

Pitch Health Solutions

Health Insurance Agent

Aurora, IL · Remote

$18 - $20/hr

Remote Health Insurance Agent About Pitch Health Solutions Pitch Health Solutions is a rapidly growing national agency specializing in Medicare Advantage, Final Expense , and more, giving you ...

OLUSEGUN ORGANIZATION

Be Seen First

Remote Insurance Agent- No Experience Necessary!

Chicago, IL · Remote

$46K - $155K/yr

We are seeking a Remote Insurance Agent- No Experience Necessary! to join our team! You will be responsible for expanding the company's book of business by selling various types of insurance policies ...

Chime Insurance Group

Insurance Agent

Frankfort, IL · Remote

As an Insurance Agent at Chime Insurance Group, you will play a crucial role in helping clients ... Benefits Remote work. $50,000 plus commission Onboard now to start selling by Sept 1 and maximize ...

AO Globe Life

Remote Sales Manager

Elgin, IL · On-site +1

Start as an agent, learn the ropes, and grow into a leadership role with guidance and support. 💡 ... Your Role and Responsibilities As a Remote Sales Manager, you'll start as an agent and grow into ...

AO Globe Life

Remote Sales Manager

Elgin, IL · On-site +1

Start as an agent, learn the ropes, and grow into a leadership role with guidance and support. 💡 ... Your Role and Responsibilities As a Remote Sales Manager, you'll start as an agent and grow into ...

AO Globe Life

Remote Sales Manager

Elgin, IL · On-site +1

Start as an agent, learn the ropes, and grow into a leadership role with guidance and support. 💡 ... Your Role and Responsibilities As a Remote Sales Manager, you'll start as an agent and grow into ...

AO Globe Life

Remote Sales Manager

Elgin, IL · On-site +1

Start as an agent, learn the ropes, and grow into a leadership role with guidance and support. 💡 ... Your Role and Responsibilities As a Remote Sales Manager, you'll start as an agent and grow into ...

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Remote Agent information

What are the key skills and qualifications needed to thrive in the Remote Agent position, and why are they important?

To excel as a Remote Agent, you need strong customer service abilities, effective communication skills, and proficiency with computers, often supported by a high school diploma or equivalent. Familiarity with CRM platforms, call center software, and secure remote connectivity tools is usually required. Standout candidates are self-motivated, organized, and able to manage their time independently while remaining engaged with a virtual team. These skills are crucial for efficiently resolving customer inquiries, meeting performance goals, and maintaining productivity in a remote work environment.

What is a Remote Agent job?

A Remote Agent is a professional who works from home or another remote location to provide customer service, sales, technical support, or other services for a company. They typically communicate with clients via phone, email, or chat and use digital tools to perform their tasks. This role requires strong communication skills, the ability to work independently, and a reliable internet connection. Many companies hire Remote Agents to handle customer inquiries, process transactions, or troubleshoot technical issues.

What are some common challenges faced by Remote Agents, and how can they be managed?

Remote Agents often contend with staying motivated and focused without in-person supervision, as well as handling high volumes of customer interactions throughout the day. Managing distractions at home, maintaining effective communication with team members, and troubleshooting technical issues independently are typical hurdles. Successful Remote Agents establish a dedicated workspace, set clear daily routines, and leverage available communication platforms to stay connected with colleagues and supervisors. Companies frequently offer training and ongoing support to help agents navigate these challenges and ensure a positive remote work experience.

What are the most commonly searched types of Agent jobs in Chicago, IL? The most popular types of Agent jobs in Chicago, IL are:
What are popular job titles related to Remote Agent jobs in Chicago, IL? For Remote Agent jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Agent jobs in Chicago, IL look for? The top searched job categories for Remote Agent jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Agent jobs? Cities near Chicago, IL with the most Remote Agent job openings:
Remote Agent jobs near you
Infographic showing various Remote Agent job openings in Chicago, IL as of July 2026, with employment types broken down into 93% Full Time, 5% Part Time, and 2% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution.

Booking Agent | Fully Remote

Destination Careers

Chicago, IL • Remote

$40K - $65K/yr

Other

Posted 21 days ago

Job description

Job Title: Booking Agent | Work From Home
Location: Remote
 
We are a full-service travel planning company that helps individuals, couples, families, and groups book unforgettable vacation experiences. From all-inclusive resorts and cruises to personalized itineraries, were committed to delivering exceptional service and seamless planning from beginning to end.
 
Position Overview:
We are looking for an organized, self-motivated, and travel-loving Booking Agent to join our remote team. In this work-from-home role, you'll assist clients with researching, planning, and booking travel arrangements while ensuring a positive and stress-free experience. Ideal candidates are proactive, enjoy helping others, and are excited to work in a flexible, service-focused environment.
Key Responsibilities:
  • Assist clients in booking travel arrangements including flights, hotels, cruises, resorts, and vacation packages
  • Provide tailored travel recommendations based on each clients needs and preferences
  • Manage all booking logistics through online platforms and maintain accurate client records
  • Communicate professionally via phone, email, and messaging tools to address questions, changes, or concerns
  • Stay up to date on travel trends, supplier promotions, and destination options
  • Deliver high-quality support before, during, and after travel to ensure a great customer experience
  • Build strong client relationships that support repeat business and referrals
Qualifications:
  • Prior experience in travel booking, or customer service is a plus but not required
  • Strong written and verbal communication skills
  • Ability to work independently and manage multiple tasks in a remote setting
  • Comfortable using digital tools and booking platforms (training provided)
  • Detail-oriented and organized with strong follow-through
  • Must be 18 years or older with a reliable internet connection and personal computer
  • Passion for travel and helping others explore the world
What We Offer:
  • Flexible work-from-home schedule
  • Access to travel industry tools and exclusive booking platforms
  • Ongoing training and professional development
  • Incentive-based earning opportunities
  • Travel perks and supplier discounts
  • A collaborative and supportive team environment
$40,000 - $65,000 a year
Work Environment: 
This is a fully remote position with flexible scheduling. Perfect for individuals who enjoy working independently while being part of a passionate and people-focused team.
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
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