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Auto Insurance Jobs in Chicago, IL (NOW HIRING)

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Auto Insurance information

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$50

How much do auto insurance jobs pay per hour?

As of Aug 30, 2026, the average hourly pay for auto insurance in Chicago, IL is $24.50, according to ZipRecruiter salary data. Most workers in this role earn between $15.54 and $29.61 per hour, depending on experience, location, and employer.

What is an auto insurance job?

An Auto Insurance job typically involves assisting customers with purchasing, managing, and understanding their auto insurance policies. Professionals in this field may work as agents, underwriters, adjusters, or customer service representatives. Responsibilities can include selling policies, assessing risk, processing claims, and helping clients navigate coverage options. Strong communication, analytical skills, and knowledge of insurance regulations are essential for success in this role.

What are the key skills and qualifications needed to thrive in auto insurance?

To thrive in Auto Insurance, you need a thorough understanding of insurance products, risk assessment, and claims processing, typically supported by a relevant degree or industry certifications like a state insurance license. Familiarity with insurance management software, claims processing systems, and customer relationship management (CRM) tools is often required. Strong communication, problem-solving, and negotiation abilities help build trust with clients and effectively resolve claims. These skills are crucial for accurately assessing risk, providing excellent service, and ensuring customer satisfaction in a competitive industry.

What are some common challenges faced by professionals in auto insurance?

One common challenge in auto insurance is effectively managing a high volume of claims or client inquiries while delivering prompt and accurate service. Professionals in this field often need to navigate complex policy details, stay current with changing regulations, and handle difficult conversations with customers experiencing loss or frustration. Additionally, adapting to new software systems and meeting performance metrics can require continuous learning. However, these challenges are balanced by opportunities to build strong client relationships, develop problem-solving skills, and advance into specialized or leadership roles within the insurance sector.

What are the most commonly searched types of Auto Insurance jobs in Chicago, IL?

The most popular types of Auto Insurance jobs in Chicago, IL are:

What are popular job titles related to Auto Insurance jobs in Chicago, IL?

For Auto Insurance jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Auto Insurance jobs in Chicago, IL look for?

The top searched job categories for Auto Insurance jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Auto Insurance jobs?

Cities near Chicago, IL with the most Auto Insurance job openings:

Auto Insurance jobs near you
Infographic showing various Auto Insurance job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 70% Full Time, 23% Part Time, 5% Contract, and 1% Nights. Highlights an 85% Physical, 1% Hybrid, and 14% Remote job distribution, with an average salary of $50,951 per year, or $24.5 per hour.

Insurance Sales Agent - Customer Service

Chicago, IL • On-site

Freeway Insurance

8.2

Company rating: 8.2 out of 10

Based on 12 frontline employees who took The Breakroom Quiz

147th of 315 rated insurance

Great coworkers

People enjoy working here

Good employer

Learn more about Freeway Insuranceexternal

$15 - $17/hr

Full-time

Medical, Dental, Vision, Life, Retirement

Re-posted 25 days ago

Job description

Sign-On Bonus Opportunity of up to $1,000*

Pay Range:

$15 - $17 / hour

Our Perks:

  • Unlimited/Uncapped commission
  • Lucrative incentive sales plans, bonuses and sales contests
  • No Cold Calling- We have a high volume of inbound sales leads and walk in traffic
  • Comprehensive paid training and licensing with continuous on-going training and mentorship
  • Recognition culture
  • Comprehensive Benefits package including medical, dental, vision and life insurance
  • Retirement Plan: A 401K plan with a percentage of company-matched contributions
  • Fitness: We reimburse up to $15 a month to an employee for their gym
  • Employee Assistance Program: Confidential assistance to you or anyone in your household who is experiencing personal or professional problems — at no cost
  • Extra Perks: Access to disability, hospital indemnity, health advocate program, universal life, critical illness, and accident insurance plans. We even offer pet insurance

Our Company:

Confie and its family of companies - Freeway, Baja, Bluefire & others - is one of the largest privately held insurance brokers in the United States and has been ranked the #1 Personal Lines Leader by the Insurance Journal for the seventh straight year!. With over 800 retail store locations to choose from nationwide, we encourage you to take your career and income potential to new heights! We are proactively looking for bright, talented, and motivated individuals who are goal oriented and excited for career advancement. Come Grow With Us!

What You Will Do:

As an Insurance Agent you will be responsible primarily for the sale of nonstandard auto insurance to new and existing customers.

  • Solicit new business and maintain current business levels in order to achieve or exceed sales production goals.
  • Expand business by proactively building relationships with existing customers to meet the agreed upon production goals.
  • Accurate accounting of all currency transactions as well as timely delivery of deposits to the bank with scanned documentation in agency management system.
  • Connects very quickly; builds and leverages client relationships. Ability to educate and advise the customer on which products best fit their needs

The Perfect Match:

  • Personal Lines or Property and Casualty license preferred (but not required)
  • Bilingual in English and Spanish preferred
  • Sales or customer service experience
  • High School Diploma or GED
  • Ability to build relationships with sales customers
  • Excellent follow-up and multi-tasking skills
  • Ambitious professional motivated by opportunity for advancement
  • Excellent written and verbal communication skills

Insurance Sales
Insurance Agent
Hiring Immediately
Freeway Auto Insurance

CBU

As permitted by applicable law and from time-to-time, Confie may use a computer system that has elements of artificial intelligence to help make decisions about your employment, including recruitment, hiring, renewal of employment, or the terms and conditions of your employment. Employees with questions about Confie’s use of these computer systems should contact Human Resources at employeerelations@confie.com

What Freeway Insurance employees say

Pay

Benefits

Hours and flexibility

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