High-paying insurance jobs in Chicago
Insurance assesses risk and provides coverage for individuals and businesses. Agents sell policies and help clients navigate claims. Strong analytical and customer service skills are essential.
The 364 insurance jobs listed below pay well, with salaries between $69,856 and $133,154 per year. Insurance Agent, Underwriter and Senior Underwriter are among the most popular high-paying roles in Chicago, IL.
Job title
Updated Nov 09, 2026
Job title
Chicago, IL
Illinois
Job openings (Chicago)
Actuary
Chicago
$133,154
per year
Illinois
$135,513
per year
Senior Underwriter
Chicago
$129,346
per year
Illinois
$112,247
per year
Insurance Manager
Chicago
$115,358
per year
Illinois
$81,335
per year
Claims Specialist
Chicago
$103,842
per year
Illinois
$68,915
per year
Senior Claims Examiner
Chicago
$103,070
per year
Illinois
$97,910
per year
Underwriter
Chicago
$101,173
per year
Illinois
$94,929
per year
Compliance Consultant
Chicago
$101,091
per year
Illinois
$97,295
per year
Adjuster
Chicago
$80,804
per year
Illinois
$79,277
per year
Claims Adjuster
Chicago
$75,910
per year
Illinois
$65,027
per year
Insurance Agent
Chicago
$69,856
per year
Illinois
$74,139
per year
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
-
Actuary
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Please refer to the employers job description for complete details.
Actuaries help develop insurance policies and pricing strategies using statistical methods to predict future events and analyze financial risks. Proficiency in mathematics, analytical thinking and expertise in statistical analysis are essential in this role.
The top companies hiring Actuary in Chicago, IL are Health Care Service Corporation (10 jobs), The Hartford (5 jobs), and AIG (5 jobs).
Actuary jobs take 8 days on average from job posting to starting date. Currently, 49% of job openings offer remote or hybrid positions and 4% of job openings are part-time roles.
See jobsAverage pay
Chicago
$133,154 per yearIllinois
$135,513 per year -
Senior Underwriter
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Please refer to the employers job description for complete details.
Senior underwriters assess complex insurance applications, manage underwriting guidelines, make underwriting decisions, mentor junior staff and enhance processes. Analytical skills, leadership abilities and strong industry knowledge are essential in this role
The top companies hiring Senior Underwriter in Chicago, IL are AXA (10 jobs), Liberty Mutual Insurance (6 jobs), and Chubb Insurance (5 jobs).
Senior Underwriter jobs take 78 days on average from job posting to starting date. Currently, 42% of job openings offer remote or hybrid positions and 0% of job openings are part-time roles.
See jobsAverage pay
Chicago
$129,346 per yearIllinois
$112,247 per year -
Insurance Manager
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Please refer to the employers job description for complete details.
Insurance managers oversee insurance operations, focusing on underwriting, claims and customer satisfaction, and implement strategies to drive growth. Strong leadership skills, industry knowledge and analytical abilities are essential for success in this role.
The top companies hiring Insurance Manager in Chicago, IL are Accenture (4 jobs), Logic, Inc. (4 jobs), and West Monroe (3 jobs).
Insurance Manager jobs take 189 days on average from job posting to starting date. Currently, 21% of job openings offer remote or hybrid positions and 1% of job openings are part-time roles.
See jobsAverage pay
Chicago
$115,358 per yearIllinois
$81,335 per yearSkills
- Communication skills
- Sales
- Business development
- Leadership
-
Claims Specialist
Review job description
Please refer to the employers job description for complete details.
Claims specialists manage claims processes, evaluate documentation and communicate with clients, ensuring accuracy and compliance. Attention to detail, analytical thinking and strong organizational skills are essential in this role.
The top companies hiring Claims Specialist in Chicago, IL are CNA Insurance (2 jobs), Liberty Mutual Insurance (2 jobs), and AXA (2 jobs).
Claims Specialist jobs take 27 days on average from job posting to starting date. Currently, 39% of job openings offer remote or hybrid positions and 2% of job openings are part-time roles.
See jobsAverage pay
Chicago
$103,842 per yearIllinois
$68,915 per year -
Senior Claims Examiner
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Please refer to the employers job description for complete details.
Senior Claims Examiners oversee claims investigations, mentor staff and improve workflows, ensuring accurate and fair claim processing. Strong leadership skills, analytical expertise, and industry knowledge are key traits.
The top companies hiring Senior Claims Examiner in Chicago, IL are Markel Corporation (7 jobs), Hiscox (1 job), and MERCOR (1 job).
Currently, 67% of job openings offer remote or hybrid positions and 1% of job openings are part-time roles.
See jobsAverage pay
Chicago
$103,070 per yearIllinois
$97,910 per year -
Underwriter
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Please refer to the employers job description for complete details.
Underwriters assess insurance applications, ensure compliance for policy issuance and analyze information to inform decisions and manage risk. Strong analytical skills, attention to detail and knowledge of underwriting policies are key in this role.
The top companies hiring Underwriter in Chicago, IL are The Hartford (6 jobs), Liberty Mutual Insurance (4 jobs), and Chubb Insurance (4 jobs).
Underwriter jobs take 40 days on average from job posting to starting date. Currently, 46% of job openings offer remote or hybrid positions and 4% of job openings are part-time roles.
See jobsAverage pay
Chicago
$101,173 per yearIllinois
$94,929 per yearSkills
- Microsoft Office
- IT
- Microsoft Excel
- Analysis skills
-
Compliance Consultant
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Please refer to the employers job description for complete details.
Compliance Consultants ensure organizations adhere to legal standards and regulations, assess policies and provide strategic recommendations. Strong analytical skills, knowledge of regulations, and business acumen are essential for success.
The top companies hiring Compliance Consultant in Chicago, IL are Deloitte (4 jobs), Protiviti (2 jobs), and Baker Tilly Canada (2 jobs).
Currently, 21% of job openings offer remote or hybrid positions and 3% of job openings are part-time roles.
See jobsAverage pay
Chicago
$101,091 per yearIllinois
$97,295 per year -
Adjuster
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Please refer to the employers job description for complete details.
Adjusters assess insurance claims, investigate damage, determine payouts, analyze information and negotiate settlements. Attention to detail, strong analytical skills and effective communication are essential in this role.
The top companies hiring Adjuster in Chicago, IL are Allstate Insurance (3 jobs), CCMS & Associates (2 jobs), and TransUnion (1 job).
Adjuster jobs take 33 days on average from job posting to starting date. Currently, 45% of job openings offer remote or hybrid positions and 6% of job openings are part-time roles.
See jobsAverage pay
Chicago
$80,804 per yearIllinois
$79,277 per year -
Claims Adjuster
Review job description
Please refer to the employers job description for complete details.
Claims adjusters evaluate insurance claims, investigate circumstances, determine settlements and communicate with all parties involved. Strong analytical skills, negotiation abilities and attention to detail are essential for success.
The top companies hiring Claims Adjuster in Chicago, IL are CCMSI (2 jobs), Argo Group (2 jobs), and Farmers Insurance Group (1 job).
Claims Adjuster jobs take 40 days on average from job posting to starting date. Currently, 47% of job openings offer remote or hybrid positions and 10% of job openings are part-time roles.
See jobsAverage pay
Chicago
$75,910 per yearIllinois
$65,027 per year -
Insurance Agent
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Please refer to the employers job description for complete details.
Insurance Agents sell policies, assess client needs, and provide customer support. Sales skills, product knowledge, and excellent communication abilities are essential.
The top companies hiring Insurance Agent in Chicago, IL are State Farm (26 jobs), Freeway Insurance Services America, LLC (9 jobs), and Farmers Insurance Group (7 jobs).
Insurance Agent jobs take 130 days on average from job posting to starting date. Currently, 23% of job openings offer remote or hybrid positions and 6% of job openings are part-time roles.
See jobsAverage pay
Chicago
$69,856 per yearIllinois
$74,139 per yearSkills
- Communication skills
- Sales
- Negotiation
- Business development