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.


We found 367 high-paying for you in Chicago, IL. These insurance jobs pay well, with salaries between $69,844 to $132,783 per hour. Popular roles include Insurance Agent, Underwriter and Senior Underwriter.

Job title

Updated Nov 10, 2026
Job title
Chicago, IL
Illinois
Job openings (Chicago)

Actuary

Chicago

$132,783 per year

Illinois

$135,040 per year

Senior Underwriter

Chicago

$129,346 per year

Illinois

$112,247 per year

Claims Consultant

Chicago

$120,708 per year

Illinois

$115,901 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

$95,112 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

$69,844 per year

Illinois

$74,166 per year

Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.