High-paying retail jobs in Chicago

Retail sells goods directly to consumers in stores or online. Retail associates assist customers and manage inventory. Customer service and communication skills are key.


The 3,129 retail jobs listed below pay well, with salaries between $34,216 and $129,995 per year. Retail Sales Associate, Cashier and Store Manager are among the most popular high-paying roles in Chicago, IL.

Job title

Updated Oct 09, 2026
Job title
Chicago, IL
Illinois
Job openings (Chicago)

Lead Associate

Chicago

$129,995 per year

Illinois

$38,658 per year

Store Manager

Chicago

$67,061 per year

Illinois

$59,901 per year

Assistant Store Manager

Chicago

$24.61 per hour

Illinois

$20.55 per hour

Beauty Advisor

Chicago

$21.04 per hour

Illinois

$19.04 per hour

Retail Assistant Manager

Chicago

$19.58 per hour

Illinois

$17.77 per hour

Retail Sales Associate

Chicago

$18.61 per hour

Illinois

$17.35 per hour

Seasonal Retail Sales Associate

Chicago

$17.97 per hour

Illinois

$17.32 per hour

Seasonal Associate

Chicago

$17.94 per hour

Illinois

$16.84 per hour

Cashier

Chicago

$17.56 per hour

Illinois

$16.59 per hour

Guest Advocate

Chicago

$17.11 per hour

Illinois

$18.08 per hour

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