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 3,241 retail jobs listed below pay well, with salaries between $33,907 and $134,061 per year. Retail Sales Associate, Cashier and Store Manager are among the most popular high-paying roles in Chicago, IL.
Job title
Updated Aug 15, 2026Lead Associate
Chicago
Illinois
Store Manager
Chicago
Illinois
Assistant Store Manager
Chicago
Illinois
Front End Associate
Chicago
Illinois
Beauty Advisor
Chicago
Illinois
Retail Assistant Manager
Chicago
Illinois
Retail Sales Associate
Chicago
Illinois
Merchandiser
Chicago
Illinois
Cashier
Chicago
Illinois
Guest Advocate
Chicago
Illinois
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
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Lead Associate
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Please refer to the employers job description for complete details.
Lead Associates oversee sales strategies, mentor staff, and enhance customer experiences. Expertise in retail operations, leadership skills, and a focus on customer satisfaction are crucial.
The top companies hiring Lead Associate in Chicago, IL are Dollar General (38 jobs), Options Clearing Corporation (2 jobs), and Google (1 job).
Lead Associate jobs take 5 days on average from job posting to starting date. Currently, 49% of job openings are part-time roles.
See 100 jobsAverage pay
Chicago
$134,061 per yearIllinois
$38,537 per yearSkills
- Communication skills
- Supervising experience
- Cash register
- Customer service
- Time management
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Store Manager
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Store Managers oversee retail operations, manage staff, and drive sales performance. Expertise in leadership, inventory management, and customer service is crucial. Strong organizational and communication skills enhance success.
The top companies hiring Store Manager in Chicago, IL are Walgreens (26 jobs), Panda Restaurant Group (16 jobs), and Dunkin' (12 jobs).
Store Manager jobs take 47 days on average from job posting to starting date. Currently, 3% of job openings are part-time roles.
See 386 jobsAverage pay
Chicago
$70,057 per yearIllinois
$59,807 per yearSkills
- Store management
- Leadership
- Retail sales
- Sales
- Communication skills
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Assistant Store Manager
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Assistant Store Managers support daily operations, manage staff, and optimize customer experiences. Retail management experience, leadership skills, and customer focus are key.
The top companies hiring Assistant Store Manager in Chicago, IL are Dollar General (19 jobs), DTLR, Inc (19 jobs), and PLS (11 jobs).
Assistant Store Manager jobs take 33 days on average from job posting to starting date. Currently, 3% of job openings are part-time roles.
See 292 jobsAverage pay
Chicago
$24.71 per hourIllinois
$20.58 per hourSkills
- Communication skills
- Store management
- Leadership
- Sales
- Retail sales
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Front End Associate
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Front End Associates assist customers, manage checkout operations, and maintain product displays. Customer service excellence, cash handling experience, and strong communication skills are crucial in enhancing the shopping experience.
The top companies hiring Front End Associate in Chicago, IL are Jewel Osco (36 jobs), DICK'S Sporting Goods (2 jobs), and Mariano's (2 jobs).
Front End Associate jobs take 17 days on average from job posting to starting date. Currently, 74% of job openings are part-time roles.
See 159 jobsAverage pay
Chicago
$21.78 per hourIllinois
$16.91 per hourSkills
- JavaScript
- React
- CSS
- HTML
- APIs
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Beauty Advisor
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Beauty Advisors assist customers in choosing products, provide makeup application tips, and enhance sales. Strong product knowledge, communication skills, and customer service orientation are vital.
The top companies hiring Beauty Advisor in Chicago, IL are Ulta (15 jobs), Target (12 jobs), and Sally Beauty (6 jobs).
Beauty Advisor jobs take 15 days on average from job posting to starting date. Currently, 88% of job openings are part-time roles.
See 161 jobsAverage pay
Chicago
$21.15 per hourIllinois
$19.37 per hourSkills
- Sales
- Product demos
- Customer service
- Retail sales
- Beauty & cosmetics sales
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Retail Assistant Manager
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Retail Assistant Managers support store operations, manage staff, and enhance customer experiences. Leadership skills, retail management experience, and the ability to multitask are essential for driving store performance.
The top companies hiring Retail Assistant Manager in Chicago, IL are Snipes (8 jobs), GameStop (7 jobs), and Charles Tyrwhitt (2 jobs).
Retail Assistant Manager jobs take 66 days on average from job posting to starting date. Currently, 59% of job openings are part-time roles.
See 132 jobsAverage pay
Chicago
$19.56 per hourIllinois
$17.68 per hourSkills
- Sales
- Communication skills
- Negotiation
- Business development
- English
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Retail Sales Associate
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Retail Sales Associates assist customers, manage inventory, and drive sales. Success requires product knowledge, effective communication, and customer service excellence.
The top companies hiring Retail Sales Associate in Chicago, IL are AutoZone (36 jobs), Jewel Osco (29 jobs), and Jimmy John's Sandwiches (20 jobs).
Retail Sales Associate jobs take 41 days on average from job posting to starting date. Currently, 54% of job openings are part-time roles.
See 1,340 jobsAverage pay
Chicago
$18.65 per hourIllinois
$17.38 per hourSkills
- Sales
- Retail sales
- Customer service
- Cash register
- Communication skills
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Merchandiser
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Merchandisers manage product displays, analyze sales trends, and liaise with suppliers. Success requires creativity, retail experience, and strong analytical skills.
The top companies hiring Merchandiser in Chicago, IL are The Home Depot (10 jobs), Mondelฤz International (3 jobs), and Hallmark (2 jobs).
Merchandiser jobs take 27 days on average from job posting to starting date. Currently, 77% of job openings are part-time roles.
See 110 jobsAverage pay
Chicago
$18.55 per hourIllinois
$16.98 per hourSkills
- Merchandising
- Communication skills
- Retail sales
- Sales
- Customer service
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Cashier
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Cashiers process transactions, maintain accuracy, and provide customer service. Familiarity with cash registers, strong communication skills, and ability to handle money responsibly are vital.
The top companies hiring Cashier in Chicago, IL are Wingstop (18 jobs), The Home Depot (10 jobs), and Nando's (8 jobs).
Cashier jobs take 34 days on average from job posting to starting date. Currently, 56% of job openings are part-time roles.
See 451 jobsAverage pay
Chicago
$17.40 per hourIllinois
$16.54 per hourSkills
- Customer service
- Restaurant experience
- Bartending
- Communication skills
- Cooking
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Guest Advocate
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Guest Advocates assist customers, resolve issues, and enhance guest experiences. Key traits include empathy, problem-solving skills, and a strong commitment to customer satisfaction.
Guest Advocate jobs take 1 days on average from job posting to starting date. Currently, 100% of job openings are part-time roles.
See 110 jobsAverage pay
Chicago
$16.95 per hourIllinois
$19.66 per hourSkills
- Guest services
- Workday
- Inventory management
- Serving
- Sales