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 3,638 retail jobs listed below pay well, with salaries between $17.11 and $20.37 per hour. Retail Sales Associate, Cashier and Store Manager are among the most popular high-paying roles in Chicago, IL.
Job title
Updated Sep 27, 2026Store Manager
Chicago
Illinois
Assistant Store Manager
Chicago
Illinois
Beauty Advisor
Chicago
Illinois
Front End Associate
Chicago
Illinois
Retail Assistant Manager
Chicago
Illinois
Retail Sales Associate
Chicago
Illinois
Seasonal Retail Sales Associate
Chicago
Illinois
Seasonal Associate
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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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 (33 jobs), Panda Restaurant Group (18 jobs), and Dunkin' (12 jobs).
Store Manager jobs take 42 days on average from job posting to starting date. Currently, 3% of job openings are part-time roles.
See 389 jobsAverage pay
Chicago
$67,628 per yearIllinois
$59,831 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 30 days on average from job posting to starting date. Currently, 4% of job openings are part-time roles.
See 329 jobsAverage pay
Chicago
$24.59 per hourIllinois
$20.51 per hourSkills
- Communication skills
- Store management
- Leadership
- Sales
- Retail sales
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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 Target (12 jobs), Ulta (11 jobs), and Sephora (6 jobs).
Beauty Advisor jobs take 13 days on average from job posting to starting date. Currently, 90% of job openings are part-time roles.
See 152 jobsAverage pay
Chicago
$21.06 per hourIllinois
$19.07 per hourSkills
- Sales
- Product demos
- Customer service
- Retail sales
- Beauty & cosmetics 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 (40 jobs), Mariano's (3 jobs), and DICK'S Sporting Goods (2 jobs).
Front End Associate jobs take 16 days on average from job posting to starting date. Currently, 81% of job openings are part-time roles.
See 171 jobsAverage pay
Chicago
$20.37 per hourIllinois
$16.79 per hourSkills
- JavaScript
- React
- CSS
- HTML
- APIs
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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 DTLR, Inc (2 jobs).
Retail Assistant Manager jobs take 57 days on average from job posting to starting date. Currently, 61% of job openings are part-time roles.
See 147 jobsAverage pay
Chicago
$19.67 per hourIllinois
$17.75 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 Jewel Osco (33 jobs), Jimmy John's Sandwiches (26 jobs), and AutoZone (18 jobs).
Retail Sales Associate jobs take 37 days on average from job posting to starting date. Currently, 52% of job openings are part-time roles.
See 1,385 jobsAverage pay
Chicago
$18.62 per hourIllinois
$17.34 per hourSkills
- Sales
- Retail sales
- Customer service
- Cash register
- Communication skills
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Seasonal Retail Sales Associate
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Seasonal Retail Sales Associates assist customers, stock shelves, and process transactions during peak periods. Retail experience, excellent interpersonal skills, and adaptability in fast-paced environments are required.
The top companies hiring Seasonal Retail Sales Associate in Chicago, IL are Macy's (13 jobs), Burlington Stores (9 jobs), and Bluemercury (7 jobs).
Seasonal Retail Sales Associate jobs take 9 days on average from job posting to starting date. Currently, 84% of job openings are part-time roles.
See 211 jobsAverage pay
Chicago
$17.99 per hourIllinois
$17.26 per hourSkills
- POS
- Organizational skills
- Time management
- Cash register
- Inventory management
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Seasonal Associate
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Seasonal Associates assist customers, manage inventory, and support sales during peak seasons. Retail experience, customer service skills, and adaptability are beneficial for success.
The top companies hiring Seasonal Associate in Chicago, IL are Bloomingdale's (11 jobs), GameStop (7 jobs), and Sephora (6 jobs).
Seasonal Associate jobs take 27 days on average from job posting to starting date. Currently, 71% of job openings are part-time roles.
See 234 jobsAverage pay
Chicago
$17.88 per hourIllinois
$16.85 per hourSkills
- Communication skills
- Sales
- Customer service
- Retail sales
- Computer skills
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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 (19 jobs), Mariano's (11 jobs), and The Home Depot (10 jobs).
Cashier jobs take 30 days on average from job posting to starting date. Currently, 58% of job openings are part-time roles.
See 497 jobsAverage pay
Chicago
$17.45 per hourIllinois
$16.57 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 123 jobsAverage pay
Chicago
$17.11 per hourIllinois
$19.01 per hourSkills
- Guest services
- Workday
- Inventory management
- Serving
- Sales