2026 Retail Entry-level Jobs in Chicago, IL
If you’re up to date on the latest trends in clothing, furniture, or other hot merchandise, you may be interested in entry-level jobs in retail. When most people think of jobs in retail, they think of manning cash registers or folding t-shirts, but there are actually many other types of retail jobs that offer upward mobility. In fact, some major corporations, such as Apple, offer training programs that start you with a lower-level job but that quickly help you to gain valuable skills that could qualify you for more prestigious positions. With Apple’s 24-month program, for example, qualified candidates are put to work at an Apple retail store, where they will try out various positions, take training classes, work with teams of other qualified individuals, and work directly with a knowledgeable mentor and supervisor known as a market leader. Those who successfully complete the program walk away with unique skills and the ability to apply for leadership positions at any of Apple’s many stores. Of course, not everyone can work for Apple, but there are plenty of other retail entry-level jobs that can be equally beneficial to you. Just be sure that you purposefully choose jobs that aren’t dead-end. Ask the hiring manager or supervisor what opportunities the position will offer you for personal and professional growth and advancement. You’d be surprised at just how many companies want to grow top employees from inside the organization. The pay for retail jobs and the exact job responsibilities will vary from one employer to the next, but your focus should be to find a job that will set the foundation for your future.
SAP ABAP (Retail) Developer | 3 Months | Remote Role | Canada Client
General Manager of Retail - Eataly Chicago
Commercial Locksmith
CDL-A Local Target Driver – Good Pay | Home Daily
Local CDL-A Target Driver – Good Pay | Drop-and-Hook
eCommerce Sales Manager-North America
Financial Crimes Manager
$150,000-$150,000 per year
Management Trainee - Schiller Park
Management Trainee - Glenview
Management Trainee - Chicago
Management Trainee - Oak Park
Management Trainee - Lincoln Park
eCommerce Manager, National Accounts
Customer Service & Sales Representative
CDL-A Local Target Driver – Good Pay | Home Daily
Sales Representative
Sales Representative
Event Sales Assistant
Bread Baker (Full-Time) - Eataly Chicago
Pharmacy Tech Logan Square
Customer Service Representative
Manager, Pharmacy Accounting
$161,000-$171,000 per year
Customer Operations Coordinator
Experience Guide Sales Associate
Entry Level Marketing and Communications
Local CDL-A Truck Driver - Home Daily - HIGH PAY
Class A CDL Driver
Mackage Brand Representative
Mackage Brand Representative
Warehouse Associate/Driver
Massage Therapist - Full Time and Part Time Available
Licensed Massage Therapist
CDL Driver
Organika Brand Ambassador $35 an hour
Local Class A CDL Driver - Dedicated Fleet
Converse Brand Rep-$24/hr
Real Estate Leasing Agent
Lube Technician
HVAC/R Commercial Service Tech
Regional Sales Manager - A&D Architecture & Design
Sales Manager - Part Time - 30 Hrs a week
Certified Pilates Apparatus Instructor
Certified Pilates Reformer Instructor
District Team Lead
$55,000-$65,000 per year
Civil Engineering Project Manager
Fresh Market Manager (Full-Time) - Eataly Chicago
Senior Account Executive, AdTech Sales
Customer Service Manager
Experience Guide (Front Desk Associate)
Senior Account Executive, Programmatic Sales
Medical Assistant- Part-Time - Nacogdoches
Financial Account Representative – State Farm Agent Team Member
Outside Sales Representative - Commercial Cleaning
Licensed Esthetician Wax Specialist
Sales Associate
Entry Level Inside Sales
$24-$24
Partner Inside Sales Representative (Remote)
Business Development Representative-Consumer Packaged Goods
Dog Bather
Butcher
Bilingual - Operations & Billing Assistant
$41,600-$46,000 per year




















