Below you'll find 8 entry level Waiter/Waitress jobs, ready and waiting for you to click "Apply Now".
Entry Level Waiter/Waitress Jobs in Chicago, IL
New Waiter/Waitress Jobs with salaries & benefits from top venues every day
Find Entry Level Waiter/Waitress jobs in Chicago, IL. Entry level roles from verified local employers. Apply online fast.Read more
Top Paying Entry Level Waiter/Waitress Jobs in Chicago, IL
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Entry Level (1-2 years)
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SCA Waiter/Waitress Non-Tipped
at SodexoChicago, IL, USA|Onsite
Range $18.08 - $23.16
Part-time
Flexible
Day Shifts
Entry Level (1-2 years)
Flexible work environment
ongoing training and development
Paid Time Off
Holidays
Medical insurance
Dental Insurance
Vision Insurance
Tuition Reimbursement
401k
Employee Discount Programs
Shift meals (location dependent)
Uniforms (location dependent)
Safety shoes (location dependent)
Public transportation support (location dependent)
Parking support (location dependent)
SCA Waiter/Waitress Non-Tipped
at SodexoChicago, IL, USA|Onsite
Range $18.08 - $23.16
Part-time
Hourly
Flexible
Entry Level (1-2 years)
Flexible work environment
ongoing training
Career advancement opportunities
Paid Time Off
Holidays
Medical insurance
Dental Insurance
Vision Insurance
Tuition Reimbursement
401k Retirement Plan
Employee Discount Programs
Free shift meals (site-specific)
Uniforms (site-specific)
Safety shoes (site-specific)
Transportation support (site-specific)
SERVER - STETSON RESTAURANT
at HyattChicago, IL, USA|Onsite
Exact $13.66
Hourly
Standard Hours
Entry Level (1-2 years)
discounted colleague rate room nights
complimentary room nights
Complimentary Meals
SERVER - AMERICAN CRAFT KITCHEN
at HyattChicago, IL, USA|Onsite
Exact $13.66
Hourly
Standard Hours
Entry Level (1-2 years)
discounted colleague rate room nights
complimentary room nights
Complimentary Meals
Cocktail Server - Hilton Chicago
at HiltonCicero, IL, USA|Onsite
Exact $12.96
Part-time
Hourly
Flexible
Weekend Shifts
Entry Level (1-2 years)
Complimentary Meals
access to athletic facilities
Medical insurance
Paid vacation
Employee Discounts
stock purchase program
Continuing Education
Career Development
recognition programs
Travel perks
Paid parental leave
Caregiving support
Crisis concierge
Mental Health Resources
Paid Time Off
health and welfare benefits
retirement plans
DINING ROOM WAITSTAFF
at Bethany Methodist CommunitiesGlenview, IL, USA|Onsite
Part-time
Fixed Shifts
Entry Level (1-2 years)
competitive pay
Paid Time Off
Medical insurance
Dental Insurance
Vision Insurance
Tuition Reimbursement
403(b) with company matching
Advancement opportunities
Wait Staff I
at Westminster PlaceSkokie, IL, USA|Onsite
Range $17.82 - $24.89
Part-time
Day Shifts
Entry Level (1-2 years)
Health Insurance
Wellhub
Onsite fitness
Paid Time Off
403(b) Retirement Plan
Commuter Benefits
Employee assistance program
Caregiver - PRN - Arden Courts Northbrook
at Arden CourtsDes Plaines, IL, USA|Onsite
Range $17.75 - $20.60
Temporary
Part-time
Flexible
Entry Level (1-2 years)
Daily access to pay
uniforms
Employee Discounts
employee appreciation events
Employee assistance program
holiday worked premium pay
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Jobs & Salary Trends
8 Entry Level Waiter/Waitress Jobs in Chicago, IL - August 2026
Browse 8 entry level Waiter/Waitress jobs in Chicago, IL. Entry level roles in bars, restaurants, hotels, and venues. Many employers hire first time workers and provide on the job training.
Hiring Demand for Entry Level Waiter/Waitress Jobs in Chicago, IL
Employers in Chicago, IL are actively hiring entry level Waiter/Waitress staff to cover daily service and peak hours.
Recent Entry Level Waiter/Waitress Openings
have been 2 new jobs new entry level Waiter/Waitress jobs were posted in the last 10 days. Listings update regularly so you see current openings.
Entry Level Waiter/Waitress Salary in Chicago, IL
Entry level Waiter/Waitress pay in Chicago, IL typically ranges from $28,400 per year to $48,200 per year, with average earnings near $34,300 per year or $16.5 per hour. Tips or performance based bonuses can increase total income in busy venues.
- Lowest wage: $28,400 per year
- Average wage: $34,300 per year or $16.5 per hour
- Highest wage: $48,200 per year
How To Apply for Entry Level job
Apply online for entry level Waiter/Waitress roles in Chicago, IL using OysterLink. Use filters to narrow your search:
- Pay range
- Experience level - entry level only
- Work schedule - full time, part time, seasonal
- Shift timing
Many listings support quick apply with a simple application flow.
Why Entry Level Waiter/Waitress Jobs Are Common in Chicago, IL
Local hospitality, tourism, and nightlife in Chicago, IL create steady demand for entry level Waiter/Waitress positions. Employers often train on site to keep bars, restaurants, and hotels fully staffed.
Top Employers Hiring Entry Level Waiter/Waitress Roles
Frequent employers hiring entry level Waiter/Waitress roles in Chicago, IL include:
- Sodexo
- Hyatt
Waiter/Waitress Job Benefits and Perks in Chicago, IL
Many entry level Waiter/Waitress jobs in Chicago, IL offer Vision Insurance, ongoing training, staff discounts, and flexible scheduling, making them strong starting points in hospitality.
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