Below you'll find 25 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
Explore 25 Waiter/Waitress Jobs
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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)
CONCESSIONS WAITER/WAITRESS @ Rate Field
at Compass GroupChicago, IL, USA|Onsite
Exact $12.62
Hourly
Standard Hours
Entry Level (1-2 years)
Instapay
High interest savings
Associate Shopping Program
Health and Wellness Program
Discount Marketplace
Employee assistance program
Paid Time Off
SCA Waiter/Waitress Non-Tipped
at SodexoSkokie, IL, USA|Onsite
Range $18.50 - $20.00
Full-time
Part-time
Flexible
Entry Level (1-2 years)
Flexible work environment
Training and Development
Paid Time Off
Medical insurance
Dental Insurance
Vision Insurance
Tuition Reimbursement
401k
discount programs
Holiday pay
Waiter
at AramarkBerwyn, IL, USA|Onsite
Full-time
Standard Hours
Entry Level (1-2 years)
Health Insurance
Paid Time Off
Retirement Plan
Training and development programs
Employee Discounts
Flexible Work Options
Career advancement opportunities
Server - Chicago T2 Too-HMS Host
at Chili'sChicago, IL, USA|Onsite
Full-time
Part-time
Flexible
Weekend Shifts
Entry Level (1-2 years)
Fast hiring process
flexible schedule
growth opportunities
great team atmosphere
Culture of hospitality
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
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Server Restaurant
at InterContinentalChicago, IL, USA|Onsite
Range $13.14 - $14.24
Full-time
Flexible
Weekend Shifts
Night Shifts
Entry Level (1-2 years)
Health Insurance
training programs
Employee Discounts
Paid Time Off
retirement plans
Career development opportunities
safe work environment
Server
at Red LobsterChicago, IL, USA|Onsite
Range $12.62 - $25.00
Full-time
Part-time
Hourly
Standard Hours
Flexible
Entry Level (1-2 years)
weekly pay
Competitive wages
flexible scheduling
Medical insurance
Dental Insurance
Vision Insurance
Life insurance
short-term disability
voluntary benefits
401(k) retirement plan
Anniversary pay
discounted shift meals
Employee Discounts
Career advancement opportunities
Server - West Loop Location
at The Original Pancake HouseChicago, IL, USA|Onsite
Full-time
Part-time
Flexible
Weekend Shifts
Entry Level (1-2 years)
Employee meal discounts
flexible schedule
Paid Time Off
401k
Opportunity for growth
PT Restaurant Server
at Hotel LincolnChicago, IL, USA|Onsite
Exact $12.62
Full-time
Part-time
Flexible
Weekend Shifts
Entry Level (1-2 years)
Multiple Tiers of Medical Coverage
Dental Insurance
vision coverage
24/7 Teledoc service
free maintenance medications
Pet insurance
hotel discounts
Tuition Reimbursement
Paid Time Off
401k Match
Server - Orland Park Location
at The Original Pancake HouseChicago, IL, USA|Onsite
Full-time
Part-time
Flexible
Weekend Shifts
Entry Level (1-2 years)
Employee meal discounts
flexible schedule
Paid Time Off
401k
Opportunity for growth
Server - West Loop Location
at The Original Pancake HouseChicago, IL, USA|Onsite
Full-time
Part-time
Flexible
Weekend Shifts
Entry Level (1-2 years)
Employee meal discounts
flexible schedule
Paid Time Off
401k
Opportunity for growth
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
Airport Lounge Wait Staff
at SodexoBerwyn, IL, USA|Onsite
Exact $18.65
Full-time
Flexible
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 plan
discount programs
Airport Lounge Wait Staff
at SodexoSkokie, IL, USA|Onsite
Exact $18.65
Full-time
Flexible
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 plan
Employee Discount Programs
Free or subsidized meals (site specific)
Uniforms (site specific)
Safety shoes (site specific)
Transportation support or parking (site specific)
Server
at Red LobsterLincolnwood, IL, USA|Onsite
Full-time
Part-time
Standard Hours
Flexible
Entry Level (1-2 years)
weekly pay
Competitive wages
flexible scheduling
Medical insurance
Dental Insurance
Vision Insurance
Life insurance
short-term disability
voluntary benefits
401(k) retirement savings plan
Anniversary pay
discounted shift meals
dining discount
Wait Staff
at Presbyterian Homes & ServicesBerwyn, IL, USA|Onsite
Range $17.51 - $24.46
Part-time
Hourly
Day Shifts
Weekend Shifts
Entry Level (1-2 years)
Paid Time Off
retirement savings
Employee assistance program
Continuing education support
Commuter Benefits
Pet insurance
Chaplain counseling
Wellhub gym benefit
Onsite fitness centers
Employee engagement programs
Financial counseling
Mentorship 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
PT Restaurant Server
at Davidson HospitalityOak Park, IL, USA|Onsite
Range $11.00 - $18.50
Full-time
Part-time
Flexible
Weekend Shifts
Entry Level (1-2 years)
Multiple Tiers of Medical Coverage
Dental Insurance
vision coverage
24/7 Teledoc service
free maintenance medications
Pet insurance
hotel discounts
Tuition Reimbursement
Paid Time Off
401k Match
Server
at California Pizza KitchenOak Brook, IL, USA|Onsite
Exact $9.00
Full-time
Part-time
Flexible
Entry Level (1-2 years)
Waitress
at pd coffee shopChicago, IL, USA|
Exact $80.00
Standard Hours
Entry Level (1-2 years)
Consistent schedule
Team-oriented environment
Stable work routine
Waiter
at AramarkCicero, IL, USA|Onsite
Full-time
Part-time
Standard Hours
Entry Level (1-2 years)
Health Insurance
retirement plans
Paid Time Off
Employee Discounts
Dental Insurance
Vision Insurance
Career development opportunities
Waiter
at AramarkOak Park, IL, USA|Onsite
Full-time
Standard Hours
Entry Level (1-2 years)
Health Insurance
Dental Insurance
Paid Time Off
Retirement Plan
training programs
career advancement
Supportive community
25 Entry Level Waiter/Waitress Jobs in Chicago, IL - June 2026
Browse 25 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 3 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 $26,200 per year to $48,200 per year, with average earnings near $31,500 per year or $15.2 per hour. Tips or performance based bonuses can increase total income in busy venues.
- Lowest wage: $26,200 per year
- Average wage: $31,500 per year or $15.2 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
- InterContinental
- Hyatt
Waiter/Waitress Job Benefits and Perks in Chicago, IL
Many entry level Waiter/Waitress jobs in Chicago, IL offer 401k, Employee Discount Programs, staff discounts, and flexible scheduling, making them strong starting points in hospitality.
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