Below you'll find 56 entry level Cruise Ship Server jobs, ready and waiting for you to click "Apply Now".
Entry Level Cruise Ship Server Jobs in Chicago, IL
New Cruise Ship Server Jobs with salaries & benefits from top venues every day
Find entry level Cruise Ship Server jobs in Chicago, IL from verified local employers. Apply online and land a job today!Read more
Top Paying Entry Level Cruise Ship Server Jobs in Chicago, IL
Explore 56 Cruise Ship Server Jobs
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Entry Level (1-2 years)
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Featured Job
Server
at Lalo's Restaurant3011 S Harlem Ave, Berwyn, IL 60402, USA|Onsite
Starting from $9.00
Full-time
Overtime
Day Shifts
Weekend Shifts
Night Shifts
Entry Level (1-2 years)
Training
Paid Time Off
Server
at The Capital GrilleChicago, IL, USA|Onsite
Exact $12.62
Part-time
Hourly
Flexible
Weekend Shifts
Entry Level (1-2 years)
competitive pay
Anniversary pay
Paid sick leave
Medical insurance
Dental Insurance
vision coverage
multiple insurance options
flexible spending accounts
Dining Discounts
401(k) Plan
Hospitality Server
at Wings And RingsChicago, IL, USA|Onsite
Part-time
Flexible
Entry Level (1-2 years)
Health Insurance
Paid Time Off
Employee Discounts
flexible scheduling
Training and Development
Server, - Wrigley Field
at Compass Group USAChicago, IL, USA|Onsite
Part-time
Hourly
Day Shifts
Weekend Shifts
Entry Level (1-2 years)
Competitive wages
Early wage access
Health and wellness programs
Employee Discounts
opportunities for growth
Diversity and inclusion initiatives
team-focused environment
Server - Cast Member
at Chuck E. CheeseChicago, IL, USA|Onsite
Range $16.60 - $17.60
Part-time
Hourly
Flexible
Entry Level (1-2 years)
Medical insurance
Dental Insurance
Vision Insurance
Life insurance
Disability insurance
401(k) retirement plan
Paid sick leave
Paid vacation time
Paid holidays
Employee meal discounts
Tuition savings
Employee assistance program
Early wage access
Server - Cast Member
at Chuck E. CheeseChicago, IL, USA|Onsite
Range $16.60 - $17.60
Part-time
Hourly
Flexible
Entry Level (1-2 years)
Medical
Dental
Vision
401(k) retirement plan
Employee meal discounts
Paid sick/vacation time
Paid holidays
Server - Marshfield Chili's
at Chili'sChicago, IL, USA|Onsite
Exact $12.00
Full-time
Part-time
Flexible
Weekend Shifts
Entry Level (1-2 years)
Fast hiring process
flexible schedule
growth opportunities
great team atmosphere
Positive work culture
SERVER - STETSON'S RESTAURANT
at HyattChicago, IL, USA|Onsite
Exact $13.66
Part-time
Hourly
Standard Hours
Entry Level (1-2 years)
Health Insurance
Paid Time Off
Employee Discounts
Retirement Plan
Training and Development
Career advancement opportunities
Tipped wage
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Jobs & Salary Trends
Server/Runner/Busser
at Compass GroupChicago, IL, USA|Onsite
Exact $15.80
Part-time
Flexible
Entry Level (1-2 years)
Instapay
High interest savings
Associate Shopping Program
Health and Wellness Program
Discount Marketplace
Employee assistance program
Marriott Chicago Midway - Server
at Aimbridge HospitalityChicago, IL, USA|Onsite
Range $10.00 - $10.80
Full-time
Day Shifts
Entry Level (1-2 years)
Daily Pay
Medical insurance
Dental Insurance
Vision Insurance
short-term disability
long-term disability
Life insurance
Paid Time Off
Employee assistance program
401k Retirement Plan
Server
at LongHorn SteakhouseBerwyn, IL, USA|Onsite
Exact $9.00
Part-time
Hourly
Flexible
Entry Level (1-2 years)
competitive pay
flexible scheduling
shift meals
Anniversary pay
home for the holidays
Employee Discounts
Team member app access
Server
at California Pizza KitchenSkokie, IL, USA|Onsite
Exact $9.00
Full-time
Part-time
Flexible
Entry Level (1-2 years)
Dental Insurance
Opportunities for advancement
Disability insurance
Server
at The Capital GrilleSkokie, IL, USA|Onsite
Exact $9.00
Part-time
Hourly
Flexible
Day Shifts
Entry Level (1-2 years)
$9 per hour - $9 per hour plus tips
Competitive pay, every week
Anniversary pay
Paid sick leave
Medical, dental and vision coverage
Multiple insurance options, wealth benefits and flexible spending accounts
Dining and other discounts
Matching 401(k) plan after one year of employment (21 and over)
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
at Olive GardenMelrose Park, IL, USA|Onsite
Exact $9.00
Part-time
Hourly
Flexible
Entry Level (1-2 years)
flexible schedules
Free Employee Meal
weekly pay
Anniversary pay
Paid sick leave
Paid Family and Medical Leave
Medical insurance
Dental Insurance
ongoing training
Employee Discounts
401(k) savings plan
Management career advancement opportunities
Restaurant Server(Contract)-Chicago | Hiring
at Chili'sChicago, IL, USA|Onsite
Range $19.00 - $26.00
Temporary
Full-time
Part-time
Flexible
Weekend Shifts
Entry Level (1-2 years)
Flexible work schedule
Opportunities for career advancement
Supportive team environment
Employee Discounts
Potential benefits based on employment type
Server Assistant
at The Capital GrilleSkokie, IL, USA|Onsite
Exact $9.00
Part-time
Hourly
Standard Hours
Entry Level (1-2 years)
Multiple insurance options, wealth benefits and flexible spending accounts
Dining and other discounts
Matching 401(k) plan after one year of employment (21 and over)
$9 per hour - $9 per hour plus tips
Competitive pay, every week
Anniversary pay
Paid sick leave
Medical, dental and vision coverage
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 The Capital GrilleSkokie, IL, USA|Onsite
Exact $9.00
Hourly
Standard Hours
Entry Level (1-2 years)
Dental Insurance
Paid sick time
Health Insurance
Vision Insurance
Flexible spending account
401(k) matching
Counter Server
at Whole FoodsOak Park, IL, USA|Onsite
Range $13.50 - $16.50
Full-time
Part-time
Hourly
Flexible
Weekend Shifts
Night Shifts
Entry Level (1-2 years)
Health Insurance
Retirement Plan
Store discount
Paid Time Off
flexible schedule
Training and Development
Employee assistance program
FT Server
at Davidson HospitalityOak Park, IL, USA|Onsite
Range $11.00 - $18.50
Full-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 - Cast Member
at CEC EntertainmentBerwyn, IL, USA|Onsite
Range $16.60 - $17.60
Part-time
Hourly
Flexible
Entry Level (1-2 years)
competitive pay
50% discount on meal during shift
flexible schedules
scholarships
Perks and Discounts programs
Employee Referral Program
CEC Cares Fund
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
Busser/Server Assistant
at Chicago Yacht ClubChicago, IL, USA|Onsite
Range $20.00 - $21.00
Full-time
Part-time
Weekend Shifts
Entry Level (1-2 years)
Complimentary Meal
Discounted parking
Onsite parking during off season
Networking opportunities
Cross-training opportunities
Beautiful lake and skyline views
Opportunities to attend events and regattas
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
56 Entry Level Cruise Ship Server Jobs in Chicago, IL - June 2026
Browse 56 entry level Cruise Ship Server 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 Cruise Ship Server Jobs in Chicago, IL
Employers in Chicago, IL are actively hiring entry level Cruise Ship Server staff to cover daily service and peak hours.
Recent Entry Level Cruise Ship Server Openings
There have been 2 new jobs for Cruise Ship Server positions posted in the last 10 days. Listings update regularly so you see current openings.
Entry Level Cruise Ship Server Salary in Chicago, IL
Entry level Cruise Ship Server pay in Chicago, IL typically ranges from $25,000 per year to $55,000 per year, with average earnings near $35,000 per year or $16.83 per hour. Tips or performance based bonuses can increase total income in busy venues.
- Lowest wage: $25,000 per year
- Average wage: $35,000 per year or $16.83 per hour
- Highest wage: $55,000 per year
How To Apply for Entry Level job
Apply online for entry level Cruise Ship Server 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 Cruise Ship Server Jobs Are Common in Chicago, IL
Local hospitality, tourism, and nightlife in Chicago, IL create steady demand for entry level Cruise Ship Server positions. Employers often train on site to keep bars, restaurants, and hotels fully staffed.
Top Employers Hiring Entry Level Cruise Ship Server Roles
Frequent employers hiring entry level Cruise Ship Server roles in Chicago, IL include:
Cruise Ship Server Job Benefits and Perks in Chicago, IL
Many entry level Cruise Ship Server jobs in Chicago, IL offer PTO, 401k, staff discounts, and flexible scheduling, making them strong starting points in hospitality.
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Entry Level Cruise Ship Server Jobs Near Chicago, IL
No Experience Cruise Ship Server Jobs Near Chicago, IL