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Live In Singing Server Jobs in Chicago, IL (NOW HIRING)

Varsity Tutors

Singing Tutor

Wheaton, IL · Remote

$18 - $40/hr

About the job The Varsity Tutors Live Learning Platform has thousands of students looking for ... Expertise in Singing and the ability to explain concepts clearly. * Ability to personalize lessons ...

Varsity Tutors

Singing Tutor

Schaumburg, IL · Remote

$18 - $40/hr

About the job The Varsity Tutors Live Learning Platform has thousands of students looking for ... Expertise in Singing and the ability to explain concepts clearly. * Ability to personalize lessons ...

Varsity Tutors

Singing Tutor

Buffalo Grove, IL · Remote

$18 - $40/hr

About the job The Varsity Tutors Live Learning Platform has thousands of students looking for ... Expertise in Singing and the ability to explain concepts clearly. * Ability to personalize lessons ...

Varsity Tutors

Singing Tutor

Oak Lawn, IL · Remote

$18 - $40/hr

About the job The Varsity Tutors Live Learning Platform has thousands of students looking for ... Expertise in Singing and the ability to explain concepts clearly. * Ability to personalize lessons ...

Varsity Tutors

Singing Tutor

Chicago, IL · Remote

$18 - $40/hr

About the job The Varsity Tutors Live Learning Platform has thousands of students looking for ... Expertise in Singing and the ability to explain concepts clearly. * Ability to personalize lessons ...

Varsity Tutors

Singing Tutor

Des Plaines, IL · Remote

$18 - $40/hr

About the job The Varsity Tutors Live Learning Platform has thousands of students looking for ... Expertise in Singing and the ability to explain concepts clearly. * Ability to personalize lessons ...

Varsity Tutors

Singing Tutor

Evanston, IL · Remote

$18 - $40/hr

About the job The Varsity Tutors Live Learning Platform has thousands of students looking for ... Expertise in Singing and the ability to explain concepts clearly. * Ability to personalize lessons ...

Varsity Tutors

Singing Tutor

Highland Park, IL · Remote

$18 - $40/hr

About the job The Varsity Tutors Live Learning Platform has thousands of students looking for ... Expertise in Singing and the ability to explain concepts clearly. * Ability to personalize lessons ...

Varsity Tutors

Singing Tutor

Skokie, IL · Remote

$18 - $40/hr

About the job The Varsity Tutors Live Learning Platform has thousands of students looking for ... Expertise in Singing and the ability to explain concepts clearly. * Ability to personalize lessons ...

Varsity Tutors

Singing Tutor

Lake Forest, IL · Remote

$18 - $40/hr

About the job The Varsity Tutors Live Learning Platform has thousands of students looking for ... Expertise in Singing and the ability to explain concepts clearly. * Ability to personalize lessons ...

Bub City - Rosemont

Server

Rosemont, IL · On-site

... with live music, up-and-coming bands, Sing-Along Thursdays, and the wildly popular Live Band ... EOE. We participate in E-Verify / Participamos en E-Verify SERVER Servers are responsiblefor ...

Bub City - Rosemont

Server

Rosemont, IL

... with live music, up-and-coming bands, Sing-Along Thursdays, and the wildly popular Live Band ... EOE. We participate in E-Verify / Participamos en E-Verify SERVER Servers are responsiblefor ...

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All JobsLive In Singing Server JobsLive In Singing Server Jobs in Chicago, IL

Live In Singing Server information

See Chicago, IL salary details

$5

$15

$31

How much do live in singing server jobs pay per hour?

As of Jul 27, 2026, the average hourly pay for live in singing server in Chicago, IL is $15.75, according to ZipRecruiter salary data. Most workers in this role earn between $10.62 and $17.84 per hour, depending on experience, location, and employer.

What is the difference between Live In Singing Server vs Live In Waitstaff?

AspectLive In Singing ServerLive In Waitstaff
CredentialsNone specific, singing ability preferredFood service certifications often preferred
Work EnvironmentLuxury hotels, resorts, cruise ships with entertainment focusHotels, restaurants, private events
Employer & IndustryHospitality industry, entertainment venuesHospitality industry, food service
Search & Comparison IntentRoles combining singing and serving dutiesTraditional food service roles

The Live In Singing Server combines singing talent with serving duties in hospitality settings, often in entertainment-focused environments. In contrast, Live In Waitstaff primarily focuses on food and beverage service without singing responsibilities. Both roles require hospitality experience, but the singing component distinguishes the Live In Singing Server, appealing to venues seeking entertainment and guest engagement.

Can I get paid to sing?

Live In Singing Server roles typically do not involve singing as a paid activity; instead, they focus on serving customers in a hospitality environment. If the job involves singing, it may be part of entertainment duties, which could be compensated separately or as part of a performance contract. Generally, singing for pay requires specific performance or entertainment jobs, not server roles.

What jobs can I do with singing?

A live-in singing server is a role that combines singing with serving in a hospitality setting, such as a restaurant or hotel. Jobs related to singing include performing as a singer, voice coach, or entertainer, often requiring vocal skills, performance experience, and sometimes certifications. These roles may involve live performances, recording, or teaching singing in various environments.

Are singing waiters worth it?

Singing waiters, such as live-in singing servers, can enhance events with entertainment and create memorable experiences, often leading to higher customer satisfaction. However, their cost and the specific event or venue should be considered to determine if they are a worthwhile investment for your needs.

What is a singing server?

A singing server is a hospitality worker who combines serving food and drinks with performing live singing for guests. This role often requires musical talent, good customer service skills, and the ability to entertain while working in a restaurant or bar environment.
What are the most commonly searched types of Singing Server jobs in Chicago, IL? The most popular types of Singing Server jobs in Chicago, IL are:
What are popular job titles related to Live In Singing Server jobs in Chicago, IL? For Live In Singing Server jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Live In Singing Server jobs in Chicago, IL look for? The top searched job categories for Live In Singing Server jobs in Chicago, IL are:
Live In Singing Server jobs near you
Singing Server (Jazz Vocalist & Tea Server)

Singing Server (Jazz Vocalist & Tea Server)

TopView Sightseeing

Chicago, IL • On-site

$19.50/hr

Part-time

Posted 14 days ago

Job description

TopView Sightseeing creates one-of-a-kind experiences by land and sea for tourists and locals around the world. We currently operate in NYC, Philadelphia, Washington DC, Atlanta, Austin, Houston, Dallas and London, and are expanding operations in years to come.
To further our previous decade of rapid growth, we are looking for we are looking for highly ambitious professionals to join our Tea Around Town Chicago experience.
This is dual role as both a singer and server.
Singer/Server Responsibilities:
  • Perform a setlist of 15-20 jazz songs for multiple trips/day
  • Provide exceptional, white glove tea service
  • Greet and seat guests in an elegant, welcoming manner
  • Provide accurate and up-to-date descriptions regarding the seasonal menu
  • Ensure guest satisfaction by checking on them throughout their dining experience
  • Communicate clearly with kitchen staff to ensure efficient turnover between trips
  • Efficiently clean and reset table settings for the next guests
  • Maintain an elevated level of service to promote the Tea Around Town brand
  • Supplement musical entertainment with scripted tour guiding of essential landmarks
Requirements:
  • MUST be able to work Fridays, Saturdays, and Sundays between 10am-8pm weekly
  • At least 2 years of previous experience in the hospitality or food service industry is strongly preferred
  • Performance background with at least 3 years of performance experience either professionally or in school
  • Strong time management skills to prioritize tasks effectively
  • Excellent customer service skills to provide an elevated dining experience for guests
  • Exceptional communication skills to keep multiple teams up to date in fast-paced and changing environment
  • Knowledge of culinary terminology and food preparation techniques is beneficial
Pay: $19.50/hr + Tips
Please note that this job description is not exhaustive, and additional duties may be assigned as needed.
If you are a friendly, customer-oriented individual with a passion for providing exceptional guest service, we would love to hear from you.
Job Types: Full-time, Part-time
Expected hours: 10 - 40 per week
Benefits:
  • Flexible schedule
Shift:
  • Day shift
  • Evening shift
  • Morning shift
Application Question(s):
  • Do you have FULL Weekend Availability to work (Saturday, Sunday)?
  • Do you sing? Are you comfortable singing in a jazz style?
Ability to Relocate:
  • Chicago, IL: Relocate before starting work (Required)

Work Location: In-person

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