Cocktail Server

  • Grill 21
  • Chicago, Illinois
  • Full Time
Required Years of Experience

2 years

Job Details Now Hiring Fine Dining Servers & Cocktail Servers
The Grill on 21 | The LaSalle, Autograph Collection Hotel 208 S La Salle St, Chicago, IL 60604

Located in the heart of Chicagos financial district, The Grill on 21 redefines the classic American grill with sophistication, an open exhibition kitchen, and a curated menu designed for the refined palate. We cater to a discerning clientele of professionals, world travelers, and residents seeking elevated service in an elegant setting. We are seeking experienced Servers & Cocktail Servers with the skill, poise, and knowledge to deliver a high-touch guest experience. This role is ideal for a hospitality professional who thrives in fine dining or luxury service environments and understands the art of anticipating needs before they are spoken.

What We Offer
  • Medical, Dental, Vision insurance*
  • Paid vacation
  • Paid sick days
  • Commuter Benefits
  • Employee meals and exclusive dining discounts (*Full-time status required for certain benefits)
Qualifications Fine Dining Standards
  • Minimum 2 years experience as a server or cocktail server in fine dining or luxury hospitality
  • Extensive knowledge of wine, champagne, premium spirits, and craft cocktails, with the ability to make pairing recommendations
  • Strong grasp of fine dining etiquette, including table service pacing, guest recognition, and discreet attentiveness
  • Experience with tableside presentations and handling of premium products
  • Proven ability to upsell and suggestive sell while maintaining guest trust
  • Polished and professional appearance with excellent posture and presentation
  • Impeccable communication skills
  • Ability to remain composed and gracious under pressure in a fast-paced environment
  • Experience with POS systems and multi-course service sequencing
  • Commitment to cleanliness, organization, and high service standards
  • Flexible schedule, including evenings, weekends, and holidays
Physical & Work Environment Requirements
  • Stand and walk for extended periods (510 hours per shift)
  • Transport trays of beverages and food over slick or uneven surfaces
  • Lift and carry up to 30 lbs. from service areas to guest tables
  • Frequent reaching, bending, stooping, and carrying
  • Work in varying temperatures and ventilation conditions
  • Comfortable in a high-energy, high-volume environment
Deliver refined service. Elevate every moment. Join The Grill on 21 and be part of one of Chicagos premier dining destinations.

EOE: www.grillon21.com Compensation Details

Compensation: Hourly ($12.62) plus tips

Benefits & Perks: Health Insurance, Dental Insurance, Vision Insurance, Paid Time Off, Commuter Benefits, Dining Discounts

Required Skills

Customer Service

Customer service excellence

Attention to Detail

Ability to Anticipate Guest Needs

Food and Beverage Service

Team Collaboration

Adaptability in Fast Paced Environments

Ability to Multitask

Problem Solving Skills

Physical Stamina

Customer Service Orientation

Multitasking Ability

Excellent Customer Service Skills

Professionalism

Culinary Knowledge

Interpersonal Skills

Sales Skills

Time Management

Stress Management

Flexibility

Communication Skills

Knowledge of food safety practices

POS Systems

Flexibility in scheduling

Read more

Gallery
Job ID: 489165792
Originally Posted on: 8/13/2025

Want to find more Hospitality Service opportunities?

Check out the 249,747 verified Hospitality Service jobs on iHireHospitalityServices