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 Chicago’s 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 (5–10 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 Chicago’s premier dining destinations.
EOE: