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Chicago Wine Jobs (NOW HIRING)

First Batch

Tasting Room Server

Chicago, IL · On-site

$12.62/hr

Chicago Winery--Tasting Room Server The First Batch wineries create magic for our guests everyday, whether that's bringing a dream wedding to life, creating a new delicious food dish from our wine ...

Hawksmoor - Chicago

Sommelier

Chicago, IL · On-site

Successfully executing theHawksmoor wine programme in Chicago. * Supporting the Lead Sommelierin running and maintaining the wine programme in Chicago. * Ensure service and hospitality standards are ...

RPM Seafood

Wine Sommelier

Chicago, IL · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... wine lists and impeccable service ... With panoramic views of the Chicago River, the restaurant includes floor-to-ceiling windows, a ...

Hawksmoor - Chicago

Sommelier

Chicago, IL · On-site

$12.62/hr

Successfully executing the Hawksmoor wine programme in Chicago. * Supporting the Lead Sommelier in running and maintaining the wine programme in Chicago. * Ensure service and hospitality standards ...

Mariano's

BEER-WINE-LIQR/CLERK

Glenview, IL · On-site

  • Medical

  • Dental

  • Vision

  • PTO

Today, we're proudly serving Mariano's customers in over 40 stores throughout the Chicago Metro ... Beer/Wine/Liquor experience * Knowledge of imported and domestic varieties, the flavor profiles and ...

Mariano's

BEER-WINE-LIQR/CLERK

Des Plaines, IL · On-site

  • Medical

  • Dental

  • Vision

  • PTO

Today, we're proudly serving Mariano's customers in over 40 stores throughout the Chicago Metro ... Beer/Wine/Liquor experience * Knowledge of imported and domestic varieties, the flavor profiles and ...

Four Corners

Federales Chicago - Bartender

Chicago, IL · On-site

  • Medical

  • Retirement

Company Overview Four Corners is a leading, Chicago-based hospitality group that owns and operates ... Liquor, beer, and wine knowledge * Craft cocktail knowledge * Professional and enthusiastic ...

Four Corners

Federales Chicago - Bartender

Chicago, IL · On-site

$12.96/hr

  • Medical

  • Retirement

Company Overview Four Corners is a leading, Chicago-based hospitality group that owns and operates ... Liquor, beer, and wine knowledge * Craft cocktail knowledge * Professional and enthusiastic ...

Arlo Chicago

Bartender/Server

Chicago, IL · On-site

$12.96/hr

Knowledge of beverage preparation, including cocktails, beer, and wine. * Must be at least 21 years of age and eligible to serve alcohol in Chicago, IL. * Flexible availability, including nights ...

UOVO

Delivery and Warehouse Associate, UOVO Wine Chicago

Chicago, IL · On-site

$16.50 - $19.50/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Experience dealing with wine products * Experience with a forklift * Experience driving a cargo van or larger commercial vehicle * Experience with a pallet jack * Experience with a hand truck

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Chicago Wine information

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How much do chicago wine jobs pay per hour?

As of Aug 17, 2026, the average hourly pay for chicago wine in the United States is $19.99, according to ZipRecruiter salary data. Most workers in this role earn between $17.79 and $21.15 per hour, depending on experience, location, and employer.

What is a Chicago wine professional?

Chicago wine professionals are individuals who work in various sectors of the wine industry within the Chicago area. This can include sommeliers, wine shop owners, distributors, educators, and event coordinators who specialize in wine. They are knowledgeable about wine varieties, food pairings, and regional producers, and often help customers select wines or organize tastings. Chicago's diverse restaurant scene and growing wine culture offer many opportunities for these professionals to share their expertise with the public.

What skills and qualifications are needed to thrive as a wine sales representative in Chicago?

To thrive as a Wine Sales Representative in Chicago, you need strong sales acumen, wine industry knowledge, and preferably a relevant certification such as WSET or Court of Master Sommeliers. Familiarity with CRM systems, inventory management software, and point-of-sale technology is often required. Excellent communication, relationship-building, and negotiation skills help professionals stand out in this role. These capabilities ensure effective client engagement, increased sales, and lasting partnerships in a competitive wine market.

What are common challenges faced by wine sales professionals in the Chicago market, and how can they be overcome?

Wine sales professionals in the Chicago market often face challenges such as strong competition among distributors, a diverse customer base with varying preferences, and the need to stay updated on local trends and regulations. Building strong relationships with restaurants, retailers, and sommeliers is crucial for success. Professionals can overcome these challenges by continuously educating themselves about new wines, actively networking at industry events, and providing tailored recommendations that suit each client's unique needs.

What is the difference between Chicago Wine vs Chicago Wine Sales Associate?

AspectChicago WineChicago Wine Sales Associate
CertificationsWine certifications (e.g., WSET, CMS)Customer service and sales training
Work EnvironmentWine shops, tasting rooms, eventsRetail stores, wine boutiques, events
Industry UsageProducer, distributor, retailerRetail sales, customer interaction
Job FocusWine selection, tasting, educationSales, customer service, product knowledge

Chicago Wine typically refers to the broader industry involving wine production, distribution, and retail. Chicago Wine Sales Associates focus specifically on retail sales, customer service, and promoting wine products. While both roles require wine knowledge, sales associates emphasize direct customer interaction and sales skills, whereas broader industry roles may involve more behind-the-scenes work.

What cities are hiring for Chicago Wine jobs?

Cities with the most Chicago Wine job openings:

What states have the most Chicago Wine jobs?

States with the most job openings for Chicago Wine jobs include:

What job categories do people searching Chicago Wine jobs look for?

The top searched job categories for Chicago Wine jobs are:

Chicago Wine jobs near you
Infographic showing various Chicago Wine job openings in the United States as of August 2026, with employment types broken down into 50% Full Time, and 50% Part Time. Highlights an 93% In-person, and 7% Remote job distribution, with an average salary of $41,583 per year, or $20 per hour.

Tasting Room Server

First Batch

Chicago, IL • On-site

$12.62/hr

Part-time

Re-posted 16 days ago

Job description

Chicago Winery--Tasting Room Server
The First Batch wineries create magic for our guests everyday, whether that's bringing a dream wedding to life, creating a new delicious food dish from our wine, or letting people discover a new passion on one of our winery tours. We do this while maintaining an approachable, warm, inclusive, down-to-earth attitude that reflects our passion to bring traditional winemaking into urban centers so people don't feel they have to travel to experience the magic of winemaking.
We are searching for team members who are committed to working as hospitality professionals. People who deeply care about creating a friendly, warm experience for our guests. People who live and breathe passion for food, wine and events. People that love to learn, share, and tell others about their stories and adventures.
Position Summary
The Tasting Room Server at First Batch plays a pivotal role in delivering a world-class guest experience. In this hourly position, you will engage with guests, showcasing our wines, small plates, and overall winery experience. You will be responsible for confidently guiding guests through wine tastings, recommending wine pairings, and promoting our Wine Club and retail bottles. As a key representative of First Batch your primary goal is to enhance the guest experience while driving membership sales, retail bottle purchases, and awareness of our events, tours, and classes. This position requires a deep knowledge of our wines and events, a genuine passion for wine, and the ability to work seamlessly with a team.
Responsibilities
Guest Engagement & Hospitality:
  • Create a warm, welcoming environment for all guests to ensure they feel valued and attended to throughout their visit.
  • Provide personalized wine recommendations based on guest preferences, knowledge of the wines, and the guest experience.
  • Ensure an impeccable guest experience by maintaining an enthusiastic, approachable attitude and addressing any concerns or questions promptly.

Wine Knowledge & Education:
  • Be able to describe the wines confidently, sharing relevant details about the grape varieties and tasting notes.
  • Understand wine pairings and be able to recommend food pairings with each wine, utilizing the small plates menu.
  • Actively participate in wine education classes to explore diverse grape varietals and enhance tasting skills
  • Stay current on all wine offerings, new releases, and seasonal specials to provide accurate and up-to-date information to guests.

Sales & Memberships:
  • Confidently talk about the Wine Club benefits, actively engage guests in conversation to subtly encourage sign-ups, and close Wine Club memberships.
  • Promote retail wine sales, demonstrating knowledge of available bottles and suggesting purchases based on guest preferences.
  • Drive sales through the promotion of tours, classes, and ticketed events, ensuring guests are aware of all the unique experiences First Batch has to offer.

Team Collaboration & Efficiency:
  • Work well with fellow tasting room associates, kitchen staff, and management to ensure smooth daily operations and a positive team environment.
  • Demonstrate the ability to adapt and assist in other areas of the winery as needed, such as supporting special events or guest services.
  • Take initiative to maintain a clean, sanitized, organized, and well-stocked tasting room, ensuring all supplies and equipment are readily available.

Operational Efficiency & Cash Handling:
  • Accurately process sales transactions using the Point of Sale (POS) system, ensuring all orders and payments are logged correctly.
  • Handle cash and credit card transactions securely, following proper cash handling procedures, and maintaining accountability.
  • Keep the tasting room well-stocked, organized, and running smoothly, including performing opening/closing duties and managing stock inventory.

Qualifications
  • 1 year of experience in hospitality or retail; certification in safe alcohol and wine knowledge
  • Knowledge of accepted sanitation standards and Health codes required

Essential Duties
  • Ability to work weekends, holidays, and flexible hours
  • Regularly required to reach, carry, push, pull and lift up to 50 pounds.
  • Must be able to walk/and or stand for 8-10 hours per day
  • Must be able to climb stairs in the venue

Pay
  • $12.62/hr plus tips

Chicago Winery provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.
This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.
Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws.
For further information, please review the Know Your Rights notice from the Department of Labor.

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