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Chicago Server Jobs in Madison, WI (NOW HIRING)

Plow Restaurant

Bartender/Server

Cambridge, WI · On-site

$15 - $25/hr

PLOW is an elevated New American cuisine restaurant located not in Chicago, not in Milwaukee, not in Madison, but in the charming village of Cambridge, 16 miles southeast of Madison. The restaurant ...

TrafficCast

Java Developer

Madison, WI · On-site

$51.50 - $66.50/hr

Based in Madison, WI, with satellite offices in Chicago, Atlanta, Newtown Square, PA, and Shanghai ... develop and deploy server and client-server applications Familiarity with Eclipse IDE Firm ...

TrafficCast

Java Developer

Madison, WI · On-site

$51.50 - $66.50/hr

Based in Madison, WI, with satellite offices in Chicago, Atlanta, Newtown Square, PA, and Shanghai ... deploy server and client-server applications • Familiarity with Eclipse IDE • Firm ...

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Chicago Server information

See Madison, WI salary details

$5

$15

$31

How much do chicago server jobs pay per hour?

As of Aug 11, 2026, the average hourly pay for chicago server in Madison, WI is $15.41, according to ZipRecruiter salary data. Most workers in this role earn between $10.43 and $17.45 per hour, depending on experience, location, and employer.

What is a Chicago server?

Chicago servers are food and beverage service professionals who work in restaurants, bars, hotels, or event venues in the Chicago area. Their main responsibilities include taking orders, serving food and drinks, providing customer service, and ensuring guests have a positive dining experience. Chicago servers may also help with setting tables, handling payments, and keeping the dining area clean. The job often requires strong communication skills, attention to detail, and the ability to work in a fast-paced environment. Many Chicago servers rely on tips as a significant part of their income.

How do Chicago servers typically handle high-volume shifts and maintain excellent customer service?

Servers in Chicago often work in busy environments, especially during peak hours or special events. To manage high-volume shifts, they rely on strong organizational skills, teamwork, and a deep knowledge of the menu. Communication with kitchen staff and fellow servers is crucial to ensure timely and accurate orders. Maintaining a positive attitude and multitasking efficiently helps servers provide excellent customer service even when the restaurant is crowded.

What are the key skills and qualifications needed to thrive as a Chicago server?

To thrive as a Chicago Server, you need a deep understanding of food and beverage service, menu knowledge, and experience working in fast-paced restaurant environments, often supported by a food handler's certification. Familiarity with point-of-sale (POS) systems, reservation management software, and table-side technology is typically required. Outstanding customer service, multitasking, and teamwork are essential soft skills that help create a positive dining experience. These skills ensure efficiency, guest satisfaction, and smooth operations in Chicago's competitive hospitality industry.

What is the difference between Chicago Server vs Chicago Bartender?

AspectChicago ServerChicago Bartender
CertificationsFood Handler's Permit, Alcohol Service CertificationFood Handler's Permit, Alcohol Service Certification
Work EnvironmentRestaurants, cafes, catering eventsBars, nightclubs, lounges
Job ResponsibilitiesTaking orders, serving food and drinks, customer serviceMixing drinks, serving alcohol, customer interaction
Employer & Industry UsageRestaurants, hospitality industryBars, nightlife venues

Both Chicago Servers and Chicago Bartenders work in the hospitality industry and require similar certifications. Servers focus on food service and customer care in restaurants, while bartenders specialize in preparing and serving alcoholic beverages in bars and clubs. The roles often overlap but differ mainly in their primary duties and work settings.

What are popular job titles related to Chicago Server jobs in Madison, WI? For Chicago Server jobs in Madison, WI, the most frequently searched job titles are:
What job categories do people searching Chicago Server jobs in Madison, WI look for? The top searched job categories for Chicago Server jobs in Madison, WI are:
What cities near Madison, WI are hiring for Chicago Server jobs? Cities near Madison, WI with the most Chicago Server job openings:
Chicago Server jobs near you
Infographic showing various Chicago Server job openings in Madison, WI as of August 2026, with employment types broken down into 67% Full Time, 29% Part Time, and 4% Contract. Highlights an 93% Physical, 3% Hybrid, and 4% Remote job distribution, with an average salary of $32,050 per year, or $15.4 per hour.

Bartender/Server

Plow Restaurant

Cambridge, WI • On-site

$15 - $25/hr

Part-time

Posted 17 days ago

Job description

PLOW is an elevated New American cuisine restaurant located not in Chicago, not in Milwaukee, not in Madison, but in the charming village of Cambridge, 16 miles southeast of Madison. The restaurant is in a former feed mill from the mid-1800s and is located in the heart of the village's downtown district. People from Rockford, Chicago, Milwaukee, and Madison drive to Cambridge for dinner. Spring and Summer offer outdoor dining on our patio, as well as vacationers who visit Lake Ripley. Tips can be very good here!
PLOW features a full bar with craft cocktails, and indoor and outdoor patio seating as well.
The food is incredible. Much is locally sourced from our farm. Menu items include vegetarian lasagna, New York Strip, wood-fired pizza, tacos, and a lot more.

Details:
  • You'll be making sassy and creative craft cocktails, along with the usual complement of beers and wine.
  • The tips will be elevated, tools like ice mold, smoke guns, and the potential to develop and create.
  • Hours are Wednesday-Saturday 4-9 pm and Brunch Saturday-Sunday 11-2pm
  • We open for special occasions, selected holidays, and events.
  • We are currently using the Toast POS system.

Send resume or email to Plowrestaurant@gmail.com. We are reopening early August and looking for immediate staffing. We look forward to meeting and working with you!