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Chicago Server Jobs in Madison, WI (NOW HIRING)

Plow Restaurant

Bartender/Server

Cambridge, WI · On-site

$5 - $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

$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 ...

Bakertilly

Sr. Systems Engineer - AI Platforms

Madison, WI · On-site

$105K - $144K/yr

... Chicago and Boston. Baker Tilly Advisory Group, LP and Baker Tilly US, LLP (Baker Tilly) provide ... Administer the supporting Windows and Linux server estate and cloud infrastructure, covering ...

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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 Sep 3, 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.

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.

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 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.

How much money do servers make?

Servers typically earn an average hourly wage of around $12 to $15, with total earnings including tips often reaching $20 to $30 per hour. In some cases, experienced servers in busy establishments can make higher tips, significantly increasing their overall income. Wages can vary based on location, experience, and the type of restaurant or venue.

Where do Chicago servers make the most money?

Server salaries vary based on location, with higher earnings typically found in upscale restaurants, high-volume venues, or areas with a higher cost of living. Tips often constitute a significant portion of income, especially in busy or high-end establishments. Experience, customer service skills, and shift timing also influence earning potential.

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The top searched job categories for Chicago Server jobs in Madison, WI are:

What cities near Madison, WI are hiring for Chicago Server jobs?

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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 74% Full Time, 22% Part Time, 2% Temporary, and 2% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% 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

$5 - $25/hr

Part-time

Re-posted 11 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, fish fry, wood-fired pizza, smoked prime rib, and a lot more.

Details:
  • You won't be slinging Busch Lights. 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 Thursday-Saturday 4-9:30 pm.
  • We're open Thursdays, Fridays, and Saturdays weekly, and we open for special occasions and selected holidays.
  • We are currently using the Toast POS system.

We do private events as well.
Send resume or email to Plowrestauran@gmail.com, or please feel free to call/text 608.443-7322 Cell. Ask for Charles. We are reopening on May 15 and looking for immediate staffing. We look forward to meeting and working with you!