Finance & Accounting · Chicago, IL

Payroll Specialist jobs in Chicago, IL

Payroll specialists make sure people are paid correctly and on time. They process pay runs, handle deductions, and keep payroll compliant with federal, state, and local requirements.

379
Open roles today
$24–$47/hr
Typical pay range
$69k
Median, full-time
3
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01

Open payroll specialist roles

12 shown of 379 · sorted by freshness

Payroll Specialist

Hogsalt - HQ · Chicago, IL · Full-time

Hogsalt is looking for a dedicated and experienced Full Time Payroll Specialist to join our team!. We offer a full suite of benefits, including medical, dental, vision, life insurance, a 401(k), commuter benefits, dining…

Posted 5d ago
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39064 | Senior Billing Coordinator

Brilliant · Chicago, IL · Full-time
$105k - $115k

Added - a day ago 39064 | Senior Billing Coordinator Accounting/Finance Chicago, IL | Direct Hire Job Description Job Title: Sr. Billing Coordinator Location: Chicago, IL 60606 Salary Range: $105k-$115k, plus bonus Role…

Posted 5d ago
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Senior Payroll Specialist

Addison Group · Chicago, IL · Temporary
$79k - $90k

Position: Senior Payroll Specialist Base Salary Range: $79,000-$90,000 Benefits: We offer a robust package of employee perks and benefits, including healthcare benefits (medical, dental and vision, EAP), competitive PTO,…

Posted 6d ago
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Payroll Staff Accountant

Addison Group · Chicago, IL · Temporary
$34 - $36 per hour

(Company Paid) • Optional Additional Life Insurance •401(k) Match and Pension • Paid Time Off (PTO) • Parental Leave Payroll Administrator/Staff Accountant Department: Accountant FLSA Status: Exempt Reports To: Accountin…

Posted 1w ago
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Sr. Payroll Specialist

Cboe Digital · Chicago, IL · Full-time

workspaces, creating a vibrant and dynamic work environment in one of Chicago's most iconic areas. Role Overview The Senior Payroll Specialist plays a critical role in supporting the accurate and timely processing of pay…

Posted 2w ago
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Invoicing / Accounts Receivable Clerk

Staffmax Staffing & Recruiting · Chicago, IL · Full-time
$18 - $20 per hour

Location: Chicago, illionois Schedule: Monday–Friday, 8:00 AM – 4:30 PM Pay Rate: $18–$20 per hour Employment Type: Permanent, Full-Time Service Invoicing & Billing Generate invoices based on completed work orders and ma…

Posted 4mo ago
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OB/GYN Billing Specialist

Women's Health Group · Chicago, IL

**Job Title: OB/GYN Billing Specialist* ***Position Overview:** We are seeking an experienced Billing Specialist to join our OB/GYN practice. The ideal candidate must have direct billing experience in women’s health / OB…

Posted 4mo ago
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Payroll Specialist - FT

inFocus Payroll LLC · Chicago, IL

Position Summary Small full-service payroll company hiring a full-time Payroll Specialist. The Payroll Specialist is accountable and responsible for all aspects of quality service for clients. Contacts and assists client…

Posted 10mo ago
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Post-Award Administrator

TechChicago · Chicago, IL
$75k - $100k

Department BSD ADM - Post Award - Team C About the Department The University of Chicago is an intellectual community and a globally renowned research institution dedicated to fostering innovative and impactful research i…

Posted 11mo ago
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02

What payroll specialists earn in Chicago

Hourly first — that's how the offer arrives

ExperienceHourlyAnnual, full-time
Entry level $24–$30 $49k–$63k
Mid level $28–$38 $59k–$78k
Senior $37–$47 $76k–$97k

Adjusted for the Chicago market from national ranges.

03

What employers ask for

The skills these listings keep naming

Payroll processingADP, Paychex, or WorkdayMulti-state payroll taxWage and hour complianceGarnishments and deductionsBenefits administration basicsExcelDiscretion and confidentialityAccuracy under deadlines
04

Interview questions worth rehearsing

With the thing the interviewer is actually listening for

Walk me through a full payroll cycle you have run.

Cover collecting time data, validating changes, processing, review, and post-run reporting. Emphasize your checks before anything is finalized.

How do you handle a payroll error after employees have been paid?

Show urgency and correctness: quantify the error, follow the legal rules for corrections, communicate honestly with those affected, and fix the root cause.

What experience do you have with multi-state payroll?

Name the states and the wrinkles you managed, such as local taxes, differing overtime rules, or remote-worker registrations.

How do you process garnishments and other involuntary deductions?

Show you know the order of priority, response deadlines, and the documentation trail, and that you treat these with strict confidentiality.

Which payroll systems have you used, and have you been through a conversion?

Name the platforms and your depth in each. Conversion or implementation experience is a strong differentiator worth detailing.

How do you keep payroll data confidential?

Mention access controls, clean-desk habits, and declining to discuss compensation outside proper channels, even under social pressure.

05

Resume tips that move the needle

For payroll specialists specifically — generic advice costs you here

01

State the payroll size you ran: employee count, pay frequencies, and number of states or entities.

02

Quantify accuracy, such as error rates or consecutive on-time pay runs, since that is the core promise of the role.

03

Name your platforms exactly — ADP Workforce Now, Paychex Flex, Workday, Gusto — as job posts filter on them.

04

Include compliance wins, like clean payroll tax filings, resolved agency notices, or year-end W-2 cycles delivered without corrections.

05

List certifications such as FPC or CPP; they carry real weight in payroll hiring.

06

Where this role goes

Typical progression

01 Payroll Clerk
02 Payroll Specialist
03 Senior Payroll Specialist
04 Payroll Manager
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