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,…
Bookkeeper jobs in Chicago, IL
Bookkeepers maintain the daily financial records of a business. They enter transactions, reconcile bank accounts, manage invoices and bills, and keep the ledger tidy enough for accountants to work from.
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Open bookkeeper roles
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Pay: $34-36/hr Benefits • Medical, Dental, and Vision Insurance • Short-Term and Long-Term Disability Insurance •2x Life and AD&D Insurance (Company Paid) • Optional Additional Life Insurance •401(k) Match and Pension •…
marquettemanagement.com one of the nation's most innovative property management company, is seeking out an experienced Assistant Manager/ Bookkeeper Chicago, IL. Duties include A/R, A/P, Bank Recs, F/S prep and strong co…
We're seeking a detail-oriented and reliable part-time Bookkeeper to manage the full accounting cycle for our restaurant operations. Reporting to senior leadership, you'll own the day-to-day financial record keeping, dri…
Added - 9 hours ago 38980 | Accounts Payable Clerk Accounting/Finance Chicago, Illinois | Contract Job Description Job Title: Accounts Payable Clerk Location: Chicago, IL (Near O'Hare Airport) Pay Range: $26-27/hour Bene…
Part-Time Bookkeeper / Accountant (Full-Charge) Location: Chicago, IL — In office only Schedule : 2-3 full days per week (8 hours per day), with flexible scheduling Compensation: $35–$45 per hour, based on experience Cla…
Added - 06/01/26 36183 | Bookkeeper Accounting/Finance Chicago, Illinois | Contract Job Description Job Title: Bookkeeper Location: Chicago, IL (100% onsite) Pay Range: $22/hr - $28/hrBenefits: Health, dental, and vision…
Added - 05/08/26 38742 | Accounts Payable Specialist Accounting/Finance Chicago, Illinois | Contract Job Description Role Overview: The Accounts Payable Specialist will report to the Accounting Manager and support the ac…
Payroll Specialist – To $65K – Chicago, IL – Job # 3597b Who We Are The Symicor Group is a boutique talent acquisition firm based in Schaumburg, IL & Rockport, TX. Our nationally unique value proposition centers around p…
invoices, contracts, and supporting documents. Required Skills & Qualifications Experience in invoicing, accounts receivable, or bookkeeping, ideally in a technical or field service environment. Strong proficiency with a…
Accounting Clerk (3-Month Contract) – Chicago, IL Staffmax is seeking a detail-oriented Accounting Clerk for a 3-month contract with our Chicago-based client. This is an excellent opportunity for a junior finance profess…
based real estate development, construction and property management company with over 25 years of experience is seeking a full time bookkeeper. We have an entrepreneurial work environment that focuses on value creation w…
What bookkeepers earn in Chicago
Hourly first — that's how the offer arrives
| Experience | Hourly | Annual, full-time |
|---|---|---|
| Entry level | $20–$25 | $41k–$52k |
| Mid level | $25–$32 | $52k–$67k |
| Senior | $31–$40 | $65k–$84k |
Adjusted for the Chicago market from national ranges.
What employers ask for
The skills these listings keep naming
Interview questions worth rehearsing
With the thing the interviewer is actually listening for
Which bookkeeping software have you used day to day?
Name the platforms and the tasks you actually performed in them — reconciliations, invoicing, reports. Mention certifications like QuickBooks ProAdvisor if you have them.
How do you make sure your entries are accurate?
Describe habits: reconciling regularly, double-checking against source documents, and reviewing unusual balances rather than trusting memory.
Walk me through reconciling a bank account.
Show the mechanics — match transactions, investigate differences, adjust for timing items — and your habit of finishing with a clean, documented reconciliation.
How do you handle a client or manager who is behind on records?
Describe triaging months of backlog systematically and setting up a routine so it does not pile up again. Calm persistence is the selling point.
What do you do when you find a transaction you cannot categorize?
Say you park it in a review account, gather context from receipts or the owner, and never guess silently. Accuracy over speed.
How do you keep sensitive financial information confidential?
Mention practical measures: access controls, not discussing figures outside need-to-know, and following the firm's data handling rules.
Resume tips that move the needle
For bookkeepers specifically — generic advice costs you here
State the volume you handled: transactions per month, accounts reconciled, or number of client books maintained.
Name your software stack precisely, including QuickBooks Online versus Desktop, since employers filter on it.
Mention accuracy outcomes, like reconciliations kept current or clean handoffs to CPAs at tax time.
Include adjacent skills that widen the role, such as payroll runs, sales tax filings, or 1099 preparation.
List bookkeeping certifications or coursework; they matter more in this role than a general degree.
Where this role goes
Typical progression
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