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Bookkeeping Assistant Jobs in Chicago, IL (NOW HIRING)

Wylander

Bookkeeper

Bolingbrook, IL ยท On-site

$60K - $75K/yr

PTO/Paid Holidays _____ The Bookkeeping Assistant is responsible for performing the day-to-day bookkeeping functions for our Reconstruction division. This role involves working closely with, and ...

Fenwick High School

Accounting Assistant

Oak Park, IL ยท On-site

$40K - $50K/yr

Key Responsibilities Financial Operations & Bookkeeping * Assist with Accounts Payable: verify invoice accuracy against purchase orders (POs) and receiving documentation; enter invoices into the ...

Fenwick High School

Accounting Assistant

Oak Park, IL ยท On-site

$40K - $50K/yr

Key Responsibilities Financial Operations & Bookkeeping * Assist with Accounts Payable: verify invoice accuracy against purchase orders (POs) and receiving documentation; enter invoices into the ...

Family Eye Physicians

Bookkeeper

Oak Lawn, IL

The ideal candidate will have proven bookkeeping experience and a strong understanding of ... Prepare and process invoices, payments, and expense reports. * Assist with payroll processing and ...

CTH Recruiting LLC

Bookkeeper

Highland Park, IL ยท On-site

Complete monthly bank and credit card reconciliations * Assist with general bookkeeping and accounting functions as needed What We're Looking For * 1-3+ years of bookkeeping or accounting experience ...

Doyle Signs

Bookkeeper

Addison, IL ยท On-site

$20 - $30/hr

Prepare and record journal entries. * Assist with payroll processing and general ledger recording ... Qualifications * Previous bookkeeping or accounting experience. * Strong understanding of ...

Sedgwick Properties

Bookkeeper

Chicago, IL

Manage and maintain the chart of accounts with meticulous care * Assist in facilitating the draw ... of bookkeeping and generally accepted accounting principles. Must have working knowledge of ...

Sedgwick Properties

Bookkeeper

Chicago, IL ยท On-site

Manage and maintain the chart of accounts with meticulous care * Assist in facilitating the draw ... of bookkeeping and generally accepted accounting principles. Must have working knowledge of ...

Sedgwick Properties

Bookkeeper

Chicago, IL

Manage and maintain the chart of accounts with meticulous care * Assist in facilitating the draw ... of bookkeeping and generally accepted accounting principles. Must have working knowledge of ...

Addison Group

Bookkeeper

Elk Grove Village, IL ยท On-site

$29 - $32/hr

Generate financial reports and assist with budget tracking and analysis. * Support payroll ... Strong understanding of bookkeeping principles, reconciliations, and financial reporting.

Caring Network

Bookkeeper

Glen Ellyn, IL ยท On-site

$16.83 - $28.85/hr

The Bookkeeper will assist in month-end closing procedures, helping with accounting entries, managing outsourced accounts payable, contacting vendors, assisting with fixed asset schedules, other ...

Great Lakes Accounting LLP

Bookkeeper

Hobart, IN ยท On-site

High school graduate with courses in bookkeeping preferred. Experience: Computer knowledge and ... Works to complete all tasks within a necessary timeframe. Assist in preparation of income tax ...

Great Lakes Accounting LLP

Bookkeeper

Hobart, IN ยท On-site

High school graduate with courses in bookkeeping preferred. Experience: Computer knowledge and ... Works to complete all tasks within a necessary timeframe. Assist in preparation of income tax ...

Wooddale Barbecue

Entry Level Bookkeeper

Wood Dale, IL ยท On-site

... * Assist with local, state, and federal government reporting requirements as directed. Accounts ... High school diploma or equivalent required; coursework in accounting, bookkeeping, or business ...

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Bookkeeping Assistant information

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How much do bookkeeping assistant jobs pay per hour?

As of Sep 1, 2026, the average hourly pay for bookkeeping assistant in Chicago, IL is $22.67, according to ZipRecruiter salary data. Most workers in this role earn between $18.80 and $25.24 per hour, depending on experience, location, and employer.

What is a bookkeeping assistant?

Bookkeeping Assistants are professionals who support the accounting or finance department by recording financial transactions, maintaining accurate financial records, and assisting with basic accounting tasks. They typically handle data entry, process invoices, reconcile bank statements, and help prepare financial reports. Bookkeeping Assistants ensure that the financial information of an organization is organized and up to date, enabling accountants and managers to make informed decisions. They often use accounting software and must pay close attention to detail to avoid errors.

What are the key skills and qualifications needed to thrive as a bookkeeping assistant, and why are they important?

To thrive as a Bookkeeping Assistant, you need strong mathematical skills, attention to detail, and a basic understanding of accounting principles, often supported by a relevant diploma or coursework. Familiarity with accounting software such as QuickBooks or Xero, along with proficiency in spreadsheets, is commonly required. Strong organizational skills, reliability, and effective communication help you manage multiple tasks and collaborate with team members. These skills and qualities are essential for maintaining accurate financial records and ensuring smooth business operations.

What are some common challenges faced by bookkeeping assistants, and how can they be managed effectively?

Bookkeeping Assistants often face challenges such as managing tight deadlines during month-end or year-end closing, handling large volumes of data entry with accuracy, and staying updated with frequent changes in accounting software or procedures. Effective time management, attention to detail, and proactive communication with the accounting team can help overcome these obstacles. Regularly seeking feedback and participating in ongoing training can also enhance efficiency and ensure compliance with best practices.

What is the difference between Bookkeeping Assistant vs Bookkeeper?

AspectBookkeeping AssistantBookkeeper
CredentialsHigh school diploma; some roles may require basic accounting coursesHigh school diploma; often some accounting certification or experience
Work EnvironmentOffice setting, supporting accounting teamsOffice or remote, managing financial records directly
ResponsibilitiesData entry, invoice processing, basic record keepingMaintaining ledgers, reconciling accounts, preparing financial reports

The main difference is that a Bookkeeping Assistant typically performs supportive, entry-level tasks under supervision, while a Bookkeeper handles more comprehensive financial record management independently. Both roles require similar credentials and are found in similar work environments, but the Bookkeeper has more responsibility and autonomy.

Are bookkeeping assistants in demand in 2026?

Bookkeeping assistants are expected to remain in demand through 2026 due to ongoing needs for financial record-keeping in various industries. Their skills in accounting software and attention to detail are valuable as businesses continue to rely on accurate financial management and compliance. However, automation and accounting software advancements may influence the level of demand over time.

What do bookkeeping assistants get paid per hour?

Bookkeeping assistants typically earn between $15 and $25 per hour, depending on experience, location, and the complexity of tasks. Entry-level positions may start lower, while experienced assistants with certifications or specialized skills can earn higher wages.

What are the most commonly searched types of Bookkeeping jobs in Chicago, IL?

The most popular types of Bookkeeping jobs in Chicago, IL are:

What are popular job titles related to Bookkeeping Assistant jobs in Chicago, IL?

For Bookkeeping Assistant jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Bookkeeping Assistant jobs in Chicago, IL look for?

The top searched job categories for Bookkeeping Assistant jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Bookkeeping Assistant jobs?

Cities near Chicago, IL with the most Bookkeeping Assistant job openings:

Bookkeeping Assistant jobs near you
Infographic showing various Bookkeeping Assistant job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 76% Full Time, 20% Part Time, 1% Temporary, and 2% Contract. Highlights an 96% Physical, 2% Hybrid, and 2% Remote job distribution, with an average salary of $47,162 per year, or $22.7 per hour.

Payroll and Bookkeeping Assistant

Homewood-Flossmoor High School District 233

Flossmoor, IL

$27.85/hr

Full-time

Medical, Dental, Vision, Life, Retirement

Posted 13 days ago

Job description

POSITION SUMMARY:ย  ย ย This person will assume primary responsibility for tasks supporting payroll and timesheet processing, benefits administration and varied reconciliations, analysis and reporting. This responsibility will include benefits and pension familiarity and enrollment; set up of new hires / new positions in the payroll system, including proper deduction maintenance; and reconciliation of benefit and payroll deduction. This person must work well in collaboration as many duties will intersect with others' duties.ย 

REPSONSIBILITIES: This person will assume primary responsibility for tasks supporting payroll and timesheet processing, benefits administration and varied reconciliations, analysis and reporting. This responsibility will include benefits and pension familiarity and enrollment; set up of new hires / new positions in the payroll system, including proper deduction maintenance; and reconciliation of benefit and payroll deduction. This person must work well in collaboration as many duties will intersect with others' duties. This role will require cross-training and support of all clerical positions in the Business Office.ย 

Duties include (but are not limited to) are as follows:ย 

  • Enroll employees (& dependents) into their elected benefits with the respective providers.
  • Manage benefit-related payroll deductions & reconcile to enrollments and premium invoices.
  • Responsible for timesheet analysis, including inputs and corrections as warranted
  • Distribute payroll source documents as appropriate for grant accounting and journal entries.
  • Primary contact for benefit related inquiries.
  • Report workers' compensation injuries and proactively following claims.
  • Verification of timesheet data & approvals.
  • Learn all aspects of the primary Payroll position, supporting that role as needed.
  • Support the Campus Store during seasonal high-volume time and during cashier absences.
  • Maintain up-to-dated payroll-related files.
  • Pension-related analysis, reconciliation and reporting.
  • Other duties as assigned.

QUALIFICATIONS:

  • Detail-orientation and accuracy are essential in this position.
  • Must be flexible in adapting to frequent day-to-day and process interruptions.
  • Customer service skills are essential in dealing with both internal/external persons.
  • Experience in payroll processing and/or bookkeeping are required.
  • School business office experience is preferred.
  • Hands on experience with Tyler Technologies Infinite Visions Accounting Modules is beneficial.
  • Must be comfortable with technology and have strong spreadsheet skills.

WORK CALENDAR:ย  ย ย 12-month work calendar

ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย 7:30 a.m.- 4:00 p.m. (Monday-Friday)

SALARY: ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย  $27.85/hour

BENEFITS:ย ย ย ย ย ย ย ย ย ย ย ย ย ย ย  Eligible for the District's comprehensive benefits package, including health, dental, vision, life insurance, and retirement benefits as ย  ย  ย  ย  ย  ย  ย  ย  ย  ย  ย  ย  ย  ย  ย  ย  ย  ย  ย  ย  ย  ย  ย  ย  applicable

SUPERVISORS:ย ย ย ย ย  ย  ย  ย Toriano Horton, CSBP

Lisa Caposey, Business Office Manager



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