Chicago Bookkeeping Co.Flat-rate books for Cook County (312) 779-6758
Cook County small business

Straight books.
$99 a month. Flat.

Full-service bookkeeping and monthly payroll for Chicago small businesses — one flat price, no cleanup fees, no hourly meter. No nonsense, which is roughly how this city likes it.

  • Monthly bookkeeping & reconciliations
  • Monthly payroll for up to 10 employees
  • Records ready for Illinois entity filings
  • Tax-ready books, all year long
See what's included →

Serving Chicago & Cook County, IL — remote-first, no office visit required.

Proudly serving Chicago & Cook County

From Logan Square, Wicker Park, Pilsen, West Loop, and across the county.

One Flat RateFast TurnaroundSmall-Business FocusedAudit-Ready Records
What's included

Everything your books need — nothing you pay extra for

Monthly Bookkeeping

Every transaction categorized and your books closed on a clean monthly cycle.

Bank & Card Reconciliation

We match every line so your numbers are accurate down to the penny.

Simple Monthly Reports

Plain-English P&L and balance sheet so you always know where you stand.

Payroll Included

Payroll for up to 10 employees, paid monthly — built into your flat rate at no extra charge.

Catch-Up Cleanup

Behind a few months — or a few years? We get you current and keep you there.

Real Email Support

A direct line to your bookkeeper. Ask anything, get a straight answer.

How it works

Four steps and you're out of the spreadsheets

1
Connect Securely

Link your bank, cards, and accounting software in minutes — read-only and encrypted.

2
We Do the Books

We categorize, reconcile, and run payroll so nothing slips through the cracks.

3
See Your Numbers

Every month you get clean reports you can take to a lender or a landlord.

4
Stay Filing-Ready

Your books stay ready for state and city filings all year — no year-end scramble.

Built for Chicago

More filings than most cities ask for

Illinois adds obligations at the entity level, and Chicago layers on taxes a business one suburb over never has to think about. None of it is unmanageable — but all of it assumes your records are already in order. We keep them that way month by month, so nothing has to be reconstructed under a deadline.

Restaurants, Bars & Taverns Contractors & Building Trades Freight, Trucking & Logistics Salons & Barbershops Neighborhood Retail Fitness & Wellness Studios Light Manufacturing & Trades Consultants & Professional Services
Shaun Neal, founder of Chicago Bookkeeping Co.
Meet your bookkeeper

Shaun Neal Founder

Hi, I'm Shaun Neal. For more than 30 years I've built and led the financial systems behind fintech companies, banks, and payment platforms — work where every number has to reconcile and every record has to stand up to an auditor.

My career has centered on regulated finance: payments, fraud controls, and compliance programs spanning PCI and FFIEC audits and KYC, BSA, and AML workflows. I know exactly what clean, defensible books look like — and how to build them without the enterprise price tag.

Now I bring that same discipline to small businesses across Cook County, working fully remotely so a tavern in Logan Square and a freight outfit near Midway get the same accurate, audit-ready books and clear monthly reporting — at a price that actually makes sense.

Simple pricing. No surprises.
$99/mo

Full-service bookkeeping and payroll for up to 10 employees (paid monthly) — all included, no extra charge.

Full-service monthly bookkeeping Bank & credit card reconciliation Monthly payroll for up to 10 employees Simple monthly financial reports Direct email support from your bookkeeper One 30-minute review call each month Catch-up bookkeeping included
Year-end federal & state income tax filing: $199/year per entity — a separate annual add-on, stated honestly.
FAQs

Straight answers

Is it really $99 a month — flat?

Yes. Full-service monthly bookkeeping and payroll for up to 10 employees are included for one flat $99/month. No add-ons, no cleanup surcharges, no surprises.

Is payroll actually included?

It is. Payroll for up to 10 employees, paid monthly, is built into your $99/month at no extra charge — no separate payroll bill.

Chicago has its own taxes on top of the state. Does that matter?

It does. Between Illinois entity-level obligations and a set of city-specific taxes, a Chicago business can face filings a business one suburb over never sees. We keep the books reconciled and coded so whoever files has clean numbers to work from.

Do you file my taxes too?

We keep your books filing-ready all year. Year-end federal and state income tax filing is a separate annual add-on at $199/year per entity, stated honestly up front.

Do I need QuickBooks or special software?

No. If you already use QuickBooks we'll work in it, but you don't have to buy or learn anything — we meet you where you are.

My books are a mess. Can you help?

That's exactly who we're built for. Catch-up cleanup is included with your monthly plan — we'll get you current and keep you there.

Do you actually work with Chicago businesses?

Yes — we serve small businesses across Cook County fully remotely, from Logan Square and Wicker Park to Pilsen, the West Loop, Hyde Park, Andersonville, and Evanston.

Ready to get the books off your plate?

Book a free consultation and see how simple flat-rate bookkeeping in Chicago can be.

(312) 779-6758