Bookkeeping Services in Chicago, IL, Built for Growing SMBs
Running a small or mid-sized business in Chicago means you can’t afford late reports, payroll errors, or messy sales tax filings. Orbit delivers cloud bookkeeping tailored to Chicago companies and nonprofits—on-time closes, clean reconciliations, and fixed monthly pricing so you can plan with confidence.
An Accounting Firm you can rely on!
0 %
Late Filings
$15,000+
Average Tax Savings Per Client
12+
Years of Experience
<6 hrs
Average Response Time
<10 days
Years of Experience
Meet the Founders

Sophie Dillon, CPA,CA
Co-founder
At Orbit, we’ve built a practice that’s grounded in clarity, care, and consistency. From onboarding to ongoing support, our focus is always on making accounting feel less like a burden and more like a growth tool. We’re here to simplify the process, not complicate it.

Malay Matalia
Co-founder
Orbit was born out of a simple idea: organizations should have access to timely, accurate books and clear, transparent pricing. As clients grow and expand globally, our job is to keep their finances grounded with smart systems and proactive support, every step of the way.
Quick Answers
Why Chicago companies switch to Orbit
Orbit vs others
Need |
Orbit |
Others |
Timely month-end | Close within ≤30 days, with KPIs and commentary | Variable; often slips to 45–60+ days |
Accuracy & audit-readiness | Full reconciliations, roll-forwards, sales tax workpapers, PBC pack | Basic GL entries; limited documentation |
Pricing model | Fixed monthly fees; no surprise hours | Hourly; scope creep and bill-shock |
Industry context | Sector-specific charts of accounts & KPIs | Generic bookkeeping, little domain nuance |
Advisory (light CFO) | Cash-flow forecasts, budget vs. actuals, KPI dashboards | Minimal analytics; bookkeeping only |
Portal & comms | Orbit Portal for uploads, approvals, request tracking | Email threads & spreadsheets |
Tooling | QBO/Xero + Dext/Hubdoc; Shopify/Stripe/Square/Jane integrations | Limited integrations or manual imports |
Payroll & remittances | Gusto/ADP setup + on-time payroll runs and filings (W-2/1099) | Manual processes, risk of penalties |
Year-end handoff | Tidy CPA package; we liaise with your tax accountant | Client manages back-and-forth |
Scalability | Packages that grow with you (add locations/programs) | Rebuilds needed as complexity increases |
Orbit vs Alternatives
How Orbit Accountants Works with Your Chicago Business
Step 01: Discovery call
We learn your model (revenue streams, programs/locations), current stack, and deadlines (sales tax, payroll, board cadence).
Step 02: Tailored proposal (fixed fee)
Clear scope and timelines—cleanup if needed, then monthly cadence.
Step 03: Welcome & kickoff
Orbit Portal access + checklist for prior-year trial balance, bank/credit statements, payroll files, and app connections.
Step 04: System setup & mapping
QuickBooks Online or Xero + Dext/Hubdoc. We connect Shopify/Stripe/Square/Jane/POS apps, map payroll GLs, sales tax codes, and bank feeds.
Step 05: Catch-up & cleanup (if needed)
We reconcile accounts, fix historical issues, rebuild your chart of accounts, and prepare accurate opening balances.
Step 06: Monthly close
Bank/credit card/loan reconciliations, A/R & A/P aging, payroll entries, accruals, and review—always on schedule.
Step 07: On-time reporting & insights
P&L, Balance Sheet, Cash Snapshot, plus KPIs (gross margin, cash runway, revenue by channel/program). Risks and opportunities flagged.
Step 08: Year-end & beyond
We assemble a clean year-end package and collaborate with your CPA for taxes. Need more? Add light CFO support for cash flow forecasts, budgets, and dashboards.
Industries we serve in Chicago
• Tech & SaaS E-commerce & retail
• Restaurants & cafés
• Wellness & clinics
• Mental health practices
• Professional services
• Real estate & property services
• Construction & trades
• Creative/marketing agencies
• Education & training
• Logistics & field services
• Fitness & studios
• Marketplaces & subscriptions
• Light manufacturing.
Orbit Accountants Client Journey: From Signup to Go Live
Packages & Pricing
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