Tax Associate Jobs in Chicago, IL
Tax Associate jobs in Chicago are concentrated in the Loop, River North, and Streeterville, driven by demand from public accounting firms, corporate tax departments, and financial services companies. Employers hiring right now include H&R Block, CohnReznick, and Grant Thornton. Find a role that fits below and apply directly.
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Position Title: Real Estate Tax Assessment Associate Attorney
Practice Area: Real Estate Tax Law
Job Type: Full-Time
Location: Chicago, IL / Hybrid
Reports To: Practice Group Leader/Senior Partner
About the Firm
Our Real Estate Tax Group is a leading boutique law firm recognized for delivering exceptional legal services in real estate tax. Our practice encompasses a broad range of real estate, including residential, condominium, apartment, retail/commercial, industrial and specialty properties. We cultivate a collaborative, high-performance environment where associates work directly with institutional clients, real estate developers, and senior partners.
Position Overview
We are seeking a talented and motivated Associate Real Estate Tax Attorney to join our growing Real Estate Tax Practice Group. The ideal candidate will handle a dynamic workload spanning commercial property tax assessment appeals at the local Assessor’s Office, the Board of Review, and appearances in front of administrative agencies.
Key Responsibilities
- Property Tax Assessment Appeals: Manage administrative appeals from initiation to resolution before local tax assessors, county boards of review, and state tax appeal agencies.
- Tax Objection Litigation: Prepare and litigate tax objection cases in state trial courts, including drafting complaints, motions, legal briefs, and discovery requests.
- Valuation & Financial Analysis: Review real property assessment notices, evaluate commercial appraisal reports, and analyze property income/expense statements to evaluate tax reduction opportunities.
- Transactional Tax Support: Assist in drafting tax clauses for purchase and sale agreements (PSAs), and lease agreements.
- Government & Client Negotiation: Represent clients in settlement negotiations with county, municipal, and state taxing authorities.
- Legal Research & Writing: Perform complex legal research on state tax statutes, local municipal codes, and emerging case law.
Required Qualifications
- Juris Doctor (J.D.) from an accredited law school with strong academic credentials.
- Bar Admission: Active member of good standing with the Illinois State Bar (or eligible for immediate admission on motion).
- Skills: Excellent legal writing, analytical, and oral advocacy skills, with demonstrated proficiency in interpreting financial statements and property valuation models.
Compensation & Benefits
- Salary: Salary commensurate with experience.
- Bonuses: Annual performance bonus eligible.
- Benefits Package:
o Comprehensive health and dental insurance
o 401(k) retirement plan with matching contributions
o Generous paid time off (PTO) and parental leave
o Bar association dues coverage and Continuing Legal Education (CLE) budget
How to Apply
Interested candidates should submit the following materials to skickels@fieldandgoldberg.com with the subject line "Real Estate Tax Associate Application - Your Name”:
1. Current Resume / CV
2. Cover Letter highlighting real estate tax or tax appeal experience
3. Writing Sample (e.g., legal brief, memorandum, or substantive administrative pleading)
Field and Goldberg, LLC is an Equal Opportunity Employer
Pay: $60,000.00 - $100,000.00 per year
Benefits:
- 401(k)
- 401(k) matching
- Dental insurance
- Flexible schedule
- Health insurance
- Health savings account
- Life insurance
- Paid time off
- Parental leave
Work Location: Hybrid remote in Chicago, IL
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Who's Hiring
- H&R Block32

- CohnReznick32

- Grant Thornton32

- Tropicana Brands32

- Field and Goldberg32F
Tax Associate Jobs in Chicago: Frequently Asked Questions
How do I get a tax associate job in Chicago?
Target the Loop and River North, where public accounting firms and corporate headquarters cluster most heavily. Chicago's large financial services sector, including insurance companies and asset managers headquartered downtown, also hire tax associates consistently. Candidates with CPA exam progress, experience in federal and Illinois tax compliance, and exposure to multi-state returns stand out most in this market. Networking through Chicago-area accounting chapters also opens doors.
Which companies hire tax associates in Chicago?
Companies currently hiring tax associates in Chicago include H&R Block, CohnReznick, and Grant Thornton, per current listings on Migrate Mate as of November 2026. Chicago's mix of Big Four offices, regional firms, and Fortune 500 corporate tax departments creates consistent demand across both public accounting and industry roles.
Are there remote tax associate jobs in Chicago?
Yes, though tax associate roles lean more on-site than fully remote because they often involve client interaction, document review, and team collaboration. About 100% of tax associate openings tied to Chicago are remote or hybrid as of November 2026, with hybrid arrangements being more common than fully remote. Tax research, return preparation, and compliance analysis are the functions most likely to carry remote flexibility in Chicago.
How can I get a tax associate job in Chicago with little or no experience?
Internships at Chicago-based regional accounting firms or the Big Four offices downtown are the most direct entry path, and many convert to full-time offers. Entry-level roles at mid-size Chicago firms that handle small business and individual returns build practical experience quickly. Lateral moves from bookkeeping or accounting associate roles within Chicago's hospitality, real estate, or nonprofit sectors can also bridge into tax work, especially with CPA exam progress underway.
See All 192+ Tax Associate Jobs in Chicago
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