For Accredited Investors · State Guide

1031 Exchange in Illinois: A Plain-English Investor Guide.

A 1031 exchange in Illinois follows the federal Section 1031 framework: 45 days to identify, 180 days to close, Qualified Intermediary required. Illinois conforms to federal 1031 and imposes a flat state income tax rate of 4.95%, which means the state-level deferral benefit is real but smaller than in states with double-digit rates. The bigger Illinois-specific considerations are the Cook County property tax structure and the deep Chicago-area investment market.

Last updated: June 2026 · For Illinois-resident accredited investors

The Basics

The federal rules in 60 seconds.

A 1031 exchange lets you sell investment real estate and reinvest the proceeds into like-kind replacement property while deferring federal capital gains tax. Two firm deadlines apply: Day 45 to identify replacement property in writing to your Qualified Intermediary, and Day 180 to close on it.

Your sale proceeds must go to the QI, not to you. Taking constructive receipt blows up the exchange. For the complete federal framework, see our 1031 Exchange Guide.

Illinois Tax

Illinois’s tax interaction with Federal 1031.

Illinois imposes a flat 4.95% state personal income tax. Capital gains are taxed as ordinary income at this rate, on top of federal capital gains tax. Illinois conforms to federal Section 1031, so a 1031 exchange that defers federal tax also defers Illinois state tax on the gain.

Illinois does not have a state-level clawback or annual reporting requirement comparable to California’s Form FTB 3840. Once a 1031 is executed properly under federal rules, Illinois respects the deferral without additional state filings.

Practical implication. Cook County and the surrounding Chicago metro have one of the most complex property tax assessment systems in the country. Property tax on the replacement property is reset at acquisition and reassessed on a triennial cycle in Cook County (or shorter cycles in the collar counties). Underwrite property tax based on the post-acquisition assessment, not the seller’s historical bill.

Illinois also imposes a real estate transfer tax of $0.50 per $500 at the state level, plus county and (in Chicago) municipal transfer taxes. The City of Chicago real property transfer tax is currently $5.25 per $500 of value (with buyer and seller portions split). These are transfer taxes, not income taxes, and apply at closing regardless of 1031 treatment.

Qualified Intermediary

Qualified Intermediary notes for Illinois investors.

Illinois does not impose a state-specific QI licensing regime. National QIs serving the broader market are available to Illinois investors. The standard diligence questions apply:

  1. Where are my funds held: a segregated escrow account, or commingled with other client funds?
  2. What is your bonding and insurance coverage, and what is your audit history?
  3. How do you coordinate with Cook County title companies and the city of Chicago’s transfer tax stamp requirements?

A QI with established Chicago title and closing relationships moves faster through the recording process. For exchanges in the collar counties or downstate Illinois, confirm the QI is familiar with the county-specific recorder of deeds offices.

Common Questions

Common questions from Illinois investors.

I sold a Chicago multifamily. Can I 1031 into a DST holding Tennessee industrial property?
Yes, federally. Illinois respects the federal deferral; no Illinois-specific clawback applies once the 1031 is properly structured.
Does the Chicago real property transfer tax apply to a 1031?
Yes. The transfer tax is a closing cost, not an income tax. A 1031 defers income tax on the gain; the Chicago transfer tax applies at the closing of the relinquished and replacement properties as usual.
I am an Illinois resident who owns a Wisconsin rental. Can I 1031 it?
Yes, federally. Wisconsin will look at the Wisconsin-source gain. As an Illinois resident, you generally credit Wisconsin tax against Illinois tax under the reciprocal arrangement; coordinate with your CPA on the multi-state filing.
How is the Cook County property tax handled on a replacement property?
Property tax follows the property and resets at acquisition. The replacement property is reassessed at its acquisition value on the next reassessment cycle (triennial in Cook). The historical tax of the seller does not transfer.
Are DSTs available to Illinois investors?
Yes. DST availability is governed by federal Regulation D and the accredited investor definition; Illinois residency does not impose additional requirements.
Replacement Property

Where Illinois investors find replacement property.

Illinois investors often 1031 within the Chicago metro (multifamily, industrial, medical office) and into the collar counties (Lake, DuPage, Will, Kane). Out-of-state replacement is common in Indiana (adjacent market with lower property tax), Tennessee, North Carolina, Texas, and Florida: Sunbelt destinations with stronger demographic tailwinds and lower property tax burdens.

DSTs holding institutional-grade Sunbelt property are a common replacement vehicle for Illinois investors who want passive ownership and complete diversification away from Cook County property tax exposure within the 45-day identification window.

For more on how DSTs work as 1031 replacement property, see our DSTs Explained guide. For evaluating the sponsor of any DST you consider, including the framework we apply to our own offerings, see our Sponsor Evaluation Framework.

Ready When You Are

Talk to a specialist.

If you have sold Illinois investment property in the past 45 days, or you are planning a sale in the next 12 months, talk to a registered representative who understands the federal Section 1031 framework and how Cook County property tax dynamics shape replacement decisions.

Important Disclosures

This page is educational and is not tax, legal, or investment advice. Always consult your own CPA, tax attorney, and qualified financial professional before pursuing a 1031 exchange. My 1031 Options is an educational resource published by Medalist Diversified, Inc. (NASDAQ: MDRR). This site is not an offer to sell or a solicitation of an offer to buy any security. Securities are offered only by means of a Private Placement Memorandum to accredited investors as defined in Rule 501 of Regulation D. All investments involve risk, including the possible loss of principal. Real estate investments are subject to market risk, illiquidity risk, interest rate risk, and other risks specific to real estate.