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New Buyers Drive Pricing Reset In Chicago Office Market Shake Up

A fresh wave of buyers is altering Chicago’s commercial real estate market, driving deals and renovations that have fueled a surprising surge in leasing.

Allwork.Space News TeambyAllwork.Space News Team
October 9, 2025
in News
Reading Time: 2 mins read
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New Buyers Drive Pricing Reset In Chicago Office Market Shake Up

Tenant diversity has increased, with financial services, law firms, and manufacturing firms active, while tech companies remain slower to expand office space.

A surge of new buyers targeting Chicago office buildings is impacting property values and boosting leasing activity, despite vacancy rates remaining near historic highs. Lower prices on quality assets, along with distressed sales and maturing loans, are attracting first-time owners who are renovating older spaces and using creative financing to secure tenants, according to BisNow.

Many of these buyers are family offices and small investment groups able to move quickly, accelerating market shifts. Notable recent transactions include the $27.9 million sale of 2 N. Riverside Plaza and the $5.1 million purchase of 500 N. Michigan Ave., both signaling increased investor interest.

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Chicago’s office vacancy hit a record 24.5% in Q3, slightly up from the previous quarter. While vacancy isn’t expected to rise sharply, a significant drop remains unlikely without more tenant growth or new leasing activity. 

Some smaller buildings may exit the market through conversions, but broad improvement depends on attracting new or expanding tenants.

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Leasing remains steady, with about 614 office leases of 1,000 square feet or more signed so far this year. Financial services firms dominate large leasing deals, often moving to upgraded spaces while consolidating footprint. Major leases include Bain & Co.’s 173,000-square-foot move in the Central Loop and Wolverine’s 83,000-square-foot sublease in the West Loop.

The number of large tenants seeking 25,000 square feet or more is consistent with the last decade’s average, though total space demand is slightly below historical levels. Tenant diversity has increased, with financial services, law firms, and manufacturing firms active, while tech companies remain slower to expand office space.

Overall, the market is stabilizing and trending toward pre-pandemic normalcy. Experts expect continued momentum into next year, fueled by ongoing property sales that open up more upgraded spaces for tenants, encouraging further leasing and tenant upgrades.

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Source: BisNow
Tags: BusinessCRENorth America
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Allwork.Space News Team

Allwork.Space News Team

The Allwork.Space News Team is a collective of experienced journalists, editors, and industry analysts dedicated to covering the ever-evolving world of work. We’re committed to delivering trusted, independent reporting on the topics that matter most to professionals navigating today’s changing workplace — including remote work, flexible offices, coworking, workplace wellness, sustainability, commercial real estate, technology, and more.

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