Triple whammy for Chicago home affordability

Dec 1, 2025, 12:00 PM•crainalerts

December 1, 2025

A MESSAGE FROM WINTRUST

2026 brings new risks — and new opportunities — for middle market firms.

Discover how a different approach can drive better results amid shifting tariffs, tax laws and labor trends.

Read the full outlook now.

1. A triple whammy hits home affordability in Chicago

Subscribe today to explore top features like 40 Under 40 & Best Places to Work.

2. NU's ex-football coach Pat Fitzgerald to land at Michigan State

3. The country’s oldest brewing school is leaving Chicago. Here's why that matters.

Presented by JLL

From prestige to purpose: How Chicago law firms are redefining the modern workplace

4. A single glitch, global chaos: CME outage spotlights data-center risk

5. UChicago trims budget deficit by $128 million

Presented by Illinois Hotel & Lodging Association

Inside Chicago’s hotel career pipeline: Big opportunities await

6. Vacant Bronzeville mansion once planned as a Black history museum gets a rescuer

7. Chicago’s school board was close to picking a new CEO. Now it’s ‘recalibrating.’

8. A letter from the publisher: Journalism built for solutions

9. Tale of two housing markets: Crain's Daily Gist podcast

10. Three MBA programs dominate Chicago's business leadership scene

UNLOCK YOUR ACCESS

Discover the latest insights, analysis & opinion needed to navigate Chicago's complex business landscape.

VIEW OUR SUBSCRIPTION OFFERS

This email was sent to -
Manage my email preferences | Contact us

Latest Emails from crainalerts

crainalerts

7:00 PM (Today)

Illinois moves to reject excessive insurance hikes

Catch up on today's top stories. ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌

Read full newsletter →

crainalerts

6:00 PM (Today)

Orland Park rental home property sold for $102 million

͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏

Read full newsletter →

crainalerts

5:44 PM (Today)

Mayor floats tax break for Bulls, Hawks development project

Read full newsletter →

crainalerts

3:01 PM (Today)

Northwestern gets $25M to create more tech spinouts

Read full newsletter →

crainalerts

11:00 AM (Today)

Amazon picks a fight with Costco, Walmart

Here are this morning's top stories. ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌ ͏ ‌