What's ahead for commercial real estate

Jan 5, 2026, 12:02 PM•crainalerts

January 5, 2026

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. Storylines to watch in commercial real estate this year

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2. Midway slips as O'Hare soars, but Southwest plans a rebound

3. Federal policy reshaped health care in 2025. Brace for more in 2026.

4. Trump's Venezuela move sparks sharp divide among area pols

5. McCormick & Schmick's closes in the Loop

6. 10 things to watch in Chicago business in 2026

7. The Ozempic era is forcing a rethink of menus and portions

8. Lee Enterprises stabilizes with Hoffmann-led $50M investment, leadership change

9. Big aviation news to watch this year, including O'Hare's revamp: Crain's Daily Gist podcast

10. There's a cultural revolution underway in Chicago's steakhouse scene

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