Should You Rent or Buy in Chicago?

Wed May 06 2026 at 05:30 pm to 07:00 pm UTC-05:00

637 S Dearborn St | Chicago

Chicago Real Estate & Finance Collective
Publisher/HostChicago Real Estate & Finance Collective
Should You Rent or Buy in Chicago?
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Chicago's housing market doesn't wait. Get actionable information on renting vs. buying from three industry experts.
About this Event

Renting and wondering if it's finally time to buy? Or thinking about buying but not sure you're actually ready?

You're not alone - and you deserve a straight answer.

On Wednesday, May 6th, three Chicago industry experts are coming together for a no-nonsense, 90-minute masterclass designed to help you cut through the noise and make the housing decision that's right for *your* situation, right now.

This event is designed for Chicago professionals who are seriously weighing the rent-or-buy decision and want practical, expert guidance - not a sales pitch and not a generic online article.

If you're asking yourself any of the following questions, this session is for you:

  • "I've been renting for years - am I falling behind?"
  • "I want to buy but I'm not sure I can actually afford it."
  • "I don't understand how mortgages work and I'm embarrassed to ask."
  • "Is now even a good time to buy in Chicago?"

Together, we'll cover:

  • The current state of the Chicago market
  • The biggest myths about selling vs. buying
  • How to negotiate with landlords (and why it's important)
  • The four biggest things you need to consider from a financial standpoint
  • What mortgage lenders are actually looking for

We'll close with an open Q&A session - so bring your questions!



Speakers:
  • Sherry Watkins, Real Estate Broker @ Baird & Warner
  • Jessica Geijer, Loan Officer @ Citywide Home Mortgage
  • Laura Allen, Financial Coach @ Next Chapter Design
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Event Venue & Nearby Stays

637 S Dearborn St, 637 South Dearborn Street, Chicago, United States

Tickets

USD 17.85

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