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Your Guide to Chicago in November 2025

Posted on November 3, 2025
Emily Mack

Emily Mack

The Bean

Honestly, I think the Bean is an autumn. (Aaron M. Sprecher/Getty Images)

November is a special time in Chicago. The air gets bitingly crisp. Family and friends come home to visit. We take in all the special moments we can before winter cometh. Here’s how to make the most of your final fall month, plus stories to keep an eye on.

Be a Good Neighbor

Neighbors make this city. It’s not just a cute slogan — that’s what we believe at City Cast Chicago. With the potential lapse of federal food benefits and continued immigration raids, being a neighbor is more important now than ever.

If you spot ICE, blow the whistle. Literally. And report your sighting to the Illinois Coalition for Immigrant and Refugee Rights’ 24-hour hotline: 1-855-435-7693. You can also:

  • Join a rapid response network
  • Donate to funds for vendor relief and grocery runs
  • Volunteer with mutual aids
  • Spend money locally at Hispanic-owned businesses
There are so many ways to get involved 📋

Meanwhile, almost 2 million Illinoisans were set to lose federal food assistance, aka SNAP, due to the government shutdown. Then Friday, a federal judge ordered the Trump administration to use emergency funds. Until we know for sure how this will shake out in the courts, you can:

👀 Stay tuned for a deep dive on hunger relief efforts.

Last-Minute Fall Trips

Spooky season is over, but there’s still time to enjoy fall weather in the Midwest.

Eat, Drink, Be Merry — Give Thanks

This year, I’m thankful for old friends. I’ll see them soon enough with Thanksgiving around the corner. (Some call it Drinksgiving — or Black Out Wednesday — but we don’t condone overdoing it at City Cast Chicago.) We’ll bounce between dive bars and post up for cozy Friendsgiving dinners, and I’ll feel full knowing the gang’s all here. Even running into exes has a certain charm over the holidays …

My November tip is to make the effort and see those folks in town. Thanksgiving can be a homecoming, even if you live here.

Let us know what you’re thankful for at chicago@citycast.fm.

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