Chicago weather may be warm right now, but our calendar is still hotter than a CTA platform in July. Let’s skip small talk and dive straight into the good stuff: chaos, culture, and things you don’t want to miss.

Wrigleyville’s Halloween Crawl is back and it’s unhinged in all the right ways. Think: drink deals, DJs, dance floors, and enough fake blood to flood the Red Line. Costumes mandatory, dignity optional, and we're giving away free tickets!*

JUST ANNOUNCED

• Raphael Saadiq brings his timeless voice and signature soul to The Chicago Theatre on October 8th. From Tony! Toni! Toné! classics to solo hits, his live show blends history, groove, and pure artistry. Get tickets now.*

• Iliza Shlesinger hits The Chicago Theatre on October 10th with fearless comedy, sharp punchlines, and nonstop laughs. Enter today for your chance to win two tickets and experience this unforgettable stand-up show.

• DoMORE hooks you up with the best things in your city—and pays you to share them. If you’re the friend who plans it all or the local legend everyone knows, we want you.*

• Doja Cat just extended her “Tour Ma Vie World” and yes, Chicago made the cut. Expect surreal visuals, razor-sharp bars, and a concert that will leave you wanting more. Tickets go on sale next week.

• Plus other just announced shows from Teddy Swims, Jonas Brothers, Disney On Ice, AJR, Third Eye Blind, Sublime, All Time Low, Afrojack, Cake, Camilo, and more!

BEST VINTAGE SHOPS IN CHICAGO

You can thrift anywhere, but Chicago’s vintage game is built different. Our guide maps out the spots where you’ll score ’90s tees, cowboy boots, and maybe your next personality.

THIS WEEK AND NEXT

Overpriced car insurance quotes? In THIS economy?

Do you LOVE overpaying for things? If so, you might be some kind of WEIRDO! If not, take control of insurance costs with Insurify. Compare quotes to find the perfect coverage for your needs while saving money through exclusive rates and discounts… unless you have, like, a thing for overpaying. No judgement. Compare Quotes from $29.*

FEATURED SPOTLIGHT

LOCALS ONLY

• PSA: Chicago museums are free more often than you think. From our Botanic Garden to MSI, this list maps out every freebie day so you can flex your culture game without your wallet crying.

• Big win for the home team: Smyth just cracked North America’s 50 Best Restaurants.

• Algorithms lie. Do312 doesn’t. Follow your favorite artists and get the real “they’re playing tonight” heads-up. Stop crying over missed gigs, start bragging about catching them first. What are you waiting for?

• Whether you’re rooting on the Chicago Bears, running up points in the arcade, or your Fantasy Football championship is a, well, fantasy, feel like a winner every game day at D&B. Food specials, massive TVs, and your crew rolling deep. See you there.*

FEATURED

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It feels impossible to escape Malört at the moment.