At some point, Halloween stopped being about candy and became a month-long marathon with dressing up and themed cocktails. And honestly? We support it. From drag brunches to haunted parades, the city’s full of ways to scare hot and party harder. Here’s your game plan.

What if you could enjoy bottomless brunch and serve final-girl realness at the same time? Enter to win tickets to this horror-themed drag brunch, where the queens slay harder than Freddy. Enter if you dare.*

JUST ANNOUNCED

• Raise a glass, Maple & Ash is celebrating a decade of unforgettable wines! Join them on October 25th for Taste the List, a curated tasting of award-winning bottles and rare gems. Be part of this milestone evening and enter to win free tickets.*

• Kindred the Family Soul brings smooth harmonies and heartfelt energy to Chicago. Feel the love live, we’re giving away 2 tickets to this soulful night. Enter now to win.*

• Grizzly Bear returns to The Salt Shed on November 9th with lush harmonies, layered soundscapes, and indie perfection. Experience their mesmerizing live show in one of Chicago’s most stunning venues. Enter to win tickets now.*

• The energy is wild, the paddles are fast, and yes, it’s pretty hardcore. Major League Table Tennis hits Chicago for week 4 of their national series, and it’s weirdly intense in the best way. Win a 4-pack of courtside tickets.*

• Plus other just announced shows from Katt Williams, Chris Lake, GZA, VNV Nation, Junglistic, Fly Anakin, Swearwords, Gladys Knight, The Last Dinner Party, and more!

DATE NIGHT IN CHICAGO

Do you play it safe with the usual go-to, or try to impress with something spicy and unhinged? Either way, date night in Chicago has range. If planning is stressing you out (or your last idea involved another brewery), we got you.

EVENTS TO LOOK OUT FOR

FEATURED CALENDAR

LOCALS ONLY

• We stopped by Woodie’s Flat to try their latest Malört wings. See our review + enter to win a Malört-themed giveaway.

• A pool. A projector. A crowd yelling at the screen. The Rocky Horror Picture Show comes to the Intercontinental this weekend. More here.

• This one’s for the makers. A day bringing together Chicago creators at Drip Collective. Plus, it’s free.

• Chicago will literally give you donuts, drinks, and free things just for surviving another year. Here's everywhere to milk your birthday for all it's worth.

FEATURED

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Buckle up! We’re only getting started.