Everything You Need to Do in Chicago This Weekend, Memorial Day Edition

Updated On 05/24/2017 at 05:27PM EST Updated On 05/24/2017 at 05:27PM EST
Buona | Buona
Thursday - Monday
May 25-29
Various locations
One of the biggest weekends in the gay community features dance parties, a leather market, cocktail socials, panels on kink, and a superhero fetish meet-up.
May 26
It’s wrestling in a brewery. That’s really all you should need to know. But in case you want more info, the BaderBrawl is held at South Loop’s Baderbrau, and the wrestlers from Freelance and UnderGround have names like The Super Tough Dudes, Superiority Complex, and Thunder Rose. Expect plenty of comedy, high-flying stunts, and, of course, beer.
Friday - Sunday
May 26-28
18th and Ashland
Chefs compete to see who can cook up the finest mole dishes at this Pilsen open-air market, which also features local food vendors and crafters, live music, and lucha libre wrestling.
May 27
Buona declared May 27 “National Italian Beef Day,” which means free beef sandwiches at its Harwood Heights location for those in line before 11am, plus a beef-eating contest where the winner gets a $500 catered party. Buona’s other locations will have $3-5 meals all day, too.
Saturday - Sunday
May 27-28
Sheffield between Belmont and Roscoe
This famous street party unofficially kicks off summer festival season with two days of live bands, DJs, drag queen shows, cosplay, and karaoke, in addition to plenty of food, booze, and crafts.
Saturday - Sunday
May 27-28
Dovetail Brewery
Dovetail celebrates its first anniversary by blocking off the street in front of its North Center brewery with live bands, food trucks, games, and picnic tables, with kegs flowing at both Dovetail and nearby Begyle Brewery, which is celebrating the second anniversary of its taproom.
Frontier Chicago
Frontier Chicago
May 28
What’s Memorial Day without a cookout? Get your smoked-meats fix in Frontier’s beer garden at this all-day BBQ with all-you-can-eat brats, sausages, and burgers for $19. Yes, there will be beer.
May 28
Replay Lincoln Park
As the name suggests, it’s just like foosball, only with humans holding onto long sticks and playing soccer on a small field. First prize gets $500, divided into $300 in cash and a $200 bar tab, while the runners up and the “spirit award” winner each get $250 tabs. With $20 craft beer buckets, $3 Rolling Rocks, and $3 shots, and a bunch of people kicking balls at each other in a tight space, what could go wrong?
May 28
Randolph Street Market
It’s a mimosa-fueled VIP garden party with delicious breakfasts, live jazz, and a silent auction in honor of the 20th anniversary of the private dining club Chicago Gourmets.
May 29
Phyllis’ Musical Inn
Chicago’s craziest marching band performs a free show in Phyllis’ beer garden that also features tarot card readings, astrological consultations, and a market selling clothing, art, props, scientific instruments, and other “oddities.”


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