Everything Chicagoans Must Do This Week, June 19-25

Updated on 6/16/2017 at 6:34 PM

From a rock-paper-scissors tourney at a brewery to a music festival in office buildings to a sleepover 94 floors above the city, the next seven days are packed with events in honor of the first day of summer. There’s also a smorgasbord of cool new eats to sample -- and we haven’t even gotten into what’s in store for the weekend yet. Here’s your calendar of everything to do in Chicago this week.

Mingle with the Next Zuckerberg During Techweek Chicago

Listen to thought leaders in the tech space, mingle with entrepreneurs and innovators, drink beer on the MillerCoors office rooftop, and play VR pong as the Second City plays host to Silicon Valley.

RPM Italian

Dine like you’re in Naples at RPM Italian
RPM Italian
RPM Italian’s June 19 Naples Food + Wine Dinner is a six-course upscale pizza party and feast of dishes infused with Amalfi Coast seafood like clams, shrimp, mussels, and swordfish, plus a selection of authentic Neapolitan pizzas for $75.

Have Some Laughs at Best Night Ever

See free live stand-up comedy in one of the coolest venues in Wrigleyville. Will it be the best night ever? Probably not, but this weekly Pabst-sponsored showcase is a pretty damn fun Monday, with $3 beers and seven comics on the bill.

Play Rock-Paper-Scissors at Do-Good-a-Palooza

Support local youth development group BUILD with this Tuesday night fundraiser at the Lagunitas brewery, featuring live music, games, food, raffles, and, yes, a rock-paper-scissors tournament.

Go on a Taco Tuesday Adventure

This weekly taco night starts innocently enough with $2 tacos then escalates quickly with $3 tequila shots, $4 Tecate tallboys, and $5 margaritas. It ends with you not feeling so hot at work Wednesday.

Sink/Swim

Get your summer seafood fix at Sink|Swim
Sink|Swim
Swink|Swim recently announced a new summer menu, featuring firecracker shrimp, blackened catfish, lake salad with fried oysters, and a Cheddar Bay roll with Cheddar butter.

Enjoy the Vibes of Air

Electronic music doesn’t have to be loud and obnoxious -- it can also be beautiful, as this show by French electronic duo Air will clearly demonstrate.

Recite Your Favorite Caddyshack Lines in the Park

Seeing Caddyshack for free in Millennium Park as part of the city’s Movies in the Park series -- what better way to spend a warm evening outside?

See Live Music in Churches and Office Buildings

The Make Music Chicago festival takes over the city for the first day of summer with 150 shows at 60-plus nontraditional spaces around town, from parks and churches to office buildings and art galleries.

Rhyme Or Reason

Cure your hangover with donut bread pudding
Rhyme or Reason
Hangovers are the worst, which is why Rhyme or Reason has unveiled this special. In collaboration with Nudedudefood, the Better than Sex is a hearty slice of donut bread pudding topped with pecan crumble, caramel, and whipped cream.

Join a Slumber Party 94 Floors Above the City

Spend the night at the 360 Chicago Observation Deck to see the sun set on the last day of spring and rise on the first day of summer, with the 94th floor blocked off for a weeknight slumber party featuring Revolution beer, Lou Malnati’s pizza, and Garrett’s popcorn.

Break Out Your Finest Hawaiian Shirt for Toastin’ Boats

This start of boat party season takes place on the Summer of George with this tropical-themed river cruise featuring live music, Hawaiian fare, and tropical drinks.

Ride Your Hog to a Massive Biker Fest

At Motoblot 2017, the street outside Cobra Lounge is transformed into a full-fledged biker party with live bands, a pig roast, burlesque, bikini car wash, pin-up contest, movies, and a “hot rod street show.”

BomboBar

Down a gelato sandwich at BomboBar
BomboBar
The cozy outdoor space of Bar Siena is the perfect place to kick back with new summer treats like the Hot Off the Presses Gelato Sandwich, a hot-pressed Italian donut surrounded by house-made vanilla gelato dipped in caramel and topped with Fruity Pebble Crunch.

Party With Porn Stars at Exxxotica

Appearances by adult film stars like Briana Banks and Tera Patrick, seminars about virtual reality sex, burlesque performances, and afterparties at local strip clubs are just some of the events taking place at this annual convention.

Rock Out on a the Shore at Mamby on the Beach

One of the coolest music fests of the year is also one of the most underrated, with acts ranging from MGMT and Cut Copy to Flying Lotus and Thundercat performing at this blissful South Side beach.

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Jay Gentile is a Thrillist contributor who’s ready to dominate the rock paper scissors tourney (or look foolish trying). Follow him @innerviewmag