Everything Fun You Can Do in Chicago This Weekend

Van Gogh yoga? Yes, that’s a thing.

There’s reasons to be hopeful, Chicago, with live music returning to the stage at several venues around town (including Carol’s!) plus live comedy, 4/20 specials, and the opening of a massive new art installation in the West Loop. You can also do yoga with Van Gogh and paint with Drake, which you obviously should do. Here’s everything fun you can do in Chicago this weekend.

Take in a show at a newly-reopened music venue

Friday, April 16 - Sunday, April 18
Various locations
It’s finally time to rekindle your love for live music by hitting up one of the city’s many back-in-business music venues, including City WineryCarol’sMartyrs’, and FitzGerald’s. It’s been a long year—time to get your rock on.
Cost: Ticket prices vary. 

Celebrate the High Holiday of 4/20 early at Dispensary 33

Friday, April 16 - Tuesday, April 20
Dispensary 33
Chicago’s very first weed dispensary is offering a slate of 4/20 specials this weekend including product discounts, in-store giveaways, and a new Waldo’s Forever video game that transforms the store’s annual 4/20 street festival into a virtual weed wonderland.
Cost: No cover; Product prices vary.

Help eradicate poverty at the 30th Anniversary Cara Gala

Friday, April 16
Hosted by the Alumni of Cara, this event marks 30 years of helping fight poverty with an evening of live-streamed entertainment plus raffles and a VIP wine tasting experience available for pick-up.
Cost: Free to attend; Optional add-ons start at $25.

Chop it up with Em Brown at Hey Nonny

Friday, April 16
Hey Nonny
Join South Side native Em Brown as he returns to the stage for a live comedy set at Arlington Heights venue Hey Nonny. As mentioned, it’s been a long year—time to get your laugh on.
Cost: Tickets start at $20.

Gear up for Halloween at a drive-in screening of Friday the 13th

Friday, April 16
Halloween is only six months away, so get an early jump on the action with a late-night drive-in screening of horror classic Friday the 13th. As if the past year hasn’t been scary enough.
Cost: Tickets run $33 per car.



Weekend plans change fast, so grab a drink that’s ready when you are. Tanqueray’s Crafted Gin Cocktails come ready to drink and are the perfect addition to any occasion. Made with real Tanqueray gin and natural flavors, they deliver premium, bar-quality cocktails whenever you want. Grab a can and enjoy.

Soak up some art (and cocktails) at the Artopia immersive art experience

Saturday, April 17
Morgan Manufacturing
Check out futuristic light installations, colorful street murals, and interactive video projections created by artists from across the city inside a massive 32,000-square-foot West Loop venue—complete with a handy on-site bar—this Saturday at Artopia Lounge.
Cost: $40-$70

Make like Picasso while listening to Drake at Promontory’s Paint-N-Drake

Saturday, April 17
This event is exactly what it sounds like: Painting while drinking and listening to Drake. Tickets include one cocktail and art supplies. Stick around afterwards for a live DJ set from Fresh Da Juice as part of Promontory’s newly revived Jordans N’ Joggers series—sure beats watching paint dry.
Cost: Tickets run $40 for Paint-N-Drake; $30 gets you a table reservation for Jordans N’ Joggers.

Admire Moneygun’s new look at its Saturday reopening

Saturday, April 17
One of Chicago’s most beloved cocktail bars reopens Saturday following a recent expansion into sister restaurant St. Lou’s Assembly, bringing in a much-needed additional 1,000 feet of space. Stop by for, as they say, “classic cocktails and no bullshit.”
Cost: No cover; Menu prices vary. 

Get to know future superstars at IMPACT Performance Festival

Saturday, April 17 - Sunday, April 18
Check out works by School of the Art Institute of Chicago students at this virtual art and performance festival. Both the live broadcast and watch party are on the house.
Cost: Free.

Change up your workout routine at Gogh with Lifeway Immersive Yoga

Sunday, April 18
Lighthouse ArtSpace
As part of the ongoing and ever-popular Immersive Van Gogh exhibit, this special event throws yoga into the mix with a 35-minute morning session followed by 45 minutes to explore the exhibit on your own. Sounds better than sweating it out in front of YouTube.
Cost: Tickets run $55

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Jay Gentile is an award-winning freelance journalist specializing in travel, food & drink, culture, events and entertainment stories. In addition to Thrillist, you can find his work in The Washington Post, The Guardian, CNN Travel, Chicago Tribune, Lonely Planet, VICE, Outside Magazine and more. Follow @thejaygentile.
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