Hit That Check-In Button at these Upcoming Events


Art on theMart (theMart)

Wednesday-Sunday, 15 minutes after sunset

Admire this public art display in the heart of Chicago as rotating art installations are projected on theMart. This limited-time exhibition showcases the works of multiple artists and is free to view.

Chicago Works: Jessica Campbell (Museum of Contemporary Art)


Check out the satirical drawings, comics, and textiles by local artist Jessica Campbell that highlights the plight of sexism in the 21st century. Influenced by an array of life experiences, Campbell uses humor and vulnerability in each piece.

Loop  (Navy Pier)

Thru May 12

Presented by Navy Pier, Loop is an interactive art installation that captures the essence of 13 childhood fairy tales through musical illumination.

Algorithm Nation or the Static Duo (The Second City)

Thru June 8

This hilarious comedy show takes you on a frenetic, ultra-current, fall-down funny ride that focuses its sights on hyper-violence, astrological love connections, being woke, pyramid schemes, Facebook soldiers, Black Twitter, morning TV and a whole lot more.

Comedians You Should Know (Timothy O’Tooles)

Every Wednesday

Fresh and original stand up comedy takes center stage at Timothy O’Tooles! Check out new, hilarious comedy from local performers each week over craft beers and upscale bar bites.

Bye Bye Liver: The Chicago Drinking Play (Stage 773)

Every Friday and Saturday

For 10 years, Bye Bye Liver has been a staple in the Chicago comedy scene, taking hilarious examples of nights out and turning them into a performance that will have you rolling.

Zoom Room (Navy Pier)

Thru April 21

Zoom Room is a multilevel race course that lets kids send toy cars hurtling through the curves, loops, dips, and crash sites at the Chicago Children’s Museum.

One of a Kind Show & Sale (Merchandise Mart)

April 26-28

The 4th annual Spring show returns to The Mart with more than 300 talented artists and makers from across North America. Enjoy a one-of-a-kind experience while browsing and shopping from a variety of categories of handmade work.

Lincoln Park Wine Festival (Jonquil Park)

May 17-19

Sample wines and bubbles from dozens of brands, and learn about food and wine pairings from brand ambassadors and sommeliers under the backdrop of live music and outdoor space.

Maxwell Street Market (Maxwell St. & Des Plaines St.)

Every Sunday

The Maxwell Street Market is a Chicago tradition of bargains and bargaining with an international flavor. The market offers an eclectic mix of merchandise and some of the most unique and delicious Mexican and Latin street food in Chicago.

Cruel Intentions: The 90s Musical (Broadway Playhouse)

April 2-14

Based on the French novel, Les Liasions Dangereuses, and the classic cult film starring Reese Witherspoon, Ryan Phillippe and Sarah Michelle Geller, Cruel Intentions: The ’90s Musical pulls you into the manipulative world of Manhattan’s most dangerous liaisons: Sebastian Valmont and Kathryn Merteuil.

Chicago (Cadillac Palace Theater)

May 7-12

Chicago, the Tony Award-winning, recordbreaking hit musical welcomes NFL Legend and Heisman Trophy winner Eddie George to the role of “Billy Flynn.”

Chicago! The Play, The Movies, The Musical…The Murders (Chicago Cultural Center)

Thru July 28

On display will be seldom-seen posters, photographs and original artifacts documenting the play’s evolution over the past nine decades.

Make sure to tag #ChicagoInsiders when you head to one of these events!

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