7 Cool (and Cheap) Things to Do on a Weekday in Chicago

Weekday activities are perfect to help you break up the week and spice up your daily routine. Whether you are exploring the city solo or looking for fun things to do with a large group of people, this guide will ensure that you have something cool and cheap to do every day of the week.

Check out the guide of cool(and cheap) things to do during the weekday in Chicago.


Take free Stepping Lessons

Grab your heels for a free after-work steppers workout with eta Creative Arts Foundation. Brush up on your stepping skills or just dance the evening away with two live DJs every first Tuesday of the month. Doors open at 5:30 p.m. with a free Steppers classes from 6 p.m. – 7 p.m. Be sure to check out the website at for safety protocols before registering.

When: Every first Tuesday of the month

Where: eta Creative Arts Foundation

Listen to soulful house music

Listen to soulful house music every Thursday at Miki’s Park in the River North neighborhood of Chicago. Chicago House music legend Wayne Williams will kick things off at 10 p.m. playing the best in Amapiano, Soulful House, Afro House, and Chicago House. The kitchen will also be open late at this popular Korean restaurant and bar downtown.

When: Every Thursday

Where: Miki’s Park

Win big at Tuesday Night Bingo

Join ERIS Brewery and Cider House every second Tuesday of the month for a free Bingo Night. The charming brewery and cider house will offer one complimentary bingo card—additional cards will be available for $2 a piece. You must be 21 or older to participate in this event.

When: Every second Tuesday of the month

Where: ERIS Brewery and Cider House

Take a public Tour of Soldier Field

Experience both the historical and modern-day journey of Soldier Field. The Classic Tour of the stadium, dedicated to the men and women of the armed services and home of the Chicago Bears, includes the South Courtyard, Doughboy Statue, Field, Visitor’s Locker Room, Skyline Suite, and Colonnades. If you want to elevate your experience, The VIP Tour includes all Classic Tour stops as well as a 15-minute on-field experience and a look inside the stadium video control room. Check out the magic of one of the second-oldest stadiums and a venue, well known for hosting world-class and exclusive events.

When: Every Thursdays

Where: Soldier Field

Grab a drink after work during happy hour

Enjoy cheap drinks and great food deals at various bars and restaurants across the city during the weekday. Whether you’re working remote or in the office, you can save a few dollars with happy hour deals in Chicago.

When: Monday – Friday

Where: Location Varies

Create something unique at a Spray paint workshop

Learn the ins and outs of working with spray paint and stencils from a local Chicago Muralist at Studio W.I.P. A private instructor will help you every step of the way as you unleash your inner street artist on your own canvas. Whether alone, with a friend, or with the whole family, get ready to create your very own painted mural at the BYOB optional experience.

When: Every Wednesday – Friday

Where: Studio W.I.P. at The Chicago Kedzie Plaza

Enjoy low-cost laughs at a late night comedy show

Chicago’s Best Standup Comedy is back better than ever at The Laugh Factory. The biggest names and local comedians will deliver something for every taste and style of comedy each week in Lakeview. Grab cheap tickets to the late-night comedy show and enjoy the best standup comedy lineup in the city.

When: Every Friday

Where: Laugh Factory


What is your favorite way to spend a weekday? Be sure to share it in the comments below!


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