Weekend Seekers Guide: May 18th-21st

This weekend seeker’s guide encourages you to explore new neighborhoods. Make your way to the South Side for new store openings, and unique apparel finds or to the far North Side for holistic enlightenment and a good meal. With the warm weather on your side, there is simply no excuse not to seek out the city this weekend. 

Style Seeker:

Grand Opening of Dearborn Denim

Saturday |May 20th| 10 a.m – 7 p.m.

Dearborn Denim |1504 East 53rd St.| Free


Dearborn Denim & Apparel is embarking on a new venture this Saturday. The locally made brand and produced apparel company that focuses on the right fit, value, cost, and service is opening their first store in the South Side neighborhood of Hyde Park. The store will join the likes of Sir & Madame, The Silver Room, and Modern Cooperative as it joins the continuously growing shopping plaza. The opening will include other apparel and accessories by local designers such as Michael, Wesley White., Do denim differently by trying out a pair of jeans from this local company. Want to see how it’s made? Book a tour with the founder himself! Get the details on Dearborn Denim here.

Chicago Antiques + Art+ Design Show

Thursday-Sunday |May 18th-21st| time varies

Merchandise Mart |222 W. Merchandise Mart Plaza| $20-$500


 Make some room in your home, and an increase in your credit with this fabulous antiques show making its way to the Merchandise Mart this weekend. The Chicago Antique + Art+ Design Show will feature over 100 premier national and international exhibitors presenting fine antiques, decorative and fine arts reflecting all design periods from ancient to 20th century modern. If you are a true antique collector, art dealer, or fan of valuable historical things then this market is truly for you. Get your bidding paddles ready! Tickets are still available here.

Food Seeker:

Beauty and the Brews

Friday |May 19th| 6:00 p.m. – 9:00 p.m.

Sedgwick Shop|1612 N. Sedgwick St.| Free

Beauty and Brews are annual celebrations of women in craft beer. The event takes place this Friday in conjunction with Chicago Craft Beer Week. Meet women-owned or operated brewed beer owners as they take over 14 taps at the Sedgwick Stop. Check out this free event and a full list of other beer week events here.


Mac & Cheese Showdown presented by Time Out Chicago

Sunday |May 21st| 11:30 a.m. – 4:00 p.m.

Bridgeport Art Center |1200 W. 35th St.| $25


Taste your way through the best mac & cheese that Chicago has to offer! Time Out Chicago has challenged some of the city’s best restaurants to offer creative takes the classic mac n’ cheese. Two tickets get you a tasting from every mac& cheese restaurant and two complimentary beers from  Revolution Brewing and Forbidden Root. Get the full list of participating restaurants and tickets to this cheesy event here. Nothing better than a real showdown!

Good Seeker:

Stars of Tomorrow Youth Arts Festival

Saturday |May 20th| 11:00 a.m-6:00 p.m.

Intonation Music |4434 S. Lake Park Ave. Ste 110| Free


This Saturday, Intonation Music will host an all-day community arts extravaganza taking place at Kennicott Park in the Kenwood neighborhood. The stellar line-up of over 200 students includes Intonation’s 25+ youth pop/rock bands, Mariachi Tradicion Juvenil, Kaina x Burns Twins, Creation Footwork, Young Chicago Authors, and Congo Square Theater Company.  The fest will also feature a community dance party, and hands-on activities such as a Musical Petting Zoo, Punk Rock Hair Styling, a photo booth, guitar and a Master Mix Academy DJ station. Intonation Music offers partnerships with schools, park districts, and community organizations year-round classes make music accessible to children by providing them with instruments, instruction, mentorship, and the chance to perform on stages across the city.

Arts Seeker:

Chicago Home Theater Festival

May 14th-29th | time varies

Location varies | $15-$65


Take a step inside the home of someone from a different background, culture, and community this weekend. The Chicago Home Theater Festival (CHTF) continues now until May 29th. CHTF invites strangers into each other’s homes to share a communal meal, experience transformative art, and build intentional community across lines of difference. CHTF centers the leadership of women and femmes, artists of color, immigrants and refugees, LGBTQ folks, and artists with disabilities whose artistic practice disrupts injustice and paves cultural safe passages across our hyper-segregated city. This weekend enters into the homes of residents living in Humboldt Park, Rogers Park, and Hyde Park. Get your tickets to all or one of these awesome events here.


May Open Studio at Cornelia Arts Building

Friday |May 19th| 6:00 p.m. – 10:00 p.m.

Cornelia Arts Building |1800 W. Cornelia Ave.| Free


Head up to Ravenswood for the last open studio of the season, hosted by the Cornelia Arts Building. Enjoy two floors of various mediums of art from jewelry to sculpture, from over 40  local artists. Meet the artists in their studios for one-on-one conversations and insights into their pieces. Every inch of the building is sure to be covered with works by guests artists as well. This event is free and open to the public, make sure you come out and support!

What I’m Seeking:

Thursday I am kicking off a long weekend of events with a professional women’s panel hosted by the National Sales Network Chicago. Friday catch me at the Virgin Hotel for AMFM’s Jazz Series. Beforehand, I will probably stop the Gilt City Warehouse Sale. Perfect opportunity to amp up my summer wardrobe, now that I have a reason too. Hooray for the 80-degree weather! Saturday is a morning of organization and an evening of charity, as I cover the Agora Sneakerball benefiting Kicks for the City. Sunday, I plan on maxing out my day with relaxation and a home cooked meal, and maybe some other things in between! As always, see what I am seeking in the city by following me on @Instagram for my weekend stories and posts.

Have an event to about fashion, food, the arts, or community good? Give me the details! Fill out the contact form below, and I’ll be sure to include it in an upcoming Weekend Seeker’s Guide!


Share your thoughts! We would love to hear from you.

This site uses Akismet to reduce spam. Learn how your comment data is processed.