Let’s take a trip down memory lane. Chicago is known for its deep dish, its skyline, and, of course, its rich shopping history. But before the internet turned shopping into a click-and-ship process, hitting the stores meant something special. Over the years, many beloved shops have closed their doors, leaving behind nostalgia and fond memories of what once was.
Today, we’re going to explore some of these iconic spots that once dotted Chicago’s streets, and give a shoutout to Tops and Bottoms, a local store that made waves in the streetwear scene. Let’s get started!
1- The Rise and Fall of Scenes and Act 1 Bookstore
If you were part of the theater scene in Chicago, you remember Scenes and Act 1 . It was more than a bookstore. It was a hub for aspiring actors, directors, and theater lovers. Nestled just south of Belmont on Clark and also at Lincoln Avenue, this store wasn’t just about finding obscure playscripts. It was a place where people gathered to network, share opportunities, and talk shop. In today’s world, a coffee shop and bookshop combo sounds like the ultimate millennial paradise, but back then, it was a lifeline for those wanting to break into the theater.
Though Amazon and online resources have taken over, the memory of these bookstores remains alive in the hearts of many Chicagoans. The Greenhouse Theater Center has even revived some of that community spirit with a modest selection of used and donated plays in its lobby. While it’s not the same, it’s a nod to the past that helps keep that connection alive.
2- The Beercades: A Nostalgic Twist on Dennis’ Place For Games
Another unforgettable gem was Dennis’ Place For Games. It was the place to be if you were a gaming enthusiast during the ‘80s and early ‘90s. Both the Lakeview and Rogers Park locations were gritty, edgy, and pure arcade bliss. Forget the polished family-friendly arcades of today—this was the real deal.
The rise of beercades in Chicago like Emporium Arcade Bar and Logan Arcade has breathed new life into the gaming culture. It’s not quite the same, but sipping on a cold craft beer while playing vintage games offers a new twist on that retro arcade vibe.
3- Marshall Field’s: A Chicago Legacy
What can be said about Marshall Field’s that hasn’t already been expressed in sighs of nostalgia? This iconic department store was a cornerstone of downtown Chicago shopping. Its elaborate holiday windows, classy interior, and dedication to customer service made it a must-visit for generations of Chicagoans. When it was taken over by Macy’s, a bit of Chicago’s soul went with it. Sure, Macy’s still operates in that hallowed space, but it’s like comparing a classic Cadillac to a rental car—one has history, the other is just there to get the job done.
4- Uncle Fun: When Whimsy Ruled the Streets
For over 25 years, Uncle Fun was the go-to place for anyone looking to add a little fun to their day. Whether you needed a whoopee cushion or a Chinese finger trap, this Lakeview store had your back. It wasn’t just a place for gags and pranks; it was a quirky treasure trove of oddities, collectibles, and novelty items. It even boasted a customer list that included celebrities like Michael Jackson and Pee-Wee Herman. Although Uncle Fun has closed, its playful spirit can still be found in Enjoy, An Urban General Store in Lincoln Square.
5- Tops and Bottoms: Chicago’s Streetwear Pioneer
While we reminisce about the stores that have closed, we can’t forget the importance of Tops and Bottoms, which continues to leave a mark on Chicago’s streetwear scene. Founded in 1987, Tops and Bottoms became a go-to destination for affordable streetwear, offering everything from apparel to accessories from top brands like Nike, Adidas, and Jordan. But what truly made Tops and Bottoms legendary in streetwear scene was its exclusive collaboration with Breyers Hats, and their legendary Buck 50 Hats.
Tops and Bottoms played a crucial role in putting the Buck 50 Hat on the map, and their Westside store was the first-ever seller of these exclusive pieces. Over time, Breyers Hats gained traction outside of Chicago, becoming a staple in hip-hop culture and worn by celebrities like Iman Shumpert. Even though Tops and Bottoms has since moved to different locations, they still keep the legacy of the Buck 50 alive in their stores and online.
6- Wax Trax!: The New Wave Revolution
If you wanted to stay ahead of the curve in alternative music, Wax Trax! was your spot. From 1978 to 1996, Wax Trax! wasn’t just a store; it was a movement. Specializing in industrial, punk, and new wave, the shop helped launch the careers of bands like Ministry and Front 242. Its influence went beyond Chicago, turning it into a nationwide hub for cutting-edge music lovers.
Though Wax Trax! eventually closed, its legacy lives on. The building where it once stood now houses a cosmetic dental office, but nearby, stores like Permanent Records continue the tradition of supporting local bands and independent music by pressing vinyl releases. Wax Trax! was more than just a store—it was a cultural landmark.
7- Tower Records: Where Music Came to Life
For those who lived for the sound of vinyl, Tower Records was the place to be. Located in Lincoln Park, this record store was more than just shelves of CDs, vinyl, and VHS tapes. It was a destination for music lovers. Remember when music had a physical form and you could walk into a store and actually hold it in your hands? That’s the world Tower Records celebrated. You could find everything from mainstream hits to obscure albums that no one else carried. And occasionally, a live band might even play in-store, transforming your shopping experience into a mini-concert.
Sadly, the rise of digital music and online streaming led to Tower’s decline. In its place now stands a Mariano’s, where food has replaced records. But for those who experienced it, Tower Records was the heartbeat of Chicago’s music scene.
Chicago’s Shopping Legacy
From the record-filled shelves of Tower Records to the new wave grooves at Wax Trax!, these stores were more than just places to buy things—they were cultural hubs that shaped the identity of Chicago. Whether you were a theater geek finding your next audition piece, a gamer chasing high scores at Dennis’ Place, or someone with a love for quirky novelties at Uncle Fun, Chicago had something for everyone.
The next time you find yourself wandering the streets of Chicago, take a moment to think of the stores that helped shape the city’s identity. And if you’re looking for something that connects the past to the present, consider grabbing a Buck 50 Hat from Tops and Bottoms—because while trends may come and go, Chicago style is forever.