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Design Lovers’ Chicago Guide

We’re in Chicago this weekend for a little Clouz Houz work retreat—equal parts business and fun. It has been such a good excuse to spend time with the team, get re-inspired, and soak up the city! We packed the weekend with showroom visits, design-y boutiques, vintage stops, and—of course—some really great meals in between.

There’s something about seeing a city through the lens of design that makes it hit differently. You start noticing details in the architecture, the way spaces are styled, even how a restaurant is lit or how the textures layer in a room. This trip has already given us many ideas, and I wanted to share some of our favorite spots while they’re fresh.

If you’re planning a trip (or just love peeking into what others are doing on theirs), here’s our Chicago guide through the eyes of a design lover.

Iconic red and gold vertical “Chicago” theater sign lit up at dusk, framed by historic and modern high-rise buildings downtown.


The Business of Design

We started Monday morning at The Merchandise Mart—one of the biggest design hubs in the country. To be honest, I was slightly underwhelmed. It’s always a little sad to see how many showrooms have scaled back over the years. That said, the building itself is still such a moment—4 million square feet of history and inspiration. You can’t help but feel a little in awe.

Going into this trip, I had a few specific client projects in mind that we needed to source for—and we definitely delivered in that category. We spent the morning pulling fabric samples, browsing wallpaper books, testing out hardware, and getting a feel for rugs and materials that simply don’t translate the same online. Even with the shift toward digital, I’ll always believe the best design decisions happen when you can touch, feel, and see things in person. It just clicks.

For lunch, The Mart actually has a ton of vendors for food — think food court style. But, we ate at Marshall’s Landing and got a spot right by the windows to watch everyone walking along the Riverwalk.

A playful collage of three polaroid-style snapshots from a design-focused trip to Chicago: (1) A close-up of floral fabric swatches with a silver bracelet-adorned hand in view; (2) A centered shot of the iconic Merchandise Mart building against a clear blue sky, situated along the riverfront; (3) A candid of a woman browsing fabric or wallpaper samples in a design showroom, surrounded by texture-rich swatches and materials.

A few of our other favorite design stops:

Dial M For Modern – This shop is a dream for anyone who loves a moody, mid-century moment. Clean lines, rich tones, sculptural shapes … everything felt intentional and a little bit edgy in the best way.

Patina Collection – I had visited this charming European-inspired boutique about a year ago when we first moved Emma in, and it’s just as good now. It’s the kind of place that blends timeless pieces with modern living—think antique ceramics next to streamlined lighting. So many things that I’m eyeing here that I hope we can use in our #SoSusieHeadquarters project!

A charming open kitchen hutch displaying a curated collection of dishes and serveware. Black-and-white floral china is mixed with vibrant green plates and simple white platters. Below, cake stands and bowls are styled on a countertop skirted with a gathered floral fabric. To the right, a column of four framed botanical prints adds a vintage touch, while a blue gingham armchair peeks into the frame.

South Loop Loft – One word: obsessed. If you love the hunt, this spot is a goldmine. Vintage furniture, one-of-a-kind finds, and even a curated collection of designer jewelry, bags, and sunglasses (yes, you read that right). I could’ve spent hours here, and it’s officially on my list for sourcing those extra special project pieces.

A collage of polaroid-style snapshots from a vintage furniture and design showroom: (1) A brown tufted sectional in a cozy room with wall sconces, (2) a modern yellow lamp in front of an abstract red and white painting, (3) a low rust-colored sectional with a draped white coffee table, (4) woven chairs under a rustic mirror on a stone wall, (5) a moody black-walled corner with hanging paper lights and eclectic decor, (6) a brass and leather accent chair, (7) hanging sculptural light fixtures, (8) stacked leather and chrome dining chairs next to a terracotta pot, and (9) the storefront exterior with black trim and large windows.

Warehouse 55 – A bit off the beaten path but worth the trip. It’s one of those places where you might dig through a pile and find the piece. Always a fun stop for vintage furniture and eclectic decor.

Primitive Home – This one totally blew us away. We walked in with no expectations and ended up exploring five full floors of carefully restored vintage furniture, handmade objects, and collected pieces from around the world. It felt more like a gallery than a shop, and each level was its own experience. We even had the chance to chat with the owner, who shared so many stories behind the pieces. You could tell—this was more than just retail, it was a philosophy.

A trio of images from an eclectic art-filled gallery and showroom: (1) A cozy seating area with a tufted leather sofa, beaded chandelier, and bold abstract portrait above the couch, styled with colorful books, vases, and sculptural decor on the coffee table. (2) A close-up of a minimal corner featuring a Japanese-style tiger painting, a white tufted bench, and a small sculptural figure. (3) A bright gallery room with a dramatic glass skylight and Persian-style pink rug, featuring moody landscape paintings and photography hung on neutral walls.

The Chicago Architecture Tour

Okay, so full transparency—we didn’t have time to squeeze this in on this trip. But I’ve done it before with our family and I can’t recommend it enough.

This isn’t your average sightseeing tour. Even if you think you’re not “into” architecture (or you’re worried the kids will be bored), it’s actually super engaging. I still remember some of the facts they shared about the city’s history and buildings—things I genuinely think about to this day when I’m walking through downtown.

Plus, it’s just a great way to get out on the water and see Chicago from a whole new perspective. You cover a lot of ground (well, river), and it’s equal parts relaxing and inspiring. Bonus: there’s a bar onboard if you want to sip something while you soak it all in. Make it a moment!

Close-up of a textured natural fiber rug with an intricate geometric pattern in soft tan tones. A woman stands partially in frame wearing wide-leg olive trousers and cream woven flats, holding a dark woven handbag. A lucite coffee table sits atop the rug, creating a modern contrast to the earthy textures below.


Shoppable Moments

The shopping was half research, half treat. Here were a few favorites:

  • The Real Real: Designer resale goldmine. We found some fun vintage accessories and almost pulled the trigger on a vintage Gucci tray. Still thinking about it actually. 😒
  • Alice + Olivia: For that mix of wearable fashion + beautiful retail interiors.
  • Nordstrom: This is one of the biggest locations in the country, and we absolutely could have spent hours there perusing all the pretty designer pieces. Now I’m obsessing over some Tom Ford sunglasses that I didn’t know I needed.
  • On: I needed a better pair of walking shoes and we popped into this store, which is their flagship location. I fell in love with these and am so glad I bought them. The bright colors are perfect for spring… and maybe they will actually inspire me to workout more!

We also stopped at the Green City Farmers Market on Saturday morning for a different kind of inspiration—baked goods, florals, local produce, and tons of great food vendors! Such a fun activity. We turned it into a lake walk and it was the perfect way to start the day. We cut through the Farm-in-the-Zoo (a little petting zoo right across from Lincoln Park), which had the best skyline views ever!


Where We Ate (And Why You Should Too)

Obviously, we had to kick off our work retreat at a designer’s favorite spot—3 Arts Club Cafe (Restoration Hardware). The atmosphere is next level, and the views at night? Stunning. It’s one of those places that makes you want to redecorate everything when you get home.

A carousel of five elegant moments from a design-focused weekend in Chicago: (1) A grand chandelier inside a glass-ceilinged atrium filled with greenery, (2) A woman in a striped dress and scarf admiring the view from a sunlit indoor seating nook, (3) A window scene with swatch books and soft natural light highlighting a historic rooftop, (4) A neutral-toned living room with sculptural wall art and moody lighting, and (5) A fine dining restaurant with chandeliers, wine glasses, and arched ceilings surrounded by wine storage.

Le Colonial is a place I personally request every time I’m back in the city. The ambiance is immaculate—it genuinely feels like you’ve been transported somewhere else. 10/10 recommend for dinner, lunch, or even just a drink and dessert. Pro tip: if there’s a long wait or your reservation is later in the evening, head to Gibsons a couple blocks away and grab a dirty martini at the bar. Great energy and even better people watching.

 

Le Colonial in Chicago for martinis an dessert!

 

For Mother’s Day brunch, the girls were so sweet to celebrate me on Sunday. We went to La Grande Boucherie—I’d been before for dinner, but the brunch might take the cake. French-inspired with amazing flavor combos. Highly recommend. I got the crab spaghetti with caviar and it was so indulgent- perfect special treat.

A trio of photos from the Bouchon bistro in Chicago: (1) A charming oyster bar with dark wood paneling, globe pendant lights, a stained glass lamp, and hanging copper pots, (2) A table set with French dishes including fresh pasta, fries, and rosé wine on branded Bouchon plates, and (3) The grand bar area featuring elegant detailing, black columns, glassware, and greenery styled on overhead shelving.

Another spot that I love for brunch is The Bellevue. They have great outdoor seating that’s perfect for a sunny day. Order “The Bellevue,” its the perfect light and refreshing martini!

If you’re looking for a more casual spot that still delivers on food, Cafe Ba-Ba-Reeba is one of my go-tos. Tapas-style, super fun atmosphere, and the sangria lineup is so good. The vibe is family style, so they recommend 2-3 dishes per person but I will say the paella could serve a village and was so flavorful!

Cindy’s Rooftop, located in the Chicago Athletic Association building, is a cute spot to get some drinks while taking in the views of the bean and the lake! Sushi San is another good spot if you are looking to sit at their bar and a get a couple of drinks!

 

Chicago skyline shot from Cindy's Rooftop with a glass of champagne in hand

 

Other little lunch/snack stops included Goddess and the Grocer, Joe & the Juice, and Small Cheval, The Smith for a pick-me-up mid-shopping. One night we Door Dashed Portillo’s so Kaylei could experience her first Chicago dog — and it didn’t disappoint. 


A Walk Through the City

Saturday was a full walking day. We did the Mag Mile, strolled the lakefront, and popped into Starbucks Reserve and Ralph Lauren Coffee Bar along the way. There’s something about seeing a city on foot that helps you absorb its energy.

Three photos from a visit to Ralph Lauren Chicago: (1) A table at Ralph's Coffee with coffee drinks, a pastry, and a cup of ice cream next to a white rose arrangement; (2) A staircase gallery wall filled with vintage paintings in ornate frames inside the Ralph Lauren store; (3) The exterior display window featuring a Ralph Lauren bear dressed as a barista with striped curtains and floral decor.

We didn’t make it to the Art Institute this time, but it’s definitely bookmarked for next visit.


Until Next Time, Chicago

This little retreat was just what we needed. A fresh perspective, a handful of new sources, and plenty of ideas we can’t wait to bring home to our clients. The best kind of work trip—equal parts discovery, design, and letting the city inspire you in ways you didn’t expect.


Need a little more direction?

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