Top 10 Chicago Fashion Bloggers: Bringing Bold Style to the Windy City
Fashion Feature

Top 10 Chicago Fashion Bloggers: Bringing Bold Style to the Windy City

Chicago is the third biggest city in the United States, and it's also one of the most exciting, with a great food and nightlife scene, amazing museums, and successful sports teams. Whether you've lived in Chicago your whole life, or have moved there from another city, it always feels like Chi-town residents have a shared sense of pride and love for their community. With so much going on, it's no surprise that Chicago attracts people with a great sense of style. There are so many incredible style bloggers based in Chicago who are helping the city grow. Here are our top 10 fashion bloggers based in Chicago. 

Jennifer Shoop

Blog: The Fashion Magpie

Instagram: @thefashionmagpie

Jennifer describes her blog as a 'literary lifestyle and fashion blog', and the care and attention to detail she puts into every post really stands out. Her fashion picks are sophisticated but accessible, and she writes engaging and thoughtful posts about style and beauty, home decor, lifestyle, and her favorite reads. She also does in-depth features on inspiring and successful women. Outside of her blog, Jennifer runs a start-up company with her husband in Chicago, and has written about her experiences juggling work and family while finding creativity. 

Our Favorite Look

This cozy chic look is totally effortless, with fun colors to add some energy and liveliness to the look. Jennifer's slouchy purple sweater has a loose knit, which makes it appropriate for transitional seasons. Light-wash denim has a retro-cool vibe, but a green and leopard print handbag add a touch of whimsy. Jennifer's oversized tortoiseshell sunglasses complete the effortless vibe. 

Joanna Hui

Blog: Grace in Style

Instagram: @joannamhui

Joanna's style is sweet and will bring a smile to your face, with pastel colors and sweet prints. On her blog and Instagram, Joanna is always spreading positivity that will brighten up a bad day. She's a pediatrician by day, and she is also a passionate musician. In addition to sharing her daily outfits and favorite pieces on her blog, she also shares a deeper dive into her life on her stories, including her favorite recipes, travel guides, and more. 

Our Favorite Look

Here, Joanna rocks a sparkling midi skirt that's reminiscent of a mermaid's tail. It's the perfect way to make a typical night out look a little more exciting and unique. Joanna pairs it with a light pink sleeveless blouse that's summer appropriate but still demure. Sweet purple pumps continue the sweet yet whimsical theme, and bold earrings make the look even more fashion-forward. 

Jodi & Molly

Blog: Mod Circus

Instagram: @modcircus

Jodi and Molly are two friends that share a love of fashion, and in particular, taking retro styles and modernizing them for today's trends. They met in a college art class, and over the years, have developed a strong bond based on their love of great style. During the day, Molly works as a graphic designer, and Jodi works as a director of communications for a non-profit company. In addition to sharing their outfits, they also love sharing recipes, tips for entertaining, beauty tips, and more. 

Our Favorite Look

One of the best things about Jodi and Molly's blog is that they'll each give you their own takes on major fashion trends, so you'll get multiple ideas for how to style a trend piece. Here, Jodi and Molly show you how to style an oversized straw hat. Jodi pairs hers with a tie-waist maxi dress, which combines a retro silhouette with a modern print for a unique look. Molly opts for a short black dress with a cutout and oversized shoulders, which add some interest to an otherwise classic dress. Both wear flat sandals that are summer appropriate and easy to walk in. 


Blog: Cait's Cozy Corner

Instagram: @caitscozycorner

Cait is a mom of two living in Chicago and documenting life's cozy, happy moments. Originally from Chicago, she has traveled around Europe and lived in Georgia before moving back to her hometown. She loves shopping and coffee, and her style is fun, accessible, and relatable for anyone. She documents her favorite moments with her family, fun DIYs and recipes, favorite beauty and homeware items, and of course, her fashion essentials. 

Our Favorite Look

Here, Cait shows you how to dress up a typical cozy activewear look. She wears sleek leggings and a henley top as the base of the outfit, and the sleek fit of these pieces are both flattering and comfy. She dresses up the outfit with a printed zip-up vest and a pearl necklace, which makes the look more elegant. 


Blog: The Style Files

Instagram: @stylefilesvalerie

Valerie is a truly well-rounded Chicago blogger - she juggles life as a mom with part-time work in communications, all while blogging about style, wellness, and family life online. In her free time, she loves to run and take barre class, and she's also passionate about living a minimalist lifestyle. 

Our Favorite Look

Here, Valerie wears a sweet and sophisticated look for Easter Sunday with her family. Her red patterned dress has a sleek, flattering cut, with a defined waist and fitted skirt. This silhouette works well on many different body types. The long sleeves are ideal for a spring day, when temperatures might be fluctuating. Brown heeled sandals add some height and make the look a little dressier. Since these sandals have a chunky heel, they will be more stable and easy to walk in. 

Natalie Soul

Blog: Natalie Soul

Instagram: @nataliesoul_live

Natalie is originally from Russia and has brought her sweet and feminine sense of style to Chicago. On her blog and Instagram, she shares her outfits as well as a selection of beautifully composed photos from the many destinations she visits. Natalie is also very passionate about art, and enjoys painting and drawing as hobbies. 

Our Favorite Look

This sweet summer look is perfect for a day of exploring the city, like Natalie did here on a trip to California. A floral red dress serves as the base of the outfit, and it has a very sweet, feminine silhouette. Tying a chambray button down over the top of the dress makes it more relaxed for daytime, and also can add some warmth on a breezy day. White sneakers are a classic piece that pairs perfectly with this look, and layered necklaces add more sophistication. 

Jennifer Lane

Blog: Jennifer Lane

Instagram: @jenniferlane

Jennifer has long held a passion for style and great clothes, and shares her outfits on her eponymous blog. Her style combines romantic pieces, like full skirts and floaty blouses, with bright colors that will catch your attention. Jennifer now passes on her love of fashion to her daughter, Madeline, and shares their sweet moments together on her blog as well. 

Our Favorite Look

A cute suit is a fun alternative to a dress for a night out, and this short suit is perfect for a summer night out. The hot pink shorts and blazer look pulled together, but also show that you don't take yourself too seriously. Matching pink pumps elongate the legs, and a white lace camisole underneath lets the bright suit shine. A pink clutch bag works in keeping with the monochromatic theme. 


Blog: Lera Blogs

Instagram: @lerablogs

Originally from Kirov, Russia, Lera moved to Detroit before eventually ending up in her current hometown of Chicago. Her style is chic and minimalist, but with an edge that would fit in on any popular street style blog. Lera focuses on affordable outfits that anyone can recreate, regardless of their budget, which is refreshing in the fashion community. She's also passionate about perfume, and you will find her reviews of many popular scents on her blog. 

Our Favorite Look

After living in three different cities known for their cold climate, it's no surprise that Lera is excellent at putting together chic winter looks. Here, Lera spices up a typical winter outfit by mixing prints. Her sophisticated plaid coat is a classic piece that's perfect for keeping warm, and it goes well with a pair of printed jeans. The key is that the print on the jeans is smaller than the plaid, so it doesn't overpower it. Brown knee-high boots make the outfit a little more dressy, and a classic black tote bag is practical for all your essentials. A grey hat adds a little bit of attitude while ensuring that you stay as warm as possible. 

Britt LaThrece

Blog: Britt LaThrece

Instagram: @brittlathrece

Blogger Britt LaThrece uses her fashion blog as a way to express her creativity and promote acceptance and originality. She shows that creativity can be a form of self-care, and her passion comes through with her unique outfits and incredible taste in design. Britt takes a very holistic approach to wellness, and her posts are always a good reminder to take care of yourself and celebrate your uniqueness. She works in the advertising field, and in her free time, she enjoys barre class, great coffee, and finding new music. 

Our Favorite Look

Denim on denim is a tricky trend, but here, Britt makes it look totally effortless. The key is skinny jeans and a denim jacket in a matching shade, which naturally makes you look sleek and streamlined. A bold red bodysuit is the perfect complement to the light blue denim. Nude sandals add some height and make the look dressier, so you could transition it from daytime to nighttime. Bold hoop earrings and geometric cat-eye sunglasses are the perfect accessories for this killer street style look. 

Ceta Walters

Blog: Clark and Stone

Instagram: @clarkandstone

Ceta Walters knows how to put together a head-turning outfit - her style combines edgy street style trends with laid-back, bohemian flair. But her blog is so much more than that - she started it as a way to reclaim her sense of self after she felt like she had lost it as a mother. In fact, her blog is named after her two sons, Clark and Stone. She aims to show them that individuality is important, and that it's never too late to follow your dreams. In addition to sharing her outfits, she also loves to travel and shares her favorite spots in Chicago and at all of the destinations she visits. 

Our Favorite Look

With this look, Ceta looks like she stepped straight off the runway, but it also wouldn't look out of place in an office or for happy hour. Kick flares have been a big trend lately, and Ceta's frayed pair have a bit of effortless edginess. Her light blue blazer and white pumps add a fun mod touch to the look, perfect for London, where she was visiting. White sunglasses pair perfectly with the look, and a belt around the waist adds extra definition. 

Share this magazine post with your friends!