08 Jun 25 TOP CHICAGO INFLUENCERS IN 2025
Chicago isn’t just deep-dish pizza, skyscrapers, and iconic jazz clubs—it’s also home to a powerhouse group of influencers shaping the way we dress, eat, travel, and tell stories online. From luxury fashion bloggers to viral TikTok comedians, the Windy City’s digital creators bring a bold, honest, and wildly creative energy to the social landscape. What sets Chicago influencers apart isn’t just their follower count—it’s the way they mix style with substance, community with culture, and glam with grit. Whether they’re spotlighting neighborhood gems, sharing mental health journeys, or creating content that breaks the internet (and sometimes the algorithm), these 25 voices represent the best of Midwest influence. Each one is a brand in their own right—and together, they make Chicago one of the most quietly dominant cities in the influencer world.
25 TOP CHICAGO INFLUENCERS IN 2025 (Quick View)
| # | Name | Followers | Industry |
|---|---|---|---|
| 1 | Gray Fagan | 5.5M | Fashion & Lifestyle |
| 2 | Rachel Chen | 3.3M | Luxury Travel & Lifestyle |
| 3 | Charlie Curtis-Beard | 1.7M | Music & Comedy |
| 4 | Frank Bergquist | 1.4M | Comedy |
| 5 | Farzaan Aleem | 1.2M | Culture & Food |
| 6 | Rob Scallon | 616K | Music |
| 7 | Sam Paige | 305K | Lifestyle & Travel |
| 8 | Whitney Buha | 343K | Lifestyle & Beauty |
| 9 | Renee DiNino | 249K | City & Food |
| 10 | Kat Abughazaleh | 243K | City Lifestyle |
| 11 | Once Upon a Dollhouse | 202K | Fashion & Travel |
| 12 | Shelbi Adams | 187K | Fashion & Home |
| 13 | Kaylee Jo | 187K | Chicago & Travel |
| 14 | Jenn Lake | 184K | Luxury Fashion |
| 15 | Megan Homme | 160K | Minimalist Style |
| 16 | Danielle Schrittenlocher | 161K | Content & Branding |
| 17 | Erica Giles | 100K | Fashion & Beauty |
| 18 | Helen Berkun | 86.9K | Photography & Fashion |
| 19 | Jessica Sturdy | 84K | Travel & Fashion |
| 20 | DJ Lady D | 82K | Music & Events |
| 21 | Miss Kitchen Goddess | 60K | Food & Recipes |
| 22 | Airam | 35K | Photography & Food |
| 23 | 312Food | 154K | Food |
| 24 | Average Fashion Blogger | 444K | TV & Entertainment |
| 25 | Shermann “Dilla” Thomas | 109K | Chicago History |
25 TOP CHICAGO INFLUENCERS IN 2025
TOP CHICAGO INFLUENCERS #1. Gray Fagan (@gray.fagan) – 5.5M followers
Gray Fagan is a fashion-forward creator whose minimalist-cool aesthetic has built him an audience of over 5.5 million. Based in Chicago, Gray’s content often blends oversized silhouettes, futuristic streetwear, and urban backdrops to create effortlessly iconic looks. He’s known for pairing edgy fashion with laid-back confidence, striking a balance that resonates with Gen Z’s love of authenticity. Gray’s feed feels like a moody fashion editorial—with textures, tones, and clean lines dominating his posts. Whether he’s collaborating with high-end fashion houses or indie streetwear brands, Gray brings runway-level vibes to the streets of Chicago.
@graysworldmost questionable algorithm♬ original sound – graysworld
TOP CHICAGO INFLUENCERS #2. Rachel Chen (@vintagedolls) – 3.3M followers
Rachel Chen is the luxe traveler behind @vintagedolls, where over 3.3 million followers escape into her dreamy, curated world. Her content captures opulent hotels, couture fashion, and perfectly framed vacation snaps that feel straight out of a Vogue spread. Rachel has turned travel and lifestyle into an art form, with storytelling captions that make every post feel like a personal postcard. Though she’s often globetrotting, her home base in Chicago gives her content a grounded sense of glamour. Her audience loves her for the escapism—but stays for her elegance and sincerity.
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TOP CHICAGO INFLUENCERS #3. Charlie Curtis-Beard (@charliecurtisbeard) – 1.7M followers
Charlie Curtis-Beard is a Chicago-based musician and creator whose charisma has helped him build a community of over 1.7 million fans. A skilled rapper with a flair for humor, Charlie creates TikToks and Reels that blend catchy freestyles with high-energy edits. His content often features spontaneous rap challenges, commentary on internet trends, and comedic skits—making him one of the most entertaining voices on TikTok. With his signature bucket hats and vibrant energy, he’s redefined what music marketing looks like in 2025. More than just a performer, Charlie brings joy, realness, and rhythm to every frame.
@charliecurtisbChi from the Chi (the official soundtrack for The Warehouse Phase) drops in ONE WEEK along with the show! Who’s excited?!♬ original sound – Charlie Curtis-Beard
TOP CHICAGO INFLUENCERS #4. Frank Bergquist (@frankbergquist) – 1.4M followers
Frank Bergquist has carved out a space for himself as one of Chicago’s most beloved humor creators, amassing over 1.4 million followers. His comedic timing, facial expressions, and ultra-relatable sketches have made him a favorite among both TikTok and Instagram audiences. Whether he’s parodying everyday situations or creating exaggerated alter egos, Frank brings levity to daily life. His content resonates especially with Midwest millennials who love a good laugh with a local twist. He’s not just funny—he’s consistent, creative, and quietly brilliant at brand comedy.
@omfgitsrama♬ original sound – OMFGITSRAMA
TOP CHICAGO INFLUENCERS #5. Farzaan Aleem (@chi.suhoor) – 1.2M followers
Farzaan Aleem is the founder of @chi.suhoor, a cultural and culinary Instagram page with over 1.2 million followers. He blends beautiful photography with a deep mission—highlighting Muslim-owned restaurants, Ramadan celebrations, and the diverse culture of Chicago’s neighborhoods. His storytelling goes beyond the plate: it celebrates identity, unity, and joy in community. Farzaan is also a philanthropist, using his platform to raise awareness and funds for local causes. His work is both visually stunning and socially impactful.
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TOP CHICAGO INFLUENCERS #6. Rob Scallon (@robscallon) – 616K followers
Rob Scallon is a musical genius with a wildly creative twist—his guitar and banjo covers have earned him over 600K Instagram followers and millions more across YouTube. Known for shredding metal riffs on classical instruments or playing solos with unexpected objects (yes, really), Rob is part performer, part mad scientist. Based in Chicago, he showcases the city’s musical roots while constantly experimenting with new formats. His blend of talent and wit has made him a fan favorite across generations. Whether he’s playing Slayer on a ukulele or jamming with other musicians, Rob proves music should be as fun as it is skillful.
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TOP CHICAGO INFLUENCERS #7. Sam Paige (@sampaigexo) – 305K followers
Sam Paige brings dreamy visuals and soft-glam vibes to her 300K+ audience through lifestyle, fashion, and travel content. Her feed is a calming escape, often filled with cozy neutral palettes, slow mornings, and elegant outfit inspiration. Based in Chicago, she curates moments that feel like pages out of a quiet luxury magazine. Sam is also known for her candid mental health discussions, adding authenticity to her aesthetically pleasing profile. For brands looking to connect with a thoughtful, style-conscious audience—Sam is gold.
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TOP CHICAGO INFLUENCERS #8. Whitney Buha (@somethingwhitty) – 343K followers
Whitney Buha is a beauty and lifestyle creator whose honest skincare and Botox journey went viral—earning her a loyal following of over 340K. She’s not just glamorous; she’s real, raw, and refreshing. Whitney shares beauty tips, aesthetic treatments, and lifestyle hacks with the tone of a best friend who’s done her research. Her Chicago roots keep her grounded, and her content always balances polish with personality. From Botox diaries to mom life, she’s built a brand on openness and trust.
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TOP CHICAGO INFLUENCERS #9. Renee DiNino (@chicago.by.ren) – 249K followers
Renee DiNino is the face behind @chicago.by.ren, a visual love letter to the Windy City. Her page showcases the best of Chicago’s food, architecture, boutiques, and events—making her the go-to guide for locals and tourists alike. With over 240K followers, she turns every neighborhood into a charming destination. Renee’s content is approachable, colorful, and infused with civic pride. She’s more than a city guide—she’s a community builder.
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TOP CHICAGO INFLUENCERS #10. Kat Abughazaleh (@katmabu) – 234K followers
Kat Abughazaleh is a Chicago-based journalist and political commentator who has quickly gained over 234K followers on Instagram. She first built her voice at Media Matters for America, where her sharp media critiques and accessible analysis stood out instagram.com+8en.wikipedia.org+8sociallypowerful.com+8. Known for dissecting mainstream and conservative media narratives, Kat delivers thoughtful, well-researched videos and posts that resonate strongly with an engaged audience. She also recently announced a run for Congress in Illinois’s 9th District, showing she’s channeling her influence from digital media into real-world impact . With a blend of journalism, social commentary, and civic engagement, Kat brings a powerful and socially conscious perspective to Chicago’s influencer scene.
@katmabu my pronouns are get / new / jokes #fyp #fypシ #foryou #foryoupage #comedy #standup #standupcomedy #robschneider #roseannebarr #adamcarolla #timallen #greggutfeld #woke #woketok #genz #genzhumor #parody #lgbt #lgbtq #leftist ♬ original sound – Kat Abughazaleh
TOP CHICAGO INFLUENCERS #11. Once Upon a Dollhouse (@onceuponadollhouse) – 202K followers
Danielle and Caitlin are the best friend duo behind @onceuponadollhouse, a vibrant lifestyle brand rooted in empowerment, wellness, and sparkle. With over 200K followers, they’ve built a community around positive vibes, pink aesthetics, and holistic living. Their Chicago-based adventures include brand collabs, fashion events, beauty tips, and lots of glitter. They’re not just content creators—they’re business owners, energy healers, and champions of feminine joy. Every post feels like a heart-shaped confetti bomb of friendship, fun, and feminine energy.
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TOP CHICAGO INFLUENCERS #12. Shelbi Adams (@itsallchictome) – 187K followers
Shelbi Adams is the Houston-born, Chicago-based content creator who’s made fashion and home styling feel fresh and affordable. Her 187K followers love her for her budget-friendly try-ons, daily OOTDs, and approachable beauty hacks. Shelbi’s feed blends neutrals, Amazon finds, and pops of pink with a playful voice that keeps things real. She’s also a passionate advocate for breast cancer awareness, often sharing personal updates and wellness content. Her page is a go-to for the girl who wants to look cute and stay grounded.
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TOP CHICAGO INFLUENCERS #13. Kaylee Jo (@kayleejochicago) – 187K followers
Kaylee Jo is a Chicago micro-influencer turned go-to city guide, best known for showcasing hidden gems, secret speakeasies, and under-the-radar restaurants. Her 187K followers tune in for stunning reels, dramatic city shots, and recommendations that feel like insider tips. Whether it’s a rooftop brunch, cozy cafe, or aesthetic boutique, Kaylee gives viewers a curated version of Chicago that’s both cool and discoverable. She also throws in wellness recs and fashion snaps, adding lifestyle depth to her niche. She’s your stylish, savvy best friend who always knows where to go next.
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TOP CHICAGO INFLUENCERS #14. Jenn Lake (@jenniferlake) – 184K followers
Jenn Lake is a luxury fashion and travel blogger whose photos could live in a glossy magazine. With over 180K followers, she shares strikingly styled images set against architectural backdrops in Chicago and beyond. Jenn is the founder of Style Charade, and her outfits are bold, colorful, and expertly layered. She’s a master at mixing classic silhouettes with trendy pieces—always polished, never predictable. Her content is aspirational yet achievable, making her one of the city’s most respected fashion voices.
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TOP CHICAGO INFLUENCERS #15. Megan Homme (@meganhomme) – 160K followers
Megan Homme is a modern minimalist with a soft spot for timeless fashion and Parisian-inspired styling. Her Instagram is a haven of cream, black, taupe, and elegance, and her 160K followers can’t get enough. She balances neutrals and structure to perfection, showing how simplicity can be endlessly chic. Megan also shares glimpses of home decor and lifestyle routines that make slowing down look beautiful. Every photo feels like a breath of calm in a busy social media world.
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TOP CHICAGO INFLUENCERS #16. Danielle Schrittenlocher (@danielles_chicago) – 161K followers
Danielle Schrittenlocher is a Chicago-based businesswoman and content strategist whose personal brand mixes luxury lifestyle with professional growth. With over 160K followers, she’s built a reputation as someone who balances brand building, influencer marketing, and elegant aesthetics. Her posts often feature elevated fashion, cozy interiors, and digital career advice with a feminine edge. Danielle is a strategist at heart, and she uses her platform to empower other creators and marketers. Her feed is clean, calming, and smart—just like her.
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TOP CHICAGO INFLUENCERS #17. Erica Giles (@ericagiles_) – 100K followers
Erica Giles is a beauty and fashion creator whose page delivers glam looks, night-out style, and head-turning confidence. With 100K followers, she’s mastered the mix of high-impact visuals and real-talk captions. Her makeup tutorials and GRWM videos feel like FaceTiming your coolest cousin. Erica knows how to work a pose—and a product launch—and her collabs often sell out fast. From lashes to leather jackets, she’s got bold beauty energy in every post.
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TOP CHICAGO INFLUENCERS #18. Helen Berkun (@helenberkun) – 86.9K followers
Helen Berkun is a fashion photographer, stylist, and content creator with an eye for drama and detail. Her 86K+ followers come for bold colors, sculptural fashion, and behind-the-scenes glimpses of high-end shoots. Helen’s background in editorial work makes her content stand out—every post feels like a concept, not just a photo. She also shares her own stylish life in Chicago, including events, travel, and power outfits. She’s the cool creative director your feed didn’t know it needed.
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TOP CHICAGO INFLUENCERS #19. Jessica Sturdy (@jessicabsturdy) – 84K followers
Jessica Sturdy is the girl-next-door turned full-time fashion and travel blogger who has been in the influencer game for over a decade. Her 84K followers love her for her bright wardrobe, cheerful energy, and classic-with-a-twist outfit ideas. Jessica’s content is sunny, relatable, and always upbeat—think gingham dresses, rainbow flats, and suitcase packing hacks. She’s based in Chicago but constantly on the move, giving her audience style inspiration for every city. Her vibe is timeless prep meets millennial optimism.
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TOP CHICAGO INFLUENCERS #20. DJ Lady D (@djlady_d) – 82K followers
DJ Lady D, aka Darlene Jackson, is a house music legend and cultural icon in the Chicago scene. With over 80K followers, she brings her turntable magic, creative spirit, and advocacy for women in music to every platform. Lady D’s career spans decades, and she’s performed at major festivals and underground clubs around the globe. On Instagram, she shares set clips, throwback vibes, and moments from her life as a music pioneer. She’s a force of rhythm, style, and authenticity in the world of DJs.
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TOP CHICAGO INFLUENCERS #21. 312food (@misskitchengoddess) – 60K followers
@312food is a go-to culinary guide for locals and tourists alike, showcasing the very best of Chicago’s vibrant food scene. With over 240K followers, the account offers a curated feed of drool-worthy dishes, hidden neighborhood gems, and buzzy restaurant openings across the city. Run anonymously with a distinct editorial voice, 312food is more than just food porn—it’s a platform that supports small businesses, highlights chef stories, and celebrates culinary diversity. The account mixes aesthetic flat lays with behind-the-scenes content and relatable humor, making it feel both elevated and accessible. For anyone eating their way through Chicago, @312food is a must-follow fork-first guide to the city’s tastiest corners.
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TOP CHICAGO INFLUENCERS #22. Airam (@airamdc) – 35K followers
Airam is a Chicago-based photographer and content creator with a focus on moody food photography and cinematic travel content. His 35K followers appreciate his ability to tell visual stories through composition, light, and movement. Whether he’s capturing latte art or urban landscapes, every photo feels editorial. Airam often collaborates with restaurants, hotels, and tourism boards to create scroll-worthy campaigns. His aesthetic is immersive, artistic, and deeply atmospheric.
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TOP CHICAGO INFLUENCERS #23. Heidi Ordillas (@heidiordillas) – 22K followers
Heidi Ordillas is a Filipina-American creator living in Chicago whose content is a soft-focus mix of fashion, skincare, and quiet lifestyle. With 22K followers, she curates a space that feels like a warm, airy journal of her daily routines. Her feed includes skincare reviews, café visits, neutral-toned outfits, and gentle self-care habits. Heidi’s aesthetic is cozy minimalism with a romantic twist—think soft linens, matcha mornings, and handwritten quotes. Her tone is warm, gentle, and highly engaging to those who crave calm in a noisy world.
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TOP CHICAGO INFLUENCERS #24. Courtney Parchman (corny) (@courtneyjre) – 444K followers
@averagefashionblogger is the hilarious, self-aware brainchild of Courtney Parchman, who has built a following of over 286K by spoofing influencer culture in the most endearing way possible. Known for exaggerated poses, intentionally chaotic outfits, and captions that poke fun at fashion clichés, her content is both a parody and a celebration of the Instagram aesthetic. She’s not just funny—she’s wildly creative, blurring the line between comedy and performance art. Based in Chicago, Courtney brings a refreshing lack of vanity and a whole lot of confidence to the influencer space. In a world of filters and curated feeds, @averagefashionblogger stands out by being unapologetically real—and absolutely hysterical.
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TOP CHICAGO INFLUENCERS #25. Shermann “Dilla” Thomas (@6figga_dilla) – 50K followers
Shermann “Dilla” Thomas is a TikTok historian who makes learning about Chicago’s Black history fascinating and cool. With 109K followers on Instagram and hundreds of thousands across other platforms, he’s become a local legend for his walking tours and viral history drops. Dilla’s videos often explore architecture, city planning, and cultural milestones that shaped the city’s soul. He’s turned historical education into a storytelling art form. He’s proof that heritage, knowledge, and charisma are a powerful combination.
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Conclusion
This list of 25 Chicago influencers proves that influence today is about more than likes or aesthetics—it’s about impact, voice, and consistency. These creators represent every facet of modern digital culture: fashion, food, music, humor, activism, parenting, and everything in between. They make space for beauty and honesty, for laughter and learning, and for communities to come together through pixels and personality. Whether you’re a brand looking to collaborate or just someone looking for your next follow-worthy obsession, this group has something for every feed. One thing’s for sure—Chicago doesn’t just have deep roots in architecture and blues—it’s building a new legacy online, one post at a time.