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A Chicago Bakery Serves Purple Velvet Cake & 100+ Cupcake Flavors In The Heart Of Lakeview

Chicago’s dessert landscape transformed when Filipina transgender baker Jenne Vailoces opened what became the city’s first LGBTQ-owned bakery in 2017.

What started as a dream to create an inclusive space has blossomed into a beloved Lakeview institution known for its Filipino-inspired twists on classic American desserts.

From their signature Purple Velvet cake made with traditional ube (purple yam) to over 100 varieties of cupcakes, Jennivee’s has carved out a unique niche in Chicago’s competitive bakery scene.

The success of their original Sheffield Avenue location led to the opening of a second spot on Halsted Street in 2024, bringing their vibrant rainbow of flavors to even more sweet-toothed Chicagoans.

Signature Treats & Filipino Fusion

Purple Velvet Perfection: The bakery’s crown jewel combines the familiar comfort of red velvet with the exotic appeal of Filipino ube.

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This bright purple cake features an incredibly light chiffon base that stays remarkably moist while delivering the subtle floral sweetness that makes ube so beloved in Filipino desserts.

Tres Leches Mastery: You’ll discover their tres leches cake offers a surprising twist on the Latin American classic.

Using delicate vanilla chiffon layers instead of traditional sponge, it achieves the perfect balance of being wonderfully wet without becoming messy or overwhelming.

Brooklyn Blackout Brilliance: Chocolate lovers consistently rave about this decadent creation.

Multiple layers of rich chocolate cake paired with silky chocolate mousse create what many consider the best chocolate cake experience in the city.

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Mango Cream Dreams: This tropical delight showcases the bakery’s Filipino heritage beautifully.

The mango cream cake delivers bright, authentic fruit flavors that transport you straight to the islands with each bite.

Ferrero Rocher Fantasy: An indulgent masterpiece that combines rich chocolate cake with crispy hazelnut candies on top, creating delightful textural contrasts between smooth mousse and crunchy nuts.

Sky-High Cake Slices: The impressive portion sizes here are legendary among regulars.

Each slice stands tall and proud in the display case, offering substantial value and the perfect excuse to share (though you might not want to).

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Cupcake Paradise

Endless Variety: With over 100 cupcake flavors rotating through their menu, every visit feels like a new adventure. From seasonal specialties like eggnog and Baileys during the holidays to exotic options featuring biscoff and matcha, there’s always something unexpected to try.

Chiffon Base Magic: Unlike dense traditional cupcakes, Jennivee’s uses a lighter chiffon base that maintains incredible moisture while feeling less heavy.

This technique allows the creative frostings and fillings to shine without overwhelming your palate.

Ube Everything: The Filipino purple yam appears in multiple forms throughout their cupcake selection, offering newcomers a gentle introduction to this uniquely beautiful ingredient that tastes like a cross between vanilla and sweet potato.

Mississippi Mud Marvel: This Southern-inspired creation delivers rich chocolate satisfaction with layers of flavor that build with each bite.

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Cozy Atmosphere & Community Vibes

Living Room Comfort: The small counter-service space feels deliberately intimate, with limited seating that includes a golden couch that makes the whole experience feel like visiting a friend’s stylish apartment.

Outdoor Appeal: During warmer months, street-side seating transforms the sidewalk into a perfect people-watching spot where you can enjoy your treats while soaking up Lakeview’s vibrant neighborhood energy.

Late-Night Sweet Spot: Open until 10pm most nights and 11pm on weekends, Jennivee’s fills a unique niche as one of the few places where night owls can satisfy late-evening dessert cravings.

Rainbow Pride: The colorful displays and welcoming atmosphere reflect the bakery’s deep roots in Chicago’s LGBTQ+ community, creating a space where everyone feels genuinely welcome.

Other Considerations

Fair Value Pricing: Most treats fall into the $1-10 range per person, making this an accessible indulgence that won’t break the budget.

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The generous portion sizes, especially for cake slices, offer excellent value compared to other specialty bakeries.

Take-Home Friendly: While seating is limited, everything travels beautifully for home enjoyment.

Many customers actually prefer letting their cakes rest to room temperature, which enhances the flavors and textures significantly.

Street Parking Reality: There’s no dedicated parking lot, but street parking directly in front typically offers good availability.

Just remember you’ll need the Chicago parking app to pay for metered spots.

Perfect for Sharing: The substantial slice sizes make these treats ideal for couples or small groups looking to sample multiple flavors without overindulging.

Custom Cake Magic: Beyond their daily offerings, Jennivee’s creates stunning custom wedding cakes and special occasion desserts that have become popular choices for Chicago hotels and event venues.

Two Locations, Same Quality: Both the original Sheffield location and the newer Halsted spot maintain the same high standards and most beloved menu items, though daily specials may vary between locations.


Jennivee’s Bakery
📍 2925 N Halsted St, Chicago, IL 60657

Writer: Jamie Benson
Click to read bio

Jamie grew up just outside of Springfield, Illinois, and has spent most of his life exploring the state’s mix of small-town charm and big-city energy. After earning a journalism degree from the University of Illinois at Urbana-Champaign, he stuck around to cover local events, hidden gems, and the quirks that make Illinois unique. When not writing, Jamie can usually be found digging through vinyl at record shops in Chicago, hiking trails in Starved Rock State Park, or tracking down the best deep-dish pizza outside the city.