3 Best Cakes in Chicago, IL

Expert-recommended Top 3 Cakes in Chicago, Illinois. All of our cake shops actually face a rigorous 50-Point Inspection, which includes customer reviews, history, complaints, ratings, satisfaction, trust, cost and general excellence. You deserve only the best!

11+ YEARS IN TBR
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MOLLY'S CUPCAKES

2536 North Clark Street,
Chicago, IL 60614 Directions

Since 2007

Specialty:

CAKE FLAVORS: Classic Vanilla Chocolate-mousse French Chocolate-silk Banana Pumpkin Spice Chocolate-covered Oreo Strawberry Shortcake Carrot Peanut Butter Nutella Vanilla Mint Chocolate Pops Tiramisu Boston Creme Apple Pie Blueberry Cheesecake Classic and Chocolate Cupcakes OCCASIONS: Birthday Wedding Anniversary Events

"Molly's Cupcakes Chicago is a modern bakery with vintage charm, known for its cupcakes, sweets, and support of local schools. Their passionate bakers create high-quality, scratch-made cakes and cupcakes daily. All items are baked fresh, often using locally sourced, gluten-free ingredients when possible. They avoid chemical additives, artificial colors, and preservatives. Cupcakes are handmade in small batches, with a rotating selection of flavors offered each day, along with some fan favorites. Seasonal menus feature new flavor combinations and returning classics. You can try their mouth-watering cupcakes such as cookie monster, peanut butter Nutella, peach cobbler, and flourless molten chocolate.

2026 Update: Molly's Cupcakes uses all known allergens, including but not limited to soy, milk, wheat, eggs, peanuts, tree nuts, sesame, and raw and/or undercooked eggs."

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Price:

12 Assorted Centerfilled $52.25
12 Assorted Minis $27.00
12 Assorted Mollys $40.15
24 Assorted Minis $51.50
4 Assorted Mini Cupcakes $8.00
Best Seller Box $19.00
Birthday Box - Centerfilled $21.50
Birthday Box - Classics $17.10
Chocolate Lover'S Box $19.00
Graduation Box $17.60
It'S A Baby! Box $17.80
It'S A Boy! Box $17.80
It'S A Girl! Box $17.80
Blueberry Cheesecake $4.75
Cake Batter $4.75
Chocolate Decadence $4.75
Cookie Monster $4.75
Cookies-N-Cream $4.75
CrèMe
ûLéE $4.75
Molten Chocolate $4.75
Peach Cobbler $4.75
Peanut Butter Nutella $4.75
Red Velvet Lava $4.75
Ron Bennington $4.75
Salted Butterscotch Caramel $4.75
Samoa $4.75
White Chocolate Raspberry $4.75
Tiramisu $4.75
Strawberry Shortcake $4.75
Key Lime $4.75
Chocolate Chip Cookie $3.50

Contact:

(773) 883-7220

Mon: 12pm - 10pm
Tue-Thu: 8am - 10pm
Fri & Sat: 8am - 12am
Sun: 9am - 10pm

TBR® Inspection Report:

6+ YEARS IN TBR
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BROWN SUGAR BAKERY

328 East 75th Street,
Chicago, IL 60619 Directions

Since 2005

Specialty:

CAKE FLAVORS: Red Velvet Pineapple Coconut Dark German Chocolate Lemon Ice Box Laser Pie Sweet Potato Turtle Carmel Pecan Pound Cake Cheese Cupcake Carrot Cake Neapolitan Obama and Rainbow Sherbet Flavors OCCASIONS: Wedding Birthday Corporate Events

"Brown Sugar Bakery is a Southern-style bakeshop specializing in traditional sweet treats and custom cakes, crafted with rich flavors and heartfelt tradition. Their team prides itself on being a part of the happy moments of family life and producing the taste of sweet memories. Brown Sugar Bakery celebrates ten years in the bakery industry. They are excited to be part of your family's special occasions. Their gourmet cupcakes are made fresh daily in-house, and their bakery's flavors are forever changing. Brown Sugar Bakery never uses any chemical additives, artificial colors, or substances. Whether you're craving a slice of their famous caramel cake or need a custom creation for a special occasion, Brown Sugar Bakery offers a delightful taste of Southern tradition in the heart of Chicago.

2026 Update: The shop offers a wide range of baked goods, including their famous caramel cakes, pies, cobblers, cupcakes, and the unique Obama Cake, which features layers of red velvet, chocolate, and yellow cake. The shop offers fast delivery and flexible shipping options, so you never have to miss a celebration. Brown Sugar Bakery always makes daily the freshest ingredients like mom used to make them. They offer gifting options."

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Price:

2 Layer Caramel Cake $48.78
Turtle Cheesecake $10.70
Caramel Cake Slice $7.18
Lemon Cake Slice $7.28
German Dark Chocolate Cake Slice $7.98
Double Dark Chocolate Cake Slice $7.98
Red Velvet Cake Slice $7.98
Taffy Apple Cake Slice $6.53
Pineapple Coconut Cake Slice $7.98
Yellow Chocolate Cake Slice $7.28
Vanilla Cream & Caramel Cake Slice $7.28
Turtle Cake Slice $7.98
Caramel Jumbo Cupcake $4.28
Red Velvet Jumbo Cupcake $5.28
Strawberry Jumbo Cupcake $4.28
Turtle Cupcake $5.28
Yellow Chocolate Jumbo Cupcake $4.28
Lemon Jumbo Cupcake $4.28
Dark Chocolate Jumbo Cupcake $5.28
German Chocolate Jumbo Cupcake $5.28
Banana Pudding $7.18
Plain Pound Cake Slice $6.58
Caramel Topped Pound Cake Slice $7.10
Vanilla Cream & Caramel Topped Pound Cake $7.10
Lemon Cream Cheese Topped Pound Cake $7.10

Contact:

(773) 570-7676 (773) 224-6262

Tue-Sat: 10am - 6pm
Sun: 12pm - 5pm
Mon: Closed

TBR® Inspection Report:

10+ YEARS IN TBR
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SWEET MANDY B'S BAKERY

1208 West Webster Avenue,
Chicago, IL 60614 Directions

Since 2002

Specialty:

CAKE FLAVORS: Florals Party Miscellaneous Cakes Cut Out Cookies Almond Double Chocolate Oat With Walnuts Red Velvet Vegan Vanilla or Chocolate Caramel Toffee Key Lime Cinnamon Rolls Lemon Pumpkin and Mocha OCCASIONS: Birthday Wedding Anniversary

"Sweet Mandy B's Bakery is a welcoming bakeshop for old-fashioned treats, including cupcakes, pies, cookies, and breakfast bites. Their mission is to provide customers with exceptional service and the highest quality cakes. All their cake toppers are made with the freshest ingredients without compromising quality and taste. The bakeshop's charming pastel colors and nostalgic decor create an atmosphere of warmth and fond memories as soon as you step inside. Sweet Mandy B's has roots in a home kitchen, where traditional cakes were lovingly prepared for family and friends, bringing pure joy with each delectable bite. Gluten-free and vegan options are also available at the cake shop. Sweet Mandy B's also has a branch located in Streeterville.

2026 Update: Sweet Mandy B's Bakery offers same-day delivery options. Online orders can only be placed between the time they open and 30 minutes later. They typically require at least 4-5 days' notice for custom cake orders."

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Price:

Yellow Cupcake With Vanilla Buttercream $4.75
Confetti Cupcake $4.75
Chocolate Cupcake With Vanilla Buttercream $4.75
Remission Possible Box $50.00
St. Pat'S 4 Pack Cupcakes $21.00
End Of The Rainbow Cupcake $5.25
Mint Frosted Brownie $5.95
Iced Lucky Charm Rice Krispie $6.25
Gluten Free Iced Sugar Cookie $5.50
Flourless Chocolate Cake Ind $5.95
Gluten Free Yellow Cupcake $5.50
Chocolate Pudding $5.75
Scone With Blueberries $3.75
Chocolate Chip Scone $3.75
Banana Chocolate Chip Muffin $3.25
Blueberry Scone $3.75
Blueberry Muffin $3.25
Banana Bread $6.95
Cinnamon Roll $5.50
Yellow Cupcake With Chocolate $4.75
Chocolate Cupcake With Chocolate $4.75
Cookie Monster Cupcake $4.95
Red Velvet Cupcake $4.75
Snickerdoodle Cupcake $4.75
Lemon Cupcake $4.75
Carrot Cupcake $4.75
Banana Cupcake With Vanilla $4.75

Discount:

$5 Off for Every 100 Points

Contact:

(773) 244-1174

Mon-Thu & Sun: 9am - 7pm
Fri: 9am - 8pm
Sat: 8am - 8pm

TBR® Inspection Report: