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Chicago's best

Cookie and cupcake spots

Made for those who want a curated selection of handheld sweets to satisfy their varied sugar cravings.

Based on 715 Opinions
+712
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Updated April 2026
01
Bake It with Tina - Custom Cookies & Custom Cakes image 1
Bake It with Tina - Custom Cookies & Custom Cakes image 2
Bake It with Tina - Custom Cookies & Custom Cakes image 3
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Custom cookie and cake shop operates from an in-home setup with no seating. Creations feature intricate designs and creative decorations that serve as edible art. The atmosphere centers on personalized, detailed craftsmanship with treats that are both beautiful and delicious.

Cookies come out beautifully decorated with attention to detail on small accents that make each one a piece of art. They taste absolutely delicious and stay soft for days after baking.

Cupcakes come moist and flavorful with a quick disappearance at events. Custom designs include adorable themed cakes and well-packaged treats for special occasions.

People are saying

"These custom cookies are gorgeous and delicious!"

"The custom cookies and smash cakes are adorable and delicious for kids' parties."

"These cupcakes are stunning and scrumptious."

Good to know

1

Ordering and delivery from Bake It with Tina is easy and straightforward.

2

Custom cookie orders require at least one week's notice for best results.

3

All cookies are made fresh and can be customized to fit any theme.

02
Iced image 1
Bakery

Bakery showcases exceptional cake artistry with custom designs that impress visually and in taste. Atmosphere feels detail-focused and user-friendly, with smooth ordering and delivery options. Cakes and cookies often receive praise for being delicious and beautifully decorated.

Cookies come with beautiful designs and delicious flavors. Frosting stays light, not overly sweet, with options like snickerdoodle and lemon bars available.

Cupcakes show noticeable quality and attention to detail with nice decoration. Flavors like Red Velvet, Carrot Cake, and Strawberry stand out and include gluten free options.

People are saying

"David did a wonderful job on our cake."

"The cookies here are beautiful and delicious."

"David made my vision for these cupcakes come to life!"

Good to know

1

The bakery operates in a food center but isn't listed on the food centerโ€™s website.

2

The app for ordering is user-friendly and easy to navigate.

3

The ordering and pickup process is smooth and convenient.

03
Greater Baking image 1

Bright, clean space with cozy atmosphere and comfortable couches invites guests to relax. Delicious aroma fills the air, matching the beautifully crafted cupcakes that stand out for their quality and flavor. Friendly, dog-welcoming vibe adds to the charm of this aesthetically pleasing bakery.

Cookies here are amazing and stand out alongside exceptional shakes and cupcakes.

Cupcakes offer a great selection with flavors like peach cobbler, banana pudding, and Key Lime standing out. They balance sweet and savory well without being overwhelming.

People are saying

"These cupcakes are so delicious and moist!"

"The peach cobbler cupcake is insanely delicious and always sells out."

"These cupcakes are so delicious and packed with flavor."

Good to know

1

Greater Baking is a cashless business, so bring a credit or debit card.

2

The menu may differ from online listings, so check in-store for options.

3

Expect some items to be unavailable shortly after opening as they are still being prepared.

04
Pie, Pie My Darling image 1

Bakery space combines cozy vibes with a grab-and-go setup and a perfect aesthetic. Vegan cakes and sweets taste fresh and traditional, impressing even non-vegan palates. Pricing leans toward the higher side but matches the exceptional quality of baked goods.

Soft and flavorful cookies stand out here, especially the Chocolate Chip Cookie and NutterButter slices. A rotating menu offers a variety of cookie options alongside cakes and cupcakes.

Cupcakes come in a wonderful variety of flavors with options rotating monthly. The banana split and whipped cream cupcakes stand out as favorites, often chosen for parties and special occasions.

People are saying

"These dairy-free cakes are the best I've ever tasted."

"These desserts are insanely delicious and blew me away."

"These cupcakes are the best I've ever tasted."

Good to know

1

Everything at the bakery is vegan, making it suitable for those with dairy or egg allergies.

2

The bakery offers a rotating menu of cake flavors, cupcakes, and cookies each month.

3

Pre-ordering is recommended to secure your favorite items, as they can sell out quickly.

05
The Drip Bakery By Chef Ced image 1

Bright, inviting bakery with a beautiful setup and diverse desserts like cheesecakes and peach cobbler pound cake. Energy feels warm and community-oriented, with a focus on Black-owned local business pride. Customers often seek out specialty cakes and cupcakes known for unique flavors and quality.

Butter cookies have a rich, nostalgic flavor that stands out. Pecan lunchroom cookies come highly recommended by Chef Ced and are popular enough to be eaten quickly.

Taffy apple cupcake stands out as a unique flavor that draws people in. Cupcakes here have a special touch from Chef Ced and come in a pleasantly surprising selection alongside other sweet treats.

People are saying

"I loved the strawberry crunch pound cake; it was so good."

"The cheesecakes here are ridiculously rich and delicious."

"Chef Ced helped me get the pecan cookies."

Good to know

1

The Oreo drip cake costs $80.

2

The bakery is black owned and local.

3

The owner is not always open at the specified times.

06
Baked by Jane cafe image 1

Space fills with live plants and colorful hues, creating a cozy, inviting vibe that encourages lingering. Open garage door and window bring fresh air and street views, while board games and kids' activities add playful energy. Atmosphere balances lively chatter with comfortable spots for work or socializing.

Cookies feature a brown butter base that adds depth to their flavor. Chocolate chip cookies stand out as moist and rich, making them a solid choice alongside other bakery items.

Cupcakes feature a brown butter base that makes the frosting and cake moist and rich. Flavors like Cookie Dough, Red Velvet, and Lemon Tart stand out with unique, delicious frosting.

People are saying

"The coffee here is great and really hit the spot."

"I loved the delicious chocolate chip cookies here."

"The cupcakes' frosting is yummy with browned butter."

Good to know

1

There is free 2-hour street parking available nearby.

2

Credit cards and mobile payments are accepted.

3

The cafe is family-friendly with activities for kids.

07
Borinken Cakes image 1

Bakery and coffee shop with colorful, clean interior and a vibrant, festive atmosphere filled with Puerto Rican music. The environment feels welcoming and cozy, resembling a home away from home. Live music and visually stunning cake presentations add to the lively, inviting vibe.

Guava pastillitos cookies feature an insanely good guava filling unlike any other found in restaurants or bakeries. Cakes, cupcakes, quesitos, and other cookies also show strong quality and flavor.

Cupcakes come moist and full of authentic Puerto Rican flavor. Varieties like coquito and tiramisu cheesecake offer fresh, beautifully presented options that remind of homemade house party treats.

People are saying

"These cupcakes are packed with authentic Puerto Rican flavor."

"The tripleta sandwich was packed with flavor and tasted great."

"The guava filling in the cookies is insanely good."

Good to know

1

Parking is very limited at Borinken Cakes.

2

Borinken Cakes has two locations, making it very accessible.

3

Credit cards and mobile payments are accepted.

08
Strugglebeardbakery image 1

Bright, art-filled bakery with community-oriented atmosphere and comforting vibes. Music plays softly, creating a cool and peaceful energy that invites lingering. Displays feature well-labeled vegan options alongside standout baked goods.

Cookies come in big sizes packed with robust variety and rich flavors like salted caramel with chocolate. Vegan options taste just as good, and allergy-friendly choices are available.

Cupcakes come out fresh and moist every time with unique flavors that stand out. They taste delicious and pair well with other treats like lemonade.

People are saying

"I found the cookies here to be the best on Earth."

"The owner makes you feel so welcome, like a VIP."

"These cupcakes are so fresh and moist, truly delicious."

Good to know

1

Parking is limited at the bakery.

2

All items are well labeled for dietary restrictions.

3

There are many vegan options available.

09
Bake image 1
Bakery

Space resembles a quiet vintage eccentric bookstore with colorful, fun decor and sweet gift options. Atmosphere feels dreamy and charming, inviting relaxation and lingering. Pastries sell out early, drawing a crowd that values high-quality baked goods and a cozy vibe.

Chocolate chip cookies stand out with their exceptional salt balance and crispy texture. Cookies taste homemade and are perfectly baked through, making them a favorite alongside cookie cream pies.

Cupcakes feature balanced icing that is not too sweet. Varieties like red velvet and chocolate stand out for their flavor and quality.

People are saying

"The cakes here are beautiful and so delicious."

"I thought their cookies tasted homemade and were perfectly baked."

"The cupcakes were seriously delish and not too sweet."

Good to know

1

Bake is not open on Mondays or Tuesdays.

2

Arrive before 10 a.m. on weekends for the best selection.

3

Things tend to sell out by late morning.

10
Geraldine's image 1
Coffee shop

Cozy coffee shop with charming decor and spacious seating that supports both work and social visits. Atmosphere ranges from quiet and relaxing to a good buzz during busy times. Known for top-tier baked goods, especially muffins, scones, and pastries.

Oatmeal pumpkin cookie sandwich stands out with its rich flavor. The assortment includes snickerdoodle and other delicious cookies that work well for events.

Cupcakes here show a strong focus on fresh preparation, made early each morning. They lean more toward sweetness over chocolate flavor and sometimes feel more about presentation than taste.

People are saying

"I loved their pastries and coffee; they were the best."

"I found the cookies here to be delicious."

"I thought the cupcakes here were better than any other in the city."

Good to know

1

Geraldine's can be very busy and has limited seating for dine-in customers.

2

Expect a line out the door during peak hours.

3

They offer gluten-free bread for sandwiches and pastries.

11
Weber's Bakery image 1

Old school bakery with a cozy atmosphere and warm, inviting aromas of fresh dough and cinnamon. Space feels small and crowded, creating a lively and sometimes loud environment. Known for superb donuts and cakes, it draws steady crowds throughout the day.

Cookies come in several varieties including almond crescents and almond horn cookies. They taste great and pair well with morning donuts and pastries.

Chocolate and red velvet cupcakes stand out and often become the talk of events. Cupcakes sit alongside cakes, cookies, and donuts, showing a strong variety in the dessert selection.

People are saying

"This bakery is the best I've ever visited."

"You have to try their great tasting cookies; the cookies are a wonderland."

"I got the strawberry short cake for my birthday."

Good to know

1

They close at 5pm and are sold out of apple pies so early in the day.

2

Expect long lines during peak hours, especially on weekends.

3

Parking is limited, so consider arriving early or using public transport.

12
Lutz Bakery image 1

Small, cozy bakery with an old school nostalgic feel and classic, timeless atmosphere. Warm and relaxed vibe with indoor seating at a few small tables and a coffee bar. The space feels like stepping back in time, offering a quiet spot to enjoy quality pastries.

Cookies here are amazingly delicious and melt in your mouth. Classic varieties like butter cookies and Turtle Cookies stand out alongside fresh strudels and pastries.

Carrot cake cupcake stands out with rich flavor and perfect decoration. Vanilla cupcakes taste fresh and rich. Birthday orders with assorted cupcakes impress with quality and presentation.

People are saying

"The Black Forest cake was delicious and pretty."

"You have to try their delicious cookies and pastries."

"The cupcakes were perfect and delicious for the party."

Good to know

1

Lutz Bakery offers special orders for any occasion.

2

The indoor restaurant is no longer open.

3

Lutz Bakery has been a neighborhood staple for over 70 years.

13
Ace Bakery LLC image 1

Bright, clean bakery with beautiful decor and fresh, made-to-order cakes. Atmosphere feels reliable with fast turnaround and reasonable prices for pastries. Cakes often match requested designs exactly, creating a visually impressive experience.

Butter cookies stand out as a favorite, often shared and enjoyed by many. The bakery offers a variety of delicious cookies alongside cakes, pies, and brownies.

Cupcakes come with custom decorations and can be made from multiple picture references. They look beautiful and taste fresh and delicious.

People are saying

"I thought the cake here was the best I ever had."

"This bakery made my cake look exactly like the picture I showed."

"I thought the butter cookies were delicious."

Good to know

1

The area is pay-to-park, and police will ticket you if you do not pay.

2

Expect a wait during busy times, especially on weekends.

3

Credit cards and mobile payments are accepted, but cash is recommended for small purchases.

14
Broadway Cafe image 1

Small space with cute tables and a street view creates a cozy vibe. Soft, fantastic music plays, enhancing a relaxed atmosphere. Late hours and peaceful surroundings make it a welcoming spot to unwind.

Chocolate chip cookies stand out with a rich, satisfying taste. The bakery offers a variety of sweets including cupcakes and pastries, and sometimes gives out free cookies.

Cupcakes come in large sizes but can be dry and crumbly. Options include red velvet, though it may not meet expectations for quality.

People are saying

"I had the best latte I ever tried here."

"I loved the chocolate chip cookies; they were the best I'd ever tasted."

"The cupcakes here are really good."

Good to know

1

Broadway Cafe opens late, allowing for coffee and cake at night.

2

Expect no menu available for bakery items, limiting choices.

3

Prices are affordable, but some items may not be worth it.

15
Sweet Mandy B's Bakery image 1

Cozy bakery with an authentic interior and a relaxed atmosphere that feels like home. Known for famous cupcakes and a varied selection including vegan options, it draws families and casual visitors alike. The space is smaller and less trendy, focusing on simple, honest baked goods.

Softness stands out in the cookies here, with options like confetti cookies, sugar cookies, and a gluten-free cookie that impress. Cookies come in large sizes and include flavors like lemon raspberry and snickerdoodle.

Cupcakes come in moist, fresh varieties with unique flavors like mashed potatoes and sweet fudge. Decorators work visibly in the window, adding to the charm while staff remain friendly.

People are saying

"I thought the devil's food cake was the best cake I ever had."

"I found the cupcakes here to be the most delicious."

"I thought the gluten-free cookie here was the best I'd ever tasted."

Good to know

1

The bakery offers vegan options for those with dietary restrictions.

2

Prices for baked goods are not clearly marked, so ask before ordering.

3

The bakery is open seven days a week for your convenience.

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