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New Yorkers 1st Choice
Chicago's best

Cinnamon rolls

A warm, icing-topped cinnamon roll is the only thing that makes a slow morning feel complete.

Based on 628 Opinions
+625
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Updated April 2026
01
Sugar Moon image 1
Sugar Moon image 2
Sugar Moon image 3
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Small bakery with gooey cinnamon rolls offers a cozy, zen vibe thanks to funky decor and a worm mural. Lines grow long as pastries sell out fast, showing their high praise. Seating is minimal with just a few bar stools, keeping the space intimate.

Big cinnamon rolls feature a gooey texture and a caramelized bottom. The frosting has a subtle spice and stays balanced without being too sweet.

People are saying

"I found the cookies here to be the most scrumptious."

"The bakery's pastries and cookies are beautifully crafted and flavorful."

"The cinnamon roll's frosting wasn't overly sweet and it smelled immaculate."

Good to know

1

Sugar Moon sells out by midday, so arrive early for the best selection.

2

Expect a long line on weekends; arrive 15 minutes before opening.

3

There is very limited seating available; everything is for takeout.

02
Buttercup image 1

Small, intimate space shifts from cozy daytime cafe to swanky speakeasy bar with soft lighting and curated 1940s/50s decor. Classic cinnamon rolls are freshly made with perfectly sweet dough and ideal icing. Staff warmly package treats, matching the chill, welcoming vibe.

Classic cinnamon rolls come out freshly made with perfectly sweet dough and ideal icing. Staff take care to warm and package them nicely.

People are saying

"The cafe's specialty coffees are unique and fantastic."

"You have to try the cocktails; the menu is unique and they taste phenomenal."

"I had one of the best cinnamon rolls I've ever eaten."

Good to know

1

Happy hour runs from 4-7pm with a great menu of drinks and appetizers.

2

Buttercup transforms into a cocktail bar after 4pm.

3

Street parking is available nearby for easy access.

03
The Bakehouse Chicago image 1

Cozy cafe offers a pleasant outdoor patio perfect for relaxing or working. Cinnamon rolls feature croissant-like edges and a gooey center with lightly roasted icing. Warm atmosphere and good music create a chill vibe ideal for socializing or focusing.

Edges of the cinnamon roll are almost croissant-like while the middle stays decadently gooey. Icing is not too sweet and gets a little roasty on top after heating.

People are saying

"The coffee here is great, and the staff is so friendly."

"The croissant was buttery, flaky, and bursting with flavor."

"The cinnamon rolls are decadently gooey with icing melted into the dough."

Good to know

1

Reservations are recommended for busy weekend brunch times.

2

Online ordering is available for pickup to avoid long wait times.

3

Credit cards and mobile payments are accepted, but cash is preferred.

04
Las Maria's Breakfast Club image 1
Breakfast restaurant

Cozy spot offers homemade cinnamon rolls with perfect taste, paired well with cinnamon coffee. Friendly service and a kids' activity section create a warm, welcoming vibe. Charming decor adds to the relaxed, down-to-earth feel.

Hot cinnamon rolls pair well with cinnamon coffee or cafe de olla. The rolls have a homemade feel and a perfect 10 rating for taste.

People are saying

"The food here is delicious and generously portioned."

"The breakfast service here is so warm and friendly."

"I thought their cinnamon rolls were the best."

Good to know

1

Expect a wait time of 20-30 minutes during weekend brunch hours.

2

Credit cards and mobile payments are accepted; cash is also welcome.

3

Parking is available on the street, but it can be limited during busy times.

05
Sweet&Salt Cafe Bakery llc image 1

Bright, modern bakery offers a cozy spot with a quiet vibe and fresh flowers. Cinnamon rolls are plump and tender, topped with rich cream cheese. Locals love the flaky pastries and relaxing atmosphere for catching up.

Plump and tender texture defines the cinnamon rolls here, topped with cream cheese that adds richness. They deliver a finger-licking good experience that stands out among pastries.

People are saying

"The pastries here are fresh and tasty."

"It's so cozy here, I felt truly welcome the moment I walked in."

"I found the cinnamon rolls here to be fresh and delicious."

Good to know

1

Reservations are not required, but expect a busy atmosphere on weekends.

2

The cafe offers a combo deal of coffee and quiche for $11.99.

3

Parking is limited; consider arriving early to secure a spot.

06
Loaves & Witches image 1
Coffee shop

Space blends witchy cozy magic with eccentric style and light macabre touches, creating a warm vibe. Vegan and gluten free cinnamon rolls taste amazing and bring nostalgia. Comfortable seating and tarot decks invite a lively, community crowd.

Vegan and gluten free cinnamon rolls offer a light feel without heaviness. They taste amazing and bring a strong sense of nostalgia.

People are saying

"The coffee here is delicious, well-balanced, and made with quality beans."

"The pastries here are really good and freshly baked."

"These cinnamon rolls are so good, I ate mine before I could take a picture."

Good to know

1

They host community events regularly, including artsy and inclusive gatherings.

2

A knitting group and succulent planting event are examples of their unique activities.

3

Seating can be limited during busy times, especially on weekends.

07
TARY image 1
Cafe

Cozy cafรฉ offers authentic Kazakh decor and a calm vibe perfect for work or socializing with strong WiFi. Unique Central Asian pastries like soft, fluffy cinnamon rolls with cream cheese and subtle cinnamon make it a tasty spot.

Soft, pillowy bread forms the base of the cinnamon roll, topped with cream cheese that adds a refreshing flavor. It features Kazakh elements and a not too sweet, fluffy texture with bits of soft cinnamon crumble in the folds.

People are saying

"I thought the coffee here was super good."

"You have to try the unique Kazakh food here; it's so authentic."

"I found the cinnamon rolls to be delicious and not too sweet."

Good to know

1

Parking is reserved for commercial vehicles only, leading to potential tickets.

2

TARY serves unique Central Asian pastries and drinks not found elsewhere.

3

The cafe gets packed, making tables hard to get at times.

08
Ann Sather Restaurant & Catering image 1

Diner-style space feels cozy but cramped with a lively, casual atmosphere. Massive cinnamon rolls stand out as a hearty meal with rich flavor. Open kitchen adds to the energy while outdoor patio offers extra seating.

Massive and hearty, the cinnamon rolls serve as a meal on their own. They have a rich flavor and a generous size that many find worth the price.

People are saying

"These cinnamon rolls are massive and honestly to die for."

"The scrambled eggs here are done just right."

"I've never had better Swiss pancakes with lingonberry sauce."

Good to know

1

There is no off-street parking available.

2

Expect large portions, so order accordingly.

3

Cinnamon rolls come in pairs and are inexpensive.

09
Ann Sather image 1
Breakfast restaurant

Classic diner with 90s decor offers a cozy, homestyle vibe and bright natural light. Known for exceptional cinnamon rolls, it serves straightforward, filling breakfast in a chill neighborhood spot.

Cinnamon rolls here are awesomely delicious and often described as out of this world. They consistently exceed expectations and are considered a must-have item.

People are saying

"You have to try the hot, gooey cinnamon rolls."

"My coffee cup was never empty and stayed filled."

"These Swedish pancakes are light, hearty, and delicious."

Good to know

1

Parking is difficult to find, especially on weekends.

2

Expect wait times during busy hours, especially on weekends.

3

Cinnamon rolls are complimentary with any egg-based entree.

10
Queen B image 1
Coffee shop

Spacious cafรฉ offers a cozy atmosphere with quiet corners perfect for work or breakfast. Their buttery cinnamon rolls blend croissant flakiness with rich cinnamon and light icing. Enjoy the dog-friendly space and a unique iced drink contraption that adds fun to your visit.

Combines the best parts of a croissant and a cinnamon roll with a buttery, flaky texture that stays moist. Topped with just the right amount of icing and packed with lots of cinnamon.

People are saying

"The coffee here is excellent and delicious."

"It's a cozy and welcoming spot, perfect for getting some work done."

"These cinnamon rolls are flaky, moist, and absolutely delicious."

Good to know

1

Queen B offers a variety of espresso blends and Metropolis coffee roasts.

2

There is ample seating available for individuals and groups.

3

Queen B is dog friendly, allowing pets in the outdoor seating area.

11
COZY CAFE image 1
Coffee shop

Small coffee shop with 80s jazz and R&B decor creates a cozy vibe. Smokey Joe cinnamon roll pairs perfectly with light roast coffee. Friendly energy and local artwork make it a welcoming spot for casual visits.

Smokey Joe cinnamon roll stands out with its delicious flavor and pairs well with light roast coffee. Options include a variety of edible items like cinnamon rolls and Nutella croissants.

People are saying

"Ricky at the Cafe made me feel so welcome and at home."

"The pastries here are so good, and Ricky is a wonderful barista."

"I loved the coffee and cinnamon roll."

Good to know

1

The cafe offers a holler deal for a pastry and beverage.

2

Parking is available right out front for easy pick-up.

3

The prices at the cafe are reasonable for the area.

12
Au Levain Bakery & Cafe image 1

Bright space with large windows and a green ceiling offers a cozy vibe. Massive cinnamon rolls feature soft dough and perfect icing. Warm atmosphere filled with butter and espresso draws a steady morning crowd.

Massive cinnamon rolls come with soft dough and perfect icing. Extra icing is available for those who want more sweetness.

People are saying

"I found the pastries here to be amazing."

"This chocolate croissant is the flakiest, most buttery I've ever had."

"You have to get the massive, perfectly iced cinnamon roll."

Good to know

1

The bakery tends to get busy on weekend mornings, so expect a wait.

2

Reservations are not accepted; it's first-come, first-served.

3

Prices are on the higher side, reflecting the quality of ingredients used.

13
Erin's Cup & Cookies image 1

Small coffee shop offers a cozy atmosphere with a friendly local crowd and a kids' library for community feel. Cinnamon rolls are soft and delicious with rich cinnamon flavor. Energy stays calm, perfect for coffee and quick chats.

Warmed-up cinnamon rolls come out soft and delicious. They have a rich cinnamon flavor that stands out.

People are saying

"The coffee here is delicious and perfectly prepared."

"The coffee bacon breakfast sandwich is a showstopper."

"I found the cinnamon rolls to be delicious."

Good to know

1

The coffee shop is cashless, so bring a card for payments.

2

Parking is available with easy access due to a four-way stop sign.

3

They have a loyalty punch card for free items after multiple visits.

14
Pedestrian Coffee image 1

Coffee shop offers a quiet atmosphere with spacious seating and a small outdoor patio. Frequented by laptop users, it features fast wifi and plugs at nearly every seat. Sourdough cinnamon rolls are huge and topped with delicious icing, making them a must-try.

Sourdough cinnamon rolls stand out with their huge size and delicious icing. They come highly recommended and often draw people in despite limited seating.

People are saying

"I loved the coffee here; it was so flavorful and not too sweet."

"It's a great work-friendly spot with plenty of seating and outlets."

"I've never had a better, huge cinnamon roll."

Good to know

1

The establishment is cashless, so bring a credit card or mobile payment.

2

Finding a table inside on weekends can be tricky due to popularity.

3

Expect to pay around $5.70 for a single shot espresso.

15
Fat Peach Bakery image 1

Small space with a cozy atmosphere and soft morning light sets a relaxed vibe. Flaky cinnamon rolls with rich cream cheese frosting shine alongside unique flavors like raspberry and chocolate chip. Limited seating invites quick visits or takeout amid the scent of butter and sugar.

Flaky, moist, and caramelized, the cinnamon rolls come with a rich cream cheese frosting that melts in your mouth. Unique flavors like raspberry and chocolate chip appear late in the day alongside clever combos such as hashbrown and spinach with goat cheese.

People are saying

"The pastries here are flaky and delicious."

"The chocolate croissant's layers were crisp with a rich, velvety dark chocolate filling."

"The cinnamon rolls are flaky, moist, and perfectly balanced."

Good to know

1

Fat Peach Bakery is only open on Fridays, Saturdays, and Sundays from 9AM to 2PM or until sold out.

2

It's important to get there early on weekends to avoid missing out.

3

The pastries are priced around $9 each, which is on the higher side.

16
Lost Larson (Andersonville) image 1

European cafe style meets a cozy, chic vibe with visible grain mill and modern decor. Cinnamon rolls stand out with crispy, flaky pastry and a unique, less sweet lemon buttercream. Outdoor patio adds charm during warmer months.

Cinnamon rolls here have a crispy, flaky pastry with a moderate sugar level and a dab of lemon buttercream on top. They offer a unique, less sweet take compared to typical cinnamon rolls.

People are saying

"The pastries here are always fresh and delicious."

"You have to try their heavenly Princess Cake."

"I found the cinnamon rolls to be amazingly delicious and iconic."

Good to know

1

The bakery closes at 3 PM and is not open on Mondays.

2

Breakfast sandwiches are only available until 12 noon on Saturdays.

3

The bakery gets very crowded on weekends, so arrive early.

17
Baked by Jane cafe image 1

Space bursts with live plants and colorful hues, creating a cozy vibe. Warmed cinnamon rolls offer soft texture and sweet flavor. Open garage door brings fresh air, while board games add playful energy.

Warmed up cinnamon rolls come with a soft texture and sweet flavor. They pair well with other baked goods like bagel bites and a variety of scones.

People are saying

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

"These mini cheesecakes were dangerously good and came in rich flavors."

"I enjoyed the cinnamon rolls and the super cute, relaxing atmosphere."

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.

18
R&A Sourdough image 1
Bagel shop

Open air kitchen creates a modern, chill vibe with friendly service. Pecan cinnamon rolls shine for their freshness and flavor. Patio seating offers a beautiful outdoor spot with flowers enhancing the experience.

Pecan cinnamon rolls stand out for their flavor and freshness. They serve sourdough-based cinnamon rolls and offer preordered options ready ahead of time.

People are saying

"I loved the lox bagel with a generous portion and delicious dill cream cheese."

"I found the sourdough bread to be bonkers good."

"You have to try their cinnamon rolls; they're especially good fresh out of the oven."

Good to know

1

Order ahead on the website to avoid long wait times.

2

Expect 10-15 minute wait times on weekdays and up to 30 minutes on weekends.

3

The bakery only has outdoor seating; no indoor waiting area is available.

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