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Cinnamon rolls and coffee in Chicago

The sweetness of a cinnamon roll finds its match in a bitter, dark coffee.

Based on 764 Opinions
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Updated May 2026
01
Buttercup image 1
Buttercup image 2
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Small, intimate space shifts from cozy daytime cafe to swanky speakeasy bar with soft lighting and curated 1940s/50s decor. Atmosphere stays chill and welcoming, ideal for quiet dates or after-work drinks. Music complements the vibe, creating a relaxed yet stylish setting.

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

Specialty coffees stand out with unique flavors like the Sugar Cookie Latte and a well-made Iced Americano that fills the cold brew gap. The menu stays small but strong, pairing quality espresso with fresh baked goods.

People are saying

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

"The cinnamon roll is amazing and perfectly sweet."

"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.

02
The Bakehouse Chicago image 1

Cozy cafe with plenty of seating inside and out, including a pleasant outdoor patio that invites neighborhood views. Warm, welcoming atmosphere with good music and a chill vibe suited for working or socializing. Frequented by those seeking a relaxed spot to enjoy fresh bakery items and coffee.

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.

Lavender honey latte and iced coconut cream latte stand out with rich, unique flavors. Coffee here is consistently delicious and brewed exactly to liking.

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.

03
Las Maria's Breakfast Club image 1
Breakfast restaurant

Cozy neighborhood breakfast spot with charming decor and a warm, welcoming atmosphere. Features a kids' activity section that keeps children entertained. Known for friendly service and a relaxed, down-to-earth vibe.

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.

Homemade cinnamon coffee offers plenty of flavor without milk or sugar. Bottomless coffee comes with the $12 daily breakfast plate, which includes eggs, meat, and pancakes or toast.

People are saying

"The food here is delicious and generously portioned."

"You have to try their special coffee; it's amazing."

"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.

04
Loaves & Witches image 1
Coffee shop

Space blends witchy cozy magic with eccentric styling and light macabre touches, creating a warm and welcoming atmosphere. Comfortable seating includes outdoor options, with tarot decks and card activities available on tables. Energy feels positive and lively, attracting a community-oriented crowd.

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

Coffee features espresso with acidity and chocolaty caramel notes. Unique drinks include the miel latte and huckleberry pie latte. Pastries like the lemon lavender scone complement the coffee well.

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.

05
TARY image 1
Cafe

Cozy, minimal cafรฉ with authentic Kazakh decor and subtle cultural elements creates a calm, pleasant atmosphere. Plenty of seating and strong WiFi support work or socializing, while unique Central Asian pastries and dishes offer a distinct culinary experience.

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.

Coffee here has a distinct flavor and richness that stands out. The cappuccino and sweet cheese latte offer unique tastes not found elsewhere.

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.

06
Queen B image 1
Coffee shop

Spacious cafรฉ blends modern meets comfy design with ample indoor and outdoor seating, including a lounge-like area ideal for working or breakfast. Atmosphere stays cozy and calming with a quiet vibe, though occasional loud groups can disrupt the peace. Unique features include a fun iced drink contraption and a dog-friendly environment.

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.

Coffee here stands out for its incredible quality and expert baristas who craft each cup with care. The offerings include great coffee and matcha, making it a solid spot to enjoy a delicious drink.

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.

07
COZY CAFE image 1
Coffee shop

Small coffee shop with 80s jazz and R&B decor and Motown music playing softly. Atmosphere feels cozy and welcoming, with an old soul vibe and friendly energy. Hosts occasional performances and offers a homey, inviting space with thoughtful touches like local artwork and vintage details.

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.

Coffee here is delicious and tasty, with options like cold brew and fresh pastries such as cinnamon rolls. The shop offers a chill atmosphere and friendly service where the owner makes sure you enjoy your time.

People are saying

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

"Ricky was a great guy who made a great coffee."

"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.

08
Erin's Cup & Cookies image 1

Small neighborhood coffee shop offers a cozy atmosphere with a warm, inviting vibe and a friendly local crowd. Space includes a kids' library, creating a community-focused environment. Energy stays calm and relaxing, not suited for long sit-downs but good for coffee and conversation.

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

Coffee here features perfect lattes with skilled latte art and unique options like the Mexican Chocolate Latte. Baristas are friendly and knowledgeable, creating a warm, inviting vibe for coffee lovers.

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.

09
Pedestrian Coffee image 1

Coffee shop offers quiet, comfortable atmosphere with spacious seating including a small outdoor patio. Frequented by people working on laptops, it provides accessible plugs at nearly every seat and fast wifi. Baked goods made in-house add to the experience without pretension.

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

Coffee here stands out for its exceptional quality and well-crafted drinks like the cardamom-rose latte and Nutella iced coffee. The pour over is made the right way, and espresso drinks are smooth with fun flavors.

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.

10
Au Levain Bakery & Cafe image 1

Bright space with large windows and a green ceiling creates a cozy, bustling vibe. Warm atmosphere fills with the smell of butter and espresso, attracting a steady crowd early in the day. Popular for fresh, high-quality pastries and breakfast sandwiches, it feels like an instant neighborhood classic.

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

Specialty Au Levain Sparrow coffee stands out as a favorite. Vanilla lattes and cappuccinos also deliver strong, rich flavors.

People are saying

"I found the pastries here to be amazing."

"I thought the coffee here was the best."

"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.

11
Sweet&Salt Cafe Bakery llc image 1

Bright, modern bakery space offers cozy atmosphere with fresh flowers and a quiet, chill vibe. Frequented by locals seeking a neighborhood spot to relax or catch up, it features homemade pastries that are flaky and flavorful.

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.

Coffee here is aromatic and smooth with a rich, well-balanced flavor. Unique drinks like the Orange Espresso Tonic and Mango Matcha Latte use fresh ingredients for natural taste.

People are saying

"The pastries here are fresh and tasty."

"I found the coffee and pastries to be exceptional."

"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.

12
Ann Sather image 1
Breakfast restaurant

Classic diner with 90s decor and a cozy, homestyle atmosphere feels like eating at a friend's house. Bright natural light fills the space, creating a welcoming, chill vibe. Known for exceptional cinnamon rolls, it offers straightforward, filling breakfast in a neighborhood setting.

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.

Coffee stays fresh and smooth with cups kept filled and hot throughout the visit.

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.

13
Sugar Moon image 1

Small bakery with funky decor and a beautiful worm mural creates a cozy, zen atmosphere with chill vibes and music. Lines grow long as pastries sell out quickly, drawing a crowd eager for unique, highly praised baked goods. Packaging is standard, and seating is minimal with just a few bar stools.

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

Espresso and coffee drinks come with baked goods like savory scones and cranberry ricotta cake. The drinks pair well with pastries such as the Denver omelet pastry and sea salt frosted flakes cookie.

People are saying

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

"The espresso and pastries here are delicious and beautifully crafted."

"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.

14
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.

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.

Coffee here is consistently great and pairs well with baked goods. The environment suits quick stops or relaxed moments.

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.

15
Ann Sather Restaurant & Catering image 1

Diner-style space with sunny mural and open kitchen feels cozy but cramped and sometimes chaotic. Atmosphere stays lively and casual, with large portions and a focus on homemade cinnamon rolls. 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.

Coffee comes with excellent service that includes frequent refills. The cinnamon rolls pair well with the surprisingly good coffee and stand out as a highlight.

People are saying

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

"The scrambled eggs here are done just right."

"Their coffee is surprisingly good and always refilled."

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.

16
Lost Larson (Andersonville) image 1

European cafe style blends with cozy, chic atmosphere and tasteful, modern decor in a small, inviting space featuring a visible grain mill. The vibe is often crowded and lively, with outdoor patio seating available seasonally.

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.

Decaf latte stands out as exceptionally good here. Coffee and beverages maintain a high quality overall, though espresso can be hit or miss.

People are saying

"The pastries here are always fresh and delicious."

"The coffee and pastries here are delicious and fresh."

"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
Fat Peach Bakery image 1

Small space with cozy atmosphere and soft morning light creates a relaxed vibe. Display cases hold beautifully crafted pastries that draw attention. Limited seating encourages quick visits or takeout, while the scent of butter and sugar fills the air.

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.

Coffee comes with delicious pastries and friendly service that includes offering coffee while you wait. Plans exist to expand drink options beyond coffee in the future.

People are saying

"The pastries here are flaky and delicious."

"The latte was delicious and my partner loved the cold brew."

"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.

18
Lost Larson (Wicker Park) image 1

Bakery with Scandinavian decor and a cozy atmosphere offers fresh daily pastries and indoor and outdoor seating. The space feels clean and calm, inviting for a relaxed coffee break. A small nook features unique merchandise like berry preserves and canned fish.

Flaky and buttery with a classic kanelsnegel style, the cinnamon rolls come with an American twist of sweet cream cheese. They arrive quickly and stand out alongside lingonberry pastries and cardamom buns.

Coffee comes with amazing pastries and a pleasant atmosphere for sitting. Staff handle orders with kindness, even remaking drinks on the spot.

People are saying

"I loved their coffee and flaky pastries."

"The pastries here are seriously great and tasted excellent."

"The cinnamon rolls are flaky, buttery, and sweet."

Good to know

1

All baked goods are fresh baked daily, and once they're gone, they're gone.

2

There is a 15% mandatory fee added to all bills.

3

The selection of baked goods can get sparse later in the day.

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