Best of 22 cinnamon rolls in Chicago
Cinnamon rolls in Chicago are a popular treat for both locals and tourists. These delicious pastries, known for their warm, gooey cinnamon filling and sweet icing, can be found in various bakeries and cafes throughout the city. From classic recipes to unique twists, cinnamon rolls in Chicago offer a delightful experience for any sweet tooth.
- 1. Ann Sather Restaurant & Catering
- 2. Pan Artesanal Bakery
- 3. Ann Sather
- 4. Sugar Moon
- 5. Lost Larson (Andersonville)
- 6. Sweet Mandy B's Bakery
- 7. Cinnaholic
- 8. Aya Pastry
- 9. West Town Bakery
- 10. Bittersweet Pastry Shop & Cafe
- 11. Stan's Donuts & Coffee
- 12. Mindy’s Bakery
- 13. Klein’s Bakery & Cafe (LakeviewEast)
- 14. Stan's Donuts & Coffee
- 15. West Town Bakery
- 16. Cinnabon
- 17. Stan’s Donuts & Coffee
- 18. Panaderia Nuevo Leon
- 19. Stan's Donuts & Coffee
- 20. Kristoffer's Cafe & Bakery
- 21. Lost Larson (Wicker Park)
- 22. Terra Stone Gallery
1. Ann Sather Restaurant & Catering
Family-owned restaurant since 1945 with a cozy atmosphere

Ann Sather's cinnamon rolls have earned a stellar reputation. These baked goods are known for their impressive size, soft texture, and balanced sweetness. The rolls are a delightful treat that any sweet tooth would appreciate.
The cinnamon rolls are warm and inviting, with a gooey interior and a generous layer of icing on top. The combination of the warm, doughy roll and the sweet icing creates a taste sensation that is simply irresistible. A bite of one of these rolls is sure to leave a lasting impression.
TOPICS
- American Cuisine
- Mid-Range
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2. Pan Artesanal Bakery
Family-owned business with a cozy atmosphere

This café offers a variety of delicious baked goods that are sure to satisfy your cravings. Their chocolate croissants, cinnamon rolls, and muffins are particularly noteworthy, as they are made with high-quality ingredients and careful attention to detail. The café's cinnamon rolls, in particular, have gained a reputation for being exceptionally good, with a perfectly balanced flavor and a soft, chewy texture that makes them stand out from the crowd.
Overall, the café's baked goods are a clear standout, and are well worth trying if you find yourself in the area. Whether you're in the mood for a rich, flaky croissant, a warm, gooey cinnamon roll, or a fresh, flavorful muffin, this café has something to offer. The care and expertise that go into every dish are evident in every bite, making this café an excellent destination for anyone seeking out delicious, high-quality baked goods.
TOPICS
- Italian Cuisine
- Downtown Spots
- Breakfast
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3. Ann Sather
Family-owned business since 1945, Commitment to tradition and community involvement

Ann Sather is a well-known restaurant in Chicago, famous for its Swedish cuisine and exceptional cinnamon rolls. The establishment has a long-standing reputation for providing customers with a taste of Sweden through its traditional entrees and baked goods. Among the various Swedish dishes, Ann Sather's cinnamon rolls stand out as a customer favorite and are frequently cited as the best in Chicago, if not better than those found in Sweden.
The cinnamon rolls at Ann Sather are a major draw for both locals and tourists alike, earning a special place in the restaurant's identity. These pastries are highly praised for their mouthwatering taste and irresistible aroma, making them a staple item on the menu. The cinnamon rolls' popularity has helped cement Ann Sather's status as a beloved Chicago institution and contributed significantly to its enduring success.
TOPICS
- American Cuisine
- Vegetarian Options
- Mid-Range
- Breakfast
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4. Sugar Moon
Family-owned bakery offering freshly baked goods since 2005

Sugar Moon is a exceptional bakery in Chicago, open Friday through Sunday until they sell out. Don't be put off by the line, it moves quickly and is worth the wait. They offer a range of sweet and savory brioche, croissants, scones, galettes, cinnamon rolls, cookies, and jam bars. There are even treats available for your dog.
The bakery is located near Logan Square and features a variety of items, such as the Chai Slice Roll, which is a delicious twist on the Cinnabon. The peanut butter cookie with strawberry topping is also a popular choice. The area is great to explore, with Sugar Moon being a must-visit destination.
TOPICS
- Italian Cuisine
- Vegetarian Options
- Cheap Eats
- Weekend Dining
5. Lost Larson (Andersonville)
Artisanal Scandinavian-style bakery and cafe

Hand-rolling cardamom buns and cinnamon rolls are popular baked goods associated with Sweden's Fika culture. These pastries are perfect for those who want a sweet treat to go along with their coffee or tea. The cardamom buns, in particular, are a favorite among locals and tourists alike, featuring a fragrant and flavorful combination of cardamom and sugar. The cinnamon rolls, on the other hand, offer a more traditional sweet roll experience, with a warm and gooey cinnamon sugar filling.
One satisfied customer exclaimed, "The cinnamon rolls are amazing!" These rolls are sure to satisfy any sweet tooth, with their soft and fluffy texture and indulgent cinnamon sugar filling. Whether you're a fan of cardamom or cinnamon, there's something for everyone in these delicious Swedish baked goods. So, take a break from your day and enjoy a Fika experience with these hand-rolled pastries.
TOPICS
- Vegetarian Options
- Budget-Friendly Eats
- Hidden Gems
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6. Sweet Mandy B's Bakery
Handmade baked goods, uses high-quality ingredients, offers gluten-free options

Sweet Mandy B's is home to my favorite cinnamon rolls. These pastries stand out for their exceptional softness and rich flavor. I highly recommend giving them a try.
During a recent weekend visit to Sweet Mandy B's, I was fortunate enough to sample their cinnamon rolls. The rolls were fresh and delectable, featuring a well-balanced combination of cinnamon and sugar. This delightful culinary experience underscores the bakery's commitment to quality and taste.
TOPICS
- American Cuisine
- Social Gatherings
- Breakfast
- Lunch
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7. Cinnaholic

Bakery Write a review 26 reviews 1295 N Milwaukee Ave, Chicago, Illinois +1-773-360-8864 Loading... Vegan cinnamon roll bakery founded in 2010 in Berkeley, CA. It has become a franchise with outlets throughout North America. Offering many bagel flavors, as well as the option to create your own from a variety of flavors and toppings. It also sells cookies, brownies and coffee.
TOPICS
- American Cuisine
- Vegan Options
- Cheap Eats
- Downtown Spots
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8. Aya Pastry
Cozy atmosphere, friendly staff, located in a vibrant neighborhood

Aya Pastry is home to a remarkable cinnamon roll. The balance of sweetness and cinnamon in this pastry is expertly executed, making it one of the best I've ever had. Its desirable qualities include a soft and gooey texture, with a warm and inviting aroma of cinnamon.
If you have a chance to try the cinnamon rolls at Aya Pastry, I highly recommend doing so. They are absolutely divine, with a perfect blend of spices and a delightfully soft and gooey texture. This pastry is a must-try for anyone who appreciates high-quality baked goods.
TOPICS
- Celebrations
- Budget-Friendly Eats
- Hidden Gems
9. West Town Bakery
Dedication to local and organic ingredients, Varied vegan and gluten-free options

The cinnamon roll I consumed was a true delight, and I consider it one of the best I have ever tasted. Its exceptional quality is worth highlighting.
Despite the sweetness being a bit excessive for my preference, the cinnamon rolls were still enjoyable. The sweetness did not diminish its overall quality, but rather catered to those who favor sweeter pastries.
TOPICS
- American Cuisine
- Budget-Friendly Eats
- Downtown Spots
- Breakfast
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10. Bittersweet Pastry Shop & Cafe
Cozy atmosphere and friendly staff

Bittersweet's cinnamon rolls have gained a reputation for their exceptional taste and freshness. These rolls are consistently enjoyable, with a perfect balance of softness, fluffiness, and sweetness that makes them a must-try.
The cinnamon rolls at Bittersweet are truly something special. Made to perfection, they feature a delightful combination of ingredients that come together to create a truly unforgettable dessert. From their tempting aroma to their irresistible flavor, these rolls are guaranteed to leave a lasting impression on anyone lucky enough to try them.
TOPICS
- Italian Cuisine
- Vegan Options
- Cheap Eats
- Lunch
11. Stan's Donuts & Coffee
Artisanal, hand-crafted donuts with unique flavor combinations and vegan options

The cinnamon roll I enjoyed was fresh and delightful, with a flawless combination of sweet and spicy flavors. Its delectable taste made a lasting impression.
Stan's cinnamon roll is a standout that deserves recognition. It is large, soft, and its cinnamon flavor is absolutely delicious. This delectable treat is not to be missed.
TOPICS
- Social Gatherings
- American Cuisine
- Breakfast
- Downtown Spots
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12. Mindy’s Bakery
Cozy neighborhood bakery with a homey atmosphere

The cinnamon rolls in question are truly delicious, offering the consumer a perfect balance of sweetness and spice. These delectable pastries boast a soft and gooey texture that simply melts in your mouth.
Anyone who tries these cinnamon rolls is sure to be impressed. They are expertly spiced, creating a warm and comforting flavor that is truly irresistible. These pastries are an absolute must-try for anyone who considers themselves a fan of cinnamon rolls.
TOPICS
- American Cuisine
- Social Gatherings
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13. Klein’s Bakery & Cafe (LakeviewEast)
Family-owned business offering a cozy atmosphere and a variety of baked goods and cafe fare.

Golfeados, a Venezuelan treat, are a must-try for anyone looking to expand their culinary horizons. These cinnamon rolls are unique due to their distinctive blend of ingredients, which include cinnamon, anise seeds, and a topping of semi-hard cheese. The result is a delightful fusion of sweet and savory flavors, enhanced by the aromatic hint of anise and cinnamon.
Golfeados are truly a remarkable culinary experience. The combination of sweet and savory elements, along with the subtle notes of anise and cinnamon, create a truly unforgettable taste sensation. The semi-hard cheese topping adds a unique twist to the traditional cinnamon roll, elevating this Venezuelan delicacy to new heights. Once you try Golfeados, you'll understand why they are considered a national treasure in Venezuela.
TOPICS
- American Cuisine
- Downtown Spots
- Breakfast
- Vegetarian Options
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14. Stan's Donuts & Coffee
Made fresh daily with premium ingredients, using a family recipe since 1963.

The bakery offers delicious and high-quality pastries, including unique flavor combinations for their donuts. One notable donut is the banana peanut butter chocolate, which was enjoyed thoroughly. The gelato is also authentic and tasty, with rich flavors such as vanilla chocolate and chocolate salted caramel. Reheating the croissant in the microwave for 20 seconds elevated its taste, making it an incredibly delicious experience with its cinnamon sugar and pudding filling.
Overall, the bakery is worth visiting for their delectable offerings. From the donuts to the gelato and even the croissant, each treat is packed with flavor and sure to satisfy one's sweet cravings. The unique and high-quality ingredients used in their pastries make for a memorable and enjoyable eating experience. It is recommended to try the donuts, gelato, and croissants, and don't hesitate to heat up the croissant for an added twist in flavor.
TOPICS
- Social Gatherings
- American Cuisine
- Cheap Eats
- Downtown Spots
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15. West Town Bakery
Uses locally milled flour and organic ingredients

West Town Bakery is known for its delicious cinnamon rolls. They have a reputation for being soft, gooey, and sweet. The texture is particularly noteworthy, as it is both fresh and satisfying.
If you're in the mood for a tasty treat, West Town Bakery's cinnamon rolls are highly recommended. They excel in terms of texture and flavor, making them a standout option. Whether you're a fan of cinnamon rolls or just looking to try something new, these are definitely worth checking out.
TOPICS
- American Cuisine
- Downtown Spots
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16. Cinnabon

TOPICS
- American Cuisine
- Lunch
- Budget-Friendly Eats
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17. Stan’s Donuts & Coffee
Hand-crafted donuts with unique flavors and ingredients

Stan's cinnamon rolls have gained a reputation for being a delicious treat. They are well-known for their freshness and perfectly balanced icing that complements the roll's flavor. Whether you have a sweet tooth or just enjoy high-quality baked goods, Stan's cinnamon rolls are highly recommended.
During a recent visit, I had the pleasure of trying one of Stan's cinnamon rolls, and I can confirm that it lived up to the hype. The roll was incredibly soft and fresh, with a rich and flavorful cinnamon taste. The icing added just the right amount of sweetness, making it one of the best cinnamon rolls I've had in a long time.
TOPICS
- American Cuisine
- Breakfast
- Cheap Eats
- Downtown Spots
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18. Panaderia Nuevo Leon
Family-owned Mexican bakery with rich history

Panaderia Nuevo Leon is renowned for its exceptional cinnamon rolls. These treats are a standout option for anyone visiting the area. The cinnamon rolls have a delightful texture, with a soft and fluffy interior that makes them a joy to eat. The cinnamon flavor is abundant and well-balanced, ensuring that each bite is packed with warmth and spice.
My personal experience with Panaderia Nuevo Leon's cinnamon rolls was overwhelmingly positive. The softness and fluffiness of the rolls were particularly noteworthy, as they seemed to melt in my mouth with each bite. Additionally, the cinnamon flavor was robust and satisfying, making for a highly enjoyable culinary experience. If you're looking for a must-try baked good in the area, Panaderia Nuevo Leon's cinnamon rolls are an excellent choice.
TOPICS
- Mexican Cuisine
- Cheap Eats
- Downtown Spots
- Vegan Options
19. Stan's Donuts & Coffee
Serving scrumptious donuts and coffee in a vibrant and cozy atmosphere since 1963.

There are many delicious alternatives to hot coffee, and donuts are one of them. While the cinnamon sugar donut was satisfactory, other varieties such as glazed and filled donuts are often preferred. Some popular flavors include birthday cake and blueberry jam.
During a recent visit to a donut shop, we tried the powdered donut, red velvet, classic glaze, and cinnamon roll donuts. Each donut was enjoyable, but the red velvet donut stood out with its firm exterior and incredibly soft interior. The texture was so delightful that it literally melted in our mouths. Although the donuts were not overly sweet, they still had a rich and flavorful taste, making the trip to the donut shop worthwhile.
TOPICS
- American Cuisine
- Budget-Friendly Eats
- Downtown Spots
- Lunch
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20. Kristoffer's Cafe & Bakery
Small, family-owned business with a cozy atmosphere

Kristoffer's cinnamon rolls are a popular baked good that attract many food enthusiasts. These rolls are known for their freshness, warmth, and a delicious cinnamon flavor that makes them stand out. The cinnamon rolls' quality is exceptional, making them a must-try for anyone looking for a tasty treat.
I had the opportunity to try one of Kristoffer's cinnamon rolls, and it was an incredible experience. The roll was perfectly baked, with a slight crispness on the outside and a soft, fluffy interior. The cinnamon flavor was robust and well-balanced, making each bite a delight. It is easy to see why these cinnamon rolls are highly regarded and considered one of the best.
TOPICS
- American Cuisine
- Mid-Range
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21. Lost Larson (Wicker Park)
Hyper-seasonal menu with local and sustainable ingredients

A popular bakery item in Sweden is the traditional sweet roll seasoned with cardamom and topped with pearl sugar. Another famous bakery product is the cinnamon roll, which also happens to be a bestseller. These cinnamon rolls are known for being light and flaky, and they are topped with a delicious citrus-cream cheese frosting.
The Swedish sweet roll featuring cardamom and pearl sugar, and the cinnamon roll are two beloved bakery items. While the Swedish roll is characterized by its unique spice and crunchy sugar topping, the cinnamon roll sets itself apart with its light and flaky texture and tangy cream cheese frosting. Both are popular choices for those with a sweet tooth.
TOPICS
- American Cuisine
- Breakfast
- Downtown Spots
- Cheap Eats
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22. Terra Stone Gallery

TOPICS
- Hidden Gems
- Fusion Cuisine
- Mid-Range
- Vegetarian Options