Best of 28 cookies in Chicago
Chicago is known for its vibrant food scene, and one sweet treat that stands out is cookies. From classic chocolate chip to unique and innovative flavors, Chicago's cookie scene is booming. Local bakeries and cafes offer an array of delicious cookies that are sure to satisfy any sweet tooth. Whether you're a local or a visitor, be sure to try some of the best cookies in Chicago.
- 1. big fat cookie
- 2. Insomnia Cookies
- 3. Cloud Cookie
- 4. Simply Sweet Caroline's
- 5. Crumbl - Wicker Park
- 6. Sweet Shot Cookies
- 7. Insomnia Cookies
- 8. Insomnia Cookies
- 9. Butterfly Cookies LLC
- 10. Insomnia Cookies
- 11. Levain Bakery – West Loop, Chicago
- 12. Insomnia Cookies
- 13. Cookie Spin
- 14. Insomnia Cookies
- 15. Mrs. Fields Northwest Train Station
- 16. Hilary's Cookies
- 17. Sweet Mandy B's Bakery
- 18. The Cookie Room
- 19. Mindy’s Bakery
- 20. Chip City
- 21. Folkmade Custom Cookies
- 22. You're a Cookie!
- 23. Insomnia Cookies
- 24. Cookies & Cupcake By Design
- 25. The Cookie Store & More
- 26. Crumbl - Michigan Ave
- 27. Brun Cookies
- 28. That Cookie Betch
1. big fat cookie

TOPICS
- Mexican Cuisine
- Cheap Eats
- Downtown Spots
- Dinner
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2. Insomnia Cookies
Uses premium ingredients and offers vegan and gluten-free options

The temptation for Insomnia cookies is strong, known for their warm, delicious, and delightful scent that can make anyone drool. The cookies' irresistible taste and mouthwatering appeal are enough to keep you coming back for more. However, there was an issue with the delivery that left something to be desired.
Although the cookies themselves were a delight, the delivery process was disappointing as it was delayed. Despite the wait, the cookies' warm and delicious taste was not compromised, and they still delivered on their promise of indulgent satisfaction. Nevertheless, the delivery experience was less than ideal and could have been improved.
TOPICS
- Vegetarian Options
- Cheap Eats
- Downtown Spots
- Late Night
3. Cloud Cookie
Handcrafted cookies baked fresh daily, Gluten-free and vegan options available

Cloud Cookie is a popular dessert spot, praised for its delicious and sweet cookies. The owner's kindness and helpfulness contribute to the warm and welcoming atmosphere. However, there were issues with the delivery service associated with Cloud Cookie. The driver had difficulty following instructions, leading to an inconsistent and unsatisfactory delivery experience.
The cookies, unfortunately, did not meet expectations in terms of freshness. They tasted old, which was a disappointing experience for the customer. It is unclear whether this issue was a one-time mistake or a recurring problem with Cloud Cookie's delivery service. Nonetheless, the quality of the cookies suffered, which is a significant concern for a dessert spot. Cloud Cookie should prioritize improving their delivery service to ensure that their cookies arrive fresh and delicious.
TOPICS
- American Cuisine
- Budget-Friendly Eats
- Hidden Gems
- Breakfast
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4. Simply Sweet Caroline's
Small woman-owned business with a focus on unique and personalized cookies

Caroline's cookies were a huge hit at both a first birthday party and a bridal shower. Her cookie decorating skills are exceptional, resulting in adorable cookies that were highly complimented by attendees. But Caroline's talents don't stop at just making cute cookies; her creations also tasted amazing.
The cookies were not only pleasing to the eye but also to the palate. At the bridal shower, guests were wowed by the delicious taste and appearance of the cookies, making them a memorable addition to the event. Caroline's baking skills have left a positive impression on those who have had the chance to taste her cookies, earning her high recommendations for special occasions.
TOPICS
- Social Gatherings
- Personal Celebrations
- American Cuisine
- Downtown Spots
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5. Crumbl - Wicker Park
Serving freshly baked cookies with a new menu every week

The milk chocolate chip cookie in question received mixed reviews. While some individuals did not find it worth the cost, others had no issue with the price. Despite this discrepancy, the overall taste of the cookies received a perfect rating of 5 stars.
This particular milk chocolate chip cookie stood out amongst its competitors. Its taste was exceptional, leading some to proclaim it as the best cookie they had ever had. The high praise for the cookie suggests that its taste was able to overshadow any reservations about its cost.
TOPICS
- American Cuisine
- Budget-Friendly Eats
- Downtown Spots
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6. Sweet Shot Cookies

TOPICS
- Mexican Cuisine
- Cheap Eats
- Downtown Spots
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7. Insomnia Cookies
Warm cookies available at no extra charge, Can order online for delivery or pick-up

Indulge in a rich, buttery vanilla cookie loaded with abundant milk chocolate chunks, offering an ooey-gooey, delightful experience with every bite. The chocolate chunks provide a luxurious upgrade to the classic vanilla cookie, making it a must-try for any sweet tooth.
TOPICS
- Personal Celebrations
- American Cuisine
- Vegan Options
- Late Night
8. Insomnia Cookies
Provides delivery service until early morning

Indulge in delightful and delicious gluten-free chocolate chip cookies for a satisfying late-night treat. The cookies were a perfect combination of soft and chewy texture, with just the right amount of chocolate chips. The staff provided excellent and friendly service, ensuring that orders were correct and customer needs were met.
These gluten-free cookies are a great option for those with dietary restrictions or for anyone looking to try something new. The late-night availability of these treats makes them a convenient and delicious snack option at any time of the day. Whether you're craving something sweet or simply looking for a tasty gluten-free alternative, these cookies are sure to hit the spot.
TOPICS
- Dinner
- Downtown Spots
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9. Butterfly Cookies LLC

TOPICS
- American Cuisine
- Budget-Friendly Eats
- Downtown Spots
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10. Insomnia Cookies

TOPICS
- Social Gatherings
- American Cuisine
- Mid-Range
- Downtown Spots
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11. Levain Bakery – West Loop, Chicago
Artisanal bakery using traditional French techniques and high-quality ingredients

Au Cheval is well-known for its delicious food, particularly their mouth-watering burgers. The establishment's dessert menu is also not to be missed, offering a variety of sweet treats that look too good to pass up. Though I personally didn't get to try their cookies, I've heard great things about them.
In fact, Au Cheval is often regarded as serving some of the best food in the whole city of Chicago. The cookies, in particular, were a delightful surprise – definitely a must-try for anyone with a sweet tooth. Whether you're in the mood for something savory or something sweet, this restaurant has got you covered.
TOPICS
- Italian Cuisine
- Lunch
- Budget-Friendly Eats
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12. Insomnia Cookies
Offers delivery and pickup until 1 AM, Specialty cookies like chocolate peanut butter cup and sugar rush

A popular cookie shop in the south loop attracts many late-night visitors with its delicious cookies and generous serving sizes. Despite the often long line, the wait is usually brief due to the shop's efficient service. Although small in size, the shop meets the needs of its customers well.
If you're a fan of cookies and enjoy staying up late, this cookie shop is a great destination. While the ice cream served may be unremarkable, it is the warm, delicious cookie that is the real draw. The shop's popularity is a testament to the appeal of a freshly baked, high-quality cookie in the late-night hours.
TOPICS
- Vegetarian Options
- American Cuisine
- Breakfast
- Cheap Eats
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13. Cookie Spin
Offers vegan and gluten-free options, Hand-crafted cookies made fresh daily

For five years, I have been visiting a dessert place that offers an array of delicious treats such as cookies, ice-cream, shakes, and sundaes. The establishment takes great care in ensuring that all their offerings are of excellent quality, and I have never been disappointed with anything I have tried.
Recently, I stopped by Cookie Spin after dinner and was thoroughly impressed with their menu. They had many gluten-free options, ice cream sundaes, and shakes, as well as a variety of delicious cookies. The staff were extremely helpful and kind, making my experience all the more enjoyable. I would highly recommend Cookie Spin to anyone looking for a great dessert spot.
TOPICS
- American Cuisine
- Cheap Eats
- Social Gatherings
- Downtown Spots
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14. Insomnia Cookies
Known for their warm cookies and fun toppings

This location offers an extensive variety of vegan, dairy and egg-free, and allergen-friendly cookies, making it a great spot for those with dietary restrictions. The staff is consistently friendly and attentive, adding to the overall positive experience.
The cookies are delivered safely, quickly, and often still warm, ensuring freshness and quality. One of the standout features of this location is the inclusion of a wide range of vegan cookie options, which has been a welcome addition for many customers.
TOPICS
- Mexican Cuisine
- Dinner
- Seasonal Times
- Downtown Spots
15. Mrs. Fields Northwest Train Station
Next to Starbucks in a convenient location; Offers custom gift baskets

Mrs. Fields is a popular cookie company, but their pricing can be quite high. During my visit, I bought three cookies for $10, which is more expensive than other similar businesses. For instance, at Great American Cookies, you can get five to six cookies for the same price.
The higher pricing at Mrs. Fields may be due to the perceived value and quality of their cookies. However, when compared to other businesses in the same industry, their prices are notably higher. This is something to consider if you're looking to get the most bang for your buck when it comes to cookies.
TOPICS
- Fusion Cuisine
- Cheap Eats
- Downtown Spots
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16. Hilary's Cookies

TOPICS
- American Cuisine
- Vegan Options
- Mid-Range
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17. Sweet Mandy B's Bakery
Offers vegan and gluten-free options, Handmade daily with premium ingredients, Catering service available

Sweet Mandy B's Bakery is a highly-rated bakery in Chicago, with a 4.6-star rating out of 364 reviews. The bakery offers a variety of baked goods, including cupcakes, gluten-free options, and custom-ordered cakes and pies. Their menu includes customer favorites such as brownies, cookies, and a wide selection of pies.
A recent visitor to the bakery mentioned stopping in after visiting DePaul and raved about the delicious cookies, bars, and pie. Specifically, they praised the Key Lime pie and the Cherry Apple pie as being amazing. The bakery is open Monday through Friday from 9am to 6pm and is located on 1208 W Webster Ave, with the option to order online and convenient phone number at (773) 244-1174 for customers to contact.
TOPICS
- American Cuisine
- Social Gatherings
- Breakfast
- Lunch
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18. The Cookie Room

TOPICS
- American Cuisine
- Vegetarian Options
- Cheap Eats
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19. Mindy’s Bakery
Offers vegan and gluten-free cookie options

Mindy's Bakery is renowned for its exceptional cookies, with the oatmeal raisin variety being a standout favorite. These cookies are consistently fresh and bursting with flavor, making them a popular choice among customers.
The cookies at Mindy's Bakery are truly remarkable, offering the perfect balance of sweetness and texture. Whether you're a fan of oatmeal raisin or another variety, you're sure to be impressed by the quality and taste of these treats. It's highly recommended to give them a try.
TOPICS
- American Cuisine
- Social Gatherings
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20. Chip City

Amidst their state debut, Chip City sets its sights on opening more locations, embodying the ethos of 'coming in hot'. Despite a slightly higher price point akin to Crumble, the cookies come highly recommended for their diverse flavors. Indulging in just one promises a sugary satisfaction that hits the spot.
TOPICS
- Italian Cuisine
- Cheap Eats
- Downtown Spots
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21. Folkmade Custom Cookies
Handcrafted, locally sourced ingredients, changing flavors

Folkmade Custom Cookies is a business that specializes in creating unique, hand-piped cookie designs and printed image cookies. Their offerings include custom corporate logo cookies and photo cookies, making them a great option for special events or marketing purposes. The company is located at the intersection of Elston Ave and N Lowell Ave in Chicago, IL.
If you're interested in visiting Folkmade Custom Cookies, you can find their hours, phone number, and directions on various online platforms. Reviews and ratings from previous customers may also be available, providing insight into the quality of their products and services. Whether you're looking for a personalized treat or a unique marketing tool, Folkmade Custom Cookies has you covered.
TOPICS
- Social Gatherings
- Fusion Cuisine
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22. You're a Cookie!

TOPICS
- Personal Celebrations
- Italian Cuisine
- Happy Hours
23. Insomnia Cookies
Open until 3 AM on weekends, Warm cookies delivered right to your door

The selection of cookies available is one of the highlights of this establishment. They offer a wide variety, allowing customers to choose the perfect cookie to suit their taste. From classic chocolate chip to more unique flavors, there is something for everyone. However, the delivery process can be a bit slow, which may be frustrating for those who are excited to try the cookies as soon as possible.
Despite the potential drawbacks of slow delivery, the cookies themselves are definitely worth the wait. When they arrive, they are warm and delicious, making for a satisfying snack or dessert. The quality of the ingredients is evident in the taste and texture of the cookies, which are both rich and flavorful. Whether enjoyed on their own or paired with a glass of milk, these cookies are sure to satisfy even the strongest sweet tooth.
TOPICS
- American Cuisine
- Dinner
- Late Night
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24. Cookies & Cupcake By Design
Offers vegan, gluten-free, and nut-free options

The cookies available are truly delicious and have a fresh taste that is sure to delight. They are a popular choice for many due to their freshness and attractive decoration. These cookies make for excellent gifts, as they are not only delicious but also beautifully presented. They can be given on various occasions and are sure to be appreciated.
These cookies are highly recommended for anyone looking for a tasty treat or a thoughtful gift. Whether you're in the mood for something sweet or looking for a unique present, these cookies are an excellent choice. With their fresh taste, beautiful decoration, and versatile appeal, they are sure to satisfy anyone's cravings. Give them a try and see for yourself why they are so highly regarded.
TOPICS
- Social Gatherings
- American Cuisine
- Vegetarian Options
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25. The Cookie Store & More

TOPICS
- Celebrations
- Cheap Eats
26. Crumbl - Michigan Ave
Weekly rotating menu, pickup and delivery available

This place is known for its delicious cookies. They are always fresh and there is a wide variety of flavors to choose from. While some people may find the prices to be high, many believe that they are reasonable for the quality of the product. Some even think the prices are great for such delicious and fresh cookies.
In general, customers are satisfied with the quality of the cookies. They are regularly praised for their freshness and wide range of flavors. Although there are some complaints about the high prices, the cookies are generally considered to be worth the cost. Overall, the deliciousness and freshness of the cookies make up for the high prices.
TOPICS
- Fusion Cuisine
- Budget-Friendly Eats
- Downtown Spots
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27. Brun Cookies
Offers unique flavors and vegan options

The customer received their food order, which included cookies. However, they found a hair in one of the cookies. Despite this unpleasant discovery, they mentioned that the food was generally good.
In their assessment, the customer gave scores of 81 for food quality, 100 for on-time delivery, and 81 for the correct order. The high score for on-time delivery indicates that the food arrived when it was supposed to, and the correct order score suggests that everything they ordered was included in the delivery.
TOPICS
- American Cuisine
- Cheap Eats
- Downtown Spots
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28. That Cookie Betch

TOPICS
- Personal Celebrations
- Italian Cuisine
- Vegetarian Options
- Budget-Friendly Eats
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