Best of 20 milkshakes in Chicago
Chicago is known for its culinary scene, and one sweet treat that stands out is milkshakes. From classic chocolate and vanilla to unique flavors like "Chicago-style hot dog" or "deep-dish pizza," milkshake lovers can find a variety of options in the city. Many local restaurants and ice cream shops offer their own spin on this favorite dessert, making milkshakes in Chicago a must-try for visitors and locals alike.
- 1. JoJo's Shake Bar -River North
- 2. Sugar Shack
- 3. Scooter's Frozen Custard
- 4. Shake Shack River North
- 5. VinnyD's
- 6. Cone Gourmet Ice Cream
- 7. Shake Shack West Loop
- 8. BomboBar
- 9. Oberweis Ice Cream and Dairy Store
- 10. Shake Shack Chicago Athletic Association
- 11. JoJo's Shake Bar - Water Tower Kiosk
- 12. DMK Burger Bar
- 13. Vaca’s Creamery
- 14. Cold Stone Creamery
- 15. Ghirardelli Ice Cream & Chocolate Shop
- 16. Lickity Split Frozen Custard & Sweets LLC
- 17. Shake Shack Wrigleyville
- 18. Lincoln Ice Cream Company
- 19. Eiffel Waffle - Wicker Park
- 20. Baskin-Robbins
1. JoJo's Shake Bar -River North
Features a build-your-own milkshake option, Alcohol-infused milkshakes available

The Biggie Shake is a must-try for anyone with a sweet tooth. Its presentation is impressive, making it a treat for both the eyes and the taste buds. The shake provides a delightful sugar rush that is sure to satisfy.
JoJo's milkshakes are not to be missed. They are not only delicious but also visually appealing, making them perfect for sharing on social media platforms like Instagram. Whether you're looking for a tasty treat or a eye-catching drink to photograph, JoJo's milkshakes are an excellent choice.
TOPICS
- Italian Cuisine
- Mid-Range
- Vegetarian Options
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2. Sugar Shack
Open until 1AM on weekends, Rotating specials, Homemade syrups and sauces

The chocolate milkshake at this location is truly exceptional. Its perfect blend and balanced sweetness make it one of the best I've ever had. The establishment is known for its delicious milkshakes. They are thick, smooth, and rich in flavor, making them a must-try for any visitor.
This place offers amazing chocolate milkshakes. The thick and creamy texture, along with the full flavor, makes for a delightful experience. If you find yourself at Sugar Shake, do not miss out on trying their milkshakes.
TOPICS
- Asian Cuisine
- Dinner
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3. Scooter's Frozen Custard
Offers a unique experience of frozen custard with a wide variety of milkshake options

Scooter's Frozen Custard is renowned in Chicago for its exceptional milkshakes. Among the available flavors, the vanilla milkshake stands out as a favorite for its delightful taste. The chocolate milkshake is also a must-try, characterized by its luxurious creaminess and richness.
In summary, Scooter's Frozen Custard offers two highly recommended milkshake options in Chicago. The vanilla milkshake is a crowd-pleaser, while the chocolate milkshake boasts an decadent and creamy texture. Both are delicious choices for milkshake enthusiasts.
TOPICS
- Social Gatherings
- Italian Cuisine
- Suburban
4. Shake Shack River North
Leaning more towards a healthier fast-food experience

The first establishment I prefer is located in New York City. It stands out for its larger size and the special treatment from the staff, who can make a chocolate peanut butter shake on request. The milkshakes are a must-try, characterized by their thick and creamy texture. However, the location I visited only offered chocolate-flavored milkshakes, and the size was limited to one option, which was quite thick and challenging to consume through a straw.
On the other hand, I equally enjoy the milkshakes at the second establishment. These drinks are incredibly thick and creamy, meeting my personal preference. Despite my initial struggle with the thick consistency at the first location, I find the milkshakes at both places to be equally delightful. My preference for the NYC spot is mainly due to the option of a chocolate peanut butter shake and the spacious atmosphere.
TOPICS
- American Cuisine
- Mid-Range
- Waterfront
- Dinner
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5. VinnyD's
In addition to milkshakes, VinnyD's is known for its retro diner atmosphere and friendly service.

The milkshake served was decent and met expectations. It was a satisfying treat, but the individual is looking forward to visiting again during the summer season to try out their Italian ice or gelato offerings.
The milkshake was enjoyable, but the giardinara topping was slightly spicier than the individual's preference. Despite this, the milkshake was still a tasty beverage overall, but the spiciness of the giardinara detracted slightly from the overall experience.
TOPICS
- Italian Cuisine
- Hidden Gems
- Happy Hours
6. Cone Gourmet Ice Cream
Family-owned parlor since 1995, Premium ice cream made in-house

The milkshakes at this location are truly exceptional. They are incredibly creamy and have a delicious taste that makes them a must-try. The consistency is perfect, and the flavors are varied and enjoyable.
If you're looking for a great milkshake, this is the place to go. The establishment's milkshakes are a standout feature, offering a satisfying and indulgent experience. Whether you're a milkshake connoisseur or just looking to try something new, these milkshakes are sure to impress.
TOPICS
- American Cuisine
- Cheap Eats
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7. Shake Shack West Loop
Modern twist on classic diner food, popular Chicago location

Shake Shack is known for its delicious milkshakes. Both the vanilla and chocolate flavors are worth trying. The vanilla shake is smooth and has a rich taste, making it a satisfying treat. On the other hand, the chocolate milkshake is one of the best versions of this classic dessert that you can find. It boasts a perfectly thick consistency and is packed with flavor.
In summary, Shake Shack's milkshakes are a must-try for anyone looking for a delicious treat. Whether you prefer vanilla or chocolate, you are sure to enjoy the smooth and rich taste, as well as the perfectly thick consistency of these milkshakes. The chocolate milkshake, in particular, stands out for its exceptional flavor and quality.
TOPICS
- American Cuisine
- Cheap Eats
- Downtown Spots
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8. BomboBar
features a walk-up window for easy ordering and unique, upscale take on classic street food

The hot chocolate options at this location are perfect for winter, with both traditional and S'mores flavors available. The seating area is partially covered, which shields customers from the cold while they enjoy their drinks. The interior is small, with only six stools and two tables.
In my experience, this place can be a bit pricey for shakes, but they do offer unique and tasty gelato flavors. I recommend trying the cookie monster gelato shake, which is a delicious and flavorful option. I have visited this establishment several times and have consistently enjoyed the gelato shakes, despite the high cost.
TOPICS
- Social Gatherings
- American Cuisine
- Mid-Range
- Downtown Spots
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9. Oberweis Ice Cream and Dairy Store
Family-owned and operated dairy store since 1915, Homemade ice cream, Seasonal flavors

Oberweis is known for providing high-quality dairy products and excellent service. Their milkshakes are a customer favorite, known for their thick and creamy texture and rich flavor. The staff is always friendly and attentive, adding to the overall positive experience of visiting Oberweis.
The milkshakes at Oberweis are a standout menu item. Thick and rich, these shakes are made with high-quality ingredients and a perfect blend of flavors. Whether you prefer classic favorites like chocolate and vanilla or something more unique, Oberweis has a milkshake that is sure to satisfy. A visit to Oberweis is not complete without trying one of their delicious milkshakes.
TOPICS
- Breakfast
- Lunch
- Vegetarian Options
- Downtown Spots
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10. Shake Shack Chicago Athletic Association
Located in a historic Chicago building with a unique atmosphere

Kids thoroughly enjoyed the cookies and cream milkshakes, finding them to be a huge success. The combination of creamy vanilla ice cream and crunchy cookie pieces proved to be a irresistible mix for the young ones.
It was evident that the cookies and cream milkshake was a big hit among the children. Their faces lit up with delight as they sipped on the delicious shake, relishing the taste of the cookies with each slurp. The popularity of this milkshake flavor among kids is undeniable.
TOPICS
- Social Gatherings
- Celebrations
- American Cuisine
- Mid-Range
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11. JoJo's Shake Bar - Water Tower Kiosk

TOPICS
- American Cuisine
- Gluten-Free
- Happy Hours
12. DMK Burger Bar
Creative and high-quality milkshakes using local ingredients

DMK Burger Bar is a great restaurant to visit for a date night or any occasion. The ambiance is lively and enjoyable, making it a perfect spot for couples or groups. The menu features non-traditional items such as the #5 and #6, which were both delicious and highly recommended. Additionally, the Parmesan truffle fries are a must-try and are absolutely delicious.
Aside from the food, DMK Burger Bar also offers a great selection of beers and hand-dipped premium ice cream shakes. For those looking for an added kick, they also offer boozy shake options. Overall, it's a highly recommended restaurant for anyone looking for great food, drinks, and atmosphere.
TOPICS
- American Cuisine
- Budget-Friendly Eats
- Downtown Spots
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13. Vaca’s Creamery
Family-owned creamery since 1972, Using premium local dairy

The milkshakes at this location are truly delicious. One standout variety is the chocolate peanut butter milkshake, which boasts a rich and creamy texture that makes it a must-try. The strawberry milkshake is another excellent choice, offering the perfect balance of sweetness and creaminess.
Visiting this establishment is worth it for the milkshakes alone. The chocolate peanut butter milkshake is a dream come true for chocolate and peanut butter lovers, while the strawberry milkshake is a delightful option for those who prefer fruity flavors. Both milkshakes are noteworthy for their high-quality ingredients and excellent taste.
TOPICS
- Vegetarian Options
- Vegan Options
- Cheap Eats
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14. Cold Stone Creamery
Serves milkshakes in tailor-made sizes, Ice cream store with a fun and engaging experience

Cold Stone Creamery is known for offering delicious milkshakes. The flavors are varied and the texture is consistently rich and creamy, making for a satisfying experience. One particular milkshake I tried stood out for its impeccable blend and balanced sweetness.
The milkshake I had at Cold Stone Creamery was outstanding. Its perfect blend and moderate sweetness made it a real treat. This experience has left me with a strong desire to try more of their milkshake flavors in the future.
TOPICS
- American Cuisine
- Cheap Eats
- Lunch
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15. Ghirardelli Ice Cream & Chocolate Shop
Featuring Ghirardelli's premium chocolate in all their desserts

The chocolate lover's shake and the Marshmallow Sundae were both enjoyed and deemed excellent by the reviewer and their wife. This dessert place, despite being very busy, offered great service. Orders were taken and delivered to the table in just a few minutes.
The chocolate lover's shake was particularly noteworthy, being one of the best-tasting chocolate ice cream treats available. The Marshmallow Sundae also earned high praise. The reviewer highly recommends this establishment for anyone looking for a delicious dessert options.
TOPICS
- Personal Celebrations
- American Cuisine
- Vegetarian Options
- Weekend Dining
16. Lickity Split Frozen Custard & Sweets LLC
Artisanal frozen custard and sweets shop with a retro atmosphere

The milkshakes at Lickity Split are truly delicious. Thick and creamy, they have a rich and satisfying taste that is hard to beat. Whether you're a milkshake aficionado or just looking to try something new, these milkshakes are a must-try.
The taste and consistency of the milkshakes at Lickity Split set them apart. Thick and rich, they have a smooth and creamy texture that is incredibly satisfying. The flavors are bold and bold, with a taste that is out of this world. Whether you choose a classic favorite or something more adventurous, you are sure to be impressed by the quality and deliciousness of these milkshakes.
TOPICS
- American Cuisine
- Cheap Eats
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17. Shake Shack Wrigleyville
Located near Wrigley Field, offering outdoor seating

The vanilla milkshake provided a creamy and delicious experience, making it an ideal companion to the burger. Its rich and smooth texture elevated the meal's overall taste and enjoyment.
In a separate context, the black sesame milkshake was a unique and delightful surprise. Its distinct flavor set it apart, making it a standout beverage. This indulgent treat is highly recommended and worth trying.
TOPICS
- American Cuisine
- Vegetarian Options
- Budget-Friendly Eats
- Downtown Spots
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18. Lincoln Ice Cream Company
Homemade ice cream, Fresh ingredients, Family-owned and operated

The milkshakes at this location are truly exceptional. Thick and creamy, they boast a rich and satisfying flavor. Whether you're a chocolate lover or prefer other flavors, these milkshakes are sure to impress.
During a recent visit, I had the pleasure of trying the chocolate milkshake. It was incredibly delicious, with a smooth and creamy texture that was simply irresistible. On a hot day, this milkshake was the perfect treat to cool down and satisfy my sweet tooth.
TOPICS
- American Cuisine
- Cheap Eats
- Downtown Spots
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19. Eiffel Waffle - Wicker Park
Cozy atmosphere, local ingredients, unique flavor combinations

The Cosmic Cookie shake is a highly recommended dessert option, known for its rich and delightful taste. You can choose to order from the menu, with the Cosmic Cookie milkshake and Cookie Monster Bubble Waffle being popular choices. Alternatively, you can also opt to create your own unique combination.
This dessert shake is a must-try for anyone seeking a sweet and satisfying treat. Whether you decide to go with the recommended options or create your own, you're sure to enjoy the delicious flavor of the Cosmic Cookie shake. Made with high-quality ingredients, this shake is a standout option for anyone looking to indulge their sweet tooth.
TOPICS
- Fusion Cuisine
- Lunch
- Dinner
- Happy Hours
20. Baskin-Robbins
Customizable milkshakes with a range of toppings and syrups

Baskin-Robbins is known for offering a wide selection of milkshake flavors, making it a must-try destination for milkshake lovers. The chocolate milkshake, in particular, is a standout option. Its rich and creamy consistency makes it a delicious treat.
Visitors to Baskin-Robbins should not miss out on the opportunity to try their milkshakes. With a variety of flavors available, there is something for everyone. The chocolate milkshake is a prime example of the high-quality offerings at Baskin-Robbins, as it boasts a rich and creamy texture that is sure to satisfy.
TOPICS
- Cheap Eats
- Downtown Spots
- Gluten-Free