The 16 Best Milkshakes in Chicago

For those craving a delicious and creamy treat in the windy city, Chicago has no shortage of amazing milkshake options. Whether you prefer classic flavors like chocolate or vanilla, or more unique combinations like fruity pebbles or matcha, there is something for everyone in this bustling metropolis.
From trendy cafes to classic diners, Chicago offers a plethora of milkshake choices that cater to every taste preference. With so many options to choose from, it can be overwhelming to find the perfect shake. That's why a curated list of the 16 Best Milkshakes in Chicago can help guide you to the ultimate frozen treat experience in the city.
- Wide variety of flavors and toppings
- Quality of ingredients
- Ambiance and atmosphere of the establishment
- Convenience of location
- 1. Portillo's & Barnelli's Chicago
- 2. Superdawg Drive-In
- 3. Ghirardelli Ice Cream & Chocolate Shop
- 4. Vaca’s Creamery
- 5. Shake Shack Chicago Athletic Association
- 6. Small Cheval- Riverside
- 7. The Cheesecake Factory
- 8. Small Cheval- Old Town
- 9. Shake Shack River North
- 10. Sugar Shack
- 11. JoJo's Shake Bar -River North
- 12. Shake Shack West Loop
- 13. Shake Shack Willis Tower
- 14. Smashburger
- 15. Baskin-Robbins
- 16. Baskin-Robbins

- Monday: 10 AM–1 AM
- Tuesday: 10 AM–1 AM
- Wednesday: 10 AM–1 AM
- Thursday: 10 AM–1 AM
- Friday: 10 AM–1 AM
- Saturday: 10 AM–1 AM
- Sunday: 10 AM–1 AM
1. Portillo's & Barnelli's Chicago
Information and Reviews
- Eating the classic Chicago hot dog with an abundance of fresh veggies and sauce was a delightful experience.
- The Greek salad with grilled chicken was a tasty and unique twist.
- The famous chocolate cake shake is a must-try and lives up to its reputation as a crowd favorite.
With a high rating of 4.4, based on 20691 reviews, customers have shared glowing feedback about their experiences. One diner praised the balanced and delicious hotdogs, while another highly recommended the lemon cake dessert. Visitors also praised the efficiency of the service, the ample seating available, and the overall great experience. So, next time you are in Chicago, make sure to drop by Portillo's & Barnelli's for a memorable dining experience!

- Monday: 11 AM–1 AM
- Tuesday: 11 AM–1 AM
- Wednesday: 11 AM–1 AM
- Thursday: 11 AM–1 AM
- Friday: 11 AM–2 AM
- Saturday: 11 AM–2 AM
- Sunday: 11 AM–1 AM
2. Superdawg Drive-In
Information and Reviews
Some key points from recent customer reviews:
- Passing through and had to stop to try a Superdawg. Amazing Superdawg with fresh fries! Highly recommend stopping by if you are in town.
- Cool spot worth a visit with a unique drive-in setup. The food was good, but improvements can be made in the ordering process and food quality.
- Superdawg Drive-In stands out for its high-quality ingredients and exceptional customer service. A reliable choice for top-tier fast food.
- Great ChiTown hot dog with perfect fries and milkshakes. Definitely worth a stop for a delicious experience.

- Monday: 10 AM–10 PM
- Tuesday: 10 AM–10 PM
- Wednesday: 10 AM–10 PM
- Thursday: 10 AM–10 PM
- Friday: 10 AM–11 PM
- Saturday: 10 AM–11 PM
- Sunday: 10 AM–10 PM
3. Ghirardelli Ice Cream & Chocolate Shop
Information and Reviews
- The decadent Golden gate banana split and Salted caramel brownie are highly recommended by customers for their delicious taste.
- Despite some mixed experiences with customer service, Ghirardelli impresses with exceptional offerings like the Nob Hill Chill and a great view of Chicago, making it a must-visit spot in the city.
- Many visitors praise the fast and efficient service at Ghirardelli, along with the cleanliness of the establishment and the delightful selection of chocolates.
For a memorable sweet escape or a delightful gift, Ghirardelli Ice Cream & Chocolate Shop is the perfect destination.

- Monday: 8 AM–9 PM
- Tuesday: 8 AM–9 PM
- Wednesday: 8 AM–9 PM
- Thursday: 8 AM–9 PM
- Friday: 8 AM–9 PM
- Saturday: 8 AM–9 PM
- Sunday: 8 AM–9 PM
4. Vaca’s Creamery
Information and Reviews
- Customers praise the vegan ice cream for its great taste and texture.
- The friendly staff provide polite and fast service, making the experience enjoyable.
- Visitors recommend trying the Godzilla sundae and toasted marshmallows for a unique treat.
Whether you're vegan or just looking for a tasty alternative to traditional ice cream, Vaca’s Creamery is a must-visit spot in Chicago for sweet treats.

- Monday: 11 AM–9:30 PM
- Tuesday: 11 AM–9:30 PM
- Wednesday: 11 AM–9:30 PM
- Thursday: 11 AM–9:30 PM
- Friday: 11 AM–10:30 PM
- Saturday: 10:30 AM–10:30 PM
- Sunday: 10:30 AM–9:30 PM
5. Shake Shack Chicago Athletic Association
Information and Reviews
- Customers love the bacon avocado burger, cheese fries, and cookies and cream shake.
- The spicy fries are a must-try and the shakes are amazing.
- Visitors appreciate the friendly service and the fast food preparation.

- Monday: 11 AM–10 PM
- Tuesday: 11 AM–10 PM
- Wednesday: 11 AM–10 PM
- Thursday: 11 AM–10 PM
- Friday: 11 AM–10 PM
- Saturday: 4–10 PM
- Sunday: 4–9 PM
6. Small Cheval- Riverside
Information and Reviews
Here are some key points from customer reviews:
- One of the best burgers you’ll ever eat. Small Cheval is a mini au Cheval, with delicious burgers, shakes, shots, and beer.
- The dining experience was excellent, with fresh double cheeseburgers, fries, and exceptional service.
- If you love good hamburgers, you should try this place. The burgers are juicy and full of flavor.
- Not a bad burger, great cook on the meat with an excellent bun, although could use more seasoning.

- Monday: 11 AM–10 PM
- Tuesday: 11 AM–10 PM
- Wednesday: 11 AM–10 PM
- Thursday: 11 AM–10 PM
- Friday: 11 AM–11 PM
- Saturday: 11 AM–11 PM
- Sunday: 10 AM–10 PM
7. The Cheesecake Factory
Information and Reviews
- Great variety of food options on the menu
- Delicious cheesecakes, especially the chocolate 30th anniversary one
- Attentive and friendly service
One visitor mentioned having an amazing BBQ bacon burger while another enjoyed the gluten-free and dairy-free options along with a sparkling guava/lime drink. With a quirky yet good atmosphere, this restaurant is family-friendly and popular among tourists and university students alike. So, head to The Cheesecake Factory for a delightful dining experience!

- Monday: 11 AM–10 PM
- Tuesday: 11 AM–10 PM
- Wednesday: 11 AM–10 PM
- Thursday: 11 AM–10 PM
- Friday: 11 AM–11 PM
- Saturday: 11 AM–11 PM
- Sunday: 11 AM–10 PM
8. Small Cheval- Old Town
Information and Reviews
Here are some key points from the customer reviews:
- If not the best burger in Chicago, then It's certainly in the top 10. Juicy and flavorful burgers with amazing condiments and shoestring fries. Shakes are thick and delicious.
- Burger was one of the best ever had! Yummy crust on the outside and juicy on the inside with fast service and plenty of seating.
- Extremely delicious burgers, fries, and shakes. Friendly staff, and homemade garlic aioli sauce that complements the food.
- Easy ordering process, fast food delivery, and delicious burgers with juicy flavors. Limited seating area but great vibes and positive staff.
Whether you're in the mood for a classic burger, thick shake, or comforting comfort food, Small Cheval- Old Town has something for everyone to enjoy.

- Monday: 11 AM–11 PM
- Tuesday: 11 AM–11 PM
- Wednesday: 11 AM–11 PM
- Thursday: 11 AM–11 PM
- Friday: 11 AM–12 AM
- Saturday: 11 AM–12 AM
- Sunday: 11 AM–12 AM
9. Shake Shack River North
Information and Reviews
Here are some key points from customer reviews:
- This is hands down the best burger I have ever had. The fries are delicious, and the lemonades are refreshing.
- Tasty burgers as usual, and the Smoke Shack is spicy. However, the shakes may not be everyone's favorite.
- Impromptu lunch was a hit with the Korean Style Fried BBQ Chicken Sandwich. The fresh cut fries are a must-try.
- First experience was amazing with crispy burgers, perfect fries, and thick, sweet milkshakes.

- Monday: 3–10 PM
- Tuesday: 3–10 PM
- Wednesday: 3–10 PM
- Thursday: 3–10 PM
- Friday: 3–10 PM
- Saturday: 3–10 PM
- Sunday: 3–10 PM
10. Sugar Shack
Information and Reviews
With a rating of 4.5 stars based on 931 reviews, it's no wonder customers have great things to say about this place. Here are some key points summarizing the reviews:
- Customers recommend bringing cash as the place is cash-only, but the desserts, like the big funnel cake sundae, are worth it.
- Visitors praise the delicious options like funnel cakes with soft serve ice cream and hot fudge drizzle, calling them magically delicious.
- Many patrons enjoy the portion sizes at Sugar Shack, highlighting the regular funnel cake sundae as a shareable and spectacular treat.
Whether you're craving a sweet treat or looking to try something new, Sugar Shack is the place to be!

- Monday: 11 AM–10 PM
- Tuesday: 11 AM–10 PM
- Wednesday: 11 AM–10 PM
- Thursday: 11 AM–10 PM
- Friday: 11 AM–12 AM
- Saturday: 11 AM–12 AM
- Sunday: 11 AM–10 PM
11. JoJo's Shake Bar -River North
Information and Reviews
Here are some key points from customer reviews:
- Service was outstanding, with great food recommendations and a lively atmosphere.
- Amazing shakes, buffalo wings, and friendly customer service, perfect for families.
- Fast, fresh, and delicious food, with a positive and welcoming atmosphere.
- Strong drinks, delicious food, and attentive service, making it highly recommended.
If you're looking for a place with a great vibe, delicious food, and excellent service, JoJo's Shake Bar -River North is the place to be!

- Monday: 10:30 AM–10 PM
- Tuesday: 10:30 AM–10 PM
- Wednesday: 10:30 AM–10 PM
- Thursday: 10:30 AM–10 PM
- Friday: 10:30 AM–10 PM
- Saturday: 11 AM–10 PM
- Sunday: 11 AM–10 PM
12. Shake Shack West Loop
Information and Reviews
Customers have left positive reviews about their experience at Shake Shack West Loop. Some key points from their reviews are:
- Decent burger and chicken sandwich with good quality and flavors.
- Delicious food, albeit pricier than other fast food joints. The shack stack and cheese fries are highly recommended.
- Great location near the Green Line, with tasty crinkle fries and refreshing lemonade.
- Fast service and tasty burgers, although some customers noted small portions and minor service hiccups.
With a rating of 4.3 stars based on 990 reviews, Shake Shack West Loop continues to attract customers looking for a satisfying and convenient dining experience. If you're in the area, be sure to check out this popular hamburger hotspot!

- Monday: 10:30 AM–10 PM
- Tuesday: 10:30 AM–10 PM
- Wednesday: 10:30 AM–10 PM
- Thursday: 10:30 AM–10 PM
- Friday: 10:30 AM–10 PM
- Saturday: 10:30 AM–10 PM
- Sunday: 10:30 AM–10 PM
13. Shake Shack Willis Tower
Information and Reviews
- The burgers are crazy good with unique toppings like battered fried mushrooms filled with molten cheese.
- Clean restaurant with friendly staff and good vibes.
- Relatively fast service for crowds with hot and fresh food.
Whether you're in the mood for lunch, dinner, or a quick bite, Shake Shack Willis Tower has something for everyone. Customers appreciate the tasty burgers, crispy fries, and delicious shakes served in a casual and trendy atmosphere. With a rating of 4.3 based on 368 reviews, Shake Shack Willis Tower continues to satisfy its customers with flavorful comfort food and quick service.

- Monday: 8:30 AM–10 PM
- Tuesday: 8:30 AM–10 PM
- Wednesday: 8:30 AM–10 PM
- Thursday: 8:30 AM–10 PM
- Friday: 8:30 AM–10 PM
- Saturday: 8:30 AM–10 PM
- Sunday: 8:30 AM–10 PM
14. Smashburger
Information and Reviews
- Great price point with amazing city views
- Attentive staff with clean space
- Delicious burgers and sweet potato fries
- First time experience better than typical Burger Fi or Five Guys
- Efficient service despite busy periods
- Large portion burgers with delicious side options
- Quality fast-food style burger at an affordable price
- Churro milkshake described as awesome
- Recommend skipping tots and going with fries
- Amazingly juicy and delicious burgers
- Crispy and seasoned Smashfries
- Poor customer service despite delicious food

- Monday: 5 AM–10 PM
- Tuesday: 5 AM–10 PM
- Wednesday: 5 AM–10 PM
- Thursday: 5 AM–10 PM
- Friday: 5 AM–10 PM
- Saturday: 6 AM–10 PM
- Sunday: 6 AM–10 PM
15. Baskin-Robbins
Information and Reviews
With a rating of 3.6 based on 94 reviews, Baskin-Robbins has received mixed feedback from customers. Some key points highlighted by reviewers include:
- The friendly and helpful service from a red-haired employee who gives great recommendations on flavors
- Concerns about portion sizes and pricing, especially for milkshakes
- Complaints about unprofessional service and rude behavior from staff members
- Inconsistent quality of products and mixed experiences with cleanliness and customer service
Despite some mixed reviews, Baskin-Robbins continues to attract customers with its wide range of ice cream flavors and convenient service options. Visit their website for more information or stop by their location to satisfy your sweet cravings.

- Monday: Open 24 hours
- Tuesday: Open 24 hours
- Wednesday: Open 24 hours
- Thursday: Open 24 hours
- Friday: Open 24 hours
- Saturday: Open 24 hours
- Sunday: Open 24 hours
16. Baskin-Robbins
Information and Reviews
- The store is so dirty! The customer service is poor, with disappointing interactions.
- Repeated complaints about rude staff members and unclean facilities.
- Issues with order accuracy, cleanliness, and poor treatment of customers.
- Despite some negative feedback, there are also positive reviews regarding the quality of the ice cream and reasonable wait times during peak hours.
Map of Milkshakes in Chicago
Looking for the best milkshakes in Chicago? Look no further! Our comprehensive map showcases all the top milkshake spots in the Windy City, from classic diners to trendy cafes. Indulge in flavors ranging from traditional vanilla and chocolate to exotic options like salted caramel and red velvet. Explore Chicago one milkshake at a time on our map below.

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