Best of 16 milkshakes in Streeterville
Milkshakes in Streeterville are a must-try for anyone with a sweet tooth! This vibrant Chicago neighborhood is home to several popular dining spots, each offering their own unique twist on this classic dessert. From classic flavors to innovative combinations, milkshakes in Streeterville are the perfect way to satisfy your cravings. Don't miss out on the deliciousness!
- 1. Shake Shack River North
- 2. FRÍO Gelato - Navy Pier
- 3. Ben & Jerry's
- 4. Baskin-Robbins
- 5. The Original Rainbow Cone
- 6. Epic Burger
- 7. JoJo's Shake Bar - Water Tower Kiosk
- 8. Chicago Burger Company
- 9. Jeni's Splendid Ice Creams in Streeterville
- 10. Snow Dragon Shavery
- 11. Dippin' Dots
- 12. Ghirardelli Ice Cream & Chocolate Shop
- 13. The Original Rainbow Cone - Navy Pier
- 14. Kilwins Chicago - Navy Pier in Streeterville
- 15. Cold Moon Cafe in Streeterville
- 16. Red Mango
1. Shake Shack River North
High-quality ingredients, Modern take on classic diner food, Sustainable practices

The Shakes offered at this establishment are hand-spun, creamy frozen custard, which can be described as amazing goodness, reminiscent of the first spoonful of ice cream. Among the flavors, the salted caramel shake is a standout, providing an amazing taste experience. However, the shake in Chicago is not as impressive as the one in NYC.
In Chicago, the shake is smaller, with only chocolate as an option, and one size available. The thickness of the shake was disappointing, making it hard to consume through a straw. At $5.99, the price seemed steep for a small and mediocre milkshake, and it was not worth the cost, so it's unlikely to be ordered again during a future visit.
TOPICS
- American Cuisine
- Mid-Range
- Waterfront
- Dinner
3. Ben & Jerry's
Fairtrade certified, non-GMO sourced ingredients, support sustainable agriculture

The milkshake I tried was a delicious treat. It was enjoyed while taking a walk around Navy Pier. The taste and consistency of the milkshake were excellent, making it a perfect refreshment.
However, I do have to mention that the milkshake was a bit overpriced. Despite its great taste, the cost seemed a bit high for the size of the drink. It might be something to consider before purchasing.
TOPICS
- American Cuisine
- Cheap Eats
- Holiday Celebrations
4. Baskin-Robbins
Baskin-Robbins' 31 flavors concept, customizable milkshakes, kid-friendly environment.

The milkshakes at this establishment are quite delicious, although they might be slightly too sugary for some. On a sweltering day, they provide a refreshing and enjoyable break.
This same establishment boasts a wide selection of milkshake flavors and a perfect consistency that milkshake enthusiasts will appreciate. Each sip offers a delightful experience, making it a popular destination for milkshake lovers.
TOPICS
- American Cuisine
- Cheap Eats
- Downtown Spots
- Dinner
5. The Original Rainbow Cone

TOPICS
- Italian Cuisine
- Downtown Spots
- Breakfast
- Vegan Options
6. Epic Burger
Sustainable and locally sourced ingredients, made-to-order meals

Craving a chocolate milkshake? You're in luck! The milkshake I ordered was absolutely delicious, and I highly recommend giving it a try. The milkshake had a thick and creamy consistency that is sure to satisfy. This rich and decadent treat serves as the perfect complement to one of their delicious burgers.
This chocolate milkshake stood out from the rest. Its thick and creamy texture was incredibly satisfying, and the chocolate flavor was rich and decadent. Combining this milkshake with one of their burgers created a meal that was nothing short of delightful. If you're looking for a sweet treat that won't disappoint, look no further than this chocolate milkshake.
TOPICS
- American Cuisine
- Budget-Friendly Eats
- Downtown Spots
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7. JoJo's Shake Bar - Water Tower Kiosk

TOPICS
- American Cuisine
- Gluten-Free
- Happy Hours
8. Chicago Burger Company
Located in the heart of downtown Chicago, offering a relaxed and casual atmosphere with a wide selection of burgers, sandwiches, and milkshakes.

The so-called "thick" shakes advertised by this establishment are not actually made from high-quality or substantial ingredients. Instead, they are merely soft serve ice cream from a machine, which is disappointing and misleading. Despite this, I decided to try their Oreo milkshake and found it to be quite enjoyable. The taste was satisfactory, but it's worth noting that the shake's thickness and richness may not meet expectations based on the advertising.
The milkshake I ordered, an Oreo flavor, was surprisingly tasty despite the disappointing realization that the establishment's advertised "thick" shakes are just soft serve ice cream. It's important to manage customer expectations accurately, especially when claiming to offer high-quality or substantial products. Although the Oreo milkshake was enjoyable, its thickness and richness did not fully live up to the promises made in the advertising.
TOPICS
- American Cuisine
- Mid-Range
- Waterfront
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9. Jeni's Splendid Ice Creams in Streeterville
Artisanal ice creams made with local and premium ingredients, Seasonal and unique flavors

Jeni's milkshakes are a popular choice, known for their perfect blend and balanced sweetness. Many customers, like myself, are impressed by the quality of the milkshakes and find themselves eager to return for more.
If you're planning a visit to Jeni's, the milkshake is a must-try. It is one of the standout items on the menu and is sure to leave a lasting impression. I can personally attest to the deliciousness of the milkshake, and highly recommend giving it a try.
TOPICS
- American Cuisine
- Vegan Options
- Mid-Range
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10. Snow Dragon Shavery
This unique dessert shop offers a fun and cozy atmosphere, with indoor and outdoor seating available.

Snow Dragon Shavery is a unique dessert spot, known for its nitro cereal puff balls and mint chocolate chip ice cream sandwiches with macaron cookies. They offer a variety of frozen treats, providing a one-of-a-kind experience for customers. However, the milkshakes at this establishment may not meet everyone's expectations.
Despite the popularity of their milkshakes, I found them to be overly sweet, with a less creamy texture than I would have preferred. While Snow Dragon Shavery has much to offer in terms of innovative and tasty desserts, the milkshakes may be a drawback for those who prefer less sugary options.
TOPICS
- Fusion Cuisine
- Downtown Spots
- Breakfast
- Dinner
11. Dippin' Dots

TOPICS
- American Cuisine
- Budget-Friendly Eats
- Social Gatherings
- Downtown Spots
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12. Ghirardelli Ice Cream & Chocolate Shop
Known for its high-quality chocolate products and desserts

The chocolate lover's shake and Marshmallow Sundae at this establishment are must-tries for any ice cream or dessert lover. The chocolate shake is a standout, with a rich and creamy texture that truly captures the indulgent flavor of chocolate. The Marshmallow Sundae also received high praise, with its perfect blend of marshmallow and ice cream.
The service at this bustling location was top-notch, with quick and efficient service that ensured a pleasant dining experience. Orders were taken and delivered to tables in just a few minutes, allowing for a smooth and enjoyable experience. It's highly recommended to give this place a visit for a delicious dessert treat.
TOPICS
- Personal Celebrations
- American Cuisine
- Vegetarian Options
- Weekend Dining
15. Cold Moon Cafe in Streeterville
Spacious seating, friendly staff, and convenient location

The milkshakes at this location are truly delicious. The chocolate milkshake is incredibly creamy and rich, providing a decadent experience for anyone who tries it. In addition to the chocolate option, the strawberry milkshake is equally delightful. It offers the perfect blend of sweetness and freshness, making it a refreshing choice for any occasion.
Both milkshakes are noteworthy for their high-quality ingredients and exceptional taste. The chocolate milkshake is a must-try for anyone who loves rich and creamy desserts, while the strawberry milkshake is a great option for those who prefer something lighter and fresher. Overall, the milkshakes here are a standout feature that is sure to leave a lasting impression on anyone who tries them.
TOPICS
- American Cuisine
- Downtown Spots
- Vegetarian Options
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16. Red Mango

TOPICS
- American Cuisine
- Vegetarian Options
- Cheap Eats
- Downtown Spots