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

Features a build-your-own milkshake option, Alcohol-infused milkshakes available

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

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

TOPICS

  • Social Gatherings
  • Italian Cuisine
  • Suburban

4. Shake Shack River North

Leaning more towards a healthier fast-food experience

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.

TOPICS

  • Italian Cuisine
  • Hidden Gems
  • Happy Hours

6. Cone Gourmet Ice Cream

Family-owned parlor since 1995, Premium ice cream made in-house

TOPICS

  • American Cuisine
  • Cheap Eats

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7. Shake Shack West Loop

Modern twist on classic diner food, popular Chicago location

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

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

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

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

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

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

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

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

TOPICS

  • American Cuisine
  • Cheap Eats

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17. Shake Shack Wrigleyville

Located near Wrigley Field, offering outdoor seating

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

TOPICS

  • American Cuisine
  • Cheap Eats
  • Downtown Spots

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19. Eiffel Waffle - Wicker Park

Cozy atmosphere, local ingredients, unique flavor combinations

TOPICS

  • Fusion Cuisine
  • Lunch
  • Dinner
  • Happy Hours

20. Baskin-Robbins

Customizable milkshakes with a range of toppings and syrups

TOPICS

  • Cheap Eats
  • Downtown Spots
  • Gluten-Free