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Local picks in Chicago

Cool milkshake spots

A thick, cold milkshake is the only thing that will cut through the heat today.

Based on 604 Opinions
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Updated April 2026
01
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Colombian restaurant

Small space filled with comic book art and superhero murals creates a lively, welcoming vibe. Atmosphere feels like stepping into a comic store with a friendly, energetic crowd. The setting is cozy but can be noisy and warm due to limited ventilation.

Strawberry and Oreo milkshakes stand out for their rich flavor and creamy texture. Milkshakes pair well with the paisa tray and come with attentive customer service.

Cool comic book style decor sets a unique vibe. The restaurant looks really cool overall.

People are saying

"I found the food here to be delicious and tasty."

"I loved the authentic Colombian flavor here."

"I was sold by the milkshakes here."

Good to know

1

Reservations are not required, but seating is limited with only a counter available.

2

The physical menu doesn't list prices; scan the QR code for current pricing.

3

Parking is plentiful and easily accessible for visitors.

02
Nitro Nostalgia image 1
Ice cream shop

Liquid nitrogen tanks stand visible in a spacious, eclectic space filled with vibrant decor and nostalgic board games. The atmosphere blends whimsical nostalgia with laid-back social areas where people play games and enjoy ice cream. Boozy ice cream options add a unique twist to the experience.

Adult milkshake offers a rich, flavorful experience. Watching the milkshakes being made adds an interesting touch. Prices lean toward the higher side.

Space has a very cool vibe that fits hanging out with family, friends, or for date night. The overall atmosphere feels laid-back and inviting.

People are saying

"I thought the ice cream here was crazy good."

"Watching the milkshakes being made was so interesting!"

"The staff here is so friendly and welcoming."

Good to know

1

They have events often that support other local black-owned businesses.

2

For January, there is no venue charge for parties up to 30 people.

3

Expect a 25-minute wait for ice cream during busy times.

03
Slim's image 1
Hamburger restaurant

Small dining space with vintage gaming station and touch screen kiosk creates a cozy, casual vibe with relaxing energy. Entertainment options include a game console, chess board, and flat screen TV. Atmosphere feels unique and inviting without being loud.

Milkshakes come thick and rich, especially the chocolate flavor and strawberry shortcake options. The mango lassi milkshake offers a unique twist, and staff often replace dropped shakes without fuss.

Staff keeps things laid-back and inviting. The ambiance matches with a cool gaming table adding to the vibe.

People are saying

"I found the burgers here to be the best in the area."

"I thought their milkshakes were pretty great."

"The burgers here are juicy, packed with flavor, and pure perfection."

Good to know

1

Slim's offers both indoor and outdoor seating.

2

The food is usually ready within 5 minutes of ordering.

3

You can get 2 gyros for the price of one all day long.

04
Legend Tasty House image 1
Ice cream shop

Medium-sized ice cream shop with rolled ice cream prepared in front of customers creates an engaging experience. The atmosphere is bustling and family-friendly, often crowded with limited seating. Decor is modern and cozy, supporting a lively vibe where many enjoy sweet treats together.

Milkshakes come in many flavors, including Oreo, banana with Boba, and taro. The menu offers about 30 ice cream varieties plus many milkshakes and fruit smoothies.

Watching ice cream being made right in front of you creates a cool experience. The rolled ice cream and bathroom lighting add to the overall cool vibe.

People are saying

"The rolled ice cream here is super tasty and fun to watch being made."

"The rolled ice cream looks really cool and tastes good."

"I loved the Oreo and banana milkshake."

Good to know

1

Expect long wait times during peak hours, especially on weekends.

2

Parking can be difficult; plan to arrive early or use nearby lots.

3

You can customize your ice cream order at the kiosk upfront.

05
Devil Dawgs Belmont image 1
Fast food restaurant

Small fast food spot with vintage truck stop decor and indoor street art creates a cozy, cool vibe. Outdoor tables welcome dogs, adding to the relaxed atmosphere. The place draws a crowd looking for juicy, flavorful hot dogs and unique menu options beyond traditional styles.

Milkshakes come thick enough to share between two or three people. Flavors like chocolate banana and peanut butter taste genuine and rich, while the chocolate marshmallow milkshake stands out for its exceptional taste.

The spot has a really cool atmosphere with a unique design and a laid-back vibe.

People are saying

"These Chicago-style hot dogs are amazing with snappy casings and creative toppings."

"I found the milkshakes to be delicious and well-prepared."

"I found the atmosphere and vibe here to be really cool."

Good to know

1

Expect food to come out in less than 10 minutes.

2

There is an outside seating area available.

3

Customers can choose from 14 different combinations of toppings.

06
Superdawg Drive-In image 1
Hot dog stand

Drive-in hot dog stand with car hop service and classic 1950s style creates a nostalgic atmosphere. Eating in cars or at outdoor seating offers a fun family vibe with an authentic old-school Chicago feel. Iconic giant hot dog on the roof marks the well-maintained location.

Real milk shakes and malts come with no skimping on ice cream. Carhops serve filling, amazing milkshakes that stand out.

A 50’s drive-in vibe stands out with car hops delivering food right to your car from a call box. Stepping inside reveals a collection of cool retro items that capture the past perfectly.

People are saying

"I thought the hot dogs and cheeseburgers were great."

"This place is a fun, nostalgic drive-in diner."

"It's a cool throwback with a classic Chicago vibe."

Good to know

1

Superdawg Drive-In is a drive-in restaurant where you eat in your car.

2

Parking at Superdawg Drive-In can be challenging.

3

The bathroom is very clean and well-maintained.

07
Devil Dawgs on State image 1
Hot dog restaurant

Small, tightly packed hot dog spot with limited seating and a cozy interior. Loud, angsty house music fills the space, creating a lively, club-like atmosphere. Strong food and smoke aromas blend with a communal vibe popular among college students and tourists.

Milkshakes come in large portions and many interesting varieties. They are thick, creamy, and pair well with meals.

A cool atmosphere sets a lively tone with a happening vibe throughout the shop. The place feels like a cool spot to hang out and enjoy.

People are saying

"I loved the Chicago style hot dog; it was outstanding."

"The onion rings here are so good and perfectly crispy."

"It's a cool little spot with a great atmosphere."

Good to know

1

Devil Dawgs on State doesn't accept cash payments; only credit cards and mobile payments are accepted.

2

The seating area is limited, so be prepared for a wait during peak hours.

3

Expect a busy atmosphere, especially around 5PM on Fridays.

08
Lucy's Fried Chicken & Smashburgers image 1

Retro decor with 60s and 70s vibe creates a homey atmosphere filled with loud, energetic music. Tables wobble on tiled floors, and self-serve condiment stations add a casual touch. The place draws people looking for noteworthy fried chicken and smashburgers with flavorful sauces.

Hand-spun milkshakes stand out, especially the Strawberry milkshake with Rum Chata. Buzz milkshakes add variety, pairing well with smashburgers and chicken sandwiches.

Inside decor and music from the 60s and 70s create a very cool vibe. Owners are super cool and friendly, adding to the cool atmosphere.

People are saying

"I found their chicken sandwich to be one of the best I had."

"The pulled pork sandwich was great tasting and tender."

"The vibe inside is really cool with the decor and music."

Good to know

1

The restaurant offers buy-one-get-one-free fries, shakes, and Mac at certain times.

2

Sandwiches do not come with fries, which is an additional cost.

3

The meal cost around $30 for a burger, fries, and a drink.

09
Garcia’s Chicago image 1

Intimate concert venue with excellent sound system and great sight lines puts audiences just feet from performers. Cozy atmosphere supports live jazz and jam band performances with crisp, clear audio at comfortable volume. Two bar areas and well-spaced tables create a relaxed setting for music lovers.

Milkshakes here have a strong following and are part of local food lore. Many enjoy trying all the different flavors available.

A cool vibe fills the space with a strong focus on good music that matches the atmosphere. The place feels lively and worth the attention it gets.

People are saying

"The food here is delicious and expertly prepared."

"The vibe here is cool and worth the hype."

"You have to try the milkshakes; they're a Chicago food favorite."

Good to know

1

Valet parking is available for $20, but street parking is cheaper if timed right.

2

The venue accepts only card payments; cash is not accepted.

3

Dinner and show experiences are available, enhancing the visit.

10
Dave’s Hot Chicken image 1
Chicken restaurant

Outdoor and indoor spaces feature colorful artwork and a vibrant, lively atmosphere with loud 1980s rock music. Staff engage actively, often dancing, creating a welcoming and energetic vibe. Seating includes a spacious patio and walk-up counter service.

Creamy and sweet, the Fruity Pebbles milkshake offers a fun twist. The vanilla milkshake tastes like drinking whipped cream. Staff often provide milkshakes to help cool down in the heat.

Artwork in the space stands out with sick designs and the decor adds a cool vibe throughout. The place stays super clean and keeps a consistently cool atmosphere.

People are saying

"The food here is amazing, delicious, and full of flavor."

"The place felt super cool and clean."

"The chicken here is so crispy and juicy."

Good to know

1

Dave’s Hot Chicken is halal, making it a great option for those who need it.

2

Parking next to the restaurant is limited, fitting maybe 7 or 8 cars.

3

The restaurant is very clean, including the bathrooms.

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