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Milkshakes and Mexican food in Chicago

Made for those who refuse to choose between a savory taco dinner and a thick, sugary dessert to finish the night.

Based on 690 Opinions
+687
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Updated May 2026
01
Vicky's Restaurant image 1
Vicky's Restaurant image 2
Vicky's Restaurant image 3
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Hamburger restaurant

Retro decor and old-school diner vibes create a cozy, homey atmosphere with bright, immaculate interiors. The place plays 80s music, adding to its chill and inviting energy. It attracts a diverse crowd enjoying varied American and Latin cuisine in a relaxed setting.

Cereal-themed milkshakes stand out with a variety of flavors that invite swapping and sharing. The Nutella milkshake and Oreo milkshake are especially popular and pair well with savory dishes.

Shrimp tacos stand out with fantastic flavor. Beans come in a tostada bowl that pairs well. Horchata offers a refreshing complement to the meal.

People are saying

"I had one of the best burgers I've ever had."

"I thought the gyros were really good."

"The Mexican food here is super juicy and satisfying."

Good to know

1

Ordering in person costs $10.99, while online orders are $13.78.

2

The restaurant offers a variety of cuisines, including American and Latin food.

3

The prices are fair and not too expensive.

02
Esparza’s Tacos image 1
Mexican restaurant

Small, cozy space with classic Mexican decor and warm, inviting atmosphere. Music plays fairly loud, creating a casual but lively vibe. The place stays spotlessly clean and offers a welcoming greeting at the door.

Chocolate and banana milkshake stands out as a favorite. Milkshakes come made to perfection with options like strawberry also available.

Tacos stand out with birria and tacos al pastor being especially delicious. Menudo and burritos also offer fresh, tasty flavors paired with friendly service.

People are saying

"The steak tacos here are so flavorful and delicious."

"The Al Pastor's edges had a perfect crisp, like candy for meat lovers."

"I highly recommend this place for its delectable Mexican food."

Good to know

1

They open at 9am and close at 12am on weekends and 11pm on weekdays.

2

Prices are somewhat high, aligning with other taco joints in the area.

3

The establishment has no dedicated parking lot.

03
Cherubs Cafe image 1
Taco restaurant

Cozy cafe with homey atmosphere and welcoming vibe offers a safe neighborhood spot where people linger over coffee and tacos. Music plays lively but can be loud, adding to the energetic yet comfortable setting. Friendly service and affordable prices make it a favored local hangout.

Milkshakes come out very good and pair well with snacks like nachos. They have a creamy texture and a rich flavor that stands out.

Burritos feature a perfect mix of fresh ingredients and stand out alongside solid tacos. Homemade tea and horchata complement the chicken burrito and paninis well.

People are saying

"I thought the smoothies were delicious and made with real fruit."

"It's a super cozy and welcoming atmosphere."

"The milkshakes here were very good."

Good to know

1

The prices at Cherubs Cafe are reasonable, with full sandwiches costing $11.

2

Smoothies are very inexpensive, making them a great option.

3

The cafe is a welcoming spot for neighborhood kids after school.

04
Vegan Now 2 Go image 1
Vegan restaurant

Vegan fast food spot offers relaxed atmosphere with cute decor and great music. Menu features comfort food like jerk tacos and mac and cheese, drawing both vegan and non-vegan crowds. Space feels welcoming and provides a friendly vibe distinct from typical vegan eateries.

Milkshakes come in decent size with a strong strawberry flavor. Whipped cream is not included but would enhance the taste.

Jerk tacos prepared the "celebrity lick" way stand out as very delicious and awesome. Vegan tacos also taste very delicious, though some tacos can be unpleasant.

People are saying

"I found the food delicious, hot, and fresh."

"I loved the jerk tacos; they were so delicious."

"This milkshake was the best I've ever had."

Good to know

1

The hot bar costs $9.95 per pound.

2

They only accept cash, which may be inconvenient.

3

Credit card payments incur an extra $8 charge.

05
NYC HALAL EATS image 1
Halal restaurant

Open kitchen and modern decor create a clean, inviting space with urban wall art. Atmosphere varies from quiet and family-friendly to lively with loud music, echoing classic NYC cart vibes. Seating suits groups but comfort varies, with some chairs less supportive.

Milkshakes here feature Oreo fudge and Cinnamon Toast Crunch flavors that stand out. The chocolate milkshakes have a rich taste that draws repeat visits.

Steak fajitas stand out for being juicy and tender with a crispy chicken fajita option also available. Halal steak quesadillas come with white and hot red sauces for added flavor.

People are saying

"The food here is fresh, flavorful, and really good."

"The Mexican food, especially the fajitas, is delicious and perfectly cooked."

"This milkshake is so creamy, thick, and utterly irresistible."

Good to know

1

They serve late night eats.

2

All food is Halal.

3

The restaurant was super clean.

06
Hangry's image 1
Restaurant

Expanded dining space offers a chill vibe with a colorful mural and careful service creating a neighborhood feel. Music adds to the peaceful atmosphere while the spot stays busy and lively. Limited parking challenges contrast with the welcoming energy inside.

Milkshakes come with a good creamy texture and some have Oreo cookies mixed in. They range from average to very good in flavor and sometimes are offered on the house.

Tortilla soup stands out with chile pasilla flavor, offering a warm and rich taste. The horchata slushy and pumpkin spice horchata provide refreshing and unique drink options that pair well with the meal.

People are saying

"I thought the burgers here were juicy and flavorful."

"The tortilla soup is warm, comforting, and full of rich flavor."

"I thought the milkshake was very good."

Good to know

1

Parking is very limited, often requiring street parking.

2

Be cautious of your surroundings when parking on the street.

3

Online ordering is easy and efficient.

07
Dog House Grill image 1
Hot dog restaurant

Hole-in-the-wall hot dog spot with a compact, contemporary vibe and quiet atmosphere suitable for remote work. Offers authentic Chicago-style hot dogs and outdoor seating with good people watching. Energy stays chill despite occasional loud music and unruly patrons nearby.

Strawberry cheesecake and chocolate milkshakes come with rich flavors and creamy texture. Staff sometimes react oddly to flavored milkshake orders.

Tacos stand out with chunky, filling portions and steak options that impress. The veggie burrito also offers a solid choice for Mexican food lovers.

People are saying

"I loved the delicious, fresh toppings on the Chicago-style hot dog."

"I highly recommend the strawberry cheesecake milkshake."

"I thought the steak tacos were the best I ever had."

Good to know

1

Dog House Grill offers dine-in options and outdoor seating on Wells Street.

2

There is a designated parking lot for patrons at the business next door.

3

The restaurant is open late for options by the Lincoln Hotel.

08
Taquerías Atotonilco - Little Village image 1

Small, cramped space with 70s decor and traditional Mexican flair creates a homey, authentic vibe. Music and food preparation sounds add to the atmosphere, which stays chill and lively despite occasional neighborhood tensions. Wall menus replace printed ones, enhancing the informal, local feel.

Fresh homemade milkshakes come in flavors like strawberry and banana. They pair well with snacks and stand out alongside fresh squeezed juices and horchata.

Tacos here stand out for their exceptional flavor and consistency. The menu also features fresh horchata that complements the dishes well.

People are saying

"I thought the tacos al pastor were the best I had."

"I'd get a milkshake if I still had room; they're a must-have."

"It's a good late night spot, especially if you need food after midnight."

Good to know

1

The restaurant is self-service, so be prepared to order at the counter.

2

They only accept cash, so bring enough for your meal.

3

Parking is available across the street at the laundromat.

09
La Michoacana Premium East Side-Chicago image 1

Ice cream shop offers wide variety of Mexican-style flavors and treats including paletas, street corn, and yogurt cups. Atmosphere is family-friendly with cute decor and a focus on unique flavors labeled in Spanish. Prices tend to be on the higher side compared to quality.

Chocolate and horchata milkshakes stand out with rich, delicious flavors. Milkshakes come alongside paletas, ice cream scoops, and smoothies, offering a variety of creamy options.

Options include elote, walking tacos, and nachos alongside milk or water based paletas and horchata milkshakes. Elote sometimes lacks traditional toppings like butter, mayonnaise, or cheese.

People are saying

"I loved their unique Mexican Food desserts and shakes."

"I loved the unique ice cream flavors and banana splits."

"I loved the chocolate milkshake; it was worth the wait."

Good to know

1

They offer a wide variety of ice cream flavors and treats.

2

Prices are considered high for the quality of ice cream.

3

The ice cream flavors are labeled in Spanish.

10
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.

Tamales stand out with a great taste and delicious flavor. They pair well with pineapple shakes for a satisfying combo.

People are saying

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

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

"This classic drive-in experience offers Mexican Food that's a must-try."

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.

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Chicago, Illinois

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