What can possibly be better than a cold milkshake? The answer is OVER THE TOP milkshakes! No matter what the season is, these incredible milkshakes will bring a smile to any kid (or adults) face! Crazy loaded milkshakes have popped up all over Chicagoland at restaurants and ice cream shops!
As if the decadence of a regular milkshake isn’t enough, these extravagant delights pile cookies, donuts, cakes, brownies, candy, and more right on top. Whoa, talk about a sugar rush! Definitely bring a friend or two to share and suddenly, you’ll be named the coolest parent on the block.
Check out our list to find crazy milkshakes near you. And if your favorite over-the-top milkshake place did not make our list, email annie@mykidlist.com or leave it in the comments below.

Crazy Milkshakes in Chicagoland
Churros and Chocolate
2533 W. Algonquin Road
Algonquin, IL 60102
(224) 650-0440
How does freshly made churros in your shake sound? This little place has all kinds of tasty offerings, including seasonal and holiday specialties (check out their Easter Sundae!) They have sundaes and hot chocolate, too.
BomboBar
832 W Randolph Street
Chicago IL, 60607
(312) 967-7000
Does a milkshake made with gelato tickle your fancy? If you venture down to the city, BomboBar is a great stop for these. You’ll also find fancy hot chocolates, bomboloni (donuts without holes), and sandwiches at this spot.
Tizzy’s Ice Cream Treats
737 Plainfield Road
Darien, IL 60561
(630) 887-7486
Family-owned business serving over 30 flavors of ice cream, chocolate-covered frozen bananas, and epic milkshakes piled high with all kinds of treats. Open seasonally and closed in the winter.
Hey Sugar
507 S. 3rd Street, Suite E
Geneva, IL 60134
(630) 262-8200
Hot chocolate, soft serve, cookies, cupcakes and more. Their cake shakes come in vanilla, chocolate and red velvet varieties, plus seasonal treats (like a mint chocolate shake being served now, in the spring).
Creamery
Locations in Homer Glen, New Lenox, Manhattan, Lemont, Lombard, Sandwich, Orland Park, and Elgin
This longtime south Chicagoland favorite serves a wide variety of ice cream treats, including specialty shakes piled high with fun extras.
Jamos Live
10160 191st Street
Mokena, IL 60448
(708) 981-1400
In addition to a full-service menu including pizzas, pastas, salads, wraps and burgers, their specialty shakes are not to be missed.
Sugar Dose
841 E Roosevelt Road
Lombard, IL 60148
(331) 307-7193
Milkshakes made with cookies and Nutella along with bubble waffle cones and crepes filled fruit, chocolate and more! They even offer “Bubble Waffle Salads” which is anything but a salad!
JoJoโs Shake Bar
5 W. Jackson Avenue
Naperville, IL 60540
(331) 204-6665
Diner meals, crazy milkshakes, and over-the-top treats in . You can also find Chicago locations in the River North neighborhood, in Water Tower Place, and at Time Out Market.
The Original Rainbow Cone
498 E Roosevelt Rd
Lombard, IL 60148
(630) 792-1143
Endless ice cream options along with milkshakes topped with your favorite toppings, including mini donuts. Check out their other local locations in Darien, Orland Park, Mount Prospect, Boilingbrook, and select locations in Chicago.
Sugar Milk Cafe
1250 W Ogden Avenue
Naperville, IL 60563
(630) 857-3194
2219 W Lake Street
Melrose Park, IL 60160
Sugar Milk shakes are truly over-the-top, piled high with creative add-ons. In addition to these confectionery creations, they also serve tasty breakfast and lunch dishes.
Amerikas Restaurant
734 Lake Street
Oak Park, IL 60301
(708) 613-4254
American cuisine with Latin roots, this place serves up one incredible churro and chocolate milkshake. They serve hot chocolate versions if you’re in the mood for a warm drink.
Fulla Beans Cafe
102 Irving Park Road
Itasca, IL 60143
(630) 712-3122
This cafe is filled with loads of coffee options, sandwiches and of course, milkshakes. Enjoy your shake with cookies, cotton candy, chocolate pretzels and even min donuts!
Crepas Culichi
1101 Lake Street
Oak Park, IL 60301
(708) 637-4998
This new location is loaded with crepes, toasts, and a variety of over-the-top milkshakes stacked with everything from churros, Oreos, cotton candy and more.
Sugar Factory
5445 Park Place
Rosemont, IL 60018
(847) 233-9010
An extensive list of crazy-cool milkshakes, alongside old-fashioned sundaes, hot chocolate, crepes and a dessert fondue. Their whole menu is monster-size and great for sharing.
Crusadeโs Burger Bar
209 S Bridge Street
Yorkville, IL 60560
(630) 708-3170
This place always has a “shake of the month” in addition to their regular tantalizing offerings, including burgers. They even offer adult milkshakes for those over 21!

Need a place for the kids to run off some energy after devouring their crazy milkshakes? Don’t miss our list of the Best Indoor Playgrounds and Play Spaces!