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The best milkshakes in Chicago

The best milkshakes in Chicago come in a variety of flavors, from espresso to chocolate cake, at spots around the city

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Shake Shack
Photograph: Shake Shack Shake Shack

It's not hard to find the best milkshakes in Chicago, considering we're a city with lots of terrific ice cream shops. But Chicago restaurants also turn out some pretty mean milkshakes, from diners to fine dining spots. Here's where we head when we're having a craving.

Best milkshakes in Chicago

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Shake Story
Photograph: Wendell Remington
Restaurants, Ice cream parlors

Boston Shake at Scooter’s Frozen Custard, $5.45

Lake View

Scooter's uses frozen custard in its excellent shakes, but order a "Boston shake" and a small chocolate syrup sundae will be added on top. To repeat: That's a sundae on top of a milkshake, and the reason why this is the best shake in town. — Amy Cavanaugh

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Dreamsicle (Special Shake) At M Burger
Photograph: Anjali M. PInto
Restaurants, Hamburgers

Secret Shake at M Burger, $3.49

Streeterville

You already know that M Burger has a secret menu (right?). Along with extra hot hurt burgers and cheese fries, there's at least one secret shake at a time. No matter what this is, you want it—sometimes it's coffee, other times it's seasonal, like a mint-chocolate grasshopper for St. Patrick's Day, but it's always thick and delicious. — AC

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ChicagoDiner1.Venue.jpg
Photograph: Erica Gannett
Restaurants, Vegetarian

Chocolate Peanut Butter Milkshake at Chicago Diner, $6

Boystown

This thick, rich shake, packed with peanut butter and ribbons of fudge, is both vegan and gluten-free, which makes it a good pick for all diners. Omnivores won't even notice that there's no dairy, while vegans can slurp up one of the best shakes in Chicago. — AC

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Shake Story
Photograph: Wendell Remington
Restaurants, Contemporary American

Miso-Butterscotch Milkshake at Allium, $8

Streeterville

Yes, Allium is in the Four Seasons. But if you don't want to shell out for a pricey dinner, grab a spot at the bar and order the shake, which is a perfect blend of salty and sweet. It comes with the added bonus of feeling fancy while you drink it. Wanna get boozy? Add a shot of Fantasia Liqueur ($12).

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25Degrees.Venues.jpg
Photograph: Jason Little
Restaurants

Salty Caramel Milkshake from 25 Degrees, $13

River North

The California burger spot is perhaps best known for its huge, creamy, boozy shakes, like the salty caramel, well-balanced between vanilla ice cream, butterscotch, Hawaiian red sea salt and a glug of Maker's Mark. It's big enough to share with a friend or serve as dinner on its own, but that's OK—this is one hell of a milkshake. — AC

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Black & White Shake at Shake Shack
Photograph: Shake Shack
Restaurants, Hamburgers

Black & White Milkshake at Shake Shack, $5.29

River North

Go to Shake Shack for the burgers, but stay for the milkshakes, which are made with frozen custard. While there's a special Shake of the Week, the black and white adds thick ribbons of fudge to the classic vanilla, making for a very satisfying treat. — AC

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Photograph: Jaclyn Rivas
Restaurants, Sandwich shops

Oreo Milkshake at Potbelly Sandwich Shop, $3.10

Lincoln Park

Potbelly may be known as a spot to pick up a quick sandwich or soup, but you can also get delicious milkshakes there. Grab the Oreo milkshake, filled to the brim with the delicious cookies, blended with creamy ice cream and topped with two tiny shortbread cookies on the straw. — Elizabeth Atkinson

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Chocolate Cake Shake at Portillos
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Restaurants, Hot dogs

Chocolate Cake Shake at Portillo's, $3.25

River North

Portillo's blends its very good chocolate cake with ice cream for a shake that's very smooth, with occasional chunks of cake and a layer of frosting that settles at the bottom. It's ridiculous, but hey—you only live once. — AC

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Shake Story
Photograph: Wendell Remington
Restaurants, Cuban

Guava Batido at Cafecito, $3.50

Loop

Batidos, fruity and refreshing Cuban milkshakes, are available in rotating flavors at Cafecito. If the guava is available, get it—light and creamy, it's a great match for one of the superb Cuban sandwiches on offer. — AC

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Horchata Milkshake at Antique Taco
Photograph: Jaclyn Elizabeth Rivas
Restaurants, Mexican

Horchata Milkshake at Antique Taco, $5

Wicker Park

Antique Taco's milkshake is like a horchata crossed with a fresh banana shake. So the result doesn't taste much like the traditional cinnamon rice milk, but rather a refreshing banana cinnamon shake. It's firmly a dessert, so while it may come out of the kitchen with your tacos, save it until the end. — AC

Find more desserts in Chicago

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Photograph: Anjali M. PInto
Restaurants

The best desserts in Chicago

Chicago's top pastry chefs know what people want: ice cream, doughnuts and pie. But while they've mastered—and elevated—traditional desserts, the best spots go above and beyond, with s'more macarons and chamomile creme brulee, to name a few. When you have to end your dinner with the best, here's where to find the best desserts in Chicago.

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