MostBest Chicago | Milkshakes

There are 288 spots to get a milkshake in Chicago. Feeling overwhelmed? MostBest knows the Top 3.

An American favorite, milkshakes are a classic way to cool off in Chicago. Whether you like them old-school, loaded up with toppings, or spiked, we have you covered.


via Flickr user Kymberly Janisch

via Flickr user Kymberly Janisch

Open since 1921, this family-owned ice cream parlor is the epitome of old-school charm. You cannot pass up one of their shakes—these extra thick and creamy milkshakes are all topped with whipped cream and a cookie. If you want to go all out, go for the Fudge Royal Shake and you’ll get banana and fudge in addition to their traditional shake toppings.

Choose from sixteen flavors of creamy deliciousness and enjoy a good old-fashioned milkshake at Margie’s Candies.

We Love Their: Fudge Royal Shake, Butterscotch, Cookies and Cream

1813 W Montrose Ave
(773) 348-0400


via Flickr user Lauren Bosat

via Flickr user Lauren Bosat

25 Degrees, a chic “burger, wine and liquor bar,” is named after the 25 degree temperature difference between a rare and well-done burger. While their burgers are top-notch, the real star of the show are their unparalleled milkshakes. These milkshakes are not for kids—they’re spiked to create unbelievable flavor combinations.

Whether you’re driving in or taking the Red Line, you’re in luck—it’s both close to a stop and has plenty of parking on the street. With such easy access, you have to stop by and try one of these milkshakes for yourself.

We Love Their: Salty Caramel Milkshake, Guinness Milkshake

736 N Clark St
(312) 943-9700


via Flickr user Lindspetrol

via Flickr user Lindspetrol

For those with food allergies and without, The Chicago Diner is unbelievably satisfying. The crown jewels of the menu are their milkshakes, which might be enough to convince anyone to be vegan—they’re that good. Rich, creamy, and touted as a hangover cure, ditch the real stuff for this pure, dairy-free goodness.

Whether you go for a full meal or head here just for the milkshakes, you won’t be disappointed by The Chicago Diner.

We Love Their: Cookie Dough, Peanut Butter, Chocolate

3411 N Halsted St
(773) 935-6696