Best Milkshakes in Chicago

Nothing comforts a sweet tooth like a rich, creamy milkshake, and there's no doubt that Chicago has some top-notch versions of the chilly treat. But these days, its all about moving up a step from your basic vanilla milkshake found in the '50s diner and exploring the endless, modern flavor combinations that have popped up in recent years. We've narrowed it down to our five favorite milkshakes in Chicago. (Photo: Ghirardelli)

Updated: September 08, 2010

Best Milkshakes in Chicago

Portillo's Hot Dogs

100 W Ontario St, Chicago, IL 60610

Cake and ice cream? Yes, please. The Portillo's cake shake starts with a decadent chocolate milk shake, which is sweetened with chunks of gooey chocolate cake--why didn't someone think of this earlier?

Scooter's Frozen Custard

1658 W Belmont Ave, Chicago, IL 60657

The coconut cream pie concrete--a milkshake so think Scooter's can serve it upside down--is an irresistible mix of vanilla custard, coconut and graham-cracker pie crust. It's finished with a generous dollop of whipped cream.


1865 N Milwaukee Ave, Chicago, IL 60647

The oatmeal milkshake is the star player at this Bucktown ice-cream shop. It tastes like a homemade oatmeal cookie that's been chilled and blended with rich, velvety ice cream.

Ghirardelli Ice Cream & Chocolate Shop

830 N Michigan Ave, Chicago, IL 60611

A no-frills basic chocolate shake or malt at this classic ice-cream and chocolate shop is thick, creamy and absolutely delicious with just the right amount of signature Ghirardelli chocolate mixed in.

Bobtail Soda Fountain

2951 N Broadway St, Chicago, IL 60657

The s'more sensation--with rich chocolate ice cream and an abundance of hot fudge, marshmallow and crushed graham crackers mixed in--is a no-brainer. It brings back those memories of nights around the campfire, minus the mosquitoes and ashes in your hair.