The bakers at Twisted Cookie have somehow figured out how to combine two of life’s greatest pleasures into one: the cookie pie. These have the flaky crust and filling everyone loves about pie, but they are cookie-sized. Twisted Cookie also has cookie cupcakes, cookie sandwiches filled and covered with a tall cap of frosting.

Customers line up early for a crack at baker Dina Cimarusti’s chocolate chip cookies, which have a savory edge thanks to tahini in the batter and a sprinkle of smoked salt on top. Sugar Moon’s offerings vary by the day, but the cookie is always on the menu.

All the way up north in West Rogers Park, this bakery produces an assortment of kosher treats. Brighten up the day with fun cookies in the shape of flowers and smiley faces, or embrace duality with a black-and-white cookie.  

This trusty Wicker Park bakery serves Dark Matter coffee inside a tiny storefront (there’s an expansion next door, but customers will have to exit and enter the other space from the sidewalk). Inside, find a solid selection of macarons, chocolate chip cookies, and other delights.

With nearly a century’s worth of satisfied customers under its belt, Dinkel’s continues to be a standout institution for all your sweet desires. Visitor s are treated to a host of specialties, such as chocolate chip butter cookies, ginger snaps, and German pfeffernuesse. They’re available in boxes and make for tasty stocking stuffers.

The authentic Mexican panaderia has been providing sugar highs since 1973. Grab a pair of tongs when you walk through the door (it’s self-serve) and go to town on sugar cookies, butter cookies, shortbreads, and much more. The shop's low prices also mean you’ll be able to try everything without breaking the bank.

This old-school Italian bakery’s offerings will bring you back to days of yesteryear with the family. Nosh on classic treats like biscotti, pignoli, cuccidati, lemon knots, butter cookies, and more. All that’s missing is a glass of milk and a pinch on the cheek from nonna.

As the name says, this Edgewater cafe specializes in cookies — seven varieties, including one gluten-free, made fresh every day from organic ingredients.

As one of the approximately 371 Lettuce Entertain You Enterprises restaurants in Lincoln Park, Summer House Santa Monica tries to channel California vibes inside a bustling dining room. But no one needs to spend more time inside than they need to thanks to the to-go cookie counter in the front, one of the most delightful places in Chicago. Find giant chocolate chip, s’mores, and sprinkle-topped cookies that will allow anyone to feel like a kid again. They also take special orders for events.

The regular cookie lineup at sugargoat is surprisingly conservative for a Stephanie Izard project — there’s a basic chocolate chip and a plain old peanut butter — but for those who want a little variety, the spiced brown-butter pecan cookies contain a drizzle of soy, and the raisins in the oatmeal raisin are pickled.

This Korean chain (which has locations in Chinatown, Wicker Park, and suburban Schaumburg and Vernon Hills) has an ridiculously large menu of French and Korean breads, croissants, cakes, and more. The macarons are of note and come in a unique flavors like rose, Earl Grey, and grapefruit. They come by the piece or in gift sets.

This stylish Bronzeville cafe specializes in cake, but it offers a respectable selection of freshly baked cookies as well, including vegan chocolate chip and shortbread.

This South Shore bakery specializes in the elusive potato chip cookie, a delicious combination of sweet and salty and crispy, but it offers a selection of other flavors, including the classics like oatmeal and chocolate chip, and wild cards like peanut butter chocolate chip and lemon sandwich.