As Cookie Monster once said, "C is for Cookie". And as we once said, "H is for Here's a list of the 13 best damn cookies in all of Chicago, from a bacon-chocolate chip cookie in Wicker Park to a skillet cookie in Lincoln Park".
The 13 most drool-inducing cookies in Chicago
Bacon Chocolate Chip Cookie
Mindy’s Hot Chocolate (click here for address and info)
Mindy Segal’s brilliant, meat-flecked creation is the stuff that Jim Gaffigan’s dreams are made of: chocolate chips, homemade cookie dough, chunks of salty, smoky Gunthorp Farms bacon, and the whole thing is cooked in bacon grease. Every bite packs a subtle hit of fatty meat, while maintaining that just-like-Mom-used-to-make-‘em, classic choco chip cookie taste.
County BBQ (click here for address and info)
One of our favorite Taylor St BBQ joints sells its house-made, eggless (read: safe to devour) cookie dough by the spoon, and it's loaded with chocolate chips, pecans, and the same guilty satisfaction that comes with sticking your hand/leg into a tub of store-bought Toll House dough.
Triple Chocolate Chunk Cookie
Insomnia Cookies (click here for address and info)
What makes these Insomnia Cookies good isn't the fact that they have giant chunks of chocolate in them, it's the fact that they have giant chunks of chocolate in them that you can get any time before THREE IN THE MORNING. $12 will get you a box of a dozen triple chocolate chunk cookies. Did we mention they do late-night delivery, too? 'Cause they do.
Sweet Mandy B’s (click here for address and info)
Not only does Sweet Mandy B's have a fantastic tea party aesthetic, but they've also got some of the best sweets in the city, including confetti cake rice krispie treats, snickerdoodle cupcakes, and size-of-your-head ranger cookies crammed with coconut, oats, and chocolate chips.
Floriole (click here for address and info)
Located just a couple doors down from Sweet Mandy B’s on Webster, Floriole is a quaint bakery boasting a spectacular array of award-winning breads, pastries, and other delectables. The cookie move, though, is the shortbreads -- they're sweet, buttery, and simple. Plus: if you buy enough, you can play Jenga with them.
Crossing (click here for address and info)
Crossing’s monster skillet cookie topped with ice cream, whipped cream, chocolate, and caramel sauce is the biggest one you're gonna find on this list. It's awesome for sharing and even awesomer for, um, not sharing.
Lovely (click here for address and info)
West Town, Edgewater
You can either dunk Lovely’s thick, chewy macaroons in a mug of coffee, or spread some Nutella on them... and then dunk them in a mug of coffee. Totally your call.
Peanut Butter Oatmeal Cookies
Leghorn (click here for address and info)
Follow up a fried chicken feast with Leghorn's impossibly delicious PB oatmeal numbers, which're smothered in toasty, smoky, burnt sugar Fluff. They're a nostalgic twist on the Fluffernutter sammie -- complete with inevitably sticky fingers -- and are a welcome change from your garden variety chocolate chip cookie.
Bacio di Dama con Nutella
Eataly (click here for address and info)
Mario Batali’s Italian food emporium houses one of the greatest man-made creations in River North: a Nutella bar where you can enjoy Nutella muffins, Nutella-filled crepes and croissants, BREAD SMOTHERED IN NUTELLA, and this hazelnut cookie sandwich held together with, yup, Nutella.
Dipped Chocolate Chip Butter Cookie
Dinkel’s (click here for address and info)
When you're not stuffing your face full of Dinkel’s awesome donuts, you’ll find yourself stuffing your face with these buttery little numbers. The shortbread-like cookies are studded with mini-chocolate chips, and dipped in your choice of dark or milk chocolate. Since they’re small, Dinkel’s only sells ‘em by the bag. Oh. Darn.
Vanille Patisserie (click here for address and info)
Vanille’s macaron selection changes around regularly, which makes pinpointing a specific cookie for this deliciously, deliciously challenging. Three sure-things, though, if they've got 'em: chocolate mint, red velvet, and PB & J.
Iced Sugar Cookie
A Baker’s Tale (click here for address and info)
Pull up a seat beneath the faux tree decorated with leaves made of pages from Lewis Carroll’s Alice’s Adventures in Wonderland, and nosh on the expertly crafted iced sugar cookies; they’re firm and chewy, and the almost-too-pretty-to-eat royal icing amps the sugar content up to just the right level.
Brown Sugar Chip
Ferrara Bakery (click here for address and info)
You can’t go wrong with any of the delicious Italian cookies at this bona fide Italian bakery, but the brown sugar chips take the cake (er, cookie?). Thanks to extra butter in the dough, they flatten out in the oven, which means that you’re going to get crunchiness, chewiness, and sweet buttery flavor in every single bite.
Kailley Lindman is a contributing writer for Thrillist Chicago, as well as a food blogger, bacon enthusiast, and devout user of the Oxford comma. Follow her at @KailleysKitchen.
1. Insomnia Cookies2260 N Lincoln Ave, Chicago
2. County BBQ1352 W Taylor St, Chicago
3. Crossing2548 N Southport Ave, Chicago
4. Lovely1130 N Milwaukee Ave, Chicago
5. Floriole Cafe & Bakery1220 W Webster, Chicago
6. Eataly43 E Ohio St, Chicago
7. Vanille Patisserie2108 N Clark St, Chicago
8. Dinkel's Bakery3329 N Lincoln Ave, Chicago
9. Leghorn Chicken959 N Western Ave, Chicago
10. Sweet Mandy B's1208 W Webster Ave, Chicago
11. Ferrara Bakery2210 W Taylor St, Chicago
12. A Baker's Tale2127 W Division St, Chicago
13. Mindy's Hot Chocolate1747 N Damen Ave, Chicago
Insomnia Cookies has your late night munchies covered. This Lincoln Park cookie shop is open 'til 3am and offers 20+ desserts either frozen or baked (some frozen AND baked). Cookie flavors include triple chocolate chunk, s'mores, peanut butter, and more!
If you want to explore the wide world of bacon and BBQ, look no further than County BBQ, which has got burnt ends, brisket, and a bacon parfait (!!!).
A sprawling 6,000sqft sports joint outfitted with 50-plus plasmas and four individual bars -- including one dedicated to their enormous beer garden -- Crossing's the latest effort from the Benchmark folks, serving up Korean steak tacos as well as KU-inspi
This Charming West Town bake shop features coffee, espresso, tea, pastries, sandwiches, and soup, but they're best known for their coconut macaroons, which are best enjoyed via a dunk in a cup of Joe.
A longtime fixture at the strictly-local Green City Market, Flo's opened up a two-floor, sky-lit, granite table'd temple to the baked arts where they're free to explore GCM-verboten goodies from chocolate to citrus, a forbidden fruit that in their hands will ultimately accomplish the familiar goal of body shame.
Eataly Chicago is the newest hub from Mario Batali. Head to any of his food shops for authentic grub, or take some classes!
This authentic French patisserie in the heart of Chicago doles out a wide variety of French pastries, cookies, and other deletable treats. Pro tip: go for one (or seven) of their famous macarons.
Dinkel's is serving up some insanely delicious baked goods, but be sure to hone in on their donuts and specialized cakes.
Leghorn Chicken is one of the best fried-bird establishments in Chitown. Get their chicken-fried fries, or even some free condoms (seriously).
With delicious confections like cakes that come in flavors that range from Pumpkin to lemon to Snickerdoodle, Mandy B's is your one-stop-shop for sweets in Lincoln Park. Don't miss their stand-out cookie, The Ranger, that's crammed with coconut, oats, and chocolate chips.
Ferrara Bakery is a bona fide Italian bakery with delicious cookies, pastries, and specialties like their cannoli cake (a layered cake soaked in rum, layered with fresh stawberries and Italian custard, plus their cannoli cream, and then iced with whipped cream).
A Baker's Tale is a delectable Division bakery that's doling out some of the most seriously-insane cookies in the whole city. Wait in line for its iced cookie snaps, generously-iced cupcakes, or get a custom cake made for that special occasion you, uh, keep meaning to have an excuse to buy a cake for...?
Pastry chef Mindy Segal's Bucktown restaurant is synonymous with comfort food from both the sweet and savory sides of the spectrum. Open for lunch, dinner, and weekend brunch, Mindy's Hot Chocolate serves soul-warming dishes, like the Slagel Farm beef burger topped with a fried egg, creamy mac & cheese, and daily soups with crusty sourdough bread. Of course, a meal here isn't complete without dessert, which should include an order of the amazingly rich hot chocolate and a slice of the daily cake (or anything off the dessert menu -- it's all addictive).