Insomnia Cookies

1537 N Milwaukee Ave, Chicago
(773) 906-4880

Recent Reviews Order Online

Customers' Favorites

Insomnia Chocolate Cookie Butter
White Chocolate Macadamia
Double Chocolate Chunk
Double Chocolate Mint
Ice Cream Sandwich
Red Velvet Cookie
Chocolate Chip
Deluxe Cookies
Snickerdoodle
Cookie Cake

Menu

Boxes
6-pack
Sit back and relax with a 6-pack of your Classic cookie faves.
Super 6
Five Classic cookies, plus your choice between one Deluxe cookie, Brownie, Blondie, or Brookie. The combinations are endless (and tasty).
Deluxe 4-pack
A 4-pack of your warm Deluxe favorites. Choose from: Deluxe cookies, Brownies, Blondies, or Brookies. Availability varies by bakery location.
12-pack
Our most popular pack. Choose your own flavors to make it yours. Dig into a dozen of your warm Classic favorites, in bakeries or delivered 'til really really late.
4+4-pack
The perfect pack does exist. 4 Classics and 4 Deluxe.

Classic Cookies
Chocolate Chunk
A rich, buttery vanilla cookie amped up with loads of ooey-gooey milk chocolate chunks.
Snickerdoodle
Stick to a classic with our Snickerdoodle. A delightfully buttery base covered in cinnamon sugar goodness.
Classic with M&M'S®
This colorful, candy-coated twist on our Classic cookie is packed with M&M'S® goodness.
Double Chocolate Chunk
Our dark chocolate cookie is taken to its drool-worthy peak with chunks of smooth, melty milk chocolate.
White Chocolate Macadamia
This snack operates on island time. A coconut-y cookie with bits of macadamia nut and creamy white chocolate chips.
Peanut Butter Chip
A total peanut butter stunner. Our soft, sweet peanut butter cookie filled with creamy peanut butter chips.
Sugar
Simply the best. A melt-in-your-mouth, buttery cookie with hints of vanilla.
Oatmeal Raisin
A treat that's like a hug for the soul. Warm cinnamon and sweet molasses layered with plenty of oatmeal and raisins.
Double Chocolate Mint
Our take on a favorite flavor combo. A warm dark chocolate cookie with mint chips and chunks of milk chocolate.
Gluten Free Chocolate Chip
A vegan and gluten-free spin on a classic Chocolate Chip cookie. While made without animal byproducts or ingredients containing gluten, Insomniacs with serious dietary restrictions should always play it safe. All products are prepped in the same facility, so exposure to common food allergens, while limited, is possible.
Vegan Chocolate Chunk
A vegan cookie that warms your soul with generous amounts of rich, buttery flavor and ooey-gooey (dairy-free) chocolate chunks. For full information, click on Nutritional info below.
Vegan Double Chocolate Chunk
A vegan spin on our Classic Double Chocolate cookie with the same levels of dark chocolate decadence and melty (dairy-free) chocolate chunks. For full information, click on Nutritional info below.
Pumpkin Spice Latte
Sweet's got spice! Deliciously ~basic~ pumpkin spice cookie dough mixed with vanilla flavored chips.
Fruity Cereal 'N Milk Filled Classic
Brown sugar dough mixed with fruity cereal pieces and filled with a cereal milk flavored buttercream.
Vegan Birthday Cake
Sweet vanilla and all of the sprinkles make this an extra special vegan treat for an extra special day. For full information, click on Nutritional info below.

Deluxe Cookies
Chocolate Peanut Butter Cup
This Deluxe treat is loaded with chunks of Reese's® peanut butter cups baked into a rich peanut butter cookie.
Confetti
A tricked-out sugar cookie filled with rainbow sprinkles and vanilla-flavored chips.
Oatmeal Chocolate Walnut
A warm, doubled-up oatmeal treat filled with chunks of walnut and milk chocolate.
Triple Chocolate
A super-sized, buttery cookie with a triple serving of ooey-gooey chocolate chunks.
S'mores
A warm, decadent chocolate cookie packed with toasty marshmallow, crunchy graham cracker, and chocolate chunks.

Brownies
Chocolate Chunk Blondie
The rumors are true...Blondies have more fun. Our iconic chocolate chunk cookie recipe has been tinkered, resulting in the most irresistible treat known to mouth.
Chocolate Chip Brownie
Extra fudgy, ultra-rich brownie packed with milk chocolate chips. Baked to perfection and bound to make you say, "Mmm."
Chocolate Chunk Brookie
Half brownie. Half cookie. A total snack.

Ice Cream
Ice Cream in a Cup
2 scoops of refreshing ice cream for delivery or pickup. (Goes great with a 6-pack of warm cookies.)
Ice Cream on a Deluxe Cookie
2 scoops of ice cream on a warm Deluxe cookie (double the size of our Classic cookie)
Pint
A pint of frosty ice cream in your choice of Insomnia ice cream flavor.
Ice Cream on a Brownie
2 scoops of ice cream on a warm Chocolate Chip Brownie. Choose up to 3 ice cream flavors.
Ice Cream on a Classic Cookie
2 scoops of ice cream on a warm Classic cookie

Wiches
Cookie'wich
Two scoops of cold ice cream sandwiched between two warm Classic cookies. Note: Cookie'wiches are delivered unassembled.
Deluxe Cookie'wich
Three scoops of your favorite ice cream between two warm Deluxe cookies. Note: Cookie'wiches are delivered unassembled.

Cookie Cakes
6" Cookie Cake
Our 6" Cookie Cake includes 1 Classic cookie flavor and an optional edible message. Message applied with icing. Up to 4 servings. All cakes are made to order and may require up to an hour of additional baking time. We recommend ordering in advance.
6" Deluxe Cookie Cake
We've taken your favorite Deluxe cookie flavor and turned it into a delicious 6" cookie cake. Add an optional edible message. Message applied with icing. Serves up to 4. All cakes are made to order and may require up to an hour of additional baking time. We recommend ordering in advance.
10" Cookie Cake
Celebrate and share! Our 10" Cookie Cake includes 1 Classic cookie flavor and an optional edible message. Message applied with icing. Up to 8 servings. All cakes are made to order and may require up to an hour of additional baking time. We recommend ordering in advance.
10" Deluxe Cookie Cake
We've taken your favorite Deluxe cookie flavor and turned it into a delicious 10" Cookie Cake with an optional edible message. Message applied with icing. Serves up to 8. All cakes are made to order and may require up to an hour of additional baking time. We recommend ordering in advance.
Triple Threat Cookie Cake
Perfect for sharing! The Triple Threat Cookie Cake includes 3 Classic cookie flavors and an optional edible message. Message applied with icing. Up to 8 servings. All cakes are made to order and may require up to an hour of additional baking time. We recommend ordering in advance.

Drinks
Oatly
Plant-based babes, we would NEVER forget about you.
Whole Milk
Looking for whole milk and nothing but the milk? We've got you covered with an icy-cold bottle of whole milk.
DASANI® Water
Here's your sign to drink more water.
Powerade ®️
Berry-licious & jam packed with electrolytes.
Coca-Cola ®️
Classic. What else can we say?
Chocolate Milk
Choco-licious. Definition: Make the cookies go loco.
La Colombe Cold Brew
You'll love it a latte. Contains caffeine.
Coca-Cola Zero Sugar ®️
Zero calories. Zero sugar. Zero problems.

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Recent Reviews

Decent cookie - you could get much better and cheaper cookies at any neighborhood bakery (or grocery store), but for $3 for an average-sized cookie you'd bake at home that's served warm late at night right off the blue line, they have them.
April 2025
I recently ordered online through the app which I’ve done many times before. For whatever reason the door dash driver didn’t come for over 1.5 hours. So Xavier threw in some extra cookies for a second order and Jack delivered right away at which point the first driver finally showed up upon the second delivery. I appreciate the guys helping to resolve the issue right away. Thank you!
December 2024
I recently tried Insomnia Cookies, and while the concept is great, the execution didn't quite meet my expectations. The cookies were a bit too sweet and lacked the rich, buttery flavor I was hoping for. The delivery was prompt, and the service was friendly, but unfortunately, the taste left much to be desired. Maybe I just caught them on an off day, but I might give them another try in the future.
September 2024

More Reviews

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Insomnia Cookies

1537 N Milwaukee Ave, Chicago, IL 60622
(773) 906-4880