Insomnia Cookies

“Insomnia Cookies in Chicago is an absolute gem for anyone with a sweet tooth, and it’s hard not to...”

Insomnia Cookies in Chicago is an absolute gem for anyone with a sweet tooth, and it’s hard not to rave about the experience from the moment you step inside. The variety alone is enough to keep you coming back—classic favorites like chocolate chip and snickerdoodle sit alongside more adventurous options such as triple chocolate, peanut butter, and deluxe stuffed cookies. No matter your craving, there’s something for everyone, whether you want a nostalgic favorite or something a little more indulgent. What truly sets Insomnia apart, though, is how perfectly warm their cookies are. Each bite feels like it just came out of the oven, with gooey centers and crispy edges that melt in your mouth. Pairing one of these warm cookies with their fresh, creamy ice cream creates a match made in dessert heaven. The ice cream is smooth, flavorful, and balances the sweetness of the cookies beautifully—whether you’re enjoying it in a cup, sandwiched between cookies, or as a decadent topping. Another standout feature is their hours of operation. Insomnia Cookies is open very late, making it the perfect spot for night owls, students finishing up late study sessions, or anyone craving something sweet after a night out in Chicago. There’s something uniquely satisfying about indulging in a warm cookie at midnight or later, knowing that you don’t have to settle for a vending machine snack. The combination of variety, freshness, and convenience makes Insomnia Cookies more than just a dessert stop—it’s an experience. Whether you’re grabbing a dozen cookies to share with friends or just sneaking in for a late-night treat, you’ll walk away satisfied. Chicago has plenty of great dessert spots, but Insomnia shines as the go-to for late-night indulgence, warm comfort, and sweet variety.

Aeron Zentner

Aug 2025

“Finger licking good.”

Finger licking good. Our favorites are double chocolate chip cookies, chocolate chip cookies, and peanut butter cookies.

Lina Bassett

Aug 2025

“Online order is pretty quick if great service Freash ice cream 🍦 and 🔥 cookies 🍪 every time.”

Keenan

Jul 2025

“Amazing and delicious cookies, still warm.”

Amazing and delicious cookies, still warm! The server Lily made the experience a better one with a kind and generous service; even added us an extra cookie. One of a kind first time visit!

Edwin Lopez Rodriguez

Jun 2025

“S/O to Kayla!!!! You're the absolute best!!!! Thank you for making my 1st Insomnia Cookie...”

S/O to Kayla!!!! You're the absolute best!!!! Thank you for making my 1st Insomnia Cookie experience one to remember!!!! The cookies were the best, but your customer service was even better!!!! Don't walk, run to this location and ask for Kayla!!!

Ashley M.

May 2025

“Warm cookies and they are open late.”

Warm cookies and they are open late! What more could you ask for? The workers were nice. No place to sit so just get your cookies and enjoy them somewhere else.

deependablereviews

Sep 2022

“This is a new location, I feel the perfect size .”

This is a new location, I feel the perfect size . The ladies was great and helpful. My fiancé and I first time ever trying and the cookies was so heart warming and good ! Omg will be back . We got cool cups too that change colors. I’ll post a picture!

Armani Brown

Jun 2021

“Stopped by fairly late and was pleasantly surprised to see no line.”

Stopped by fairly late and was pleasantly surprised to see no line. The employee was kind and apologetic about being out of a couple types of cookies, which wasn’t a huge deal. The cookies were good too, not as good as crumbl but still alright. My problem was with the security guard. He kept staring at his phone not actually looking watching anyone, and when he finally looked up and saw there were a few more parties whom had joined the line he got up and demanded we all stand against the wall (yes, even my friend who was on crutches and had to block the entire entry way as we were waiting for the last member of our group to order his cookies). Security guard promptly went back to his phone.

Kathrynn

May 2024

“The store does not accept cash.”

The store does not accept cash. The address is wrong on Google. The store is actually on Wabash St. pregnant lady at the front register is extremely rude. Cookies and ice cream are just average.

Ann K

Jul 2021

“Special cookies were delicious...the three normal cookies were stale and har..”

Special cookies were delicious...the three normal cookies were stale and har... what the heeeelllll is this 🤣

Jesse Armes

Nov 2025

“Never write reviews, however, this is the second time this has happened.”

Never write reviews, however, this is the second time this has happened. These cookies are hard as a brick and it took an hour to be delivered. Go put your money elsewhere - this is not it and will not ordering again.

Jonna Kauffman

Sep 2025

“Cookies were cold, hard, and boxed up broken.”

Cookies were cold, hard, and boxed up broken. Frankly, unacceptable for these prices. First time ordering insomnia cookies in this city, after being a customer for years where we used to live. One of my favorite places, very disappointed

John H

May 2025