Insomnia Cookies
Insomnia Cookies — desserts in Loop worth a stop for the Cookies. It wears its years well, and open late. "The cookies were the best, but your customer service was even better" — Ashley M. [$$]
What 205 diners keep saying
What 205 diners keep saying
verbatim, from Google
“Dave Bella and the boss are Great, I love this place. This place is absolutely amazing. Please come here. Everyone, you know will make you happy and make you laugh. It’s so fun here. Yay yay yay yay. Yay.”

“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.”

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

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

“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!”

“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!!!”

“Esse é o meu cookie favorito! Ele vem bem quentinho e com recheio derretendo. É ótimo! Provem!”
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